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UC431

Sigma-Aldrich

4-Hydroxymidazolam

≥97% (HPLC), solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H13ClFN3O
CAS Number:
59468-85-8
Molecular Weight:
341.77
MDL number:
MFCD00871459
UNSPSC Code:
12161501
PubChem Substance ID:
24724656
NACRES:
NA.77

Product Name

4-Hydroxymidazolam,

form

solid

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

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

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH1232
BCCF9039
BCCF4396
BCCC6509
BCCB8982

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C B Eap et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 802(2), 339-345 (2004-03-17)
Midazolam is a widely accepted probe for phenotyping cytochrome P4503A. A gas chromatography-mass spectrometry (GC-MS)-negative chemical ionization method is presented which allows measuring very low levels of midazolam (MID), 1-OH midazolam (1OHMID) and 4-OH midazolam (4OHMID), in plasma, after derivatization
Chin B Eap et al.
European journal of clinical pharmacology, 60(4), 237-246 (2004-04-29)
We investigated whether the oral administration of a low dose (75 micro g) of midazolam, a CYP3A probe, can be used to measure the in vivo CYP3A activity. Plasma concentrations of midazolam, 1'OH-midazolam and 4'OH-midazolam were measured after the oral
J Martens et al.
Journal of chromatography. B, Biomedical sciences and applications, 692(1), 95-100 (1997-04-25)
A method for the quantitation of midazolam and its metabolites 1-hydroxymidazolam and 4-hydroxymidazolam from human serum capable of monitoring concentrations achieved under therapeutic conditions is presented. The substances were extracted under basic conditions with toluene and the hydroxy metabolites transformed
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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