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UC431

Sigma-Aldrich

4-Hydroxymidazolam

≥97% (HPLC), solid

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C18H13ClFN3O
CAS-Nummer:
59468-85-8
Molekulargewicht:
341.77
MDL-Nummer:
MFCD00871459
UNSPSC-Code:
12161501
PubChem Substanz-ID:
24724656
NACRES:
NA.77

product name

4-Hydroxymidazolam,

Form

solid

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Farbe

white to off-white

mp (Schmelzpunkt)

186-187 °C

Lagertemp.

2-8°C

SMILES String

FC(C=CC=C1)=C1C2=NC(O)C3=CN=C(C)N3C4=C2C=C(Cl)C=C4

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

InChIKey

ZYISITHKPKHPKG-UHFFFAOYSA-N

Anwendung

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

Biochem./physiol. Wirkung

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

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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J C Gorski et al.
Biochemical pharmacology, 47(9), 1643-1653 (1994-04-29)
The capabilities of cytochrome P4503A4 (CYP3A4), CYP3A5, and fetal hepatic microsomes containing CYP3A7 to metabolize midazolam were investigated using human hepatic microsomes and purified CYP3A4 and CYP3A5. Under initial rate conditions and high substrate concentration (400 microM midazolam), variability among
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
Camille P Granvil et al.
Drug metabolism and disposition: the biological fate of chemicals, 31(5), 548-558 (2003-04-16)
Human cytochrome P450 3A4 (CYP3A4) is the most abundant hepatic and intestinal phase I drug-metabolizing enzyme, and participates in the oxidative metabolism of approximately 50% of drugs on the market. In the present study, a transgenic-CYP3A4 (Tg-CYP3A4) mouse model that
Wilson Z Shou et al.
Rapid communications in mass spectrometry : RCM, 16(17), 1613-1621 (2002-08-31)
Ultrafast liquid chromatography/tandem mass spectrometry (LC/MS/MS) bioanalysis was demonstrated with the use of packed silica columns operated under elevated flow rates. A special effort has been made to achieve ultrafast analysis without sacrificing chromatographic resolution. Two multiple analyte/metabolites assays, (1)
Bettina Link et al.
Rapid communications in mass spectrometry : RCM, 21(9), 1531-1540 (2007-04-06)
Midazolam (MDZ), a short-acting benzodiazepine, is a widely accepted probe drug for CYP3A phenotyping. Published methods for its analysis have used either therapeutic doses of MDZ, or, if employing lower doses, were mostly unable to quantify the two hydroxy metabolites.
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