RIMONABANT

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H21Cl3N4O
Molecular Weight	463.787
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of RIMONABANT

Structure Search

SMILES

CC1=C(N(N=C1C(=O)NN2CCCCC2)C3=C(Cl)C=C(Cl)C=C3)C4=CC=C(Cl)C=C4

InChI

InChIKey=JZCPYUJPEARBJL-UHFFFAOYSA-N

InChI=1S/C22H21Cl3N4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)

HIDE SMILES / InChI

Molecular Formula	C22H21Cl3N4O
Molecular Weight	463.787
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:43:01 UTC 2023` Edited by `admin` on `Sat Dec 16 05:43:01 UTC 2023`
Record UNII	RML78EN3XE
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

RIMONABANT

Official Name

English

RIMONABANT [EMA EPAR]

Common Name

English

Rimonabant [WHO-DD]

Common Name

English

rimonabant [INN]

Common Name

English

RIMONABANT [MART.]

Common Name

English

ZIMULTI

Brand Name

English

RIMONABANT [JAN]

Common Name

English

RIMONABANT [MI]

Common Name

English

SR-14171

Code

English

SR-141716A

Code

English

SR-141716

Code

English

SR141716

Code

English

RIMONABANT [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

EMA ASSESSMENT REPORTS

ZIMULTI (WITHDRAWN: OBESITY)

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

EMA ASSESSMENT REPORTS

ACOMPLIA (WITHDRAWN: OBESITY)

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

WHO-VATC

QA08AX01

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

WHO-ATC

A08AX01

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

Code System Code Type Description

INN

8029

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

MESH

C089032

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

WIKIPEDIA

RIMONABANT

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

EVMPD

SUB21719

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

USAN

RR-26

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

SMS_ID

100000089586

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

CHEBI

34967

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

DRUG BANK

DB06155

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

MERCK INDEX

m9625

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

Merck Index

IUPHAR

743

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

NCI_THESAURUS

C73244

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

FDA UNII

RML78EN3XE

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

ChEMBL

CHEMBL111

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

EPA CompTox

DTXSID3046453

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

CAS

168273-06-1

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

PUBCHEM

104850

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

DRUG CENTRAL

4150

Created by admin on Sat Dec 16 05:43:01 UTC 2023 , Edited by admin on Sat Dec 16 05:43:01 UTC 2023

PRIMARY

Related Record Type Details


					HL0V2LQZ09

RIMONABANT HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					NJ1Q2Q7LO5

CANNABINOID RECEPTOR 1

TARGET->INVERSE AGONIST

Comments:

Rimonabant was the first CB1r antagonist to be approved for the treatment of obesity in Europe (Van Gaal et al., 2005; Henness et al., 2006). It was withdrawn from the market in 2008 because it was found to cause a significant drug-related risk of serious psychiatric disorders including anxiety and depression (Christensen et al., 2007).

Qualification:

Ki

Amount:


					NJ1Q2Q7LO5

CANNABINOID RECEPTOR 1

TARGET -> INHIBITOR

Comments:

Rimonabant (SR141716) is a highly potent, brain penetrated and selective central cannabinoid receptor (CB1) antagonist

Interaction Type:

BINDING

Qualification:

IC50

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

TIME-DEPENDENT INHIBITION

Amount:

Related Record Type Details


					2LS8CVE2X7

RIMONABANT IMINIUM ION CYTOTOXIC METABOLITE

METABOLITE TOXIC -> PARENT

Comments:

Reactive metabolite that reacts with proteins and leads to cellular necrosis.

Amount:


					9Q6ZA9Y42R

5-(4-CHLOROPHENYL)-1-(2,4-DICHLOROPHENYL)-4-METHYLPYRAZOLE-3-CARBOXYLIC ACID

METABOLITE -> PARENT

Amount:


					KT68RW59G8

RIMONABANT 2-HYDROXY METABOLITE

METABOLITE -> PARENT

Comments:

Transient existence forms imminium ion through dehydration.

Amount:

Related Record Type Details


					RML78EN3XE

ACTIVE MOIETY

Amount: