Imidazolidine-2,4-dione (BioDeep_00001868537)

Main id: BioDeep_00000005731

 


代谢物信息卡片


Imidazolidine-2,4-dione

化学式: C3H4N2O2 (100.0273)
中文名称: 乙内酰脲, 海因
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1C(=O)NC(=O)N1
InChI: InChI=1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)

描述信息

COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

4 个代谢物同义名

Imidazolidine-2,4-dione; HYDANTOIN; Hydantoin; Hydantoin



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 10 ABCB1, AKR1B1, AR, BCL2, CASP3, DMPK, MMP14, MSMP, NEIL1, NEIL2
Endoplasmic reticulum membrane 2 BCL2, DMPK
Nucleus 8 AR, BCL2, CASP3, MMP14, NEIL1, NEIL2, NEIL3, OGG1
cytosol 9 AKR1A1, AKR1B1, AR, BCL2, CASP3, DMPK, MMP14, NEIL1, OGG1
dendrite 2 HTR6, HTR7
centrosome 1 NEIL1
nucleoplasm 8 AKR1B1, AR, CASP3, NEIL1, NEIL2, NEIL3, OGG1, SCNN1G
Cell membrane 6 ABCB1, DMPK, HTR6, HTR7, ITGB2, MMP14
Cytoplasmic side 1 DMPK
Multi-pass membrane protein 4 ABCB1, HTR6, HTR7, SCNN1G
Synapse 3 AKR1A1, HTR6, HTR7
cell surface 3 ABCB1, ITGB2, TNR
glutamatergic synapse 2 CASP3, TNR
Golgi membrane 1 INS
neuronal cell body 1 CASP3
Cytoplasm, cytosol 2 AKR1A1, DMPK
plasma membrane 8 ABCB1, AR, DMPK, HTR6, HTR7, ITGB2, MMP14, SCNN1G
Membrane 6 ABCB1, AR, BCL2, ITGB2, MMP13, MMP14
apical plasma membrane 3 ABCB1, AKR1A1, SCNN1G
extracellular exosome 5 ABCB1, AKR1A1, AKR1B1, ITGB2, SCNN1G
endoplasmic reticulum 1 BCL2
extracellular space 7 AKR1A1, AKR1B1, INS, MMP13, MMP14, MSMP, TNR
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 3 AKR1B1, BCL2, OGG1
protein-containing complex 3 AR, BCL2, OGG1
intracellular membrane-bounded organelle 1 NEIL2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 ITGB2, MMP14
Secreted 3 INS, MMP13, MSMP
extracellular region 3 INS, MMP13, TNR
Mitochondrion outer membrane 2 BCL2, DMPK
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, DMPK
mitochondrial matrix 1 OGG1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NEIL1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, DMPK
external side of plasma membrane 2 ITGB2, SCNN1G
Extracellular vesicle 1 ITGB2
Secreted, extracellular space, extracellular matrix 2 MMP13, TNR
cytoplasmic vesicle 1 MMP14
Apical cell membrane 3 ABCB1, AKR1A1, SCNN1G
Membrane raft 2 ITGB2, TNR
pore complex 1 BCL2
focal adhesion 2 ITGB2, MMP14
extracellular matrix 2 MMP13, MMP14
collagen-containing extracellular matrix 1 TNR
nuclear speck 2 AR, OGG1
Nucleus outer membrane 1 DMPK
nuclear outer membrane 1 DMPK
receptor complex 1 ITGB2
cilium 1 HTR6
chromatin 1 AR
mitotic spindle 1 NEIL2
Chromosome 2 NEIL1, NEIL3
endosome lumen 1 INS
sodium channel complex 1 SCNN1G
Nucleus, nucleoplasm 1 OGG1
specific granule membrane 1 ITGB2
tertiary granule membrane 1 ITGB2
Melanosome 1 MMP14
Nucleus speckle 1 OGG1
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 MMP14
trans-Golgi network membrane 1 HTR7
plasma membrane raft 1 ITGB2
secretory granule lumen 1 INS
Golgi lumen 2 INS, MMP14
endoplasmic reticulum lumen 1 INS
nuclear matrix 1 OGG1
transport vesicle 1 INS
Sarcoplasmic reticulum membrane 1 DMPK
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
perineuronal net 1 TNR
Single-pass type IV membrane protein 1 DMPK
Nucleus matrix 1 OGG1
ficolin-1-rich granule membrane 1 ITGB2
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
integrin complex 1 ITGB2
integrin alphaL-beta2 complex 1 ITGB2
integrin alphaM-beta2 complex 1 ITGB2
integrin alphaX-beta2 complex 1 ITGB2
BAD-BCL-2 complex 1 BCL2
tenascin complex 1 TNR
macropinosome 1 MMP14


文献列表

  • Xueru Yin, Pengfei Li, Zongwei Wang, Jing Wang, Anfei Fang, Binnian Tian, Yuheng Yang, Yang Yu, Chaowei Bi. Binding Mode and Molecular Mechanism of the Two-Component Histidine Kinase Bos1 of Botrytis cinerea to Fludioxonil and Iprodione. Phytopathology. 2024 Apr; 114(4):770-779. doi: 10.1094/phyto-07-23-0241-r. [PMID: 38598410]
  • Grace Stephany Mendoza Solano, Nancy Beatriz Andrioli. Genotoxic effects induced by iprodione and tebuconazole in meristematic cells of Allium cepa: responses dependent on concentration and exposure time. Environmental science and pollution research international. 2024 Mar; 31(11):17289-17298. doi: 10.1007/s11356-024-32351-9. [PMID: 38340299]
  • Weitao Hu, Guilan Chen, Wenbin Yuan, Chen Guo, Fasheng Liu, Shouhua Zhang, Zigang Cao. Iprodione induces hepatotoxicity in zebrafish by mediating ROS generation and upregulating p53 signalling pathway. Ecotoxicology and environmental safety. 2024 Jan; 270(?):115911. doi: 10.1016/j.ecoenv.2023.115911. [PMID: 38181604]
