Chlorpromazine sulfoxide

Base Information

• Chemical Name: Chlorpromazine sulfoxide
• CAS No.: 969-99-3
• Molecular Formula: C17H19 Cl N2 O S
• Molecular Weight: 334.87
• NSC Number: 170990
• UNII: 016U10PN9N
• DSSTox Substance ID: DTXSID40871817
• Nikkaji Number: J21.178H
• Wikidata: Q27216080
• ChEMBL ID: CHEMBL823
• Mol file: 969-99-3.mol

Synonyms:chlorpromazine sulfoxide;opromazine;opromazine hydrochloride

Chemical Property of Chlorpromazine sulfoxide

Chemical Property:

• Vapor Pressure: 3.14E-10mmHg at 25°C
• Melting Point: 115°
• Boiling Point: 502.6°Cat760mmHg
• PKA: pKa 9.0 (Uncertain)
• Flash Point: 257.8°C
• PSA: 42.76000
• Density: 1.35g/cm³
• LogP: 4.84060
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 334.0906621
• Heavy Atom Count: 22
• Complexity: 406

Purity/Quality:

99.0% Min ^*data from raw suppliers

ChlorpromazineSulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCCN1C2=CC=CC=C2S(=O)C3=C1C=C(C=C3)Cl
• Uses: Chlorpromazine Sulfoxide is a derivative of Chlorpromazine Hydrochloride (C424750), which is a dopamine antagonist of the typical antipsychotic class of medications possessing additional antiadrenergic, antiserotonergic, anticholinergic and antihistaminergic properties used for schizophrenia treatment.

Technology Process of Chlorpromazine sulfoxide

There total 5 articles about Chlorpromazine sulfoxide 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: 40.0%

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine (50-53-3) → Chlorpromazine oxide (1672-76-0) + chlorpromazine sulfoxide (969-99-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1039/c3md00387f

Reference yield: 0.4%

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine (50-53-3) → 7-hydroxychlorpromazine (2095-62-7) + 2-chloro-10-(3-dimethylamino-propyl)-10H-phenothiazin-1-ol (3926-66-7) + 3-hydroxyl CPZ (3930-47-0) + chlorpromazine sulfoxide (969-99-3)

Guidance literature:

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine; With ethylenediaminetetraacetic acid trisodium salt; oxygen; manganese (II) acetate tetrahydrate; ascorbic acid; In water; pH=4;

With ferrous(II) sulfate heptahydrate; ethylenediaminetetraacetic acid trisodium salt; oxygen; In water; at 45 ℃; for 2h;

DOI:10.1016/j.tetlet.2010.12.014

Reference yield:

chloropromazine cation radical (50-53-3) → 2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine (50-53-3) + chlorpromazine sulfoxide (969-99-3)

Guidance literature:

With water; In sulfuric acid; at 24.84 ℃; Concentration; pH-value; Kinetics;

DOI:10.1007/s11243-011-9531-x

upstream raw materials:

chlorpromazine hydrochloride

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

chloropromazine cation radical

Downstream raw materials:

chlorpromazine N',S-dioxide

2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine

Refernces

• 1、 Kigondu, Elizabeth M.,Njoroge, Mathew,Singh, Kawaljit,Njuguna, Nicholas,Warner, Digby F.,Chibale, Kelly. "Synthesis and synergistic antimycobacterial screening of chlorpromazine and its metabolites". supporting information. p. 502 - 506. Retrieved 2014/04/17.
• 2、 Wisniewska, Joanna,Rzesnicki, Pawel,Topolski, Adrian. "A mechanistic study on the disproportionation and oxidative degradation of phenothiazine derivatives by manganese(III) complexes in phosphate acidic media". scheme or table. p. 767 - 774. Retrieved 2012/07/01.