Flutamide (BioDeep_00000002288)

 

Secondary id: BioDeep_00000398993

human metabolite blood metabolite Chemicals and Drugs Volatile Flavor Compounds


代谢物信息卡片


alpha,alpha,alpha-Trifluoro-2-methyl-4-nitro-m-propionotoluidide

化学式: C11H11F3N2O3 (276.07217319999995)
中文名称: 氟他胺
谱图信息: 最多检出来源 Viridiplantae(plant) 21.31%

分子结构信息

SMILES: CC(C)C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F
InChI: InChI=1S/C11H11F3N2O3/c1-6(2)10(17)15-7-3-4-9(16(18)19)8(5-7)11(12,13)14/h3-6H,1-2H3,(H,15,17)

描述信息

Flutamide is only found in individuals that have used or taken this drug. It is an antiandrogen with about the same potency as cyproterone in rodent and canine species.Flutamide is a nonsteroidal antiandrogen that blocks the action of both endogenous and exogenous testosterone by binding to the androgen receptor. In addition Flutamide is a potent inhibitor of testosterone-stimulated prostatic DNA synthesis. Moreover, it is capable of inhibiting prostatic nuclear uptake of androgen.
CONFIDENCE standard compound; INTERNAL_ID 161; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4302; ORIGINAL_PRECURSOR_SCAN_NO 4299
CONFIDENCE standard compound; INTERNAL_ID 161; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4297; ORIGINAL_PRECURSOR_SCAN_NO 4293
CONFIDENCE standard compound; INTERNAL_ID 161; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4293; ORIGINAL_PRECURSOR_SCAN_NO 4288
CONFIDENCE standard compound; INTERNAL_ID 161; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4279; ORIGINAL_PRECURSOR_SCAN_NO 4275
CONFIDENCE standard compound; INTERNAL_ID 161; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4286; ORIGINAL_PRECURSOR_SCAN_NO 4284
CONFIDENCE standard compound; INTERNAL_ID 161; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4299; ORIGINAL_PRECURSOR_SCAN_NO 4298
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BB - Anti-androgens
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D000726 - Androgen Antagonists
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C242 - Anti-Androgen
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8567
CONFIDENCE standard compound; INTERNAL_ID 2350
D000970 - Antineoplastic Agents

同义名列表

76 个代谢物同义名

alpha,alpha,alpha-Trifluoro-2-methyl-4-nitro-m-propionotoluidide; 2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide; a,a,a-Trifluoro-2-methyl-4-nitro-m-propionotoluidide; Α,α,α-trifluoro-2-methyl-4-nitro-m-propionotoluidide; 4-Nitro-3-trifluoromethylisobutyranilide; Schering plough brand OF flutamide; Schering-plough brand OF flutamide; Pharmascience brand OF flutamide; Tedec meiji brand OF flutamide; Chephasaar brand OF flutamide; Cell pharm brand OF flutamide; Alphapharm brand OF flutamide; Prasfarma brand OF flutamide; Novopharm brand OF flutamide; Azupharma brand OF flutamide; Kendrick brand OF flutamide; Apogepha brand OF flutamide; Schering brand OF flutamide; Esparma brand OF flutamide; Q Pharm brand OF flutamide; Q-Pharm brand OF flutamide; Chiron brand OF flutamide; Lemery brand OF flutamide; Inibsa brand OF flutamide; Ciclum brand OF flutamide; Apotex brand OF flutamide; Essex brand OF flutamide; Hexal brand OF flutamide; Ipsen brand OF flutamide; Juta brand OF flutamide; Gry brand OF flutamide; TAD brand OF flutamide; 1a Brand OF flutamide; Flutamide usp25; Fluta 1a pharma; Novo-flutamide; Novo flutamide; Apo flutamide; Apo-flutamide; PMS Flutamide; NovoFlutamide; PMS-Flutamide; ApoFlutamide; Flutandrona; Prostogenat; Fluta-cell; Fluta cell; Flutamidum; Fluta-gry; Flutamida; Flutacell; Prostacur; Fluta gry; Flutaplex; Niftolide; Testotard; flutamide; Niftolid; Flutamin; Prostica; FlutaGRY; Eulexine; Drogenil; Flutexin; Grisetin; Eulexin; Cytamid; Oncosal; Fugerel; Chimax; Flumid; Flulem; Apimid; Fluken; Euflex; Flutamide



