67194-84-7

Basic information

• Product Name: Furo[2,3-d]pyrimidine-2,4-diamine, 5-methyl-
• CAS NO: 67194-84-7
• Molecular Formula: C7H8N4O
• Mol File: 67194-84-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Furo[2,3-d]pyrimidine-2,4-diamine, 5-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Furo[2,3-d]pyrimidine-2,4-diamine, 5-methyl-(67194-84-7)
• EPA Substance Registry System: Furo[2,3-d]pyrimidine-2,4-diamine, 5-methyl-(67194-84-7)

Safety Data

• Hazardous Substances Data: 67194-84-7(Hazardous Substances Data)

Upstream product

• 100643-27-4 2,6-diamino-3H-pyrimidin-4-one 
• 78-95-5 chloroacetone 
• 56-06-4 2,6-diaminopyrimidin-4-ol 

Downstream Products

• 1217309-53-9 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-56-2 2,4-diamino-5-methyl-6-(4'-methoxyphenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-55-1 2,4-diamino-5-methyl-6-(2',5'-dimethoxyphenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-60-8 2,4-diamino-5-methyl-6-(3',4'-dimethoxyphenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-59-5 2,4-diamino-5-methyl-6-(3'-methoxyphenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-58-4 2,4-diamino-5-methyl-6-(2'-methoxyphenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-54-0 2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)furo[2,3-d]pyrimidine 
• 1217309-62-0 4-[(2,4-diamino-5-methylfuro[2,3-d]pyrimidin-6-yl)thio]benzoic acid 
• 1155-51-7 4,4'-Dithiobisbenzoic acid 
• 1217309-61-9 2,4-diamino-5-methyl-6-(2'-isopropyl-6'-methylphenylsulfanyl)furo[2,3-d]pyrimidine 

Relevant articles and documents

Synthesis and evaluation of novel ligands for the histamine H4 receptor based on a pyrrolo[2,3-d]pyrimidine scaffold

Starting from a known H4R ligand based on a pyrimidine skeleton, a series of novel analogues based on a pyrrolo[2,3-d]pyrimidine scaffold have been prepared. Whereas the original pyrimidine congener shows good affinity at hH4R (Ki = 0.5 μM), its lacks selectivity with a K i value for the hH3R of 1 μM. Within the newly synthesized pyrrolo[2,3-d]pyrimidines, several congeners show Ki values of less than 1 μM at the hH4R and show a much improved selectivity profile. Therefore, these series represent an interesting starting point for the discovery of novel hH4R ligands.

Analogues of 4-[(7-Bromo-2-methyl-4-oxo-3 H -quinazolin-6-yl)methylprop-2- ynylamino]- N -(3-pyridylmethyl)benzamide (CB-30865) as potent inhibitors of nicotinamide phosphoribosyltransferase (Nampt)

We have shown previously that the target of the potent cytotoxic agent 4-[(7-bromo-2-methyl-4-oxo-3H-quinazolin-6-yl)methyl-prop-2-ynylamino] -N-(3-pyridylmethyl)benzamide (CB38065, 1) is nicotinamide phosphoribosyltransferase (Nampt). With its cellular target known we sought to optimize the biochemical and cellular Nampt activity of 1 as well as its cytotoxicity. It was found that a 3-pyridylmethylamide substituent in the A region was critical to cellular Nampt activity and cytotoxicity, although other aromatic substitution did yield compounds with submicromolar enzymatic inhibition. Small unsaturated groups worked best in the D-region of the molecule, with 3,3-dimethylallyl providing optimal potency. The E region required a quinazolin-4-one or 1,2,3-benzotriazin-4-one group for activity, and many substituents were tolerated at C2 of the quinazolin-4-one. The best compounds showed subnanomolar inhibition of Nampt and low nanomolar cytotoxicity in cellular assays.