Bifonazol (BioDeep_00000402561)
代谢物信息卡片
化学式: C22H18N2 (310.14699079999997)
中文名称: 联苯苄唑
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(C3=CC=CC=C3)N4C=CN=C4
InChI: InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H
描述信息
D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AC - Imidazole and triazole derivatives
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent
CONFIDENCE standard compound; INTERNAL_ID 2510
CONFIDENCE standard compound; INTERNAL_ID 8491
同义名列表
2 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:78692
- KEGGdrug: D01775
- PubChem: 2378
- DrugBank: DB04794
- ChEMBL: CHEMBL277535
- CAS: 60628-96-8
- MoNA: AU251006
- MoNA: AU251005
- MoNA: AU251004
- MoNA: AU251003
- MoNA: AU251002
- MoNA: AU251001
- MoNA: SM849101
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。
文献列表
- Fan-Zhi Bu, Su-Su Meng, Ling-Yang Wang, Zhi-Yong Wu, Yan-Tuan Li. Bifonazole caffeate: The first molecular salt of bifonazole with enhanced biopharmaceutical property based on experiments and quantum chemistry research.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2024 Sep; 317(?):124403. doi:
10.1016/j.saa.2024.124403
. [PMID: 38710138] - Volodymyr Horishny, Athina Geronikaki, Victor Kartsev, Vasyl Matiychuk, Anthi Petrou, Pavel Pogodin, Vladimir Poroikov, Theodora A Papadopoulou, Ioannis S Vizirianakis, Marina Kostic, Marija Ivanov, Marina Sokovic. Synthesis, Biological Evaluation and Molecular Docking Studies of 5-Indolylmethylen-4-oxo-2-thioxothiazolidine Derivatives.
Molecules (Basel, Switzerland).
2022 Feb; 27(3):. doi:
10.3390/molecules27031068
. [PMID: 35164333] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040
. [PMID: 33910017] - Eugenia Stingaci, Marina Zveaghinteva, Serghei Pogrebnoi, Lucian Lupascu, Vladimir Valica, Livia Uncu, Anastasia Smetanscaia, Maricica Drumea, Anthi Petrou, Ana Ciric, Jasmina Glamoclija, Marina Sokovic, Victor Kravtsov, Athina Geronikaki, Fliur Macaev. New vinyl-1,2,4-triazole derivatives as antimicrobial agents: Synthesis, biological evaluation and molecular docking studies.
Bioorganic & medicinal chemistry letters.
2020 09; 30(17):127368. doi:
10.1016/j.bmcl.2020.127368
. [PMID: 32738986] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964
. [PMID: 31515284] - V Kartsev, Khidmet S Shikhaliev, A Geronikaki, Svetlana M Medvedeva, Irina V Ledenyova, Mikhail Yu Krysin, A Petrou, A Ciric, J Glamoclija, M Sokovic. Appendix A. dithioloquinolinethiones as new potential multitargeted antibacterial and antifungal agents: Synthesis, biological evaluation and molecular docking studies.
European journal of medicinal chemistry.
2019 Aug; 175(?):201-214. doi:
10.1016/j.ejmech.2019.04.046
. [PMID: 31078867] - Andrew J McDonald, Katherine M Curt, Ruchi P Patel, Hanna Kozlowski, Dan L Sackett, Robert W Robey, Michael M Gottesman, Susan E Bates. Targeting mitochondrial hexokinases increases efficacy of histone deacetylase inhibitors in solid tumor models.
Experimental cell research.
2019 02; 375(2):106-112. doi:
10.1016/j.yexcr.2018.12.012
. [PMID: 30579954] - Maria Fesatidou, Panagiotis Zagaliotis, Charalampos Camoutsis, Anthi Petrou, Phaedra Eleftheriou, Christophe Tratrat, Micheline Haroun, Athina Geronikaki, Ana Ciric, Marina Sokovic. 5-Adamantan thiadiazole-based thiazolidinones as antimicrobial agents. Design, synthesis, molecular docking and evaluation.
Bioorganic & medicinal chemistry.
2018 09; 26(16):4664-4676. doi:
10.1016/j.bmc.2018.08.004
. [PMID: 30107969] - Kartsev Victor, Lichitsky Boris, Geronikaki Athina, Petrou Anthi, Smiljkovic Marija, Kostic Marina, Radanovic Oliver, Soković Marina. Design, synthesis and antimicrobial activity of usnic acid derivatives.
MedChemComm.
2018 May; 9(5):870-882. doi:
10.1039/c8md00076j
. [PMID: 30108976] - Matteo Incerti, Paola Vicini, Athina Geronikaki, Phaedra Eleftheriou, Athanasios Tsagkadouras, Panagiotis Zoumpoulakis, Charalmpos Fotakis, Ana Ćirić, Jasmina Glamočlija, Marina Soković. New N-(2-phenyl-4-oxo-1,3-thiazolidin-3-yl)-1,2-benzothiazole-3-carboxamides and acetamides as antimicrobial agents.
