CAS 59468-90-5

1′-Hydroxymidazolam

Description:

1′-Hydroxymidazolam is a chemical compound that belongs to the class of benzodiazepines, which are known for their sedative and anxiolytic properties. It is a metabolite of midazolam, a widely used anesthetic and sedative agent. The compound features a hydroxyl group (-OH) attached to the 1' position of the imidazole ring, which contributes to its pharmacological activity. 1′-Hydroxymidazolam exhibits a relatively short half-life and is primarily eliminated through hepatic metabolism. Its solubility characteristics allow it to be administered via various routes, including intravenous and oral. The compound is significant in clinical settings, particularly in the context of sedation and anesthesia, as well as in pharmacokinetic studies to understand the metabolism of midazolam. Additionally, it may be detected in biological samples for therapeutic drug monitoring or forensic analysis. As with other benzodiazepines, caution is advised regarding its potential for dependence and the need for careful dosing in patients.

Formula: C₁₈H₁₃ClFN₃O

InChI: 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

InChI key: InChIKey=QHSMEGADRFZVNE-UHFFFAOYSA-N

SMILES: C(O)C=1N2C=3C(C(=NCC2=CN1)C4=C(F)C=CC=C4)=CC(Cl)=CC3

Synonyms:

• 1-Hydroxymidazolam
• 4H-Imidazo(1,5-a)(1,4)benzodiazepine-1-methanol, 8-chloro-6-(2-fluorophenyl)-
• 8-Chloro-6-(2-fluorophenyl)-4H-imidazo(1,5-a)(1,4)benzodiazepine-1-methanol
• Ro 21-6347
• α-Hydroxymidazolam

α-Hydroxymidazolam, 1mg/ml in Methanol

Controlled Product

CAS: 59468-90-5

Color and Shape: Single Solution

Ref: LP-MID-330-FB-1LM

α-Hydroxymidazolam 0.1 mg/ml in Methanol

Controlled Product

CAS: 59468-90-5

Color and Shape: Single Solution

Ref: 61-AMP1106.03-02

α-Hydroxymidazolam, 0.1mg/ml in Methanol

CAS: 59468-90-5

Color and Shape: Single Solution

Ref: LP-MID-330-FB-0.1LM

α-Hydroxymidazolam

CAS: 59468-90-5

Color and Shape: Neat

Ref: LP-MID-330-FB-10

1’-Hydroxy Midazolam

Controlled Product

CAS: 59468-90-5

Applications A metabolite of Midazolam (M343000(P)), which is an anesthetic; anticonvulsant; sedative; hypnotic. Midazolam is also a positive allosteric modulator of the GABAA receptor.
References Dundee, J., et al.: Drugs, 28, 519 (1984), Galetin, A., et al.: Drug Metab. Dispos., 30, 1512 (2002), Uchaipichat, V., et al.: Drug Metab. Dispos., 34, 449 (2006), Lewis, B., et al.: Biochem. Pharmacol., 73, 1463 (2007), Dundee, J. W., et al.: Drugs, 28, 519 (1984), Lahat, E., et al.: Br. Med. J., 321, 83 (2000)

Formula: C₁₈H₁₃ClFN₃O

Color and Shape: Off-White

Molecular weight: 341.77

Ref: TR-H948420

1'-Hydroxy midazolam

Controlled Product

CAS: 59468-90-5

Midazolam is a benzodiazepine with hypnotic and sedative effects. It is metabolized by cytochrome P450 3A4 (CYP3A4) to 1'-hydroxy midazolam, which has a short half-life of about 2 hours. Midazolam is used for the treatment of insomnia, seizures, and preoperative anxiety. The drug interacts with other drugs that are inhibitors or inducers of CYP3A4, leading to changes in the pharmacokinetics of the drug. This can lead to an increase or decrease in the concentration of midazolam in blood plasma.

Formula: C₁₈H₁₃ClFN₃O

Purity: Min. 97 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 341.77 g/mol

Ref: 3D-FH24050

1’-Hydroxy Midazolam (100 ug/mL in methanol)

Controlled Product

CAS: 59468-90-5

Formula: C₁₈H₁₃ClFN₃O

Color and Shape: Single Solution

Molecular weight: 341.77

Ref: TR-KIT0010

1'-Hydroxy Midazolam

CAS: 59468-90-5

Formula: C₁₈H₁₃ClFN₃O

Molecular weight: 341.8

Ref: ST-EA-CP-M85019