数据库引用编号

36 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)

1 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

  • Rishi Sharma, Md Meraj Ansari, Manzar Alam, Mohammad Fareed, Nemat Ali, Anas Ahmad, Sarwat Sultana, Rehan Khan. Sophorin mitigates flutamide-induced hepatotoxicity in wistar rats. Toxicon : official journal of the International Society on Toxinology. 2024 May; 243(?):107722. doi: 10.1016/j.toxicon.2024.107722. [PMID: 38653393]
  • R Z Huang, Y W Wang, H Y Huang, R H Jiang, N N Xue, S P Yin, H Y Zhao. [Application effect of a dual release system of androgen and its antagonist in the repair of full-thickness burn wounds in mice]. Zhonghua shao shang yu chuang mian xiu fu za zhi. 2024 Feb; 40(2):180-189. doi: 10.3760/cma.j.cn501225-20230802-00033. [PMID: 38418180]
  • Dongxu Wang, Han Zhao, Chuan Xing, Bo Lv, Xiaochen Wang, Bing He. Androgens exacerbate hepatic triglyceride accumulation in rats with polycystic ovary syndrome by downregulating MTTP expression. Endocrine. 2023 Nov; ?(?):. doi: 10.1007/s12020-023-03590-6. [PMID: 37950821]
  • Xue-Dan Zhao, Zhi-Hao Li, Jun-Wei Hu, Yue-Lai Chen, Ge Xu. [Effects of electroacupuncture on the secretion function of ovarian cells and kisspeptin/kiss1r system in rats with polycystic ovarian syndrome]. Zhen ci yan jiu = Acupuncture research. 2023 Aug; 48(8):804-11. doi: 10.13702/j.1000?0607.20220481. [PMID: 37614139]
  • Prattana Tanyapanyachon, Paweena Dana, Nutthanit Thumsongsiri, Walailuk Chonniyom, Nattika Saengkrit. Interrupting the blood-testis barrier with a flutamide-loaded nanostructured lipid carrier: A novel nonsurgical contraceptive approach for male animals. Theriogenology. 2023 May; 206(?):96-105. doi: 10.1016/j.theriogenology.2023.04.023. [PMID: 37201300]
  • Daniel A Dumesic, Chloe Winnett, Gwyneth Lu, Tristan R Grogan, David H Abbott, Rajanigandha Naik, Gregorio D Chazenbalk. Randomized clinical trial: effect of low-dose flutamide on abdominal adipogenic function in normal-weight women with polycystic ovary syndrome. Fertility and sterility. 2023 01; 119(1):116-126. doi: 10.1016/j.fertnstert.2022.09.324. [PMID: 36400597]
  • Shangbo Zhou, Tobias Schulze, Werner Brack, Thomas-Benjamin Seiler, Henner Hollert. Spatial and temporal variations in anti-androgenic activity and environmental risk in a small river. The Science of the total environment. 2022 Dec; 853(?):158622. doi: 10.1016/j.scitotenv.2022.158622. [PMID: 36084781]
  • Nafiseh Farhadian, Malihe Samadi Kazemi, Fatemeh Moosavi Baigi, Mehdi Khalaj. Molecular dynamics simulation of drug delivery across the cell membrane by applying gold nanoparticle carrier: Flutamide as hydrophobic and glutathione as hydrophilic drugs as the case studies. Journal of molecular graphics & modelling. 2022 11; 116(?):108271. doi: 10.1016/j.jmgm.2022.108271. [PMID: 35863117]
  • Sivakumar Musuvadhi Babulal, Jeyaraman Anupriya, Shen Ming Chen. Self assembled three dimensional β-Cu2V2O7 hierarchical flower decorated porous carbon: An efficient electrocatalyst for flutamide detection in biological and environmental samples. Chemosphere. 2022 Sep; 303(Pt 3):135203. doi: 10.1016/j.chemosphere.2022.135203. [PMID: 35667499]
