(S)-Azelastine

Base Information

• Chemical Name: (S)-Azelastine
• CAS No.: 143228-85-7
• Molecular Formula: C₂₂H₂₄ClN₃O
• Molecular Weight: 381.905
• UNII: 7Y9YE1DOYQ
• Metabolomics Workbench ID: 58802
• Nikkaji Number: J507.917I
• Wikidata: Q27124261
• Mol file: 143228-85-7.mol

Synonyms:(S)-AZELASTINE;Azelastine, (S)-;143228-85-7;UNII-7Y9YE1DOYQ;7Y9YE1DOYQ;(+)-Azelastine;1(2H)-Phthalazinone, 4-((4-chlorophenyl)methyl)-2-((4S)-hexahydro-1-methyl-1H-azepin-4-yl)-;4-(4-chlorobenzyl)-2-[(4S)-1-methylazepan-4-yl]phthalazin-1(2H)-one;4-[(4-chlorophenyl)methyl]-2-[(4S)-1-methylazepan-4-yl]phthalazin-1-one;SCHEMBL4240;BIDD:GT0156;CHEBI:55363;PD132947;NS00116606;(+)-Azelastine, Azelastine (S)-, (S)-Azelastine;Q27124261

Chemical Property of (S)-Azelastine

Chemical Property:

• PSA: 38.13000
• LogP: 4.23540
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 381.1607901
• Heavy Atom Count: 27
• Complexity: 558

Purity/Quality:

95% ^*data from raw suppliers

(S)-Azelastine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC(CC1)N2C(=O)C3=CC=CC=C3C(=N2)CC4=CC=C(C=C4)Cl
• Isomeric SMILES: CN1CCC[C@@H](CC1)N2C(=O)C3=CC=CC=C3C(=N2)CC4=CC=C(C=C4)Cl

Technology Process of (S)-Azelastine

There total 17 articles about (S)-Azelastine 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:

azelastine hydrochloride (79307-93-0,153408-27-6) → azelastine (58581-89-8,143228-85-7)

Guidance literature:

With sodium hydroxide; In water; pH=10; Inert atmosphere;

DOI:10.1021/jacs.6b09690

Reference yield:

1H-azepine, 4-hydrazinohexahydro-1-methyl, dihydrochloride + 2‐(4-chlorophenylacetyl)benzoic acid (53242-76-5) → azelastine (58581-89-8,143228-85-7)

Guidance literature:

1H-azepine, 4-hydrazinohexahydro-1-methyl, dihydrochloride; 2‐(4-chlorophenylacetyl)benzoic acid; With sodium hydroxide; In methanol; water; for 4h; Heating / reflux;

With hydrogenchloride; In methanol; 2,8-dimethylnonan-5-one; water;

Reference yield:

C14H23N3O(2+)*C4H2O4(2-) + 2‐(4-chlorophenylacetyl)benzoic acid (53242-76-5) → azelastine (58581-89-8,143228-85-7)

Guidance literature:

C₁₄H₂₃N₃O⁽²⁺⁾*C₄H₂O₄^(2-); With hydrogenchloride; at 20 ℃; for 2h; Reflux;

2‐(4-chlorophenylacetyl)benzoic acid; for 2h; Reflux;

upstream raw materials:

4-[(4-chlorophenyl)methyl]-1(2H)-phthalazinone

2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride

2‐(4-chlorophenylacetyl)benzoic acid

2-Benzoyl-1-(hexahydro-1-methyl-1H-azepin-4-yl)hydrazin-hydrochlorid

Downstream raw materials:

azelastine hydrochloride

C₂₂H₂₄ClN₃O₂

C₂₂H₂₄ClN₃O₂