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Merck
CN

C5174

4′-Chlorodiazepam

≥98% (TLC)

Synonym(s):

7-Chloro-5-(4-chlorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one, Ro 5-4864, Ro5-4864

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About This Item

Empirical Formula (Hill Notation):
C16H12Cl2N2O
CAS Number:
14439-61-3
Molecular Weight:
319.19
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24892765
MDL number:
MFCD00043406
Beilstein/REAXYS Number:
685202
Assay:
≥98% (TLC)
Form:
powder
Quality level:
200

Key Documents

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Quality Level

200

assay

≥98% (TLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada; Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet

solubility

2-hydroxypropyl-β-cyclodextrin: insoluble, H2O: insoluble

SMILES string

O=C1CN=C(C2=CC=C(Cl)C=C2)C3=CC(Cl)=CC=C3N1C

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

InChI key

PUMYFTJOWAJIKF-UHFFFAOYSA-N

Gene Information

rat ... Tspo(24230)

Application

4′-Chlorodiazepam has been used as a translocator protein ligand in mitochondrial functional studies. It has also been used to investigate its protective effects on glucose deprived T98G astrocyte cell lines.

Biochem/physiol Actions

4′-Chlorodiazepam (Ro5-4864) is a potent selective ligand for the mitochondrial translocator protein 18kDa (TSPO), formerly known as the peripheral benzodiazepine receptor (PBR). Ro5-4864 does not bind to GABA(A) receptors and lacks typical benzodiazepine effects, but has been found to be neuroprotective in several studies.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
0000303574
0000303574
0000300201
0000300201
0000180952

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A TSPO ligand prevents mitochondrial sterol accumulation and dysfunction during myocardial ischemia-reperfusion in hypercholesterolemic rats
Musman J, et al.
Biochemical Pharmacology, 142, 87-95 (2017)
4?-Chlorodiazepam protects mitochondria in T98G astrocyte cell line from glucose deprivation
Baez E, et al.
Neurotoxicity Research, 32(2), 163-171 (2017)
Irene Marginedas-Freixa et al.
International journal of molecular sciences, 19(10) (2018-10-13)
Two main isoforms of the Translocator Protein (TSPO) have been identified. TSPO1 is ubiquitous and is mainly present at the outer mitochondrial membrane of most eukaryotic cells, whereas, TSPO2 is specific to the erythroid lineage, located at the plasma membrane
Guillaume Bouyer et al.
Blood, 118(8), 2305-2312 (2011-07-29)
Plasmodium falciparum relies on anion channels activated in the erythrocyte membrane to ensure the transport of nutrients and waste products necessary for its replication and survival after invasion. The molecular identity of these anion channels, termed "new permeability pathways" is
L Veenman et al.
Current molecular medicine, 12(4), 398-412 (2012-02-22)
The mitochondrial 18 kDa Translocator Protein (TSPO) was first detected by its capability to bind benzodiazepines in peripheral tissues and later also in glial cells in the brain, hence its previous most common name peripheral benzodiazepine receptor (PBR). TSPO has
View All Related Papers

Global Trade Item Number

SKUGTIN
C5174-5MG04061835370191

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