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T9772

Sigma-Aldrich

Triazolam

Sinónimos:

8-Chloro-6-[2-chlorophenyl]-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

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About This Item

Fórmula empírica (notación de Hill):
C17H12Cl2N4
Número de CAS:
28911-01-5
Peso molecular:
343.21
EC Number:
249-307-3
MDL number:
MFCD00079623
UNSPSC Code:
12352200
PubChem Substance ID:
24900602
NACRES:
NA.77

drug control

USDEA Schedule IV; Home Office Schedule 4.1; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)

solubility

0.1 M HCl: soluble 1 g in 600 mL solvent
chloroform: soluble 1 g in 25 mL solvent
ethanol: soluble 1 g in 1000 mL solvent
DMSO: soluble 5.4 mg/mL
dichloromethane: 50 mg/mL, clear, colorless to faintly yellow
methanol: soluble 8.8 mg/mL
H2O: insoluble
diethyl ether: insoluble

originator

Johnson & Johnson

SMILES string

ClC1=CC=CC=C1C2=NCC3=NN=C(C)N3C4=CC=C(Cl)C=C42

InChI

1S/C17H12Cl2N4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12)19)13-8-11(18)6-7-15(13)23(10)16/h2-8H,9H2,1H3

InChI key

JOFWLTCLBGQGBO-UHFFFAOYSA-N

Gene Information

human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879)

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Application

Triazolam has been used to define nonspecific binding in radioligand binding assays. Triazolam has also been used to study the effects of reducing mPer1 mRNA levels in mouse cerbellum.

Biochem/physiol Actions

Anxiolytic; ligand for the GABAA receptor benzodiazepine modulatory site.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Triazolam is soluble in dichloromethane at 50 mg/ml, with heat as needed, yielding a clear, colorless to faint yellow solution. Furthermore, 1g of triazolam is soluble in 25 mL chloroform, 1000 mL ethanol, and 600 mL 0.1 M HCl. It is also soluble in DMSO (5.4 mg/ml) and methanol (8.8 mg/ml). However, it is insoluble in water and in ether.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361fd

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

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Susan K Sullivan et al.
The Journal of pharmacology and experimental therapeutics, 311(2), 537-546 (2004-07-17)
Clinically used benzodiazepine and nonbenzodiazepine sedative-hypnotic agents for the treatment of insomnia produce their therapeutic effects through allosteric enhancement of the effects of the inhibitory neurotransmitter GABA at the GABA(A) receptor. Indiplon is a novel pyrazolopyrimidine sedative-hypnotic agent, currently in
M Akiyama et al.
British journal of pharmacology, 128(7), 1616-1622 (1999-12-22)
1. The mPer1 and mPer2 genes are putative mouse clock genes that regulate circadian oscillator present in the suprachiasmatic nucleus (SCN) neuron. While they are also expressed in the granular cell layer in the cerebellum, their function is unknown. In
R L Voorman et al.
The Journal of pharmacology and experimental therapeutics, 287(1), 381-388 (1998-10-09)
Administration of delavirdine, an HIV-1 reverse transcriptase inhibitor, to rats or monkeys resulted in apparent loss of hepatic microsomal CYP3A and delavirdine desalkylation activity. Human CYP3A catalyzes the formation of desalkyl delavirdine and 6'-hydroxy delavirdine, an unstable metabolite, while CYP2D6
Bethan L Richards et al.
The Journal of rheumatology. Supplement, 90, 34-39 (2012-09-04)
To determine the efficacy and safety of muscle relaxants in pain management in patients with inflammatory arthritis (IA). We searched the Cochrane Central Register of Controlled Trials, Medline, Embase, and PsychINFO for randomized controlled trials in adults with IA that
P J Schneider et al.
DICP : the annals of pharmacotherapy, 24(4), 389-392 (1990-04-01)
For the second time in the past ten years adverse reports in the lay press have questioned the safety of triazolam. Anecdotal reports of central nervous system adverse reactions can be separated into four general categories: (1) delirium in psychiatric
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