MedChemComm.
2017 Nov; 8(11):2142-2154. doi:
10.1039/c7md00334j
. [PMID: 30108732] - Juliana Tonini Mesquita, Thais Alves da Costa-Silva, Samanta Etel Treiger Borborema, André Gustavo Tempone. Activity of imidazole compounds on Leishmania (L.) infantum chagasi: reactive oxygen species induced by econazole.
Molecular and cellular biochemistry.
2014 Apr; 389(1-2):293-300. doi:
10.1007/s11010-013-1954-6
. [PMID: 24374794] - Zhuo Chen, Xinling Bi, Jun Gu, Xiaoguang Xu, Ying Wang, Jianhua Wu. White paint dot-like lesions of the scrotum: Microsporum gypseum infection.
The Australasian journal of dermatology.
2013 Nov; 54(4):e95-6. doi:
10.1111/j.1440-0960.2012.00954.x
. [PMID: 23043615] - Abdulhmid Giweli, Ana M Džamić, Marina Soković, Mihailo S Ristić, Petar D Marin. Antimicrobial and antioxidant activities of essential oils of Satureja thymbra growing wild in Libya.
Molecules (Basel, Switzerland).
2012 Apr; 17(5):4836-50. doi:
10.3390/molecules17054836
. [PMID: 22538487] - Bruce C Campbell, Kathleen L Chan, Jong H Kim. Chemosensitization as a means to augment commercial antifungal agents.
Frontiers in microbiology.
2012; 3(?):79. doi:
10.3389/fmicb.2012.00079
. [PMID: 22393330] - Anastasia Karioti, Marina Sokovic, Ana Ciric, Catherine Koukoulitsa, Anna Rita Bilia, Helen Skaltsa. Antimicrobial properties of Quercus ilex L. proanthocyanidin dimers and simple phenolics: evaluation of their synergistic activity with conventional antimicrobials and prediction of their pharmacokinetic profile.
Journal of agricultural and food chemistry.
2011 Jun; 59(12):6412-22. doi:
10.1021/jf2011535
. [PMID: 21563833] - Hong Wan, Madeleine Ahman, Anders G Holmén. Relationship between brain tissue partitioning and microemulsion retention factors of CNS drugs.
Journal of medicinal chemistry.
2009 Mar; 52(6):1693-700. doi:
10.1021/jm801441s
. [PMID: 19256501] - Marina D Soković, Jelena Vukojević, Petar D Marin, Dejan D Brkić, Vlatka Vajs, Leo J L D van Griensven. Chemical composition of essential oils of Thymus and Mentha species and their antifungal activities.
Molecules (Basel, Switzerland).
2009 Jan; 14(1):238-49. doi:
10.3390/molecules14010238
. [PMID: 19136911] - M Soković, J Glamoclija, A Cirić, D Kataranovski, P D Marin, J Vukojević, D Brkić. Antifungal activity of the essential oil of Thymus vulgaris L. and thymol on experimentally induced dermatomycoses.
Drug development and industrial pharmacy.
2008 Dec; 34(12):1388-93. doi:
10.1080/03639040802130053
. [PMID: 18651285] - Qingzhong Hu, Matthias Negri, Kerstin Jahn-Hoffmann, Yan Zhuang, Sureyya Olgen, Marc Bartels, Ursula Müller-Vieira, Thomas Lauterbach, Rolf W Hartmann. Synthesis, biological evaluation, and molecular modeling studies of methylene imidazole substituted biaryls as inhibitors of human 17alpha-hydroxylase-17,20-lyase (CYP17)--part II: Core rigidification and influence of substituents at the methylene bridge.
Bioorganic & medicinal chemistry.
2008 Aug; 16(16):7715-27. doi:
10.1016/j.bmc.2008.07.011
. [PMID: 18674917] - Albrecht Serfling, Johannes Wohlrab, Holger B Deising. Treatment of a clinically relevant plant-pathogenic fungus with an agricultural azole causes cross-resistance to medical azoles and potentiates caspofungin efficacy.
Antimicrobial agents and chemotherapy.
2007 Oct; 51(10):3672-6. doi:
10.1128/aac.00654-07
. [PMID: 17620378] - Rahim Mehrabi, Theo Van der Lee, Cees Waalwijk, H J Kema Gert. MgSlt2, a cellular integrity MAP kinase gene of the fungal wheat pathogen Mycosphaerella graminicola, is dispensable for penetration but essential for invasive growth.
Molecular plant-microbe interactions : MPMI.
2006 Apr; 19(4):389-98. doi:
10.1094/mpmi-19-0389
. [PMID: 16610742] - Eva R Trösken, Kathrin Fischer, Wolfgang Völkel, Werner K Lutz. Inhibition of human CYP19 by azoles used as antifungal agents and aromatase inhibitors, using a new LC-MS/MS method for the analysis of estradiol product formation.
