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1'-Hydroxymidazolam

CAS No.
59468-90-5
Chemical Name:
1'-Hydroxymidazolam
Synonyms
α-Hydroxymidazolam;ALPHA-HYDROXYMIDAZOLAM;RO 21-6347;1-Oh-mdz;A-HYDROXYMIDAZOLAM;1Hydroxymidazolame;1-HYDROXY MIDAZOLAM;1'-Hydroxymidazolam;Midazolam Impurity 1;Midazolam Impurity 12
CBNumber:
CB3147586
Molecular Formula:
C18H13ClFN3O
Molecular Weight:
341.77
MDL Number:
MFCD00871458
MOL File:
59468-90-5.mol
MSDS File:
SDS
Last updated:2026-09-12 18:51:39

1'-Hydroxymidazolam Properties

Melting point 264-266oC
Boiling point 540.6±60.0 °C(Predicted)
Density 1.43±0.1 g/cm3(Predicted)
Flash point 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
FDA UNII E5142BN92Z
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P260-P280-P301+P310-P311
target organs Eyes
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
NFPA 704
0
2 0

1'-Hydroxymidazolam price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H-922 α-Hydroxymidazolam solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 59468-90-5 1mL $358 2026-04-30 Buy
Sigma-Aldrich H-902 α-Hydroxymidazolam solution 100?μg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 59468-90-5 1mL $39 2026-04-30 Buy
Cayman Chemical 39954 α-hydroxy Midazolam (CRM) 59468-90-5 100μg $39 2026-04-30 Buy
Cayman Chemical 39954 α-hydroxy Midazolam (CRM) 59468-90-5 1mg $290 2026-04-30 Buy
Cayman Chemical 10385 α-hydroxy Midazolam ≥95% 59468-90-5 1mg $160 2026-04-30 Buy
Product number Packaging Price Buy
H-922 1mL $358 Buy
H-902 1mL $39 Buy
39954 100μg $39 Buy
39954 1mg $290 Buy
10385 1mg $160 Buy

1'-Hydroxymidazolam Chemical Properties,Uses,Production

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.

Chemical Properties

White Solid

Uses

CYP3A4 metabolite of midazolam

Uses

A metabolite of Midazolam (M343000).

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.

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

Raw materials

Preparation Products

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 8-Chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-1-methanol 1-Oh-mdz 1'-Hydroxy MidazolaM (100 μg/ML in Methanol) α-Hydroxymidazolam solution CYP3A4 metabolite of Midazolam 1’-Hydroxy Midazolam (1.0 mg/mL in methanol) 1'-hydroxy Midazolam (Ro 21-6347) 1'-Hydroxymidazolam α-hydroxy Midazolam (CRM) Midazolam Impurity 12 Midazolam Impurity 1 alpha-Hydroxymidazolam 0.1 mg/ml in Methanol 1’-Hydroxy Midazolam (100 ug/mL in methanol) Alpha-Hydroxymidazolam, 1mg/ml in Methanol RO 21-6347 α-Hydroxymidazolam 59468-90-5 Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Metabolites