  • Xiao Liang, Xue Li, Zhiyuan Zhao, Yiming Nie, Zefu Yao, Wandi Ren, Xinying Yang, Xuben Hou, Hao Fang. Design, synthesis and biological evaluation of hydantoin derivatives as Mcl-1 selective inhibitors. Bioorganic chemistry. 2022 04; 121(?):105643. doi: 10.1016/j.bioorg.2022.105643. [PMID: 35150958]
  • Wei Liu, Shen Zhang, Lifeng Xiao, Ying Wan, Lu He, Kai Wang, Zhiqiu Qi, Xinghai Li. Synthesis and biological activity of novel hydantoin cyclohexyl sulfonamide derivatives as potential antimicrobial agents in agriculture. Pest management science. 2022 Apr; 78(4):1438-1447. doi: 10.1002/ps.6761. [PMID: 34921739]
  • Yan Cao, Nasser S Awwad, Hala A Ibrahium, A Sarkar, H Elhosiny Ali, A A Menazea. Investigation of the interaction mechanism of 3-allyl-2-hydantoin anti-cancer on the pristine and functionalized BC2N nanotubes as an effective drug delivery nanocarriers. Journal of biotechnology. 2022 Feb; 345(?):40-46. doi: 10.1016/j.jbiotec.2021.12.009. [PMID: 34952091]
  • Sayoko Oiki, Takashi Yaguchi, Syun-Ichi Urayama, Daisuke Hagiwara. Wide distribution of resistance to the fungicides fludioxonil and iprodione in Penicillium species. PloS one. 2022; 17(1):e0262521. doi: 10.1371/journal.pone.0262521. [PMID: 35100282]
  • Qi Lai, Xiaofang Sun, Lianshan Li, Da Li, Minghua Wang, Haiyan Shi. Toxicity effects of procymidone, iprodione and their metabolite of 3,5-dichloroaniline to zebrafish. Chemosphere. 2021 Jun; 272(?):129577. doi: 10.1016/j.chemosphere.2021.129577. [PMID: 33465616]
  • Yanli Bian, Juan Wang, Fengmao Liu, Biming Mao, Hongwei Huang, Jingyi Xu, Xiaohan Li, Yangyang Guo. Residue behavior and removal of iprodione in garlic, green garlic, and garlic shoot. Journal of the science of food and agriculture. 2020 Oct; 100(13):4705-4713. doi: 10.1002/jsfa.10527. [PMID: 32458444]
  • Vinicius Sartori Fioresi, Bárbara de Cássia Ribeiro Vieira, José Marcello Salabert de Campos, Tatiana da Silva Souza. Cytogenotoxic activity of the pesticides imidacloprid and iprodione on Allium cepa root meristem. Environmental science and pollution research international. 2020 Aug; 27(22):28066-28076. doi: 10.1007/s11356-020-09201-5. [PMID: 32405953]
  • John W Cuozzo, Matthew A Clark, Anthony D Keefe, Anna Kohlmann, Mark Mulvihill, Haihong Ni, Louis M Renzetti, Daniel I Resnicow, Frank Ruebsam, Eric A Sigel, Heather A Thomson, Ce Wang, Zhifeng Xie, Ying Zhang. Novel Autotaxin Inhibitor for the Treatment of Idiopathic Pulmonary Fibrosis: A Clinical Candidate Discovered Using DNA-Encoded Chemistry. Journal of medicinal chemistry. 2020 07; 63(14):7840-7856. doi: 10.1021/acs.jmedchem.0c00688. [PMID: 32584034]
  • Ambreen Maqsood, Chaorong Wu, Sunny Ahmar, Haiyan Wu. Cytological and Gene Profile Expression Analysis Reveals Modification in Metabolic Pathways and Catalytic Activities Induce Resistance in Botrytis cinerea Against Iprodione Isolated From Tomato. International journal of molecular sciences. 2020 Jul; 21(14):. doi: 10.3390/ijms21144865. [PMID: 32660143]
  • Jinyan Gong, Jiong Li, Haina Yuan, Bingquan Chu, Weijie Lin, Qingwen Cao, Qiqi Zhao, Ruosi Fang, Ling Li, Gongnian Xiao. Determination of four nitrofuran metabolites in gelatin Chinese medicine using dispersive solid phase extraction and pass-through solid phase extraction coupled to ultra high performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Jun; 1146(?):122018. doi: 10.1016/j.jchromb.2020.122018. [PMID: 32334390]
  • A Katsoula, S Vasileiadis, M Sapountzi, Dimitrios G Karpouzas. The response of soil and phyllosphere microbial communities to repeated application of the fungicide iprodione: accelerated biodegradation or toxicity?. FEMS microbiology ecology. 2020 06; 96(6):. doi: 10.1093/femsec/fiaa056. [PMID: 32221586]
  • Lina Gao, Huiya Yuan, Enyu Xu, Junting Liu. Toxicology of paraquat and pharmacology of the protective effect of 5-hydroxy-1-methylhydantoin on lung injury caused by paraquat based on metabolomics. Scientific reports. 2020 02; 10(1):1790. doi: 10.1038/s41598-020-58599-y. [PMID: 32019966]
  • Annamaria Lubelska, Gniewomir Latacz, Magdalena Jastrzębska-Więsek, Magdalena Kotańska, Rafał Kurczab, Anna Partyka, Małgorzata Anna Marć, Daria Wilczyńska, Agata Doroz-Płonka, Dorota Łażewska, Anna Wesołowska, Katarzyna Kieć-Kononowicz, Jadwiga Handzlik. Are the Hydantoin-1,3,5-triazine 5-HT6R Ligands a Hope to a Find New Procognitive and Anti-Obesity Drug? Considerations Based on Primary In Vivo Assays and ADME-Tox Profile In Vitro. Molecules (Basel, Switzerland). 2019 Dec; 24(24):. doi: 10.3390/molecules24244472. [PMID: 31817628]