Toxicology.
2006 Feb; 219(1-3):33-40. doi:
10.1016/j.tox.2005.10.020
. [PMID: 16330141] - Carola F Ferreyra, Cristina S Ortiz. Simultaneous determination of bifonazole and tinctures of calendula flower in pharmaceutical creams by reversed-phase liquid chromatography.
Journal of AOAC International.
2005 Nov; 88(6):1649-54. doi:
10.1093/jaoac/88.6.1649
. [PMID: 16526446] - Tadashi Ohkubo, Takako Osanai. Determination of itraconazole in human plasma by high-performance liquid chromatography with solid-phase extraction.
Annals of clinical biochemistry.
2005 Mar; 42(Pt 2):94-8. doi:
10.1258/0004563053492711
. [PMID: 15829116] - Anna Volleková, Daniela Kost'álová, Viktor Kettmann, Jaroslav Tóth. Antifungal activity of Mahonia aquifolium extract and its major protoberberine alkaloids.
Phytotherapy research : PTR.
2003 Aug; 17(7):834-7. doi:
10.1002/ptr.1256
. [PMID: 12916091] - Neda Mimica-Dukić, Biljana Bozin, Marina Soković, Biserka Mihajlović, Milan Matavulj. Antimicrobial and antioxidant activities of three Mentha species essential oils.
Planta medica.
2003 May; 69(5):413-9. doi:
10.1055/s-2003-39704
. [PMID: 12802721] - Claudia Gianni, Giuseppe Caretta, Clara Romano. Skin infection due to Geomyces pannorum var. pannorum.
Mycoses.
2003; 46(9-10):430-2. doi:
10.1046/j.1439-0507.2003.00897.x
. [PMID: 14622395] - Laura Kragie, Stephanie D Turner, Christopher J Patten, Charles L Crespi, David M Stresser. Assessing pregnancy risks of azole antifungals using a high throughput aromatase inhibition assay.
Endocrine research.
2002 Aug; 28(3):129-40. doi:
10.1081/erc-120015045
. [PMID: 12489563] - K J Cho, W Su, W C Chen, Y P Law, H C Fang, C P Liu, J S Cheng, K C Lee, Y K Lo, H T Chang, J K Huang, C R Jan. Mechanism of bifonazole-induced [Ca2+]i increases in MDCK renal tubular cells.
The Chinese journal of physiology.
2001 Sep; 44(3):97-101. doi:
NULL
. [PMID: 11767287] - E Breierová, J Sajbidor, M Lamacka. The influence of newly synthesised fenporpimorph derivatives on some pathogen yeasts.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
2001 Jan; 56(1-2):53-7. doi:
10.1515/znc-2001-1-210
. [PMID: 11302214] - I B Kadenatsi, I V Agapitova, L V Shustova, I Salib, V S Dombrovskiĭ, E V Gagaeva, E E Kuleshova, A P Arzamastsev, A A Firsov. [Determination of bifonazole using HPLC in pharmacokinetic studies].
Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic].
1996 May; 41(5):19-24. doi:
NULL
. [PMID: 9054312] - G Albertini, G Bossi, B Dubini, R S Phadke, M G Ponzi Bossi, A Pugnaloni, S Srivastava. Membrane fluidization by animycotic bifonazole.
Physiological chemistry and physics and medical NMR.
1995; 27(2):91-109. doi:
"
. [PMID: 7568420] - T Itoyama, Y Aoki, T Hiratani, K Uchida, H Yamaguchi. [Various factors influencing in vitro antifungal activities of omoconazole nitrate (OMZ), a new imidazole antimycotic].
The Japanese journal of antibiotics.
1994 Jan; 47(1):40-9. doi:
. [PMID: 8114272]
- A Triolo, C Mannucci, A Perico. Gas chromatographic-mass spectrometric determination of two new antimycotic agents, 1-[(5-chloro-2-benzofuranyl)(2-chlorophenyl)methyl]-1H-imidazole and 1-[(5-bromo-2-benzofuranyl)phenylmethyl]-1H-imidazole, in rabbit plasma following topical administration: a preliminary comparison with bifonazole.
Journal of chromatography.
1991 Jun; 567(1):105-12. doi:
10.1016/0378-4347(91)80314-3
. [PMID: 1918236] - K Patzschke, W Ritter, H M Siefert, H Weber, L A Wegner. Pharmacokinetic studies following systemic and topical administration of [14C]bifonazole in man.
Arzneimittel-Forschung.
1983; 33(5):745-50. doi:
NULL
. [PMID: 6683553] - D Barug, C de Groot. Microscopic studies of Candida albicans and Torulopsis glabrata after in vitro treatment with bifonazole. Freeze fracture electron microscopy.
Arzneimittel-Forschung.
1983; 33(4):538-45. doi:
NULL
. [PMID: 6347210]