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  1. General Info
  2. Effects Info
  3. Reference
Drug Details
01. General Information
Name Bicalutamide
PubChem CID 2375
Molecular Weight 430.4g/mol
Synonyms

bicalutamide, 90357-06-5, Casodex, Cosudex, Calutide, ICI 176334, Bicalutamide (CDX), ICI-176334, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methylpropanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-hydroxy-2-methylpropanamide, ICI 176,334, A0Z3NAU9DP, NSC-759816, DTXSID2022678, C18H14F4N2O4S, CHEMBL409, ICI176,334-1, DTXCID00209197, MFCD00869971, NSC722665, N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide, Kalumid, BICALUTAMIDE (MART.), BICALUTAMIDE [MART.], Propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-, BICALUTAMIDE (USP-RS), BICALUTAMIDE [USP-RS], Raffolutil, BICALUTAMIDE (EP MONOGRAPH), BICALUTAMIDE (USP IMPURITY), BICALUTAMIDE [EP MONOGRAPH], BICALUTAMIDE [USP IMPURITY], BICALUTAMIDE (USP MONOGRAPH), BICALUTAMIDE [USP MONOGRAPH], PROPANAMIDE, N-(4-CYANO-3-(TRIFLUOROMETHYL)PHENYL)-3-((4-FLUOROPHENYL)SULFONYL)-2-HYDROXY-2-METHYL-, (+/-)-, SMR000466329, Casodex (TN), CAS-90357-06-5, SR-01000759410, UNII-A0Z3NAU9DP, CHEBI:3090, bicalutamida, bicalutamidum, BRN 5364666, Bicadex, Bicalox, Bicamide, Bicatlon, Bicusan, Binabic, Calumid, Calutol, Ormandyl, Bical, Bypro, Bicalutamide (JAN/USP/INN), Propanamide,, CCRIS 8728, HSDB 7655, NCGC00167487-01, (RS)-bicalutamide, racemic bicalutamide, Bicalutamide [USAN:USP:INN:BAN], (+-)-bicalutamide, (+-)-4'-Cyano-alpha,alpha,alpha-trifluoro-3-((p-fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide, KS-1161, Bicalutamide (Casodex), CPD000466329, BICALUTAMIDE [MI], BICALUTAMIDE [INN], BICALUTAMIDE [JAN], BICALUTAMIDE [HSDB], BICALUTAMIDE [USAN], SCHEMBL3611, 4'-cyano-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methyl-3'-(trifluoromethyl)propionanilide, BICALUTAMIDE [VANDF], -3-(4-fluorophenylsulfonyl), MLS000759437, MLS001424047, Propanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-, (+-)-, BICALUTAMIDE [WHO-DD], -2-hydroxy-2-methylpropanamide, GTPL2863, BDBM18525, Bicalutamide Crystalline Form II, CHEBI:91617, EX-A962, L02BB03, CHEBI:144093, BCPP000337, BICALUTAMIDE [ORANGE BOOK], DTXSID501016794, HMS2051B13, HMS2089N12, HMS2232H03, HMS3263M13, HMS3372K05, HMS3393B13, HMS3654K18, HMS3714P13, Pharmakon1600-01504827, AMY33430, BCP02110, Tox21_112488, Tox21_303560, Tox21_501026, NSC759816, s1190, AKOS015895073, AC-4232, BCP9000408, CCG-100951, CCG-220876, CCG-222330, CS-1296, DB01128, LP01026, NC00201, NSC 759816, NSC-722665, SB17301, SDCCGSBI-0633779.P001, 4-cyano-3-trifluoromethyl-N-(3-p-fluorophenylsulfonyl-2-hydroxy-2-methylpropionyl)aniline, N-(4-cyano-3-(trifluoromethyl)phenyl), NCGC00167977-01, NCGC00167977-02, NCGC00167977-03, NCGC00167977-09, NCGC00167977-20, NCGC00257459-01, NCGC00261711-01, HY-14249, DB-041165, B3206, FT-0618286, FT-0631069, FT-0663100, NS00000400, SW197581-4, Bicalutamide (CDX), >=98% (HPLC), powder, C08160, D00961, inverted exclamation markY98% (HPLC), powder, AB00639963-06, AB00639963-08, AB00639963-09, AB00639963_10, EN300-1715981, A803039, A843528, Q1988832, SR-01000759410-4, SR-01000759410-5, BRD-A29485665-001-03-7, Z2108698963, Bicalutamide, British