  • Tae Hyun Lee, Zahra Khan, Sun Yeou Kim, Kang Ro Lee. Thiohydantoin and Hydantoin Derivatives from the Roots of Armoracia rusticana and Their Neurotrophic and Anti-neuroinflammatory Activities. Journal of natural products. 2019 11; 82(11):3020-3024. doi: 10.1021/acs.jnatprod.9b00527. [PMID: 31625742]
  • E J Meester, B J Krenning, R H de Blois, J P Norenberg, M de Jong, M R Bernsen, K Van der Heiden. Imaging of atherosclerosis, targeting LFA-1 on inflammatory cells with 111In-DANBIRT. Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology. 2019 10; 26(5):1697-1704. doi: 10.1007/s12350-018-1244-5. [PMID: 29536351]
  • Paula Mauri Bernardes, Larissa Fonseca Andrade-Vieira, Francielen Barroso Aragão, Adésio Ferreira, Marcia Flores da Silva Ferreira. Toxicological effects of comercial formulations of fungicides based on procymidone and iprodione in seedlings and root tip cells of Allium cepa. Environmental science and pollution research international. 2019 Jul; 26(20):21013-21021. doi: 10.1007/s11356-019-04636-x. [PMID: 31119539]
  • Yang Xu, Fang Wang, Hongye Guo, Shihan Wang, Shuling Ni, Yan Zhou, Zhihan Wang, Huiwei Bao, Yongsheng Wang. Antitussive and Anti-inflammatory Dual-active Agents Developed from Natural Product Lead Compound 1-Methylhydantoin. Molecules (Basel, Switzerland). 2019 Jun; 24(13):. doi: 10.3390/molecules24132355. [PMID: 31247960]
  • Qianqian Liang, Baochun Li, Junchen Wang, Panrong Ren, Lirong Yao, Yaxiong Meng, Erjing Si, Xunwu Shang, Huajun Wang. PGPBS, a mitogen-activated protein kinase kinase, is required for vegetative differentiation, cell wall integrity, and pathogenicity of the barley leaf stripe fungus Pyrenophora graminea. Gene. 2019 May; 696(?):95-104. doi: 10.1016/j.gene.2019.02.032. [PMID: 30779945]
  • Oliver Zierau, Annika Kolodziejczyk, Günter Vollmer, David Machalz, Gerhard Wolber, Detlef Thieme, Annekathrin Martina Keiler. Comparison of the three SARMs RAD-140, GLPG0492 and GSK-2881078 in two different in vitro bioassays, and in an in silico androgen receptor binding assay. The Journal of steroid biochemistry and molecular biology. 2019 05; 189(?):81-86. doi: 10.1016/j.jsbmb.2019.02.014. [PMID: 30825507]
  • Jian Hu, Yuxin Zhou, Tao Gao, Jiamei Geng, Yuan Dai, Haiyan Ren, Kurt Lamour, Xili Liu. Resistance risk assessment for fludioxonil in Sclerotinia homoeocarpa in China. Pesticide biochemistry and physiology. 2019 May; 156(?):123-128. doi: 10.1016/j.pestbp.2019.02.011. [PMID: 31027571]
  • Azaj Ahmed, Anas Shamsi, Mohd Shahnawaz Khan, Fohad Mabood Husain, Bilqees Bano. Probing the interaction of human serum albumin with iprodione, a fungicide: spectroscopic and molecular docking insight. Journal of biomolecular structure & dynamics. 2019 03; 37(4):857-862. doi: 10.1080/07391102.2018.1442252. [PMID: 29475407]
  • Menglong Cong, Shun He, Jun Zhang, Chaoxi Luo, Fuxing Zhu. Hormetic Effects of Mixtures of Carbendazim and Iprodione on the Virulence of Botrytis cinerea. Plant disease. 2019 Jan; 103(1):95-101. doi: 10.1094/pdis-05-18-0754-re. [PMID: 30398945]
  • W X Yin, M Adnan, Y Shang, Y Lin, C X Luo. Sensitivity of Botrytis cinerea From Nectarine/Cherry in China to Six Fungicides and Characterization of Resistant Isolates. Plant disease. 2018 12; 102(12):2578-2585. doi: 10.1094/pdis-02-18-0244-re. [PMID: 30299208]
  • Christian Berg, Marcus Hill, Chelsea Bonetti, Gary C Mitchell, Bibek Sharma. The effects of iprodione fungicide on survival, behavior, and brood development of honeybees (Apis mellifera L.) after one foliar application during flowering on mustard. Environmental toxicology and chemistry. 2018 12; 37(12):3086-3094. doi: 10.1002/etc.4272. [PMID: 30229986]
  • Lina Gao, Huiya Yuan, Zhipengn Cao, Enyu Xu, Junting Liu. [Exploration about the protection mechanism of 5-hydroxy-1-methylhydantoin on paraquat poisoning model]. Zhonghua wei zhong bing ji jiu yi xue. 2018 Dec; 30(12):1184-1189. doi: 10.3760/cma.j.issn.2095-4352.2018.012.016. [PMID: 30592955]
  • Rijing Liao, Yuan Gao, Ming Chen, Lulu Li, Xuye Hu. A Ubiquitous but Overlooked Side Reaction in Dimethyl Labeling of Peptides. Analytical chemistry. 2018 11; 90(22):13533-13540. doi: 10.1021/acs.analchem.8b03570. [PMID: 30372036]
  • S Vasileiadis, E Puglisi, E S Papadopoulou, G Pertile, N Suciu, R A Pappolla, M Tourna, P A Karas, F Papadimitriou, A Kasiotakis, N Ipsilanti, A Ferrarini, S Sułowicz, F Fornasier, U Menkissoglu-Spiroudi, G W Nicol, M Trevisan, D G Karpouzas. Blame It on the Metabolite: 3,5-Dichloroaniline Rather than the Parent Compound Is Responsible for the Decreasing Diversity and Function of Soil Microorganisms. Applied and environmental microbiology. 2018 11; 84(22):. doi: 10.1128/aem.01536-18. [PMID: 30194100]