  • Christine M Drea, Charli S Davies, Lydia K Greene, Jessica Mitchell, Dimitri V Blondel, Caroline L Shearer, Joseph T Feldblum, Kristin A Dimac-Stohl, Kendra N Smyth-Kabay, Tim H Clutton-Brock. An intergenerational androgenic mechanism of female intrasexual competition in the cooperatively breeding meerkat. Nature communications. 2021 12; 12(1):7332. doi: 10.1038/s41467-021-27496-x. [PMID: 34921140]
  • Yannan Ding, Honghong Ma, Yasha Xu, Feng Yang, Yi Li, Fuguo Shi, Yuanfu Lu. Potentiation of flutamide-induced hepatotoxicity in mice by Xian-Ling-Gu-Bao through induction of CYP1A2. Journal of ethnopharmacology. 2021 Oct; 278(?):114299. doi: 10.1016/j.jep.2021.114299. [PMID: 34090906]
  • Emmanuel O Yawson, Oluwole B Akinola. Hippocampal cellular changes in androgen deprived insulin resistant rats. Metabolic brain disease. 2021 06; 36(5):1037-1048. doi: 10.1007/s11011-021-00678-8. [PMID: 33666820]
  • Ramadhass Keerthika Devi, Ganesan Muthusankar, Shen-Ming Chen, Gopu Gopalakrishnan. In situ formation of Co3O4 nanoparticles embedded N-doped porous carbon nanocomposite: a robust material for electrocatalytic detection of anticancer drug flutamide and supercapacitor application. Mikrochimica acta. 2021 05; 188(6):196. doi: 10.1007/s00604-021-04860-8. [PMID: 34036435]
  • 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]
  • Krishnan Venkatesh, Balamurugan Muthukutty, Shen-Ming Chen, Chelladurai Karuppiah, Baishnisha Amanulla, Chun-Chen Yang, Sayee Kannan Ramaraj. Nanomolar level detection of non-steroidal antiandrogen drug flutamide based on ZnMn2O4 nanoparticles decorated porous reduced graphene oxide nanocomposite electrode. Journal of hazardous materials. 2021 03; 405(?):124096. doi: 10.1016/j.jhazmat.2020.124096. [PMID: 33131940]
  • Mohammad Kadivar, Alireza Aliakbar. A molecularly imprinted poly 2-aminophenol-gold nanoparticle-reduced graphene oxide composite for electrochemical determination of flutamide in environmental and biological samples. Analytical methods : advancing methods and applications. 2021 01; 13(4):536-551. doi: 10.1039/d0ay01812k. [PMID: 33449062]
  • Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue. Archives of toxicology. 2020 12; 94(12):4037-4041. doi: 10.1007/s00204-020-02869-1. [PMID: 32808185]
  • Bracho Gisela S, Acosta M Virginia, Altamirano Gabriela A, Tschopp M Virginia, Luque Enrique H, Kass Laura, Bosquiazzo Véronica L. Androgen receptor and uterine histoarchitecture in a PCOS rat model. Molecular and cellular endocrinology. 2020 12; 518(?):110973. doi: 10.1016/j.mce.2020.110973. [PMID: 32781251]
  • Tien-Wen Tseng, Umamaheswari Rajaji, Tse-Wei Chen, Shen-Ming Chen, Yi-Chen Huang, Veerappan Mani, A Irudaya Jothi. Sonochemical synthesis and fabrication of perovskite type calcium titanate interfacial nanostructure supported on graphene oxide sheets as a highly efficient electrocatalyst for electrochemical detection of chemotherapeutic drug. Ultrasonics sonochemistry. 2020 Dec; 69(?):105242. doi: 10.1016/j.ultsonch.2020.105242. [PMID: 32673961]
