69372-19-6

Basic information

• Product Name: PEMIROLAST
• Synonyms: PEMIROLAST;Pemiroplastpotassium;9-Methyl-3-(1H-tetrazol-5-y1)-4H-pyrido[1，2-α]pyrimidin-4-one;Pemilaston;9-Methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one;100299-08-9 (Potassium salt);4H-Pyrido(1,2-A)pyrimidin-4-one, 9-methyl-3-(1H-tetrazol-5-yl)-;Hsdb 7291
• CAS NO: 69372-19-6
• Molecular Formula: C10H8N6O
• Molecular Weight: 228.21
• Mol File: 69372-19-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 310-311° (dec)
• Boiling Point: 454.8 °C at 760 mmHg
• Flash Point: 228.9 °C
• Appearance: /
• Density: 1.64 g/cm³
• PKA: 4.00±0.50(Predicted)
• CAS DataBase Reference: PEMIROLAST(CAS DataBase Reference)
• NIST Chemistry Reference: PEMIROLAST(69372-19-6)
• EPA Substance Registry System: PEMIROLAST(69372-19-6)

Safety Data

• Hazardous Substances Data: 69372-19-6(Hazardous Substances Data)

Usage

Originator

Alamast, Santen

Uses

Anti-allergic; inhibitor (mediator release).

Brand name

Alamast (Sanofi Winthrop).

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.

Upstream product

• 1603-40-3 3-methylpyridin-2-ylamine 
• 122-51-0 orthoformic acid triethyl ester 
• 109-77-3 malononitrile 
• 132056-88-3 4-imino-9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido<1,2-a>pyrimidine 
• 102781-19-1 3-cyano-4-imino-9-methyl-4H-pyrido<1,2-a>pyrimidine 

Downstream Products

• 100299-08-9 Pemirolast potassium 

Relevant articles and documents

CRYSTALLINE FORM OF PEMIROLAST

There is provided a hemihydrate form of the sodium salt of pemirolast.

A facile and practical synthesis of 9-Methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one

A facile and practical synthesis of 9-methyl-3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one (4), the potassium salt of which is used clinically as an anti-asthma agent, is described. Treatment of a key intermediate (6b), prepared from 2-amino-3-methylpyridine (1) and 2-ethoxymethylene-1,3-propanedinitrile, with sodium azide in N,N-dimethylformamide gave predominantly the cyanotetrazole (7a), while in acetic acid it gave exclusively the iminotetrazole (7b), which was easily converted into 4 by acid hydrolysis. A one-pot process starting from 6b to give 4, avoiding the use of explosive aluminum azide, was established.

3-TETRAZOLO-5,6,7,8-SUBSTITUTED PYRIDO[1,2-a]PYRIMIDIN-4-ONES

A novel series of optionally substituted 3-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-ones is provided for use as inhibitors of allergic reactions. The compounds exhibit antiallergy activity by both oral and parenteral routes of administration