  • Juliana S Baggio, Natalia A Peres, Lilian Amorim. Sensitivity of Botrytis cinerea Isolates from Conventional and Organic Strawberry Fields in Brazil to Azoxystrobin, Iprodione, Pyrimethanil, and Thiophanate-Methyl. Plant disease. 2018 Sep; 102(9):1803-1810. doi: 10.1094/pdis-08-17-1221-re. [PMID: 30125196]
  • Yingying Song, Lili Li, Chao Li, Zengbin Lu, Xingyuan Men, Fajun Chen. Evaluating the Sensitivity and Efficacy of Fungicides with Different Modes of Action Against Botryosphaeria dothidea. Plant disease. 2018 Sep; 102(9):1785-1793. doi: 10.1094/pdis-01-18-0118-re. [PMID: 30125189]
  • Anders Sonne Munch, Arnela Saljic, Kim Boddum, Morten Grunnet, Charlotte Hougaard, Thomas Jespersen. Pharmacological rescue of mutated Kv3.1 ion-channel linked to progressive myoclonus epilepsies. European journal of pharmacology. 2018 Aug; 833(?):255-262. doi: 10.1016/j.ejphar.2018.06.015. [PMID: 29894724]
  • Yuanqiong Huang, Zhonglin Guo, Hongjian Song, Yuxiu Liu, Lizhong Wang, Qingmin Wang. Design, Synthesis, and Biological Activity of β-Carboline Analogues Containing Hydantoin, Thiohydantoin, and Urea Moieties. Journal of agricultural and food chemistry. 2018 Aug; 66(31):8253-8261. doi: 10.1021/acs.jafc.8b03087. [PMID: 30052037]
  • N Muzhinji, J W Woodhall, M Truter, J E van der Waals. Variation in Fungicide Sensitivity Among Rhizoctonia Isolates Recovered from Potatoes in South Africa. Plant disease. 2018 Aug; 102(8):1520-1526. doi: 10.1094/pdis-09-17-1470-re. [PMID: 30673418]
  • Yabing Duan, Tao Li, Xuemei Xiao, Jian Wu, Shengkun Li, Jianxin Wang, Mingguo Zhou. Pharmacological characteristics of the novel fungicide pyrisoxazole against Sclerotinia sclerotiorum. Pesticide biochemistry and physiology. 2018 Jul; 149(?):61-66. doi: 10.1016/j.pestbp.2018.05.010. [PMID: 30033017]
  • Azaj Ahmed, Anas Shamsi, Bilqees Bano. Deciphering the toxic effects of iprodione, a fungicide and malathion, an insecticide on thiol protease inhibitor isolated from yellow Indian mustard seeds. Environmental toxicology and pharmacology. 2018 Jul; 61(?):52-60. doi: 10.1016/j.etap.2018.05.019. [PMID: 29852369]
  • Natália R T Amorim, Tatiana Luna-Gomes, Marcos Gama-Almeida, Glaucia Souza-Almeida, Claudio Canetti, Bruno L Diaz, Peter F Weller, Patricia Torres Bozza, Clarissa M Maya-Monteiro, Christianne Bandeira-Melo. Leptin Elicits LTC4 Synthesis by Eosinophils Mediated by Sequential Two-Step Autocrine Activation of CCR3 and PGD2 Receptors. Frontiers in immunology. 2018; 9(?):2139. doi: 10.3389/fimmu.2018.02139. [PMID: 30298073]
  • Timothy B Durham, Jothirajah Marimuthu, James L Toth, Chin Liu, Lisa Adams, Daniel R Mudra, Craig Swearingen, Chaohua Lin, Mark G Chambers, Kannan Thirunavukkarasu, Michael R Wiley. A Highly Selective Hydantoin Inhibitor of Aggrecanase-1 and Aggrecanase-2 with a Low Projected Human Dose. Journal of medicinal chemistry. 2017 07; 60(13):5933-5939. doi: 10.1021/acs.jmedchem.7b00650. [PMID: 28613895]
  • Hyunkyu Sang, James T Popko, Taehyun Chang, Geunhwa Jung. Molecular Mechanisms Involved in Qualitative and Quantitative Resistance to the Dicarboximide Fungicide Iprodione in Sclerotinia homoeocarpa Field Isolates. Phytopathology. 2017 02; 107(2):198-207. doi: 10.1094/phyto-05-16-0211-r. [PMID: 27642797]
  • Chunkai Wang, Qingjie Zhao, Mireille Vargas, Jeremy O Jones, Karen L White, David M Shackleford, Gong Chen, Jessica Saunders, Alice C F Ng, Francis C K Chiu, Yuxiang Dong, Susan A Charman, Jennifer Keiser, Jonathan L Vennerstrom. Revisiting the SAR of the Antischistosomal Aryl Hydantoin (Ro 13-3978). Journal of medicinal chemistry. 2016 12; 59(23):10705-10718. doi: 10.1021/acs.jmedchem.6b01410. [PMID: 27933964]
  • Sonja Kilo, Thomas Göen, Hans Drexler. Cross-sectional study on N,N-dimethylformamide (DMF); effects on liver and alcohol intolerance. International archives of occupational and environmental health. 2016 Nov; 89(8):1309-1320. doi: 10.1007/s00420-016-1164-0. [PMID: 27587219]
  • M T Mutengwe, L Chidamba, L Korsten. Pesticide Residue Monitoring on South African Fresh Produce Exported over a 6-Year Period. Journal of food protection. 2016 10; 79(10):1759-1766. doi: 10.4315/0362-028x.jfp-16-022. [PMID: 28221852]
