alpha-Hydroxyalprazolam

Base Information

• Chemical Name: alpha-Hydroxyalprazolam
• CAS No.: 37115-43-8
• Molecular Formula: C17H13ClN4O
• Molecular Weight: 324.769
• Hs Code.: 2933990090
• European Community (EC) Number: 636-833-7
• UNII: V7J2Z5Y50U
• DSSTox Substance ID: DTXSID60190613
• Nikkaji Number: J400.844H
• Wikidata: Q27291633
• Metabolomics Workbench ID: 42538
• ChEMBL ID: CHEMBL3246317
• Mol file: 37115-43-8.mol

Synonyms:alpha-hydroxyalprazolam

Chemical Property of alpha-Hydroxyalprazolam

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 3.34E-13mmHg at 25°C
• Melting Point: 129-134°C
• Refractive Index: 1.729
• Boiling Point: 556.1 °C at 760 mmHg
• Flash Point: 290.1 °C
• PSA: 60.55000
• Density: 1.45 g/cm³
• LogP: 1.95230
• Storage Temp.: -20°C Freezer
• Solubility.: methylene chloride: ~20 mg/mL, clear, colorless to faintly
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 324.0777887
• Heavy Atom Count: 23
• Complexity: 454

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Hydroxyalprazolam powder, ≥98% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• 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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=NN=C(N2C3=C(C=C(C=C3)Cl)C(=N1)C4=CC=CC=C4)CO
• 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.
• Uses: A metabolite of Alprazolam, an anxiolytic

Technology Process of alpha-Hydroxyalprazolam

There total 11 articles about alpha-Hydroxyalprazolam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.8%

N-<<4-(2-Benzoyl-4-chlorophenyl)-5-(hydroxymethyl)-4H-1,2,4-triazol-3-yl>methyl>phthalimide (54042-42-1) → 8-chloro-1-hydroxymethyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine (37115-43-8)

Guidance literature:

With hydrazine hydrate; In ethanol; 1) room temp., 2,5 h; 2) 63 deg C, 3 h.;

DOI:10.1002/jhet.5570170331

Reference yield:

1-benzyloxymethyl-8-chloro-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine (37952-11-7) → 8-chloro-1-hydroxymethyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine (37115-43-8)

Guidance literature:

With hydrogen bromide; In methanol; dichloromethane; acetic acid; ethyl acetate;

Reference yield:

8-chloro-1-(4-methoxy-benzyloxymethyl)-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine (37115-40-5) + acetate-ether-petrol ether → 8-chloro-1-hydroxymethyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine (37115-43-8)

Guidance literature:

With hydrogen bromide; In acetic acid;

upstream raw materials:

N-<<4-(2-Benzoyl-4-chlorophenyl)-5-(hydroxymethyl)-4H-1,2,4-triazol-3-yl>methyl>phthalimide

1,3-Dioxo-2-isoindolineacetic Acid, <methylene>hydrazine

N-[4-(2-benzoyl-4-chloro-phenyl)-4H-[1,2,4]triazol-3-ylmethyl]-phthalimide

3-amino-6-chloro-3,4-dihydro-4-hydroxy-4-phenylquinazoline

Downstream raw materials:

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

Refernces

• 1、 -. "Preparing 1-(hydroxymethyl)-triazolobenzodiazepines and 1-(aminomethyl)-triazolobenzodiazepines". . . Retrieved 2008/06/13.
• 2、 Hester Jr.. "Novel synthesis of the pharmacologically important 1-substituted-6-phenyl-4H-s-triazolo[4,3-α][1,4]benzodiazepines". . p. 575 - 581. Retrieved 2007/10/02.