  • Julio César Medina-Rojas, Irving Osiel Castillo-Rodríguez, Elena Martínez-Klimova, Teresa Ramírez-Ápan, Simón Hernández-Ortega, Marcos Martínez-García. Synthesis of flutamide-conjugates. Bioorganic & medicinal chemistry letters. 2020 11; 30(21):127507. doi: 10.1016/j.bmcl.2020.127507. [PMID: 32866675]
  • Jennifer A Fitzgerald, Maciej Trznadel, Ioanna Katsiadaki, Eduarda M Santos. Hypoxia modifies the response to flutamide and linuron in male three-spined stickleback (Gasterosteus aculeatus). Environmental pollution (Barking, Essex : 1987). 2020 Aug; 263(Pt A):114326. doi: 10.1016/j.envpol.2020.114326. [PMID: 32247919]
  • Malgorzata Brzoskwinia, Laura Pardyak, Agnieszka Rak, Alicja Kaminska, Anna Hejmej, Sylwia Marek, Malgorzata Kotula-Balak, Barbara Bilinska. Flutamide Alters the Expression of Chemerin, Apelin, and Vaspin and Their Respective Receptors in the Testes of Adult Rats. International journal of molecular sciences. 2020 Jun; 21(12):. doi: 10.3390/ijms21124439. [PMID: 32580404]
  • Elsayed G E Elsakka, Ahmad Mohamed Elsisi, Osama Abd Al-Motaal Mansour, Bakheet E M Elsadek, Adel I Abd Elaziz, Salama Abdou Salama, Shady Allam. Androgen/androgen receptor affects gentamicin-induced nephrotoxicity through regulation of megalin expression. Life sciences. 2020 Jun; 251(?):117628. doi: 10.1016/j.lfs.2020.117628. [PMID: 32247620]
  • Raju Prasad Sharma, Vikas Kumar, Marta Schuhmacher, Alexey Kolodkin, Hans V Westerhoff. Development and evaluation of a harmonized whole body physiologically based pharmacokinetic (PBPK) model for flutamide in rats and its extrapolation to humans. Environmental research. 2020 03; 182(?):108948. doi: 10.1016/j.envres.2019.108948. [PMID: 31841869]
  • J Tyler Ramsey, Yin Li, Yukitomo Arao, Ajanta Naidu, Laurel A Coons, Alejandro Diaz, Kenneth S Korach. Lavender Products Associated With Premature Thelarche and Prepubertal Gynecomastia: Case Reports and Endocrine-Disrupting Chemical Activities. The Journal of clinical endocrinology and metabolism. 2019 11; 104(11):5393-5405. doi: 10.1210/jc.2018-01880. [PMID: 31393563]
  • 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]
  • Naoki Harada, Yusuke Yotsumoto, Takahiro Katsuki, Yasuhiro Yoda, Tatsuya Masuda, Masayuki Nomura, Nobuaki Shiraki, Hiroshi Inui, Ryoichi Yamaji. Fetal androgen signaling defects affect pancreatic β-cell mass and function, leading to glucose intolerance in high-fat diet-fed male rats. American journal of physiology. Endocrinology and metabolism. 2019 11; 317(5):E731-E741. doi: 10.1152/ajpendo.00173.2019. [PMID: 31287713]
  • Gwendolyn K Davis, Suttira Intapad, Ashley D Newsome, Laura E Coats, Daniel R Bamrick, Norma B Ojeda, Barbara T Alexander. Androgen Receptor Blockade Differentially Regulates Blood Pressure in Growth-Restricted Versus Ovarian Deficient Rats. Hypertension (Dallas, Tex. : 1979). 2019 10; 74(4):975-982. doi: 10.1161/hypertensionaha.119.13257. [PMID: 31378101]
  • Noriya Yamaguchi, Shuichi Morizane, Tetsuya Yumioka, Hideto Iwamoto, Katsuya Hikita, Takehiro Sejima, Masashi Honda, Atsushi Takenaka. Flutamide as an Alternative Anti-androgen Agent and Predictor of the Efficacy of Novel Androgen Receptor-targeted Agents. Anticancer research. 2019 Jul; 39(7):3879-3885. doi: 10.21873/anticanres.13538. [PMID: 31262916]
