BICALUTAMIDE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	RACEMIC
Molecular Formula	C18H14F4N2O4S
Molecular Weight	430.373
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of BICALUTAMIDE

Structure Search

SMILES

CC(O)(CS(=O)(=O)C1=CC=C(F)C=C1)C(=O)NC2=CC=C(C#N)C(=C2)C(F)(F)F

InChI

InChIKey=LKJPYSCBVHEWIU-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C18H14F4N2O4S
Molecular Weight	430.373
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:35:20 UTC 2023` Edited by `admin` on `Fri Dec 15 18:35:20 UTC 2023`
Record UNII	A0Z3NAU9DP
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BICALUTAMIDE

Official Name

English

BICALUTAMIDE [HSDB]

Common Name

English

ICI176,334-1

Code

English

BICALUTAMIDE [ORANGE BOOK]

Common Name

English

BICALUTAMIDE [USP-RS]

Common Name

English

BICALUTAMIDE [USAN]

Common Name

English

ICI-176334

Code

English

BICALUTAMIDE [EP MONOGRAPH]

Common Name

English

PROPANAMIDE, N-(4-CYANO-3-(TRIFLUOROMETHYL)PHENYL)-3-((4-FLUOROPHENYL)SULFONYL)-2-HYDROXY-2-METHYL-, (±)-

Systematic Name

English

(±)-4'-CYANO-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-3-((P-FLUOROPHENYL)SULFONYL)-2-METHYL-M-LACTOTOLUIDIDE

Common Name

English

BICALUTAMIDE [USP IMPURITY]

Common Name

English

BICALUTAMIDE [USP MONOGRAPH]

Common Name

English

BICALUTAMIDE [JAN]

Common Name

English

bicalutamide [INN]

Common Name

English

Bicalutamide [WHO-DD]

Common Name

English

ICI 176,334

Code

English

BICALUTAMIDE [MART.]

Common Name

English

BICALUTAMIDE [VANDF]

Common Name

English

NSC-759816

Code

English

BICALUTAMIDE [MI]

Common Name

English

CASODEX

Brand Name

English

Classification Tree Code System Code

WHO-VATC

QL02BB03

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

NDF-RT

N0000000243

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

WHO-ATC

L02AE51

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

NCI_THESAURUS

C146993

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

WHO-ATC

L02BB03

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

NDF-RT

N0000175560

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

LIVERTOX

NBK547970

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

Code System Code Type Description

FDA UNII

A0Z3NAU9DP

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

WIKIPEDIA

BICALUTAMIDE

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

DRUG CENTRAL

367

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

EVMPD

SUB05817MIG

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

PUBCHEM

2375

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

EPA CompTox

DTXSID2022678

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

IUPHAR

2863

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

MESH

C053541

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

INN

7021

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

NCI_THESAURUS

C1599

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

USAN

GG-51

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

RXCUI

83008

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

RxNorm

RS_ITEM_NUM

1071202

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

CAS

90357-06-5

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

ChEMBL

CHEMBL409

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

NSC

759816

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

HSDB

7655

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

MERCK INDEX

m2474

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

Merck Index

SMS_ID

100000085878

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

DAILYMED

A0Z3NAU9DP

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

DRUG BANK

DB01128

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

CHEBI

3090

Created by admin on Fri Dec 15 18:35:20 UTC 2023 , Edited by admin on Fri Dec 15 18:35:20 UTC 2023

PRIMARY

Related Record Type Details


					Z9DL98I0AF

BICALUTAMIDE, (R)-

ACTIVE ISOMER -> PARENT


					R8K39AN732

BICALUTAMIDE, (S)-

INACTIVE ISOMER -> PARENT

Comments:

Bicalutamide is a racemate and its antiandrogenic activity resides almost exclusively in the (R)-enantiomer, with little, if any, activity in the (S)-enantiomer.


					A0Z3NAU9DP

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

EP

Amount:


					EJC4C3UYXH

ANDROGEN RECEPTOR

TARGET -> INHIBITOR


					A0Z3NAU9DP

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

USP

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					EJC4C3UYXH

ANDROGEN RECEPTOR

TARGET -> AGONIST

Interaction Type:

BINDING

Related Record Type Details


					135IE10O4Y

BICALUTAMIDE SULFIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					R1DYX669ZK

2-FLUORO-4-DESFLUORO BICALUTAMIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					ATU20DB5JB

DEOXYBICALUTAMIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					L47D9XHC08

4-AMINO-2-(TRIFLUOROMETHYL)BENZONITRILE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					15LQ88H10F

DESFLUORO BICALUTAMIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					ATU20DB5JB

DEOXYBICALUTAMIDE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

Related Record Type Details


					A0Z3NAU9DP

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC