Tecastemizole

Base Information

• Chemical Name: Tecastemizole
• CAS No.: 75970-99-9
• Molecular Formula: C19H21 F N4
• Molecular Weight: 324.401
• UNII: W5DCO14M05
• DSSTox Substance ID: DTXSID30226877
• Nikkaji Number: J313.780E
• Wikidata: Q27292334
• NCI Thesaurus Code: C76065
• Pharos Ligand ID: WG43Z5L634PG
• Metabolomics Workbench ID: 149789
• ChEMBL ID: CHEMBL61301
• Mol file: 75970-99-9.mol

Synonyms:1-((4-flurophenyl)methyl)-N-4-piperidinyl-1H-benzimidazol-2-amine;norastemizole;norastemizole hydrobromide;tecastemizole

Chemical Property of Tecastemizole

Chemical Property:

• Vapor Pressure: 6.62E-11mmHg at 25°C
• Boiling Point: 519.8°C at 760 mmHg
• Flash Point: 268.2°C
• PSA: 45.11000
• Density: 1.28g/cm³
• LogP: 3.13830
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 324.17502485
• Heavy Atom Count: 24
• Complexity: 393

Purity/Quality:

97% ^*data from raw suppliers

NORASTEMIZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1NC2=NC3=CC=CC=C3N2CC4=CC=C(C=C4)F
• Uses: Antihistamine used in the treatment of allergic rhinitis[Note—The trivial name, norastemizole, has appeared in literature].

Technology Process of Tecastemizole

There total 24 articles about Tecastemizole 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: 100.0%

ethyl 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate (84501-68-8) → norastemizole (75970-99-9)

Guidance literature:

With hydrogen bromide; for 18h; Heating;

DOI:10.1021/jm701143p

Reference yield: 97.0%

4-aminopiperidine (13035-19-3) + 2-bromo-1-(4-fluorophenylmethyl)-1H-benzimidazole (111782-98-0) → norastemizole (75970-99-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 1h; Microwave irradiation;

DOI:10.1016/j.bmcl.2008.11.047

Reference yield: 46.0%

→ norastemizole (75970-99-9) + 2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole (84946-20-3)

Guidance literature:

upstream raw materials:

4-aminopiperidine dihydrochloride

2-chloro-1-(4-fluorobenzyl)-1H-benzimidazole

ethyl 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate

ethyl 4-aminopiperidine-1-carboxylate

Downstream raw materials:

1-<(4-fluorophenyl)methyl>-N-<1-<2-(4-pyridinyl)ethyl>-4-piperidinyl>-1H-benzimidazol-2-amine

N-(1-cyclohexyl-4-piperidinyl)-1-<(4-fluorophenyl)methyl>-1H-benzimidazol-2-amine

1-(4-fluorobenzyl)-N-(1-phenethylpiperidin-4-yl)-1H-benzo[d]imidazol-2-amine

[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-yl]-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-amine