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UC430

Sigma-Aldrich

1′-Hydroxymidazolam

≥97% (HPLC), powder

Synonyme(s) :

8-Chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5a][1,4]benzodiazepine

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About This Item

Formule empirique (notation de Hill):
C18H13ClFN3O
Numéro CAS:
59468-90-5
Poids moléculaire :
341.77
Numéro MDL:
MFCD00871458
Code UNSPSC :
12161501
ID de substance PubChem :
24724655
Nomenclature NACRES :
NA.77

product name

1′-Hydroxymidazolam,

Forme

powder

Niveau de qualité

200

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Couleur

white to off-white

Température de stockage

2-8°C

Chaîne SMILES 

OCc1ncc2CN=C(c3ccccc3F)c4cc(Cl)ccc4-n12

InChI

1S/C18H13ClFN3O/c19-11-5-6-16-14(7-11)18(13-3-1-2-4-15(13)20)22-9-12-8-21-17(10-24)23(12)16/h1-8,24H,9-10H2

Clé InChI

QHSMEGADRFZVNE-UHFFFAOYSA-N

Description générale

1′-Hydroxymidazolam is the metabolite of midazolam.

Application

1′-Hydroxymidazolam (1′-OHMDZ) can be used for assessing Cyp3a11 enzyme activity as well as for pharmacokinetic (PK) study of midazolam.
CYP3A4 metabolite of midazolam.

Actions biochimiques/physiologiques

1′-Hydroxymidazolam is the major hydroxylated metabolite of Midazolam (MDZ), forms due to rapid and extensive metabolization of MDZ by the CYP 450 3A isoenzymes in the liver. The product contributes to the pharmacological impact of MDZ.

Caractéristiques et avantages

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Sussan Ghassabian et al.
The AAPS journal, 21(2), 15-15 (2019-01-11)
The multi-kinase inhibitor sorafenib (SOR) is clinically important in the treatment of hepatocellular and renal cancers and undergoes CYP3A4-dependent oxidation in liver to the pharmacologically active N-oxide metabolite (SNO). There have been reports that kinase inhibitors such as SOR may
Alexander J Kvist et al.
Biochemical pharmacology, 155, 124-140 (2018-06-29)
Primary human hepatocytes (PHH), HepaRG™, HepG2, and two sources of induced pluripotent stem cell (iPSC) derived hepatocytes were characterized regarding gene expression and function of key hepatic proteins, important for the metabolic fate of drugs. The gene expression PCA analysis
Yukiko Toba et al.
PloS one, 15(2), e0229654-e0229654 (2020-02-28)
Human hepatocytes are essential materials in pharmaceutical researches. Not only primary human hepatocytes (PHH) but also human iPS cell-derived hepatocyte-like cells (human iPS-HLCs) are expected to be applied as materials for pharmaceutical researches. To date, several culture media have been
A S Gandhi et al.
British journal of pharmacology, 166(7), 2176-2187 (2012-03-08)
Gene expression of Cyp3a11 is reduced by activation of Toll-like receptors (TLRs) by Gram-negative or Gram-positive bacterial components, LPS or lipoteichoic acid (LTA) respectively. The primary adaptor protein in the TLR signalling pathway, TIRAP, plays differential roles in LPS- and
Xiao-Yun Liu et al.
Acta pharmacologica Sinica, 41(10), 1366-1376 (2020-04-03)
Alflutinib (AST2818) is a third-generation epidermal growth factor receptor (EGFR) inhibitor that inhibits both EGFR-sensitive mutations and T790M mutations. Previous study has shown that after multiple dosages, alflutinib exhibits nonlinear pharmacokinetics and displays a time- and dose-dependent increase in the
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