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C5174

Sigma-Aldrich

7-Chlor-5-(4-chlorphenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-on

≥98% (TLC)

Synonym(e):

4′-Chlorodiazepam

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About This Item

Empirische Formel (Hill-System):
C16H12Cl2N2O
CAS-Nummer:
14439-61-3
Molekulargewicht:
319.19
Beilstein:
685202
MDL-Nummer:
MFCD00043406
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24892765
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥98% (TLC)

Form

powder

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Löslichkeit

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

InChIKey

PUMYFTJOWAJIKF-UHFFFAOYSA-N

Angaben zum Gen

rat ... Tspo(24230)

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Anwendung

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. Wirkung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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)
Federico Da Settimo et al.
Journal of medicinal chemistry, 51(18), 5798-5806 (2008-08-30)
Novel N,N-disubstituted indol-3-ylglyoxylamides (1-56), bearing different combinations of substituents R 1-R 5, were synthesized and evaluated as ligands of the translocator protein (TSPO), the 18 kDa protein representing the minimal functional unit of the "peripheral-type benzodiazepine receptor" (PBR). Most of
Sabrina Taliani et al.
Journal of medicinal chemistry, 50(2), 404-407 (2007-01-19)
Fluorescent ligands for the peripheral-type benzodiazepine receptor (PBR) featuring the 7-nitrobenz-2-oxa-1,3-diazol-4-yl moiety were synthesized, based on N,N-dialkyl-2-phenylindol-3-ylglyoxylamides, a potent, selective class of PBR ligands previously described by us. All the new ligands are moderately to highly potent at the PBR
S Giatti et al.
Neuroscience, 164(2), 520-529 (2009-08-12)
Peripheral neuropathy represents an important complication of diabetes involving a spectrum of structural, functional and biochemical alterations in peripheral nerves. Recent observations obtained in our laboratory have shown that the levels of neuroactive steroids present in the sciatic nerve of
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