CHLORDIAZEPAM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H12Cl2N2O
Molecular Weight	319.185
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C2=CC=C(Cl)C=C2C(=NCC1=O)C3=CC=C(Cl)C=C3

InChI

InChIKey=PUMYFTJOWAJIKF-UHFFFAOYSA-N

InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-12(18)8-13(14)16(19-9-15(20)21)10-2-4-11(17)5-3-10/h2-8H,9H2,1H3

HIDE SMILES / InChI

Molecular Formula	C16H12Cl2N2O
Molecular Weight	319.185
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6287365 | https://www.ncbi.nlm.nih.gov/pubmed/26750656 | https://www.ncbi.nlm.nih.gov/pubmed/6087055

4'-Chlordiazepam or Ro5-4864 (7-chloro-5- (4-chlorophenyl)-1,3-dihydro-1-methyl-2-H-1,4-benzodiazepine-2)) is a ligand of peripheral-type benzodiazepine receptor (translocator protein or Tspo). It exerts neurosteroidogenic activity. 4'- chlordiazepam is sedative, convulsant and anxiogenic in rodents.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Peripheral-type benzodiazepine receptor 6 Target ID: CHEMBL4552 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6287365 \| https://www.ncbi.nlm.nih.gov/pubmed/26750656	Binding Agent 1064		1.6 nM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Acute lung injury 20 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23127280	Primary		Preclinical	Unknown Approved Use Unknown
Inflammation 102 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11080527 https://www.ncbi.nlm.nih.gov/pubmed/20826147	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Involvement of tyrosyl residues in the binding of benzodiazepines to their brain receptors.	1981 Aug 31	6271575
Characterization of peripheral-type benzodiazepine binding sites in brain using [3H]Ro 5-4864.	1982 Jul	6289073
Differential effects of GABA on peripheral and central type benzodiazepine binding sites in brain.	1982 May 28	6287365
RO5-4864, a ligand for benzodiazepine micromolar and peripheral binding sites: antagonism and enhancement of behavioural effects.	1983	6308704
Spectrophotometric and chromatographic simultaneous estimation of amitriptyline hydrochloride and chlordiazepoxide in tablet dosage forms.	2009 Jul	20502562
Simultaneous spectrophotometric estimation of imipramine hydrochloride and chlordiazepoxide in tablets.	2009 Jul	20502561
Effects of peripheral benzodiazepine receptor ligand Ro5-4864 in four animal models of acute lung injury.	2013 Jun 15	23127280

Patents

Sample Use Guides

In Vivo Use Guide

mice: 0.00001-10 mg/kg, i.p. rats: 15-20 mg/kg, i.p.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Low concentrations (100 nM) of 4'-Chlordiazepam (Ro5-4864) increased cell growth of BT-20 human, estrogen- (ER) and progesterone- (PR) receptor negative breast cancer cells, higher concentrations (10-100 microM) significantly inhibited cell proliferation.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:24:52 UTC 2023` Edited by `admin` on `Fri Dec 15 15:24:52 UTC 2023`
Record UNII	2QW0IK1742
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHLORDIAZEPAM

Common Name

English

4'-CHLORODIAZEPAM

Common Name

English

RO-05-4864

Code

English

4'-CHLORODIAZEPAM [NFLIS-DRUG]

Common Name

English

RO5-4864

Common Name

English

4-CHLORODIAZEPAM

Common Name

English

2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-5-(4-CHLOROPHENYL)-1,3-DIHYDRO-1-METHYL-

Systematic Name

English

4-CHLORODIAZEPAM [HSDB]

Common Name

English

RO-5-4864

Code

English

7-CHLORO-5-(4-CHLOROPHENYL)-1,3-DIHYDRO-1-METHYL-2H-1,4-BENZODIAZEPIN-2-ONE

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-Ro5-4864