7722-15-8

Basic information

• Product Name: NORCHLORDIAZEPOXIDE
• Synonyms: NORCHLORDIAZEPOXIDE;2-Amino-7-chloro-5-phenyl-3H-1,4-benzodiazepine 4-oxide;Desmethylchlordiazepoxide;Norchlordiazepoxide solution;3H-1,4-Benzodiazepin-2-amine, 7-chloro-5-phenyl-, 4-oxide;3h-1,4-benzodiazepin-2-amine,7-chloro-5-phenyl-,4-oxide,hydrochloride;3H-1,4-Benzodiazepine, 2-amino-7-chloro-5-phenyl-, 4-oxide;7-Chloro-5-phenyl-3H-1,4-benzodiazepin-2-amine 4-oxide
• CAS NO: 7722-15-8
• Molecular Formula: C₁₅H₁₂ClN₃O
• Molecular Weight: 322.19
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 7722-15-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 532.5 °C at 760 mmHg
• Flash Point: 2℃
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.02E-11mmHg at 25°C
• Storage Temp.: room temp
• PKA: 2.10±0.20(Predicted)
• CAS DataBase Reference: NORCHLORDIAZEPOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: NORCHLORDIAZEPOXIDE(7722-15-8)
• EPA Substance Registry System: NORCHLORDIAZEPOXIDE(7722-15-8)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36
• Safety Statements: 16-26-36/37
• RIDADR: UN 1648 3 / PGII
• WGK Germany: 2
• Hazardous Substances Data: 7722-15-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White to Pale Yellow Soild

Uses

The main metabolite of Chlordiazepoxide (C327050).

General Description

Norchlordiazepoxide is a major urinary metabolite of the benzodiazepine chlordiazepoxide, indicated for short term treatment of severe anxiety and for the management of acute alcohol withdrawal syndrome. The metabolite, also known as N-desmethylchlordiazepoxide, is pharmacologically active. This Certified Spiking Solution? is suitable for GC/MS or LC/MS methods in chlordiazepoxide testing for forensic analysis, urine drug testing, or clinical toxicology.

InChI:InChI=1/C15H12ClN3O.ClH/c16-11-6-7-13-12(8-11)15(10-4-2-1-3-5-10)19(20)9-14(17)18-13;/h1-8H,9H2,(H2,17,18);1H

Upstream product

• 18097-52-4 2-amino-5-chlorobenzophenone oxime 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 5958-24-7 6-chloro-2-chloromethyl-4-phenylquinazoline-3-oxide 

Downstream Products

• 98637-51-5 4-acetyl-7-chloro-2-methyl-9-phenyl-4H-benzo[e]oxazolo[5,4-b][1,4]diazepine 

Relevant articles and documents

Mechanism of selective formation of 2-amino-substituted 1,4-benzodiazepin-4-oxides and 2-aminomethyl substituted quinazolin-3-oxides from chloromethyl quinazolin-N-oxides indications from perturbation theory

The o-amino-acetophenone and -benzophenone oximes 1a-c react with chloroacetyl chloride giving the 2-chloromethyl-quinazoline-3-oxides 6a-c. The mechanism is explained using the perturbation theory. With ammonia and N-prim. aliphatic amines, compounds 6a-c yield 1,4-benzodiazepines 16 and 17 as ring-enlarged products, with aromatic and with N-sec. aliphatic amines, quinazoline derivatives 10-13 are formed. The constitution of the heterocycles is proved by nmr spectroscopic methods. Selective formation of the heterocyclic products is explained with the relative thermodynamic stability of the corresponding 2-adducts 14.