  • Michael R Wiley, Timothy B Durham, Lisa A Adams, Mark G Chambers, Chaohua Lin, Chin Liu, Jothirajah Marimuthu, Peter G Mitchell, Daniel R Mudra, Craig A Swearingen, James L Toth, Jennifer M Weller, Kannan Thirunavukkarasu. Use of Osmotic Pumps to Establish the Pharmacokinetic-Pharmacodynamic Relationship and Define Desirable Human Performance Characteristics for Aggrecanase Inhibitors. Journal of medicinal chemistry. 2016 06; 59(12):5810-22. doi: 10.1021/acs.jmedchem.6b00398. [PMID: 27194201]
  • Katarzyna Kucwaj-Brysz, Dawid Warszycki, Sabina Podlewska, Jagna Witek, Karolina Witek, Andrea González Izquierdo, Grzegorz Satała, María I Loza, Annamaria Lubelska, Gniewomir Latacz, Andrzej J Bojarski, Marián Castro, Katarzyna Kieć-Kononowicz, Jadwiga Handzlik. Rational design in search for 5-phenylhydantoin selective 5-HT7R antagonists. Molecular modeling, synthesis and biological evaluation. European journal of medicinal chemistry. 2016 Apr; 112(?):258-269. doi: 10.1016/j.ejmech.2016.02.024. [PMID: 26900658]
  • Shuna Cui, Rabeay Y A Hassan, Anna Heintz-Buschart, Ursula Bilitewski. Regulation of Candida albicans Interaction with Macrophages through the Activation of HOG Pathway by Genistein. Molecules (Basel, Switzerland). 2016 Jan; 21(2):162. doi: 10.3390/molecules21020162. [PMID: 26828477]
  • Elżbieta Wołejko, Bożena Łozowicka, Piotr Kaczyński, Magdalena Jankowska, Jolanta Piekut. The influence of effective microorganisms (EM) and yeast on the degradation of strobilurins and carboxamides in leafy vegetables monitored by LC-MS/MS and health risk assessment. Environmental monitoring and assessment. 2016 Jan; 188(1):64. doi: 10.1007/s10661-015-5022-4. [PMID: 26718945]
  • Aki Kijima, Yuji Ishii, Shinji Takasu, Kohei Matsushita, Ken Kuroda, Daisuke Hibi, Yuta Suzuki, Takehiko Nohmi, Takashi Umemura. Chemical structure-related mechanisms underlying in vivo genotoxicity induced by nitrofurantoin and its constituent moieties in gpt delta rats. Toxicology. 2015 May; 331(?):125-35. doi: 10.1016/j.tox.2015.03.003. [PMID: 25772432]
  • Lina Gao, Shuang Yang, Junting Liu, Libo Liu. [Preventive effects of 5-hydroxy-1-methylhydantoin on paraquat-induced nephrotoxicity in rat]. Zhonghua wei zhong bing ji jiu yi xue. 2015 Apr; 27(4):246-9. doi: 10.3760/cma.j.issn.2095-4352.2015.04.004. [PMID: 25891451]
  • Hyunkyu Sang, Jon Hulvey, James T Popko, John Lopes, Aishwarya Swaminathan, Taehyun Chang, Geunhwa Jung. A pleiotropic drug resistance transporter is involved in reduced sensitivity to multiple fungicide classes in Sclerotinia homoeocarpa (F.T. Bennett). Molecular plant pathology. 2015 Apr; 16(3):251-61. doi: 10.1111/mpp.12174. [PMID: 25040464]
  • Takayuki Matsuda, Ayumu Okuda, Yuichiro Watanabe, Tohru Miura, Hidefumi Ozawa, Ayako Tosaka, Koichi Yamazaki, Yuki Yamaguchi, Sayaka Kurobuchi, Minoru Koura, Kimiyuki Shibuya. Design and discovery of 2-oxochromene derivatives as liver X receptor β-selective agonists. Bioorganic & medicinal chemistry letters. 2015 Mar; 25(6):1274-8. doi: 10.1016/j.bmcl.2015.01.047. [PMID: 25677664]
  • Gniewomir Latacz, Katarzyna Kieć-Kononowicz. The stereoselectivity and hydrolysis efficiency of recombinant D-hydantoinase from Vigna angularis Against 5-benzylhydantoin derivatives with halogen and methyl substituents. Applied biochemistry and biotechnology. 2015 Jan; 175(2):698-704. doi: 10.1007/s12010-014-1313-4. [PMID: 25342262]
  • Roland Blanqué, Liên Lepescheux, Marielle Auberval, Dominique Minet, Didier Merciris, Céline Cottereaux, Philippe Clément-Lacroix, Philippe Delerive, Florence Namour. Characterization of GLPG0492, a selective androgen receptor modulator, in a mouse model of hindlimb immobilization. BMC musculoskeletal disorders. 2014 Sep; 15(?):291. doi: 10.1186/1471-2474-15-291. [PMID: 25185887]
  • Xingpeng Li, Dolores Fernández-Ortuño, Anja Grabke, Guido Schnabel. Resistance to fludioxonil in Botrytis cinerea isolates from blackberry and strawberry. Phytopathology. 2014 Jul; 104(7):724-32. doi: 10.1094/phyto-11-13-0308-r. [PMID: 24423402]
  • Kazuharu Ienaga, Mimi Sohn, Mitsuru Naiki, Ayad A Jaffa. Creatinine metabolite, HMH (5-hydroxy-1-methylhydantoin; NZ-419), modulates bradykinin-induced changes in vascular smooth muscle cells. Journal of receptor and signal transduction research. 2014 Jun; 34(3):195-200. doi: 10.3109/10799893.2013.876039. [PMID: 24641698]
  • Anja Grabke, Dolores Fernández-Ortuño, Achour Amiri, Xingpeng Li, Natália A Peres, Powell Smith, Guido Schnabel. Characterization of iprodione resistance in Botrytis cinerea from strawberry and blackberry. Phytopathology. 2014 Apr; 104(4):396-402. doi: 10.1094/phyto-06-13-0156-r. [PMID: 24156554]
