6-METHYLNICOTINAMIDE Chemical Properties

Melting point:

197-199 °C(lit.)

Boiling point:

289.4±28.0 °C(Predicted)

Density 

1.157±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

water: soluble50mg/mL, clear to slightly hazy, colorless to light yellow

form 

Solid

pka

15.04±0.50(Predicted)

color 

Plae Beige to Pale Orange

Water Solubility 

water: soluble 50mg/mL, clear to slightly hazy, colorless to light yellow

BRN 

112050

CAS DataBase Reference

6960-22-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

6-METHYLNICOTINAMIDE Usage And Synthesis

Chemical Properties

White soild

Uses

A nicotinamide derivative that inhibits state 3 respiration in isolated rat liver mitochondria. It is toxic to rat B65 neuroblastoma cells and is used in studies associated with early symptoms of Parkinson''s disease.

Uses

6-Methylpyridine-3-carboxamide may be used in chemical synthesis studies.

Uses

6-Methylnicotinamide is a nicotinamide derivative that inhibits state 3 respiration in isolated rat liver mitochondria. It is toxic to rat B65 neuroblastoma cells and is used in studies associated with early symptoms of Parkinson's disease.

Synthesis

To a stirred dichloromethane (DCM) solution of 6-methylpyridine-3-carboxylic acid (0.3 g, 2 mmol) was added ammonium chloride (0.7 g, 13 mmol), triethylamine (TEA, 2.7 mL, 19 mmol), and propylphosphoric anhydride (T3P, 4 mL, 6.5 mmol) sequentially at 0 °C. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated sodium bicarbonate (NaHCO3) solution and the reaction mixture was extracted with dichloromethane (DCM). The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by Combiflash rapid chromatography system using 10% methanol (MeOH) in dichloromethane (DCM) solution as eluent to give white solid 6-methylnicotinamide (0.1 g, 33.6% yield). The product was confirmed by 1H NMR (DMSO-d6, 400 MHz): δ2.48 (s, 3H), 7.30 (d, J=8Hz, 1H), 7.44 (bs, 1H), 8.02 (bs, 1H), 8.07 (dd, J=2.4 Hz, J=2.4 Hz, 1H), 8.88 (s, 1H); mass spectra (ESI) m/z 137.1 ([M+H]+); HPLC analysis showed a purity of 98.97% at 264 nm.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 5, p. 922 - 925
[2] Journal of Chemical Research, Miniprint, 1987, # 9, p. 2360 - 2384

6-METHYLNICOTINAMIDE(6960-22-1)Related Product Information

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• NADP, Disodium Salt
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• Nicotinamide riboside chloride
• NADH, disodium salt
• N-ETHYLNICOTINAMIDE
• Nicotinamide-N-oxide
• N,N'-DIPYRIDIN-3-YLUREA
• 6-METHYLNICOTINAMIDE
• 2-CHLORO-4,6-DIMETHYLNICOTINAMIDE
• 2-CHLORO-6-METHYLNICOTINAMIDE
• 5,7-DIMETHYLPYRIDO[2,3-D]PYRIMIDIN-4(3H)-ONE
• 2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE
• 6-(TRIFLUOROMETHYL)NICOTINAMIDE
• 2-CHLORO-N,N-DIMETHYL-3-PYRIDINECARBOXAMIDE
• 4-Methylnicotinamide