| Identification | More | [Name]
AC-BETA-ALA-OH | [CAS]
3025-95-4 | [Synonyms]
AC-BETA-ALA-OH ACETYL-BETA-ALANINE AC-GLY(C*CH2 )-OH N-ACETYL-B-ALANINE N-ACETYL-BETA-ALANINE N-BETA-ACETYL-BETA-ALANINE n-acetyl-á-alanine 3-Acetylamino-propionic acid | [EINECS(EC#)]
221-185-6 | [Molecular Formula]
C5H9NO3 | [MDL Number]
MFCD00037296 | [Molecular Weight]
131.13 | [MOL File]
3025-95-4.mol |
| Hazard Information | Back Directory | [Chemical Properties]
White Cyrstalline Solid | [Uses]
Abnormal amino acid metbolite formed in patients with isovaleric acidemia (IVA) | [Definition]
ChEBI: The N-acetyl derivative of beta-alanine. | [Synthesis]
In a 250 mL three-necked flask, 180 mL of chloroform was added as a solvent and 30 g of β-alanine (0.337 mol) and 37.8 g of acetic anhydride (0.371 mol) were added sequentially. The reaction system was heated to 60 °C and the reaction was stirred at this temperature for 5 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) or ninhydrin colorimetry during the reaction until β-alanine was completely converted. Upon completion of the reaction, the reaction mixture was cooled to 4 °C and stirring was continued at this temperature for 1 h to promote product precipitation. Subsequently, the solid product was collected by diafiltration and washed with cold chloroform. The resulting solid was dried to constant weight in a vacuum drying oven to afford 42 g of white crystalline N-acetyl-β-alanine (I) in 95.4% yield. The purity of the product was analyzed by high performance liquid chromatography (HPLC) and was ≥99.3%. | [IC 50]
Human Endogenous Metabolite | [Purification Methods]
The β-alanine crystallises from acetone. [King & King J Am Chem Soc 78 1089 1956, Beilstein 4 IV 2526, 2548.] | [References]
[1] European Journal of Organic Chemistry, 2012, # 29, p. 5774 - 5788,15 [2] European Journal of Organic Chemistry, 2012, # 29, p. 5774 - 5788 [3] Journal of the American Chemical Society, 2017, vol. 139, # 39, p. 13596 - 13599 [4] Patent: CN105461632, 2016, A. Location in patent: Paragraph 0030 [5] Journal of Polymer Science, 11946>124, |
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