Sordinol

Base Information

• Chemical Name: Sordinol
• CAS No.: 53772-84-2
• Molecular Formula: C22H25ClN2OS
• Molecular Weight: 400.9647
• European Community (EC) Number: 213-566-0
• UNII: FLE878A8ZI
• DSSTox Substance ID: DTXSID90110026
• Nikkaji Number: J366.071K,J9.475G
• Wikipedia: Clopenthixol
• Wikidata: Q27278051
• NCI Thesaurus Code: C154301,C81091
• ChEMBL ID: CHEMBL87385
• Mol file: 53772-84-2.mol

Synonyms:alpha Clopenthixol;alpha-Clopenthixol;Cisordinol;Clopenthixol;Zuclopenthixol

Chemical Property of Sordinol

Chemical Property:

• Vapor Pressure: 3.56E-14mmHg at 25°C
• Boiling Point: 577.4°C at 760 mmHg
• PKA: 14.96±0.10(Predicted)
• Flash Point: 303°C
• PSA: 52.01000
• Density: 1.289g/cm³
• LogP: 4.11210
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 400.1376123
• Heavy Atom Count: 27
• Complexity: 509

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCN1CCC=C2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl)CCO
• Isomeric SMILES: C1CN(CCN1CC/C=C/2\C3=CC=CC=C3SC4=C2C=C(C=C4)Cl)CCO

Technology Process of Sordinol

There total 3 articles about Sordinol 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:

→ 4-[3-(2-chloro-9H-thioxanthen-9-ylidene)propyl]-1-piperazineethanol (982-24-1,53772-83-1,53772-84-2)

Guidance literature:

2-Chlor-9-<3-piperazino-propyliden>-thioxanthen, Aethylenoxid;

Reference yield:

tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate (77278-40-1) + 2-Chlorothioxanthone (86-39-5) + 1,2-propanediene (463-49-0) + 2-bromoethanol (540-51-2) → clopenthixol (53772-83-1,53772-84-2) + zuclopenthixol (53772-83-1,53772-84-2)

Guidance literature:

2-Chlorothioxanthone; With copper diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

1,2-propanediene; With (dimethoxy)methylsilane; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate; 2-bromoethanol; Overall yield = 54 %; Overall yield = 217 mg; Further stages;

DOI:10.1021/jacs.8b13907

Reference yield:

tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate (77278-40-1) + 2-Chlorothioxanthone (86-39-5) + 1,2-propanediene (463-49-0) + 2-bromoethanol (540-51-2) → clopenthixol (53772-83-1,53772-84-2) + zuclopenthixol (53772-83-1,53772-84-2)

Guidance literature:

2-Chlorothioxanthone; With copper diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

1,2-propanediene; With (dimethoxy)methylsilane; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate; 2-bromoethanol; Overall yield = 54 %; Overall yield = 217 mg; Further stages;

DOI:10.1021/jacs.8b13907

upstream raw materials:

tert-butyl 4-(benzoyloxy)piperazine-1-carboxylate

2-Chlorothioxanthone

1,2-propanediene

2-bromoethanol

Downstream raw materials:

zuclopenthixol acetate

Refernces