4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE Chemical Properties

Melting point:

124-126 °C(lit.)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

CAS DataBase Reference

6976-17-6

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29224985

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

4-(Methylamino)butanoic acid Hydrochloride is the salt form of N-Methyl-4-aminobutyric Acid (M285745) which is a GABA derivative and hydrolysis product of the industrial solvent, N-methyl-2-pyrrolidinone. Biologically it is a product of nicotine catabolism in bacteria and inhibits L-Carnitine from undergoing β-oxidation in mammals. It is commonly found in skin products to prevent wrinkles.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

The general procedure for the synthesis of hydrogen 4-(methylamino)butyrate from N-methylpyrrolidone is as follows: N-methyl-2-pyrrolidone is added to a reaction vessel with concentrated hydrochloric acid. The mixture was placed in an external oil bath, stirred and refluxed at 165 °C for 9 hours, during which time additional additions of concentrated hydrochloric acid were required. Upon completion of the reaction, the hydrochloric acid was removed by distillation under reduced pressure. The remaining solid was dissolved in cold acetone, stirred and cooled until complete crystallization. The resulting white solid was cryoprecipitated, filtered and washed twice with cold acetone and finally dried. The melting point of the product is 119-120°C. The mother liquor was concentrated to recover part of the product with a total yield of 90%.

References

[1] Patent: CN108003044, 2018, A. Location in patent: Paragraph 0009; 0010; 0011
[2] Synthesis, 1981, # 6, p. 468 - 469
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1376 - 1392

4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE(6976-17-6)Related Product Information

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