38062-08-7

Basic information

• Product Name: 1(2H)-Pyrimidinepropanoic acid, a-amino-3,4-dihydro-2,4-dioxo-
• Synonyms: 1(2H)-Pyrimidinepropanoic acid, a-amino-3,4-dihydro-2,4-dioxo-,(?à)-; 1(2H)-Pyrimidinepropionic acid, a-amino-3,4-dihydro-2,4-dioxo-,DL- (8CI); DL-Willardiine (6CI); (?à)-Willardiine; DL-b-(2,4-Dioxo-1-pyrimidinyl)alanine; a-Amino-b-(1-uracilyl)propionic acid
• CAS NO: 38062-08-7
• Molecular Formula: C₇H₉N₃O₄
• Molecular Weight: 199.1641
• Mol File: 38062-08-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.501g/cm³
• CAS DataBase Reference: 1(2H)-Pyrimidinepropanoic acid, a-amino-3,4-dihydro-2,4-dioxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(2H)-Pyrimidinepropanoic acid, a-amino-3,4-dihydro-2,4-dioxo-(38062-08-7)
• EPA Substance Registry System: 1(2H)-Pyrimidinepropanoic acid, a-amino-3,4-dihydro-2,4-dioxo-(38062-08-7)

Safety Data

• Hazardous Substances Data: 38062-08-7(Hazardous Substances Data)

Usage

General Description

1(2H)-Pyrimidinepropanoic acid, a-amino-3,4-dihydro-2,4-dioxo-, also known as Aminopicolinic Acid, is a chemical compound with the molecular formula C7H7N3O4. It is a derivative of pyrimidine and exhibits acidic properties due to the presence of a carboxylic group. Aminopicolinic Acid is commonly used in the pharmaceutical industry as an intermediate for the synthesis of various drugs and pharmaceutical compounds. It is also used in the production of agrochemicals and as a building block for the synthesis of heterocyclic compounds. Aminopicolinic Acid has potential applications in medicinal chemistry, drug discovery, and biotechnology.

Upstream product

• 62475-74-5 2-tert-butoxycarbonylamino-3-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionic acid 
• 5147-00-2 O-acetyl-L-serine 
• 66-22-8 uracil 

Relevant articles and documents

New insight into nucleo α-amino acids – Synthesis and SAR studies on cytotoxic activity of β-pyrimidine alanines

Three series of the β-pyrimidine alanines, including willardiine - a naturally occurring amino acid, were prepared from the L-serine-derived sulfamidates. Compounds 3b, 4a and 4b demonstrated antiproliferative activity toward the studied cancer cell lines, albeit the effect of these compounds on human brain astrocytoma MOG-G-CCM cells was more significant than on human neuroblastoma SK-N-AS cells. The cytosine analog of willardiine, compound 4b, reduced viability of MOG-G-CCM cells with EC50 = 36 ± 2 μM, more effectively than AMPA antagonist GYKI 52466. Willardiine showed possible capability of affecting invasiveness of glioblastoma U251 MG cells with no effect on their viability and morphology. Compound 3d, the ethyl ester of willardiine, featured activity toward binding domain hHS1S2I of the GluR2 receptor. Docking analysis revealed that the location mode of compound 3d at the S1S2 domain of hGluR2 (PDB ID: 3R7X) might differ from that of willardiine.

BIOSYNTHESIS OF β-(1,2,4-TRIAZOL-1-YL)ALANINE IN HIGHER PLANTS

β-(1,2,4-triazol-1-yl)Alanine, an important metabolite of the triazole-based fungicide Myclobutanil, was shown to be derived from O-acetyl-L-serine and 1,2,4-triazole by cysteine synthase in higher plants.Some properties of this enzyme in the biosynthesis of β-(1,2,4-triazol-1-yl)alanine are described.