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

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 1076		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 105 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
Effects of peripheral benzodiazepine receptor ligand Ro5-4864 in four animal models of acute lung injury.	2013-06-15	23127280
Spectrophotometric and chromatographic simultaneous estimation of amitriptyline hydrochloride and chlordiazepoxide in tablet dosage forms.	2009-07	20502562
Simultaneous spectrophotometric estimation of imipramine hydrochloride and chlordiazepoxide in tablets.	2009-07	20502561
RO5-4864, a ligand for benzodiazepine micromolar and peripheral binding sites: antagonism and enhancement of behavioural effects.	1983	6308704
Characterization of peripheral-type benzodiazepine binding sites in brain using [3H]Ro 5-4864.	1982-07	6289073
Differential effects of GABA on peripheral and central type benzodiazepine binding sites in brain.	1982-05-28	6287365
Involvement of tyrosyl residues in the binding of benzodiazepines to their brain receptors.	1981-08-31	6271575

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.

Name

Type

Language

4-CHLORODIAZEPAM

Preferred Name

English

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

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