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

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

Downstream Products

• 16952-45-7 2-methyl-3H-pyrido<4,3-d>pyrimidin-4-one 
• 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 
• 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 
• 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 
• 1073722-45-8 C₁₆H₁₆F₃N₃O 

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.

PYRIMIDINONE DERIVATIVES AND METHODS OF USE THEREOF

The present invention relates to Pyrimidinone Derivatives, compositions comprising a Pyrimidinone Derivative, and methods of using the Pyrimidinone Derivatives for treating or preventing obesity, diabetes, a metabolic disease, a cardiovascular disease or a disorder related to the activity of GPR119 in a patient.

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