7144-20-9

Basic information

• Product Name: 2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE
• Synonyms: ASISCHEM P68048;AKOS 91395;2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE;2-AMINO-4,6-DIMETHYLNICOTINAMIDE;2-AMINO-4,6-DIMETHYLPYRIDINE-3-CARBOXAMIDE;2-AMINO-4,6-DIMETHYLPYRIDINE-3-CARBOXAMI;2-Amino-4,6-dimethyl-3-pyridinecarboxamide93%;2-AMino-4,6-diMethyl-3-pyridinecarboxaMide, 93% 1GR
• CAS NO: 7144-20-9
• Molecular Formula: C₈H₁₁N₃O
• Molecular Weight: 165.19
• Mol File: 7144-20-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 172-174 °C
• Boiling Point: 293.03°C (rough estimate)
• Flash Point: 116.1 °C
• Appearance: Beige solid
• Density: 1.1669 (rough estimate)
• Vapor Pressure: 0.00776mmHg at 25°C
• Refractive Index: 1.7400 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE(7144-20-9)
• EPA Substance Registry System: 2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE(7144-20-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 7144-20-9(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE POWDER

Uses

2-Amino-4,6-dimethylnicotinamide is used to prepare 2,6,8-trisubstituted 1-deazapurines as adenosine receptor antagonists.

InChI:InChI=1/C8H11N3O/c1-4-3-5(2)11-7(9)6(4)8(10)12/h3H,1-2H3,(H2,9,11)(H2,10,12)/p+1

Upstream product

• 123-54-6 acetylacetone 
• 34570-17-7 malonamamidine hydrochloride 
• 28491-67-0 4,6-dimethyl-3-oxo-2,3-dihydro-1H-pyrazolo<3,4-b>pyridine 

Downstream Products

• 2078-87-7 5,7-dimethyl-2-phenyl-2,3-dihydro-1H-pyrido[2,3-d][1,3,2]diazaborinin-4-one 

Relevant articles and documents

Design and synthesis of potent and orally active GPR4 antagonists with modulatory effects on nociception, inflammation, and angiogenesis

GPR4, a G-protein coupled receptor, functions as a proton sensor being activated by extracellular acidic pH and has been implicated in playing a key role in acidosis associated with a variety of inflammatory conditions. An orally active GPR4 antagonist 39c was developed, starting from a high throughput screening hit 1. The compound shows potent cellular activity and is efficacious in animal models of angiogenesis, inflammation and pain.

Synthesis of new 2-substituted pyrido[2,3-d]pyrimidin-4(1H)-ones and their antibacterial activity

2-Substituted-5,7-dimethyl pyrido[2,3-d]pyrimidin-4(1H)-ones (8) were synthesized by oxidation of 2-substituted-5,7-dimethyl dihydropyrido[2,3-d]pyrimidin-4(1H)-ones (7) which were in turn prepared from 2-amino-4,6-dimethyl nicotinamide (5) and substituted aryl aldehydes (6). 2-Amino-4,6-dimethyl nicotinamide (5) was prepared from ethyl cyanoacetate (1) via malonamamidine hydrochloride (3). The compounds were characterized by IR, NMR, MS and elemental analyses. Compounds 7 and 8 were screened for antibacterial activity against Gram positive and Gram negative bacteria. Dehydrogenated compounds (8) showed less antibacterial activity than the compounds 7. Among all the test compounds screened for antibacterial activity 7c (1.25 μg/ml) showed greater activity. All the synthesized compounds were found inactive when screened for antifungal activity at the concentration of 200 μg/ml.

New approach to the imidazolutidine moiety of MK-996

A highly effective, regio-selective synthesis of imidazolutidine (1) is described starting from readily available malonamamidine hydrochloride and 2,4-pentanedione.