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1'-HYDROXYMIDAZOLAM

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1'-HYDROXYMIDAZOLAM Basic information
Product Name:1'-HYDROXYMIDAZOLAM
Synonyms:ALPHA-HYDROXYMIDAZOLAM;8-CHLORO-6-(2-FLUOROPHENYL)-1-HYDROXYMETHYL-4H-IMIDAZO[1,5A][1,4]BENZODIAZEPINE;A-HYDROXYMIDAZOLAM;1-HYDROXY MIDAZOLAM;1Hydroxymidazolame;alpha-Hydroxymidazolame;4H-Imidazo1,5-a1,4benzodiazepine-1-methanol, 8-chloro-6-(2-fluorophenyl)-;1-hydroxymethylmidazolam
CAS:59468-90-5
MF:C18H13ClFN3O
MW:341.77
EINECS:200-659-6
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolites
Mol File:59468-90-5.mol
1'-HYDROXYMIDAZOLAM Structure
1'-HYDROXYMIDAZOLAM Chemical Properties
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
pka13.59±0.10(Predicted)
color white or off-white
Major Applicationclinical testing
InChI1S/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
InChIKeyQHSMEGADRFZVNE-UHFFFAOYSA-N
SMILESOCc1ncc2CN=C(c3ccccc3F)c4cc(Cl)ccc4-n12
Safety Information
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 Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Flam. Liq. 2
STOT SE 1
MSDS Information
ProviderLanguage
SigmaAldrich English
1'-HYDROXYMIDAZOLAM Usage And Synthesis
Description1''-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.
Chemical PropertiesWhite Solid
UsesCYP3A4 metabolite of midazolam
UsesA metabolite of Midazolam (M343000).
DefinitionChEBI: 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.
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
1'-HYDROXYMIDAZOLAM Preparation Products And Raw materials
Tag:1'-HYDROXYMIDAZOLAM(59468-90-5) Related Product Information
Bupropion Midazolam Midazolam 4-HYDROXYMIDAZOLAM 4-Hydroxymidazolam b-D-Glucuronide,4-Hydroxymidazolam -D-Glucuronide ALPHA-HYDROXYMIDAZOLAM UNLABELED 100 UG/ML IN METHANOL 4-HYDROXYMIDAZOLAM 1-HYDROXY MIDAZOLAM-13C2 a-Hydroxymidazolam-13C3, 8-Chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5a][1,4]benzodiazepine-13C3,,1'-HYDROXYMIDAZOLAM-13C3 1'-HYDROXYMIDAZOLAM ALPHA-HYDROXYMIDAZOLAM-D4 1'-HYDROXYMIDAZOLAM-?-D-GLUCURONIDE,1Hydroxymidazolam-b-D-glucuronide 1-ACETOXYMETHYL-8-CHLORO-6-(2-FLUOROPHENYL)-4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE 1-ACETOXYMETHYL-8-CHLORO-6-(2-FLUOROPHENYL)-4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE 5-OXIDE