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Pyrazolam

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Pyrazolam Basic information

Product Name:
Pyrazolam
Synonyms:
  • Pyrazolam
  • 8-Bromo-1-methyl-6-(pyridin-2-yl)-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine
  • formaty
  • Pyrazolam solution
  • 4H-[1,2,4]Triazolo[4,3-a][1,4]benzodiazepine, 8-bromo-1-methyl-6-(2-pyridinyl)-
  • 8-Bromo-1-methyl-6-(2-pyridinyl)-4H-[1,2,4]triazolo[4,3-a][1,4]be nzodiazepine
  • ANTIOXIDANT PUB-380
  • Pyrazolam 1
CAS:
39243-02-2
MF:
C16H12BrN5
MW:
354.2
EINECS:
200-258-5
Product Categories:
  • Pyrazolam
  • 39243-02-2
Mol File:
39243-02-2.mol
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Pyrazolam Chemical Properties

Melting point:
253-255 °C
Boiling point:
544.4±60.0 °C(Predicted)
Density 
1.62±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMF: 30 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 20 mg/ml; Ethanol: 10 mg/ml; Methanol: 1 mg/ml
form 
A crystalline solid
pka
2.18±0.40(Predicted)
InChI
InChI=1S/C16H12BrN5/c1-10-20-21-15-9-19-16(13-4-2-3-7-18-13)12-8-11(17)5-6-14(12)22(10)15/h2-8H,9H2,1H3
InChIKey
BGRWSFIQQPVEML-UHFFFAOYSA-N
SMILES
N12C(C)=NN=C1CN=C(C1=NC=CC=C1)C1=CC(Br)=CC=C12
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Safety Information

RIDADR 
UN 1648 3 / PGII
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Pyrazolam Usage And Synthesis

Description

Pyrazolam (SH-I-04) is a benzodiazepine derivative originally developed by a team led by Leo Sternbach at Hoffman-La Roche in the 1970s. It has since been "rediscovered" and sold as a designer drug since 2012.
Pyrazolam has structural similarities to alprazolam and bromazepam. Unlike other benzodiazepines, pyrazolam does not appear to undergo metabolism, instead being excreted unchanged in the urine. It is most selective for the α2 and α3 subtypes of the GABAA receptor.

Chemical Properties

Pyrazolam is a benzodiazepine that has been abused recreationally. Like other benzodiazepines, pyrazolam has anxiolytic effects.

Uses

Pyrazolam is a benzodiazepine with an elimination half-life of about 17 hours and no detectable metabolites in human serum and urine; thus pyrazolam may go undetected without instrumental analytical techniques.

Application

Pyrazolam is a designer benzodiazepine that has been sold online as a 'legal high' or 'research chemical'. Since its emergence in Europe a few years ago, pyrazolam, along with other designer benzodiazepines, have increasingly been encountered in forensic case work.

Biological Activity

Pyrazolam has structural similarities to alprazolam and bromazepam. Unlike other benzodiazepines, pyrazolam does not appear to undergo metabolism, instead being excreted unchanged in the urine.It is most selective for the α2 and α3 subtypes of the GABAA receptor.

Pharmacology

Benzodiazepines produce a variety of effects by binding to the benzodiazepine receptor site and magnifying the efficiency and effects of the neurotransmitter gamma aminobutyric acid (GABA) by acting on its receptors. As this site is the most prolific inhibitory receptor set within the brain, its modulation results in the sedating (or calming effects) of pyrazolam on the nervous system.The anticonvulsant properties of benzodiazepines may be, in part or entirely, due to binding to voltage-dependent sodium channels rather than benzodiazepine receptors.Pyrazolam is most selective for the α2 and α3 receptor subtypes. It is excreted by the body unchanged thus not interacting with liver enzymes like other benzodiazepines, meaning that its use in people with reduced liver function may be safer.

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