  • P Aracena, C Lazo-Hernández, A Molina-Berríos, D R Sepúlveda, C Reinoso, J I Larraín, J Navarro, M E Letelier. Microsomal oxidative stress induced by NADPH is inhibited by nitrofurantoin redox biotranformation. Free radical research. 2014 Feb; 48(2):129-36. doi: 10.3109/10715762.2013.836695. [PMID: 23967899]
  • Peng Zhang, Zifeng Zhang, Peter F Kador. Polyol effects on growth factors and MAPK signaling in rat retinal capillary cells. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics. 2014 Feb; 30(1):4-11. doi: 10.1089/jop.2013.0170. [PMID: 24256145]
  • E A Pautova, A S Dovgalev, L D Shchuchinova, L V Aliautdina. [Effects of disinfectants on Toxocara canis eggs (results of experimental studies)]. Meditsinskaia parazitologiia i parazitarnye bolezni. 2013 Oct; ?(4):27-9. doi: NULL. [PMID: 24640128]
  • Wolfgang Gries, Gabriele Leng. Analytical determination of specific 4,4'-methylene diphenyl diisocyanate hemoglobin adducts in human blood. Analytical and bioanalytical chemistry. 2013 Sep; 405(23):7205-13. doi: 10.1007/s00216-013-7171-z. [PMID: 23839327]
  • J Haglund, N Borg. ADME characterization in rats revealed immediate secretion of AZD7903 into the stomach after IV dosing. Xenobiotica; the fate of foreign compounds in biological systems. 2013 Sep; 43(9):823-35. doi: 10.3109/00498254.2013.767951. [PMID: 23391212]
  • Kazuharu Ienaga, Chan Hum Park, Takako Yokozawa. Protective effect of an intrinsic antioxidant, HMH (5-hydroxy-1-methylhydantoin; NZ-419), against cellular damage of kidney tubules. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2013 Jul; 65(5):559-66. doi: 10.1016/j.etp.2012.05.001. [PMID: 22749566]
  • Renuka N Attanayake, Patrick A Carter, Daohong Jiang, Luis Del Río-Mendoza, Weidong Chen. Sclerotinia sclerotiorum populations infecting canola from China and the United States are genetically and phenotypically distinct. Phytopathology. 2013 Jul; 103(7):750-61. doi: 10.1094/phyto-07-12-0159-r. [PMID: 23464902]
  • Penélope Merino-Montiel, Susana Maza, Sergio Martos, Óscar López, Inés Maya, José G Fernández-Bolaños. Synthesis and antioxidant activity of O-alkyl selenocarbamates, selenoureas and selenohydantoins. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2013 Feb; 48(3):582-92. doi: 10.1016/j.ejps.2012.12.016. [PMID: 23287366]
  • Anna Czopek, Marcin Kołaczkowski, Adam Bucki, Hanna Byrtus, Maciej Pawłowski, Agata Siwek, Andrzej J Bojarski, Marek Bednarski, Dagmara Wróbel, Anna Wesołowska. Novel mannich bases, 5-arylimidazolidine-2,4-dione derivatives with dual 5-HT(1A) receptor and serotonin transporter affinity. Archiv der Pharmazie. 2013 Feb; 346(2):98-109. doi: 10.1002/ardp.201200378. [PMID: 23288448]
  • Xiuguo Wang, Guangjun Xu, Fenglong Wang, Huiqing Sun, Yiqiang Li. Iprodione residues and dissipation rates in tobacco leaves and soil. Bulletin of environmental contamination and toxicology. 2012 Oct; 89(4):877-81. doi: 10.1007/s00128-012-0783-8. [PMID: 22893179]
  • Chihiro Miyamoto, Mariko Yoshida, Masaaki Yoshikawa, Takafumi Mizushige, Kousaku Ohinata. Complement C5a exhibits anxiolytic-like activity via the prostaglandin D2-DP1 receptor system coupled to adenosine A2A and GABAA receptors. Prostaglandins & other lipid mediators. 2012 May; 98(1-2):17-22. doi: 10.1016/j.prostaglandins.2012.03.004. [PMID: 22503964]
  • Nuria Maicas, Lidia Ibáñez, María José Alcaraz, Amalia Úbeda, María Luisa Ferrándiz. Prostaglandin D2 regulates joint inflammation and destruction in murine collagen-induced arthritis. Arthritis and rheumatism. 2012 Jan; 64(1):130-40. doi: 10.1002/art.30656. [PMID: 21898357]
  • Sabine Fillinger, Sakhr Ajouz, Philippe C Nicot, Pierre Leroux, Marc Bardin. Functional and structural comparison of pyrrolnitrin- and iprodione-induced modifications in the class III histidine-kinase Bos1 of Botrytis cinerea. PloS one. 2012; 7(8):e42520. doi: 10.1371/journal.pone.0042520. [PMID: 22912706]
  • Karen S Galea, Laura MacCalman, Kate Jones, John Cocker, Paul Teedon, Anne J Sleeuwenhoek, John W Cherrie, Martie van Tongeren. Biological monitoring of pesticide exposures in residents living near agricultural land. BMC public health. 2011 Nov; 11(?):856. doi: 10.1186/1471-2458-11-856. [PMID: 22074397]
  • Ana Rita Travassos, Lieve Claes, Lies Boey, Jacques Drieghe, An Goossens. Non-fragrance allergens in specific cosmetic products. Contact dermatitis. 2011 Nov; 65(5):276-85. doi: 10.1111/j.1600-0536.2011.01968.x. [PMID: 21951136]
  • G Hasegawa, K Nakano, K Ienaga. Serum accumulation of a creatinine oxidative metabolite (NZ-419: 5-hydroxy-1- methylhydatoin) as an intrinsic antioxidant in diabetic patients with or without chronic kidney disease. Clinical nephrology. 2011 Oct; 76(4):284-9. doi: 10.5414/cn107025. [PMID: 21955863]