Pharmacopoeia (BP) Reference Standard, Bicalutamide, European Pharmacopoeia (EP) Reference Standard, Bicalutamide, United States Pharmacopeia (USP) Reference Standard, 4'-cyano-3-[(4- fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-3'-trifluoromethylpropionanilide, 4'-cyano-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-3'-trifluoromethylpropionanilide, 4'-Cyano-alpha,alpha,alpha-trifuloro-3-((p-fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide, Bicalutamide for system suitability, European Pharmacopoeia (EP) Reference Standard, Bicalutamide, Pharmaceutical Secondary Standard; Certified Reference Material, (+-)-4'-Cyano-alpha,alpha,alpha-trifluoro-3-((p- fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide, (+/-)-4'-CYANO-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-3-((P-FLUOROPHENYL)SULFONYL)-2-METHYL-M-LACTOTOLUIDIDE, (+/-)-N-(4-Cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methylpropanamide, (RS)-4'-cyano-alpha',alpha',alpha',-trifluoro-3-(4-fluorophenylsulphonyl)-2-hydroxy-2-methylpropiono-m-toluidide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-N-phenylpropanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methylpropanamide, N-(4-Cyano-3-(trifluoromethyl)phenyl)3-3((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorobenzenesulfonyl)-2-hydroxy-2-methylpropanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-methyl-2-oxidanyl-propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorobenzene)sulfonyl]-2-hydroxy-2-methylpropanamide, N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropionamide, N-[4-cyano-3-trifluoromethyl-phenyl]-3-[4-fluorophenyl-sulfonyl]-2-hydroxy-2-methyl-propionamide, rac-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methylpropanamide

Drug Type Small molecule
Formula C₁₈H₁₄F₄N₂O₄S
SMILES CC(CS(=O)(=O)C1=CC=C(C=C1)F)(C(=O)NC2=CC(=C(C=C2)C#N)C(F)(F)F)O
InChI 1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)
InChIKey LKJPYSCBVHEWIU-UHFFFAOYSA-N
CAS Number 90357-06-5
ChEMBL ID CHEMBL409
ChEBI ID CHEBI:144093
TTD ID D0V9BD
Drug Bank ID DB01128
KEGG ID C08160
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Enhancing Drug Efficacy
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Combination Pair ID: 81
Pair Name Nobiletin, Bicalutamide
Partner Name Nobiletin
Disease Info [ICD-11: 2C82] Prostate cancer Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression MAPK1 hsa5594
Down-regulation Expression NFKB1 hsa4790
Down-regulation Expression STAT3 hsa6774
In Vitro Model VCaP Prostate carcinoma Homo sapiens (Human) CVCL_2235
PC-3 Prostate carcinoma Homo sapiens (Human) CVCL_0035
Result NBT and BCT combination reduced key cellular signaling regulators including: p-Erk/Erk, p-STAT3/STAT3 and NF-κB. Overall, these results suggest that NBT combination with BCT may be an effective treatment for prostate cancer.
03. Reference
No. Title Href
1 Nobiletin, a citrus polymethoxyflavone, enhances the effects of bicalutamide on prostate cancer cells via down regulation of NF-κB, STAT3, and ERK activation. RSC Adv. 2020 Mar 10;10(17):10254-10262. doi: 10.1039/c9ra10020b. Click
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