134201-14-2

Basic information

• Product Name: 2-METHYL-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDIN-4(3H)-ONE
• Synonyms: 2-METHYL-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDIN-4(3H)-ONE;2-methyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(1H)-one
• CAS NO: 134201-14-2
• Molecular Formula: C₈H₁₁N₃O
• Molecular Weight: 165.19244
• Mol File: 134201-14-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 321.4±52.0 °C(Predicted)
• Appearance: /
• Density: 1.43±0.1 g/cm3(Predicted)
• PKA: 8.74±0.20(Predicted)
• CAS DataBase Reference: 2-METHYL-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDIN-4(3H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDIN-4(3H)-ONE(134201-14-2)
• EPA Substance Registry System: 2-METHYL-5,6,7,8-TETRAHYDROPYRIDO[4,3-D]PYRIMIDIN-4(3H)-ONE(134201-14-2)

Safety Data

• Hazardous Substances Data: 134201-14-2(Hazardous Substances Data)

Upstream product

• 1448-40-4 6-benzyl-2-methyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ol 
• 124-42-5 acetamidine hydrochloride 
• 108554-34-3 methyl 4-oxonipecotate 
• 793-19-1 bis(2-methoxycarbonylethyl)benzylamine 
• 3939-01-3 methyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 
• 71486-53-8 methyl 4-oxo-3-piperidinecarboxylate hydrochloride 
• 143-37-3 acetamidine 
• 1448-40-4 6-benzyl-2-methyl-5,6,7,8-tetrahydro-3H-pyrido<4,3-d>pyrimidin-4-one 

Downstream Products

• 1073722-45-8 C₁₆H₁₆F₃N₃O 
• 1258401-23-8 4-(2-methyl-4-oxo-3,5,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-carbonyl)-N-(3-pyridylmethyl)benzamide 
• 1045915-61-4 ethyl 4-[(2-methyl-4-oxo-3,5,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-carbonyl)amino]benzoate 
• 134200-89-8 N-(2,6-Dimethyl-phenyl)-2-(2-methyl-4-oxo-3,5,7,8-tetrahydro-4H-pyrido[4,3-d]pyrimidin-6-yl)-acetamide 
• 109229-02-9 6-[4-(4-Fluoro-phenyl)-4-oxo-butyl]-2-methyl-5,6,7,8-tetrahydro-3H-pyrido[4,3-d]pyrimidin-4-one 
• 16952-45-7 2-methyl-3H-pyrido<4,3-d>pyrimidin-4-one 

Relevant articles and documents

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.

Dehydrogenation of 6-Azaquinazoline Derivatives. Formation of Unexpected Quinonediimine Intermediates

2,6-Disubstituted 5,6,7,8-tetrahydropyridopyrimidin-4(3H)-one (6-azaquinazoline) derivatives 7a-e were synthesized from N-substituted 3-methoxycarbonyl-4-piperidones 5a, b and amidines 6a-c.Compounds 7a-d and the debenzylated derivatives 8a-c under