1672-76-0

Basic information

• Product Name: chlorpromazine N-oxide
• Synonyms: chlorpromazine N-oxide;3-(2-Chloro-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine oxide;10H-Phenothiazine-10-propanaMine, 2-chloro-N,N-diMethyl-, N-oxide
• CAS NO: 1672-76-0
• Molecular Formula: C17H19ClN2OS
• Molecular Weight: 334.86
• Mol File: 1672-76-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• PKA: 4.69±0.40(Predicted)
• CAS DataBase Reference: chlorpromazine N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: chlorpromazine N-oxide(1672-76-0)
• EPA Substance Registry System: chlorpromazine N-oxide(1672-76-0)

Safety Data

• Hazardous Substances Data: 1672-76-0(Hazardous Substances Data)

Usage

Definition

ChEBI: An organochlorine compound that is chlorpromazine in which the acyclic tertiary amino group has been converted into the corresponding N-oxide.

Metabolic pathway

When female rats are administered chlorpromazine N- oxide orally, the metabolites identified in both urine and feces are chlorpromazine, 7- hydroxychlorpromazine, chlorpromazine sulfoxide, N- desmethylchlorpromazine and N- desmethylchlorpromazine sulfoxide. Chlorpromazine N-oxide and any metabolite that retains the intact N- oxide function, such as chlorpromazine N,S-dioxide, cannot be identified in any of the extracts.

InChI:InChI=1/C17H19ClN2OS/c1-20(2,21)11-5-10-19-14-6-3-4-7-16(14)22-17-9-8-13(18)12-15(17)19/h3-4,6-9,12H,5,10-11H2,1-2H3

Upstream product

• 50-53-3 2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine 

Downstream Products

• 10404-90-7 chlorpromazine N',S-dioxide 
• 1225-64-5 Norchlorpromazine 

Relevant articles and documents

Bacterial Biosynthetic P450 Enzyme PikCD50N: A Potential Biocatalyst for the Preparation of Human Drug Metabolites

Human drug metabolites (HDMs) are important chemicals widely used in drug-related studies. However, acquiring these enzyme-derived and regio-/stereo-selectively modified compounds through chemical approaches is complicated. PikC is a biosynthetic P450 enz

Synthesis of the N-oxides of phenothiazine antipsychotic agents

Chlorpromazine N-oxide, fluphenazine N(4')-oxide, prochlorperazine N(4')- oxide, sulforidazine N-oxide, and trifluoperazine N(4')-oxide were synthesized by oxidation of the designated nitrogen atom in the N-10 side chain of the respective parent drug with 3-chloroperoxybenzoic acid. In the case of trifluoperazine, a stepwise increase in the amount of oxidant yielded the N(1'),N(4')-dioxide and N(1'),N(4'),S-trioxide. The N',S-dioxides of chlorpromazine and sulforidazine were obtained by hydrogen peroxide oxidation of the appropriate parent drug.