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UC430

Sigma-Aldrich

1′-Hydroxymidazolam

≥97% (HPLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H13ClFN3O
Número de CAS:
59468-90-5
Peso molecular:
341.77
MDL number:
MFCD00871458
UNSPSC Code:
12161501
PubChem Substance ID:
24724655
NACRES:
NA.77

product name

1′-Hydroxymidazolam,

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to off-white

storage temp.

2-8°C

SMILES string

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

InChI key

QHSMEGADRFZVNE-UHFFFAOYSA-N

General description

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.

Biochem/physiol Actions

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Kar Lai Poon et al.
Archives of toxicology, 91(3), 1187-1197 (2016-08-04)
Understanding and predicting whether new drug candidates will be safe in the clinic is a critical hurdle in pharmaceutical development, that relies in part on absorption, distribution, metabolism, excretion and toxicology studies in vivo. Zebrafish is a relatively new model
Pharmacokinetics of midazolam and its main metabolite 1-hydroxymidazolam in intensive care patients
Boulieu R, et al.
Eur. J. Drug Metab. Pharmacokinet., 23(2), 255-258 (1998)
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
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
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