Azaclorzine

Base Information

• Chemical Name: Azaclorzine
• CAS No.: 49864-70-2
• Molecular Formula: C22H24ClN3OS
• Molecular Weight: 413.971
• UNII: 7N4BHX8N3L
• DSSTox Substance ID: DTXSID1046423
• Nikkaji Number: J10.375F
• Wikidata: Q27268589
• NCI Thesaurus Code: C74421
• ChEMBL ID: CHEMBL1615867
• Mol file: 49864-70-2.mol

Synonyms:Azaclorzine;Nonachlazin;Nonachlazine;Nonakhlazin

Chemical Property of Azaclorzine

Chemical Property:

• Vapor Pressure: 1.61E-16mmHg at 25°C
• Boiling Point: 644.8°C at 760 mmHg
• Flash Point: 343.8°C
• PSA: 52.09000
• Density: 1.39g/cm³
• LogP: 4.58020
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 413.1328613
• Heavy Atom Count: 28
• Complexity: 578

Purity/Quality:

99% ^*data from raw suppliers

AZACLORZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CN(CCN2C1)CCC(=O)N3C4=CC=CC=C4SC5=C3C=C(C=C5)Cl
• Uses: Vasodilator (coronary).

Technology Process of Azaclorzine

There total 18 articles about Azaclorzine 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:

2-chloro-10-(β-chloropropionyl)phenothiazine (1032-19-5) + octahydropyrrolo[1,2-a]pyrazine (5654-83-1) → DL-10-<β-N-(1,4-Diazabicyclo<4.3.0>nonanyl)propionyl>-2-chlorophenothiazine (49864-70-2)

Guidance literature:

In toluene; Heating;

DOI:10.1007/BF00779052

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → L-10-<β-N-(1,4-Diazabicyclo<4.3.o>nonanyl)propionyl>-2-chlorophenothiazine (49864-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 92.5 percent / SOCl₂

2: 15.7 percent / ethanol / 36 h

3: 55 percent / LiAlH₄ / diethyl ether / 10 h / Heating

4: Et₃N / toluene / 3 h / Heating

With lithium aluminium tetrahydride; thionyl chloride; triethylamine; In diethyl ether; ethanol; toluene;

DOI:10.1007/BF00768332

Reference yield:

ethyl (2S)-pyrrolidine-2-carboxylate (5817-26-5) → L-10-<β-N-(1,4-Diazabicyclo<4.3.o>nonanyl)propionyl>-2-chlorophenothiazine (49864-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 15.7 percent / ethanol / 36 h

2: 55 percent / LiAlH₄ / diethyl ether / 10 h / Heating

3: Et₃N / toluene / 3 h / Heating

With lithium aluminium tetrahydride; triethylamine; In diethyl ether; ethanol; toluene;

DOI:10.1007/BF00768332

upstream raw materials:

2-chloro-10-(β-chloropropionyl)phenothiazine

octahydropyrrolo[1,2-a]pyrazine

N-Chloroacetyl-DL-proline ethyl ester

rac-Pro-OH

Downstream raw materials:

2-chlorophenothiazine

10-Acryloyl-2-chlorophenothiazine

Refernces

• 1、 Nazarova, L. S.,Rozonov, Yu. B.,Likhosherstov, A. M.,Morozova, T. V.,Skoldinov, A. P.,et al.. "AZACYCLOALKANES. XXVII. SYNTHESIS AND ANTIANGINAL ACTIVITY OF NONACHLAZINE STEREOISOMERS". . p. 811 - 815. Retrieved 2007/10/02.