Emedastine

Base Information

• Chemical Name: Emedastine
• CAS No.: 87233-61-2
• Molecular Formula: C17H26 N4 O
• Molecular Weight: 302.42
• Hs Code.: 2933990090
• UNII: 9J1H7Y9OJV
• DSSTox Substance ID: DTXSID7048243
• Nikkaji Number: J253.163A
• Wikipedia: Emedastine
• Wikidata: Q5370305
• NCI Thesaurus Code: C61743
• Pharos Ligand ID: GJV1PH2ZN3VD
• Metabolomics Workbench ID: 43317
• ChEMBL ID: CHEMBL594
• Mol file: 87233-61-2.mol

Synonyms:1-(2-ethoxyethyl)-2-(4-methyl-1-homopiperazinyl)benzimidazole difumarate;Emadine;emedastine;emedastine difumarate;KB 2413;KB-2413;KG 2413;KG-2413

Chemical Property of Emedastine

Chemical Property:

• Vapor Pressure: 3.59E-08mmHg at 25°C
• Melting Point: 148-151ºC
• Boiling Point: 446.6 °C at 760 mmHg
• PKA: 8.86±0.10(Predicted)
• Flash Point: 223.9 °C
• PSA: 33.53000
• Density: 1.15 g/cm³
• LogP: 2.21760
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 302.21066147
• Heavy Atom Count: 22
• Complexity: 341

Purity/Quality:

≥99.0% ^*data from raw suppliers

Emedastine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOCCN1C2=CC=CC=C2N=C1N3CCCN(CC3)C
• Recent NIPH Clinical Trials: Single dose pharmacokinetic study of HP-3060
• Uses: Antihistaminic, H1-receptor; asthma prophylactic; anti-allergic.
• Clinical Use: Emedastine also is a newer antihistamine used topically in the eye for conjunctivitis. It has very high H1 receptor selectivity characteristics, and it is structurally related to the benzimidazoles, such as astemizole. Inhibition of mast cell release of inflammatory mediators has been noted.

Technology Process of Emedastine

There total 2 articles about Emedastine 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: 95.0%

1-Methylhomopiperazine (4318-37-0) + 2-hydroxy-1-(2-ethoxyethyl)-1H-benzo[d]imidazole → 1-methyl-4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (87233-61-2)

Guidance literature:

2-hydroxy-1-(2-ethoxyethyl)-1H-benzo[d]imidazole; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 20 ℃; for 0.5h;

1-Methylhomopiperazine; at 40 ℃; for 24h; Reagent/catalyst;

Reference yield: 81.0%

1-Methylhomopiperazine (4318-37-0) + 1-(2-ethoxyethyl)-2-chloro-1H-benzimidazole (87233-54-3) → 1-methyl-4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (87233-61-2)

Guidance literature:

at 120 ℃; for 4h;

DOI:10.1021/jm00157a010

upstream raw materials:

1-Methylhomopiperazine

1-(2-ethoxyethyl)-2-chloro-1H-benzimidazole

Refernces

• 1、 -. "Substituted 4-(1H-benzimidazol-2-yl)[1,4]diazepanes useful for the treatment of allergic disease". . . Retrieved 2008/06/13.
• 2、 Iemura,Kawashima,Fukuda,Ito,Tsukamoto. "Synthesis of 2-(4-substituted-1-piperazinyl)benzimidazoles as H1-antihistamine agents". . p. 1178 - 1183. Retrieved 2007/10/02.