3137-56-2

Basic information

• Product Name: 6-chloro-5-nitropyrimidin-4(1H)-one
• Synonyms: 4-pyrimidinol, 6-chloro-5-nitro-; 6-Chloro-5-nitropyrimidin-4-ol
• CAS NO: 3137-56-2
• Molecular Formula: C₄H₂ClN₃O₃
• Molecular Weight: 175.53
• Mol File: 3137-56-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 212.5°C at 760 mmHg
• Flash Point: 82.3°C
• Density: 1.95g/cm³
• Vapor Pressure: 0.173mmHg at 25°C
• Refractive Index: 1.725
• CAS DataBase Reference: 6-chloro-5-nitropyrimidin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-5-nitropyrimidin-4(1H)-one(3137-56-2)
• EPA Substance Registry System: 6-chloro-5-nitropyrimidin-4(1H)-one(3137-56-2)

Safety Data

• Hazardous Substances Data: 3137-56-2(Hazardous Substances Data)

Usage

Property

Chemical compound

Physical state

Yellow crystalline solid

Molecular weight

173.53 g/mol

Primary use

Building block in the production of pharmaceuticals

Applications

Antiparasitic, antibacterial drugs, herbicides, pesticides

Stability

Stable under normal conditions

Hazard level

Not considered highly hazardous when handled and stored properly

Upstream product

• 4765-77-9 4-chloro-6-hydroxypyrimidine 
• 2164-83-2 4,6-Dihydroxy-5-nitro-pyrimidine 

Downstream Products

• 3137-60-8 5-amino-4-chloro-6-hydroxypyrimidine 
• 4316-93-2 4,6-dichloro-5-nitropyrimidine 
• 118974-80-4 6-<(4-methoxybenzyl)(2-oxo-2-phenylethyl)amino>-5-nitro-4(3H)-pyrimidinone 
• 78555-90-5 5-Nitro-6-(N'-phenyl-hydrazino)-3H-pyrimidin-4-one 
• 16206-22-7 1,2,5-Oxadiazolo<3.4-d>pyrimidin-7(6H)-on-1-oxid 

Relevant articles and documents

Discovery of 5-Nitro-6-thiocyanatopyrimidines as Inhibitors of Cryptococcus neoformans and Cryptococcus gattii

Opportunistic infections from pathogenic fungi present a major challenge to healthcare because of a very limited arsenal of antifungal drugs, an increasing population of immunosuppressed patients, and increased prevalence of resistant clinical strains due to overuse of the few available antifungals. Cryptococcal meningitis is a life-threatening opportunistic fungal infection caused by one of two species in the Cryptococcus genus, Cryptococcus neoformans and Cryptococcus gattii. Eighty percent of cryptococcosis diseases are caused by C. neoformans that is endemic in the environment. The standard of care is limited to old antifungals, and under a high standard of care, mortality remains between 10 and 30%. We have identified a series of 5-nitro-6-thiocyanatopyrimidine antifungal drug candidates using in vitro and computational machine learning approaches. These compounds can inhibit C. neoformans growth at submicromolar levels, are effective against fluconazole-resistant C. neoformans and a clinical strain of C. gattii, and are not antagonistic with currently approved antifungals.