3-Methyl-4-aminopyridine Chemical Properties

Melting point:

106-107

Boiling point:

192.78°C (rough estimate)

Density 

0.9581 (rough estimate)

refractive index 

1.5400 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

pK1: 9.43(+1) (25°C)

color 

Crystals from C6H6/pet ether

InChI

InChI=1S/C6H8N2/c1-5-4-8-3-2-6(5)7/h2-4H,1H3,(H2,7,8)

InChIKey

VGJLGPCXUGIXRQ-UHFFFAOYSA-N

SMILES

C1=NC=CC(N)=C1C

CAS DataBase Reference

1990-90-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xi,Xn

Risk Statements 

23/24/25-36/37/38-34-22-20/21/22

Safety Statements 

22-36/37/39-45-36-27-26

RIDADR 

2811

RTECS 

TJ5140000

Hazard Note 

Harmful

HS Code 

29333999

Toxicity

LD50 orl-rat: 446 mg/kg TXAPA9 21,315,72

3-Methyl-4-aminopyridine Usage And Synthesis

Chemical Properties

Crystals

Uses

4-Amino-3-methylpyridine is a non depolarizing muscular relaxant with antagonist effect that functions on neuromuscular transmission and in central nervous systems in rats. A central cholinergic agent.

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits toxic fumes ofNOx.

Synthesis

Step 2: A mixed solution of 3-methyl-4-nitropyridine-N-oxide (30.0 g, 195 mmol) with 10% palladium-carbon catalyst (6.0 g) in ethanol (450 mL) was subjected to a hydrogen atmosphere (5 bar) and the reaction was stirred at room temperature for 36 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad to remove the catalyst, followed by evaporation of the solvent under reduced pressure to afford the target product 3-methyl-4-aminopyridine (20.0 g, 95% yield).

References

[1] Nucleosides, Nucleotides and Nucleic Acids, 2002, vol. 21, # 11-12, p. 737 - 751
[2] Patent: WO2015/22073, 2015, A1. Location in patent: Page/Page column 39
[3] Patent: WO2005/63744, 2005, A2. Location in patent: Page/Page column 232
[4] Journal of the American Chemical Society, 1954, vol. 76, p. 4184
[5] Pharmaceutical Bulletin, 1956, vol. 4, p. 174,177

3-Methyl-4-aminopyridine(1990-90-5)Related Product Information

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• ALTRENOGEST
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