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1'-HYDROXYMIDAZOLAM

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1'-HYDROXYMIDAZOLAM Basic information

Product Name:
1'-HYDROXYMIDAZOLAM
Synonyms:
  • ALPHA-HYDROXYMIDAZOLAM
  • 8-CHLORO-6-(2-FLUOROPHENYL)-1-HYDROXYMETHYL-4H-IMIDAZO[1,5A][1,4]BENZODIAZEPINE
  • A-HYDROXYMIDAZOLAM
  • RO 21-6347
  • 1-HYDROXY MIDAZOLAM
  • 1Hydroxymidazolame
  • alpha-Hydroxymidazolame
  • 4H-Imidazo1,5-a1,4benzodiazepine-1-methanol, 8-chloro-6-(2-fluorophenyl)-
CAS:
59468-90-5
MF:
C18H13ClFN3O
MW:
341.77
EINECS:
200-659-6
Product Categories:
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Metabolites
Mol File:
59468-90-5.mol
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1'-HYDROXYMIDAZOLAM Chemical Properties

Melting point:
264-266oC
Boiling point:
540.6±60.0 °C(Predicted)
Density 
1.43±0.1 g/cm3(Predicted)
Flash point:
9℃
storage temp. 
2-8°C
solubility 
DMF: 2 mg/ml; DMSO: 1 mg/ml
form 
A crystalline solid
pka
13.59±0.10(Predicted)
color 
white or off-white
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Safety Information

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25
Safety Statements 
7-16-36/37-45
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
3

MSDS

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1'-HYDROXYMIDAZOLAM Usage And Synthesis

Description

1''-hydroxy Midazolam is the major metabolite of the anesthetic, midazolam. It is produced rapidly by the actions of hepatic cytochrome P450 3A and has been shown to be equipotent to midazolam.

Chemical Properties

White Solid

Uses

CYP3A4 metabolite of midazolam

Uses

A metabolite of Midazolam (M343000).

Definition

ChEBI: 1-hydroxymidazolam is an imidazobenzodiazepine that is midazolam in which one of the hydrogens of the methyl group is substituted by a hydroxy group. It is the major metabolite of the anesthetic, midazolam. It has a role as a drug metabolite, a human blood serum metabolite and a human urinary metabolite. It is an imidazobenzodiazepine, an organochlorine compound, a member of monofluorobenzenes and an aromatic primary alcohol. It is functionally related to a midazolam.

References

[1] M D PERLOFF. Midazolam and triazolam biotransformation in mouse and human liver microsomes: relative contribution of CYP3A and CYP2C isoforms.[J]. Journal of Pharmacology and Experimental Therapeutics, 2000, 292 2: 618-628.
[2] T M BAUER. Prolonged sedation due to accumulation of conjugated metabolites of midazolam.[J]. Lancet (London, England), 1995, 346 8968: 145-147. DOI: 10.1016/s0140-6736(95)91209-6
[3] RYOSUKE NEGORO. Generation of HepG2 Cells with High Expression of Multiple Drug-Metabolizing Enzymes for Drug Discovery Research Using a PITCh System[J]. Cells, 2022. DOI: 10.3390/cells11101677

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