37115-43-8

Basic information

• Product Name: ALPHA-HYDROXYALPRAZOLAM
• Synonyms: ALPHA-HYDROXYALPRAZOLAM;A-hydroxyalprazolam--dea schedule*iv item;A-HYDROXYALPRAZOLAM;ALPHA-HYDROXYALPRAZOLAM (D5, 98%) 100 UG/ML IN METHANOL;ALPHA-HYDROXYALPRAZOLAM (D5, 98%) 1000 UG/ML IN METHANOL;ALPHA-HYDROXYALPRAZOLAM UNLABELED 1.0 MG/ML IN METHANOL;ALPHA-HYDROXYALPRAZOLAM UNLABELED 100 UG/ML IN METHANOL;4H-1,2,4Triazolo4,3-a1,4benzodiazepine-1-methanol, 8-chloro-6-phenyl-
• CAS NO: 37115-43-8
• Molecular Formula: C₁₇H₁₃ClN₄O
• Molecular Weight: 324.76
• EINECS: 200-659-6
• Product Categories: Intermediates & Fine Chemicals;Metabolites;Pharmaceuticals;Benzodiazepines and Anxiolytics;Neurobiology;Pharmacologicals
• Mol File: 37115-43-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 129-134°C
• Boiling Point: 556.1 °C at 760 mmHg
• Flash Point: 9℃
• Appearance: white to off-white/powder
• Density: 1.45 g/cm³
• Vapor Pressure: 3.34E-13mmHg at 25°C
• Refractive Index: 1.729
• Storage Temp.: -20°C Freezer
• Solubility: methylene chloride: ~20 mg/mL, clear, colorless to faintly
• CAS DataBase Reference: ALPHA-HYDROXYALPRAZOLAM(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-HYDROXYALPRAZOLAM(37115-43-8)
• EPA Substance Registry System: ALPHA-HYDROXYALPRAZOLAM(37115-43-8)

Safety Data

• Hazard Codes: Xn,T,F
• Statements: 20/21/22-39/23/24/25-23/24/25-11
• Safety Statements: 36-45-36/37-16-7
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 3
• Hazardous Substances Data: 37115-43-8(Hazardous Substances Data)

Usage

Description

α-hydroxy Alprazolam (Item No. 15287) is an analytical reference material categorized as a benzodiazepine. It is a major active metabolite of alprazolam (CRM) that has a higher urinary recovery than 4-hydroxy alprazolam , another major metabolite. α-hydroxy Alprazolam has a lower binding affinity than alprazolam for the GABAA receptor. It is also a metabolite of adinazolam . This product is intended for research and forensic applications.

Chemical Properties

Yellow solid

Uses

A metabolite of Alprazolam, an anxiolytic

General Description

A major urinary metabolite of the benzodiazepine alprazolam. Alprazolam, commonly sold under the trade name Xanax?, is a short-acting anxiolytic approved to treat panic and other anxiety disorders including generalized or social anxiety disorder. This certified Snap-N-Spike? solution standard is suitable for use in LC/MS or GC/MS applications such as forensic analysis, clinical toxicology, urine drug testing, or pain prescription monitoring.

InChI:InChI=1/C17H13ClN4O/c18-12-6-7-14-13(8-12)17(11-4-2-1-3-5-11)19-9-15-20-21-16(10-23)22(14)15/h1-8,23H,9-10H2

Upstream product

• 29975-16-4 estazolam 
• 7789-20-0 water-d2 
• 28981-97-7 alprazolam 
• 37952-11-7 1-benzyloxymethyl-8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine 
• 37952-24-2 1-benzhydryloxymethyl-8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine 
• 37115-40-5 8-chloro-1-(4-methoxy-benzyloxymethyl)-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine 
• 27610-14-6 3-amino-6-chloro-3,4-dihydro-4-hydroxy-4-phenylquinazoline 
• 59010-35-4 1,3-Dioxo-2-isoindolineacetic Acid, <methylene>hydrazine 
• 54485-85-7 N-[4-(2-benzoyl-4-chloro-phenyl)-4H-[1,2,4]triazol-3-ylmethyl]-phthalimide 
• 54042-42-1 N-<<4-(2-Benzoyl-4-chlorophenyl)-5-(hydroxymethyl)-4H-1,2,4-triazol-3-yl>methyl>phthalimide 

Downstream Products

• 37952-30-0 1-acetoxymethyl-8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine 

Relevant articles and documents

Prediction of metabolic clearance using fresh human hepatocytes: Comparison with cryopreserved hepatocytes and hepatic microsomes for five benzodiazepines

1. Predictions of in vivo intrinsic clearance from cryopreserved human hepatocytes may be systematically low. In the current study, the metabolite kinetics of a series of CYP3A4 substrates (benzodiazepines) in fresh human hepatocytes from five donors, via a major UK supplier, were investigated and compared with those previously reported (by the authors' laboratory) for cryopreserved human hepatocytes and hepatic microsomes. 2. A high incidence of autoactivation (up to tenfold) and heteroactivation (by testosterone, up to 14-fold) among the major pathways was observed. CYP capacity (Vmax) was marginally lower and 'affinity' constants (KM, S50) were marginally greater compared with cryopreserved hepatocytes. 3. Average intrinsic clearance (based on maximal clearance, CLmax) was sevenfold lower than in cryopreserved hepatocytes (reflecting sensitivity of intrinsic clearance estimation in vitro to mechanistic parameter values, particularly those involving atypical kinetics), but scaled intrinsic clearances for fresh (and cryopreserved) hepatocytes were within the range previously determined in hepatic microsomes. 4. There was no evidence from this series of studies that fresh hepatocytes provide quantitatively improved estimates of intrinsic clearance over cryopreserved hepatocytes.

Triazolobenzodiazepine derivatives

Compounds of the class of 6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-lower alkanols, and their ethers and esters, 1-(fluoro-lower alkyl)-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepines and the 5-oxides and pharmaceutically acceptable acid addition salts thereof have central depressant properties, in particular antiaggressive and anticonvulsant actions, and are active ingredients for pharmaceutical compositions. Specific embodients are 6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-methanol and 1-(fluoromethyl)6-phenyl-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

6-Substituted-11b-phenyl-3, 11bH-oxazirino[2,3-d]-s-triazol[4,3-a][1,4]benzodiazepines

Compounds of the class of 6-substituted 11b-phenyl-3,11b-oxazirino[2,3-d]-s-triazolo[4,3-a][1,4]benzodiazepines have valuable pharmacological properties and are active ingredients for therapeutic compositions. In particular, these new compounds have an an