UC431

Sigma-Aldrich

4-Hydroxymidazolam

Sinónimos:
8-Chloro-6-(2-fluorophenyl)-4-hydroxy-4H-imidazo[1,5a][1,4]bezodiazepine
Empirical Formula (Hill Notation):
C18H13ClFN3O
Número de CAS:
Peso molecular:
341.77
MDL number:
PubChem Substance ID:
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to off-white

mp

186-187 °C

storage temp.

2-8°C

SMILES string

Cc1ncc2C(O)N=C(c3ccccc3F)c4cc(Cl)ccc4-n12

InChI

1S/C18H13ClFN3O/c1-10-21-9-16-18(24)22-17(12-4-2-3-5-14(12)20)13-8-11(19)6-7-15(13)23(10)16/h2-9,18,24H,1H3

InChI key

ZYISITHKPKHPKG-UHFFFAOYSA-N

Application

4′-Hydroxymidazolam can be used in cell biology studies. It can also be used for studying cell signaling and neuroscience.

Packaging

5, 10 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Biochem/physiol Actions

4′-Hydroxymidazolam is the minor hydroxylated metabolite of Midazolam (MDZ). The product contributes in the pharmacological impact of MDZ.
CYP3A4 metabolite of midazolam.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. UC431.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

A Ghosal et al.
Drug metabolism and disposition: the biological fate of chemicals, 24(9), 940-947 (1996-09-01)
Midazolam (MDZ) is metabolized in human liver microsomes by the cytochrome P450 (CYP) 3A subfamily to 1'-hydroxy (1'-OH) and 4-hydroxy (4-OH) metabolites. MDZ is metabolized in the rat primarily to 4-OH MDZ, 1'-OH MDZ, and 1',4-dihydroxy (1',4-diOH) MDZ. The kinetics...
Valérie Wauthier et al.
Experimental gerontology, 41(9), 846-854 (2006-08-08)
The effect of ageing on CYP3A2, a male specific isoform, was examined in adult (9 months) and senescent (24 months) male rats. A significant decrease (65%) of CYP3A2-related activity (midazolam oxidation) was observed in all senescent rats. Half of these...
M P Gascon et al.
European journal of clinical pharmacology, 41(6), 573-578 (1991-01-01)
The biotransformation of midazolam is mediated by a cytochrome P-450 isozyme (P-450 IIIA) whose activity is highly variable. The kinetics of the 1'- and 4-hydroxylation of midazolam, the major routes of midazolam oxidation, by human liver microsomes have been examined...
Shotaro Uehara et al.
Drug metabolism and disposition: the biological fate of chemicals, 45(5), 457-467 (2017-02-16)
Common marmosets (
V Mastey et al.
Journal of chromatography. B, Biomedical applications, 655(2), 305-310 (1994-05-13)
A high-performance liquid chromatographic assay coupled with UV detection (254 nm) has been developed for the determination of midazolam and two of its hydroxylated metabolites, 1-hydroxymidazolam (1-OH) and 4-hydroxymidazolam (4-OH), in human plasma. Following a novel solid-phase extraction procedure, midazolam...

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