  • Victoria M McLeod, Chew L Lau, Mathew D F Chiam, Thusitha W Rupasinghe, Ute Roessner, Elvan Djouma, Wah C Boon, Bradley J Turner. Androgen receptor antagonism accelerates disease onset in the SOD1G93A mouse model of amyotrophic lateral sclerosis. British journal of pharmacology. 2019 07; 176(13):2111-2130. doi: 10.1111/bph.14657. [PMID: 30849180]
  • Keisuke Goda, Kyotaka Muta, Yuzo Yasui, Shin-Ichi Oshida, Kanae Kitatani, Susumu Takekoshi. Selenium and Glutathione-Depleted Rats as a Sensitive Animal Model to Predict Drug-Induced Liver Injury in Humans. International journal of molecular sciences. 2019 06; 20(13):. doi: 10.3390/ijms20133141. [PMID: 31252607]
  • Bo-Kyung Son, Taro Kojima, Sumito Ogawa, Masahiro Akishita. Testosterone inhibits aneurysm formation and vascular inflammation in male mice. The Journal of endocrinology. 2019 06; 241(3):307-317. doi: 10.1530/joe-18-0646. [PMID: 31018175]
  • Bhuvanenthiran Mutharani, Palraj Ranganathan, Shen-Ming Chen. Chitosan-gold collapse gel/poly (bromophenol blue) redox-active film. A perspective for selective electrochemical sensing of flutamide. International journal of biological macromolecules. 2019 Mar; 124(?):759-770. doi: 10.1016/j.ijbiomac.2018.11.150. [PMID: 30452996]
  • Darja Gramec Skledar, Adriana Carino, Jurij Trontelj, Johanna Troberg, Eleonora Distrutti, Silvia Marchianò, Tihomir Tomašič, Anamarija Zega, Moshe Finel, Stefano Fiorucci, Lucija Peterlin Mašič. Endocrine activities and adipogenic effects of bisphenol AF and its main metabolite. Chemosphere. 2019 Jan; 215(?):870-880. doi: 10.1016/j.chemosphere.2018.10.129. [PMID: 30408883]
  • M Kupreeva, A Diane, R Lehner, R Watts, M Ghosh, S Proctor, D Vine. Effect of metformin and flutamide on insulin, lipogenic and androgen-estrogen signaling, and cardiometabolic risk in a PCOS-prone metabolic syndrome rodent model. American journal of physiology. Endocrinology and metabolism. 2019 01; 316(1):E16-E33. doi: 10.1152/ajpendo.00018.2018. [PMID: 30153063]
  • Hirofumi Ohashi, Kazane Nishioka, Syo Nakajima, Sulyi Kim, Ryosuke Suzuki, Hideki Aizaki, Masayoshi Fukasawa, Shinji Kamisuki, Fumio Sugawara, Naoko Ohtani, Masamichi Muramatsu, Takaji Wakita, Koichi Watashi. The aryl hydrocarbon receptor-cytochrome P450 1A1 pathway controls lipid accumulation and enhances the permissiveness for hepatitis C virus assembly. The Journal of biological chemistry. 2018 12; 293(51):19559-19571. doi: 10.1074/jbc.ra118.005033. [PMID: 30381393]
  • Taofeek O Usman, Emmanuel D Areola, Olufunto O Badmus, InKyeom Kim, Lawrence A Olatunji. Sodium acetate and androgen receptor blockade improve gestational androgen excess-induced deteriorated glucose homeostasis and antioxidant defenses in rats: roles of adenosine deaminase and xanthine oxidase activities. The Journal of nutritional biochemistry. 2018 12; 62(?):65-75. doi: 10.1016/j.jnutbio.2018.08.018. [PMID: 30267975]
  • Lawrence A Olatunji, Emmanuel D Areola, Olufunto O Badmus. Endoglin inhibition by sodium acetate and flutamide ameliorates cardiac defective G6PD-dependent antioxidant defense in gestational testosterone-exposed rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Nov; 107(?):1641-1647. doi: 10.1016/j.biopha.2018.08.133. [PMID: 30257382]