  • WanFang Li, JinFeng Wei, HongTao Jin, MingFang Huang, JingXuan Zhang, ChengHe Li, ChaoJie Chen, Chang Liu, AiPing Wang. Study of the toxicity of 1-Bromo-3-chloro-5,5-dimethylhydantoin to zebrafish. Biomedical and environmental sciences : BES. 2011 Aug; 24(4):383-90. doi: 10.3967/0895-3988.2011.04.009. [PMID: 22108327]
  • Yong Tang, Xialing Xu, Xi Liu, Xiaoming Huang, Yaoqiang Chen, WuZhou Wang, Junjian Xiang. Development of a lateral flow immunoassay (LFA) strip for the rapid detection of 1-aminohydantoin in meat samples. Journal of food science. 2011 Aug; 76(6):T138-43. doi: 10.1111/j.1750-3841.2011.02217.x. [PMID: 22417525]
  • George S Karaoglanidis, Anastasios N Markoglou, George A Bardas, Eleftherios G Doukas, Sotiris Konstantinou, John F Kalampokis. Sensitivity of Penicillium expansum field isolates to tebuconazole, iprodione, fludioxonil and cyprodinil and characterization of fitness parameters and patulin production. International journal of food microbiology. 2011 Jan; 145(1):195-204. doi: 10.1016/j.ijfoodmicro.2010.12.017. [PMID: 21251724]
  • Michael S Malamas, Albert Robichaud, Jim Erdei, Dominick Quagliato, William Solvibile, Ping Zhou, Koi Morris, Jim Turner, Erik Wagner, Kristi Fan, Andrea Olland, Steve Jacobsen, Peter Reinhart, David Riddell, Menelas Pangalos. Design and synthesis of aminohydantoins as potent and selective human β-secretase (BACE1) inhibitors with enhanced brain permeability. Bioorganic & medicinal chemistry letters. 2010 Nov; 20(22):6597-605. doi: 10.1016/j.bmcl.2010.09.029. [PMID: 20880704]
  • Sakhr Ajouz, Véronique Decognet, Philippe C Nicot, Marc Bardin. Microsatellite stability in the plant pathogen Botrytis cinerea after exposure to different selective pressures. Fungal biology. 2010 Nov; 114(11-12):949-54. doi: 10.1016/j.funbio.2010.09.004. [PMID: 21036339]
  • Mudit Mudit, Fathy A Behery, Vikram B Wali, Paul W Sylvester, Khalid A El Sayed. Synthesis of fluorescent analogues of the anticancer natural products 4-hydroxyphenylmethylene hydantoin and delta-tocotrienol. Natural product communications. 2010 Oct; 5(10):1623-6. doi: . [PMID: 21121261]
  • Leiyan Yan, Qianqian Yang, George W Sundin, Hongye Li, Zhonghua Ma. The mitogen-activated protein kinase kinase BOS5 is involved in regulating vegetative differentiation and virulence in Botrytis cinerea. Fungal genetics and biology : FG & B. 2010 Sep; 47(9):753-60. doi: 10.1016/j.fgb.2010.06.002. [PMID: 20595070]
  • Michael S Malamas, Jim Erdei, Iwan Gunawan, Jim Turner, Yun Hu, Erik Wagner, Kristi Fan, Rajiv Chopra, Andrea Olland, Jonathan Bard, Steve Jacobsen, Ronald L Magolda, Menelas Pangalos, Albert J Robichaud. Design and synthesis of 5,5'-disubstituted aminohydantoins as potent and selective human beta-secretase (BACE1) inhibitors. Journal of medicinal chemistry. 2010 Feb; 53(3):1146-58. doi: 10.1021/jm901414e. [PMID: 19968289]
  • Kazuharu Ienaga, Takako Yokozawa. Treatment with NZ-419 (5-Hydroxy-1-methylimidazoline-2,4-dione), a novel intrinsic antioxidant, against the progression of chronic kidney disease at stages 3 and 4 in rats. Biological & pharmaceutical bulletin. 2010; 33(5):809-15. doi: 10.1248/bpb.33.809. [PMID: 20460759]
  • A Kunicka-Styczyńska, M Sikora, D Kalemba. Antimicrobial activity of lavender, tea tree and lemon oils in cosmetic preservative systems. Journal of applied microbiology. 2009 Dec; 107(6):1903-11. doi: 10.1111/j.1365-2672.2009.04372.x. [PMID: 19508298]
  • Kousaku Ohinata, Kuniko Takagi, Kyoko Biyajima, Kentaro Kaneko, Chihiro Miyamoto, Akihiro Asakawa, Naomi Eguchi, Yoshihiro Urade, Akio Inui, Masaaki Yoshikawa. Complement C5a stimulates food intake via a prostaglandin D(2)- and neuropeptide Y-dependent mechanism in mice. Prostaglandins & other lipid mediators. 2009 Dec; 90(3-4):81-4. doi: 10.1016/j.prostaglandins.2009.09.001. [PMID: 19800413]
  • Chad R Blystone, Christy S Lambright, Mary C Cardon, Johnathan Furr, Cynthia V Rider, Phillip C Hartig, Vickie S Wilson, Leon E Gray. Cumulative and antagonistic effects of a mixture of the antiandrogens vinclozolin and iprodione in the pubertal male rat. Toxicological sciences : an official journal of the Society of Toxicology. 2009 Sep; 111(1):179-88. doi: 10.1093/toxsci/kfp137. [PMID: 19564212]
  • Kazuharu Ienaga, Hiroki Mikami, Takako Yokozawa. First indications demonstrating the preventive effects of NZ-419, a novel intrinsic antioxidant, on the initiation and/or progression of chronic renal failure in rats. Biological & pharmaceutical bulletin. 2009 Jul; 32(7):1204-8. doi: 10.1248/bpb.32.1204. [PMID: 19571386]
