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59468-90-5

59468-90-5 Structure

59468-90-5 Structure
IdentificationBack Directory
[Name]

1'-HYDROXYMIDAZOLAM
[CAS]

59468-90-5
[Synonyms]

1-Oh-mdz
RO 21-6347
A-HYDROXYMIDAZOLAM
1Hydroxymidazolame
α-Hydroxymidazolam
1-HYDROXY MIDAZOLAM
1'-HYDROXYMIDAZOLAM
Midazolam Impurity 1
ALPHA-HYDROXYMIDAZOLAM
alpha-Hydroxymidazolame
1-hydroxymethylmidazolam
α-Hydroxymidazolam solution
1'-Hydroxy MidazolaM (100 μg/ML in Methanol)
4H-Imidazo1,5-a1,4benzodiazepine-1-methanol, 8-chloro-6-(2-fluorophenyl)-
8-Chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanol
8-CHLORO-6-(2-FLUOROPHENYL)-1-HYDROXYMETHYL-4H-IMIDAZO[1,5A][1,4]BENZODIAZEPINE
[EINECS(EC#)]

200-659-6
[Molecular Formula]

C18H13ClFN3O
[MDL Number]

MFCD00871458
[MOL File]

59468-90-5.mol
[Molecular Weight]

341.77
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

264-266oC
[Boiling point ]

540.6±60.0 °C(Predicted)
[density ]

1.43±0.1 g/cm3(Predicted)
[Fp ]

9℃
[storage temp. ]

2-8°C
[solubility ]

DMF: 2 mg/ml; DMSO: 1 mg/ml
[form ]

A crystalline solid
[pka]

13.59±0.10(Predicted)
[color ]

white or off-white
[Major Application]

clinical testing
[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
[InChIKey]

QHSMEGADRFZVNE-UHFFFAOYSA-N
[SMILES]

OCc1ncc2CN=C(c3ccccc3F)c4cc(Cl)ccc4-n12
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A metabolite of Midazolam (M343000).
[Uses]

CYP3A4 metabolite of midazolam
[Description]

1''-hydroxy Midazolam is the major metabolite of the anesthetic, midazolam. It is produced rapidly by the actions of hepatic cytochrome P450 3A and has been shown to be equipotent to midazolam.
[Definition]

ChEBI: 1-hydroxymidazolam is an imidazobenzodiazepine that is midazolam in which one of the hydrogens of the methyl group is substituted by a hydroxy group. It is the major metabolite of the anesthetic, midazolam. It has a role as a drug metabolite, a human blood serum metabolite and a human urinary metabolite. It is an imidazobenzodiazepine, an organochlorine compound, a member of monofluorobenzenes and an aromatic primary alcohol. It is functionally related to a midazolam.
[storage]

Store at -20°C
[References]

[1] M D PERLOFF. Midazolam and triazolam biotransformation in mouse and human liver microsomes: relative contribution of CYP3A and CYP2C isoforms.[J]. Journal of Pharmacology and Experimental Therapeutics, 2000, 292 2: 618-628.
[2] T M BAUER. Prolonged sedation due to accumulation of conjugated metabolites of midazolam.[J]. Lancet (London, England), 1995, 346 8968: 145-147. DOI: 10.1016/s0140-6736(95)91209-6
[3] RYOSUKE NEGORO. Generation of HepG2 Cells with High Expression of Multiple Drug-Metabolizing Enzymes for Drug Discovery Research Using a PITCh System[J]. Cells, 2022. DOI: 10.3390/cells11101677
Safety DataBack Directory
[Hazard Codes ]

F,T
[Risk Statements ]

11-23/24/25-39/23/24/25
[Safety Statements ]

7-16-36/37-45
[RIDADR ]

UN1230 - class 3 - PG 2 - Methanol, solution
[WGK Germany ]

3
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Flam. Liq. 2
STOT SE 1
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