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| | 4-(METHYLAMINO)BUTYRIC ACID HYDROCHLORIDE Basic information |
| | 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 | | Major Application | peptide synthesis | | InChI | 1S/C5H11NO2.ClH/c1-6-4-2-3-5(7)8;/h6H,2-4H2,1H3,(H,7,8);1H | | InChIKey | JMLHQRQZCMCQNJ-UHFFFAOYSA-N | | SMILES | Cl[H].CNCCCC(O)=O | | CAS DataBase Reference | 6976-17-6 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HS Code | 29224985 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 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 Preparation Products And Raw materials |
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