83903-06-4

Basic information

• Product Name: Lupitidine
• Synonyms: Lupitidine;2-[[2-[[[2-[(Dimethylamino)methyl]-5-furanyl]methyl]thio]ethyl]amino]-5-[(2-methyl-5-pyridyl)methyl]-4(1H)-pyrimidinone;2-[[2-[[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]amino]-5-[(6-methyl-3-pyridyl)methyl]pyrimidin-4(1H)-one;2-[[2-[[5-(Dimethylaminomethyl)-2-furyl]methylthio]ethyl]amino]-5-(6-methyl-3-pyridinylmethyl)pyrimidine-4(1H)-one;2-((2-(((5-((Dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)amino)-5-((6-methyl-3-pyridinyl)methyl)-4(1H)-pyrimidinone;4(1H)-Pyrimidinone, 2-((2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)amino)-5-((6-methyl-3-pyridinyl)methyl)-;Lupitidine [inn];Lupitidinum
• CAS NO: 83903-06-4
• Molecular Formula: C21H27 N5 O2 S
• Molecular Weight: 0
• Mol File: 83903-06-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 559.4°C at 760 mmHg
• Flash Point: 292.1°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 1.52E-12mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: Lupitidine(CAS DataBase Reference)
• NIST Chemistry Reference: Lupitidine(83903-06-4)
• EPA Substance Registry System: Lupitidine(83903-06-4)

Safety Data

• Hazardous Substances Data: 83903-06-4(Hazardous Substances Data)

Usage

Uses

Antagonist (to histamine H2receptors, veterinary).

InChI:InChI=1/C21H27N5O2S/c1-15-4-5-16(11-23-15)10-17-12-24-21(25-20(17)27)22-8-9-29-14-19-7-6-18(28-19)13-26(2)3/h4-7,11-12H,8-10,13-14H2,1-3H3,(H2,22,24,25,27)

Upstream product

• 72716-93-9 2-nitroamino-5-(6-methylpyrid-3-ylmethyl)-4(1H)-pyrimidone 
• 36415-21-1 2-[[[2-furanyl]methyl]thio]ethanamine 
• 50-00-0 formaldehyd 
• 72717-05-6 2-<2-(2-furanylmethylthio)ethylamino>-5-(6-methyl-3-pyridylmethyl)pyrimidin-4-one 
• 124-40-3 dimethyl amine 
• 66356-53-4 5-{[(2-aminoethyl)thio]methyl}-N,N-dimethyl-2-furfurylamine 
• 71351-50-3 2-methylthio-5-(2-methylpyrid-5-ylmethyl)-1H-pyrimid-4-one 

Relevant articles and documents

Isocytosine H2-receptor histamine antagonists. III. The synthesis and biological activity of lupitidine (SK and F 93479) and related compounds

A series of 2-[2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamino]-4-pyrimidones is described containing a variety of substituents in the 5-position of the pyrimidone (isocytosine) ring. Good H2-receptor histamine antagonist activity is retained over a range of basic and neutral, polar and non-polar substituents and the majority of compounds are selective for the H2-receptor. Modifications have also been made to the furan ring and N,N-dimethylaminomethyl substituent and structure-activity observations are discussed. Compound (16f) 2-[2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamino]-5-(6-methyl-3- pyridylmethyl)-4-pyrimidone (SK and F 93479, lupitidine), a compound which shows an extended duration of anti-secretory activity in animal models, was selected for clinical investigation.