Pemirolast

Base Information

• Chemical Name: Pemirolast
• CAS No.: 69372-19-6
• Molecular Formula: C₁₀H₈N₆O
• Molecular Weight: 228.213
• UNII: 2C09NV773M
• DSSTox Substance ID: DTXSID1048338
• Nikkaji Number: J227.675E
• Wikipedia: Pemirolast
• Wikidata: Q7162004
• NCI Thesaurus Code: C66334
• Metabolomics Workbench ID: 43160
• ChEMBL ID: CHEMBL1201198
• Mol file: 69372-19-6.mol

Synonyms:9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido(1,2-a)pyrimidin-4-one;9-TBX;Alamast;BMY 26517;BMY-26517;pemirolast;pemirolast potassium salt

Chemical Property of Pemirolast

Chemical Property:

• Melting Point: 310-311° (dec)
• Boiling Point: 454.8 °C at 760 mmHg
• PKA: 4.00±0.50(Predicted)
• Flash Point: 228.9 °C
• PSA: 88.83000
• Density: 1.64 g/cm³
• LogP: 0.18300
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 228.07595890
• Heavy Atom Count: 17
• Complexity: 489

Purity/Quality:

99%min ^*data from raw suppliers

9-METHYL-3-(1H-TETRAAZOL-5-YL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CN2C1=NC=C(C2=O)C3=NNN=N3
• Recent ClinicalTrials: Pemirolast in Allergen Challenge (PEMAG)
• Recent EU Clinical Trials: A Double-Blind, Randomised, Placebo-controlled, Parallel Group, International, Multi-centre Phase 2 Trial Investigating the Safety and Efficacy of CRD007 in Adult Subjects with Asthma.
• Uses: Anti-allergic; inhibitor (mediator release).
• Clinical Use: Pemirolast, with an acidic tetrazole isosteric replacement for a carboxylic acid functionality, is used topically in the eye to prevent itching associated with allergic conjunctivitis. It is an inhibitor of the release of histamine and other inflammatory mediators, including leukotrienes. Significant use as a systemic agent has been reported, and it has been shown to be of value in preventing restenosis after percutaneous coronary angiopathy.

Technology Process of Pemirolast

There total 6 articles about Pemirolast 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: 89.0%

4-imino-9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido<1,2-a>pyrimidine (132056-88-3) → pemirolast (69372-19-6)

Guidance literature:

With hydrogenchloride;

Reference yield: 75.0%

3-cyano-4-imino-9-methyl-4H-pyrido<1,2-a>pyrimidine (102781-19-1) → pemirolast (69372-19-6)

Guidance literature:

With hydrogenchloride; acetic acid;

Reference yield: 50.7%

ethyl 2-cyano-3-(3-methyl-pyridin-2-ylamino)acrylate → pemirolast (69372-19-6)

Guidance literature:

aluminium trichloride; In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;

upstream raw materials:

4-imino-9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido<1,2-a>pyrimidine

3-methylpyridin-2-ylamine

orthoformic acid triethyl ester

malononitrile

Downstream raw materials:

Pemirolast potassium

Refernces

• 1、 Sano, Atsunori,Ishihara, Masami. "A facile and convenient synthesis of 9-methyl-3(1H-tetrazol-5-YL)-4H-pyrido[1,2-a]pyrimidin-4-one potassium". . p. 775 - 778. Retrieved 2007/10/03.
• 2、 -. "Process for producing 3-tetrazolyl pyrido[1,2-a]pyrimidine derivatives". . . Retrieved 2008/06/13.