  • Scott D Kathe, Ramiro Barrantes-Reynolds, Pawel Jaruga, Michael R Newton, Cynthia J Burrows, Viswanath Bandaru, Miral Dizdaroglu, Jeffrey P Bond, Susan S Wallace. Plant and fungal Fpg homologs are formamidopyrimidine DNA glycosylases but not 8-oxoguanine DNA glycosylases. DNA repair. 2009 May; 8(5):643-53. doi: 10.1016/j.dnarep.2008.12.013. [PMID: 19217358]
  • Hui Zhao, Kousaku Ohinata, Masaaki Yoshikawa. Central prostaglandin D(2) exhibits anxiolytic-like activity via the DP(1) receptor in mice. Prostaglandins & other lipid mediators. 2009 Apr; 88(3-4):68-72. doi: 10.1016/j.prostaglandins.2008.10.001. [PMID: 19007903]
  • Yi Ping Xu, Li Qiang Liu, Qiu Shen Li, Chi Fang Peng, Wei Chen, Chuan Lai Xu. Development of an immunochromatographic assay for rapid detection of 1-Aminohydantoin in urine specimens. Biomedical chromatography : BMC. 2009 Mar; 23(3):308-14. doi: 10.1002/bmc.1115. [PMID: 18816479]
  • Rufina Schuligoi, Miriam Sedej, Maria Waldhoer, Anela Vukoja, Eva M Sturm, Irmgard T Lippe, Bernhard A Peskar, Akos Heinemann. Prostaglandin H2 induces the migration of human eosinophils through the chemoattractant receptor homologous molecule of Th2 cells, CRTH2. Journal of leukocyte biology. 2009 Jan; 85(1):136-45. doi: 10.1189/jlb.0608387. [PMID: 18835884]
  • Osamu Maeda, Chie Oikawa, Nobuo Shiomi, Akira Toriba, Kazuichi Hayakawa. A clean-up method by photocatalysis for HPLC analysis of iprodione in dry basil. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2008 Aug; 24(8):1053-5. doi: 10.2116/analsci.24.1053. [PMID: 18689949]
  • Mario Thevis, Maxie Kohler, Andreas Thomas, Joachim Maurer, Nils Schlörer, Matthias Kamber, Wilhelm Schänzer. Determination of benzimidazole- and bicyclic hydantoin-derived selective androgen receptor antagonists and agonists in human urine using LC-MS/MS. Analytical and bioanalytical chemistry. 2008 May; 391(1):251-61. doi: 10.1007/s00216-008-1882-6. [PMID: 18270691]
  • Polina Gadeva, Boyan Dimitrov. Genotoxic effects of the pesticides Rubigan, Omite and Rovral in root-meristem cells of Crepis capillaris L. Mutation research. 2008 Apr; 652(2):191-7. doi: 10.1016/j.mrgentox.2008.02.007. [PMID: 18420449]
  • Miriam O Ribeiro. Effects of thyroid hormone analogs on lipid metabolism and thermogenesis. Thyroid : official journal of the American Thyroid Association. 2008 Feb; 18(2):197-203. doi: 10.1089/thy.2007.0288. [PMID: 18279020]
  • David Torres, Christophe Paget, Josette Fontaine, Thierry Mallevaey, Toshiyuki Matsuoka, Takayuki Maruyama, Shuh Narumiya, Monique Capron, Philippe Gosset, Christelle Faveeuw, François Trottein. Prostaglandin D2 inhibits the production of IFN-gamma by invariant NK T cells: consequences in the control of B16 melanoma. Journal of immunology (Baltimore, Md. : 1950). 2008 Jan; 180(2):783-92. doi: 10.4049/jimmunol.180.2.783. [PMID: 18178816]
  • Chad R Blystone, Christy S Lambright, Johnathan Furr, Vickie S Wilson, L Earl Gray. Iprodione delays male rat pubertal development, reduces serum testosterone levels, and decreases ex vivo testicular testosterone production. Toxicology letters. 2007 Nov; 174(1-3):74-81. doi: 10.1016/j.toxlet.2007.08.010. [PMID: 17931804]
  • Md Ashequr Rahman, Toshio Inoue, Takashi Ishikawa, Rie Yatsuzuka, Hiroshi Ohtsu, Chiaki Kamei. Involvement of chemical mediators in nasal allergic responses of HDC-KO mice. European journal of pharmacology. 2007 Jul; 567(3):245-51. doi: 10.1016/j.ejphar.2007.01.082. [PMID: 17543300]
  • Emanuela Salvatorelli, Pierantonio Menna, Luca Gianni, Giorgio Minotti. Defective taxane stimulation of epirubicinol formation in the human heart: insight into the cardiac tolerability of epirubicin-taxane chemotherapies. The Journal of pharmacology and experimental therapeutics. 2007 Feb; 320(2):790-800. doi: 10.1124/jpet.106.116160. [PMID: 17135345]
  • Christian H Lindh, Margareta Littorin, Asa Amilon, Bo A G Jönsson. Analysis of 3,5-dichloroaniline as a biomarker of vinclozolin and iprodione in human urine using liquid chromatography/triple quadrupole mass spectrometry. Rapid communications in mass spectrometry : RCM. 2007; 21(4):536-42. doi: 10.1002/rcm.2866. [PMID: 17245796]
  • Bo Yang, Dong Liu, C Zhu Li, F You Liu, Y Ming Peng, Y Sheng Jiang. 1-Methylhydantoin cytotoxicity on renal proximal tubular cells in vitro. Renal failure. 2007; 29(8):1025-9. doi: 10.1080/08860220701641272. [PMID: 18067051]