  • Zohreh Rezaeifar, Gholam Hossein Rounaghi, Zarrin Es'haghi, Mahmoud Chamsaz. Electrochemical determination of anticancer drug, flutamide in human plasma sample using a microfabricated sensor based on hyperbranchedpolyglycerol modified graphene oxide reinforced hollow fiber-pencil graphite electrode. Materials science & engineering. C, Materials for biological applications. 2018 Oct; 91(?):10-18. doi: 10.1016/j.msec.2018.05.017. [PMID: 30033236]
  • Shigehiko Takegami, Keita Ueyama, Atsuko Konishi, Tatsuya Kitade. Combination of 1H nuclear magnetic resonance spectroscopy and principal component analysis to evaluate the lipid fluidity of flutamide-encapsulated lipid nanoemulsions. Analytical and bioanalytical chemistry. 2018 Aug; 410(20):5033-5042. doi: 10.1007/s00216-018-1154-z. [PMID: 29872874]
  • Katarzyna Knapczyk-Stwora, Malgorzata Grzesiak, Renata E Ciereszko, Elzbieta Czaja, Marek Koziorowski, Maria Slomczynska. The impact of sex steroid agonists and antagonists on folliculogenesis in the neonatal porcine ovary via cell proliferation and apoptosis. Theriogenology. 2018 Jun; 113(?):19-26. doi: 10.1016/j.theriogenology.2018.02.008. [PMID: 29452853]
  • Subbiramaniyan Kubendhiran, Rajalakshmi Sakthivel, Shen-Ming Chen, Bhuvanenthiran Mutharani, Tse-Wei Chen. Innovative Strategy Based on a Novel Carbon-Black-β-Cyclodextrin Nanocomposite for the Simultaneous Determination of the Anticancer Drug Flutamide and the Environmental Pollutant 4-Nitrophenol. Analytical chemistry. 2018 05; 90(10):6283-6291. doi: 10.1021/acs.analchem.8b00989. [PMID: 29695156]
  • Anika Engel, Thorsten Buhrke, Stefanie Kasper, Anne-Cathrin Behr, Albert Braeuning, Sönke Jessel, Albrecht Seidel, Wolfgang Völkel, Alfonso Lampen. The urinary metabolites of DINCH® have an impact on the activities of the human nuclear receptors ERα, ERβ, AR, PPARα and PPARγ. Toxicology letters. 2018 May; 287(?):83-91. doi: 10.1016/j.toxlet.2018.02.006. [PMID: 29421333]
  • S Caceres, B Monsalve, L Peña, P J de Andres, A Alonso-Diez, M J Illera, W A Woodward, J M Reuben, G Silvan, J C Illera. In vitro and in vivo effect of flutamide on steroid hormone secretion in canine and human inflammatory breast cancer cell lines. Veterinary and comparative oncology. 2018 Mar; 16(1):148-158. doi: 10.1111/vco.12324. [PMID: 28589573]
  • Teuvo L Tammela, Michael Häggman, Sam Ladjevardi, Kimmo Taari, Taina Isotalo, Hans Lennernäs, Jan Weis, Catrin von Below, Cecilia Wassberg, Bo Lennernäs, Anna Tolf, Niklas Axén, Carl-Gustaf Gölander, Håkan Ahlström. An Intraprostatic Modified Release Formulation of Antiandrogen 2-Hydroxyflutamide for Localized Prostate Cancer. The Journal of urology. 2017 12; 198(6):1333-1339. doi: 10.1016/j.juro.2017.07.072. [PMID: 28736321]
  • Sara Esmaeilzadeh, Hadi Valizadeh, Parvin Zakeri-Milani. The effects of pH, temperature and protein concentration on the in vitro binding of flutamide to human serum albumin. Pharmaceutical development and technology. 2017 Dec; 22(8):982-991. doi: 10.3109/10837450.2016.1163392. [PMID: 27055586]
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