81682-53-3

Usage

Uses

Used in Pharmaceutical Industry:
Oxo(propylamino)acetic acid is used as a precursor in the synthesis of various drugs, particularly those that target the central nervous system. Its ability to modulate neurotransmitter activity makes it a valuable component in the development of new therapeutic agents for neurological disorders.
Used in Neurological Disorder Treatment:
Oxo(propylamino)acetic acid is used as a potential therapeutic agent for the treatment of neurological disorders. Its capacity to influence neurotransmitter activity in the brain positions it as a promising candidate for ongoing research into its pharmacological properties and potential applications in medicine.

InChI:InChI=1/C5H9NO3/c1-2-3-6-4(7)5(8)9/h2-3H2,1H3,(H,6,7)(H,8,9)

Upstream product

• 107-10-8 propylamine 
• 79-37-8 oxalyl dichloride 
• 490-83-5 L-threo-2,3-hexodiulosono-1,4-lactone 
• 20943-65-1 ethyl 2-(propylamino)-2-oxoacetate 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 110-78-1 Propyl isocyanate 
• 14040-77-8 N,N'-dipropyloxamide 
• 1040762-67-1 C₁₈H₁₄BrClF₃N₃O₃ 

Relevant academic research and scientific papers

Oxamic acid analogues as LDH-C4-specific competitive inhibitors

We performed kinetic studies to determine whether oxamate analogues are selective inhibitors of LDH-C4, owing to their potential usefulness in fertility control and treatment of some cancers. These substances were shown to be competitive inhibitors of LDH isozymes and are able to discriminate among subtle differences that differentiate the active sites of LDH-A4, LDH-B4 and LDH-C4. N-Ethyl oxamate was the most potent inhibitor showing the highest affinity for LDH-C4. However, N-propyl oxamate was the most selective inhibitor showing a high degree of selectivity towards LDH-C4. Non-polar four carbon atoms chains, linear or branched, dramatically diminished the affinity and selectivity towards LDH-C4. N-Propyl oxamate significantly reduced ATP levels, capacitation and mouse sperm motility, in line with results shown by others, suggesting that LDH-C4 plays an essential role in mouse fertility.

Synthesis, crystal structure, and insecticidal activity of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole

Two series of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole were synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities, and their insecticidal activities against oriental armyworm, mosquito, and spider mite are comparable to those of the commercialized Chlorfenapyr.

Hydrogen bond patterns in solid state carboxylic acids. Vibrational behaviour of the catamer pattern as exhibited by the N-alkyloxamic acids

The vibrational study presented in this publication shows that the N-alkyloxamic acids are hydrogen bonded through a catamer hydrogen bond pattern in the solid state. Two different hydrogen bond patterns are possible for these products, and these patterns can be very clearly distinguished by their vibrational behaviour. Deuteration and low temperature spectra make the assignment and characterisation more obvious.

Reactions of dehydroascorbic acid with primary aliphatic amines including Nα-acetyllysine

The reaction of L-dehydroascorbic acid (DHA) with primary aliphatic amines including Nα-acetyllysine was examined by HPLC. A new aminoreductone, 2-deoxy-2-(propylamino)ascorbic acid (1) was isolated and the structure elucidated by spectroscopic data. Furthermore oxalic acid mono-(2) and diamides (3) were identified as important degradation products of DHA under Maillard conditions. 3-Deoxy-3-(alkylamino)ascorbic acids (4), typical condensation products of L-ascorbic acid and amines, were also detected in the reaction mixtures of DHA. All products are formed under oxidative and nonoxidative conditions from DHA.

Reactivity of Carbamoyl Radicals. A New, General, Convenient Free-Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid

A new, general, simple synthesis of isocyanates was developed by oxidation of monoamides of oxalix acid with peroxydisulfate catalyzed by Ag and Cu salts.The reaction was carried out in a two-phase system (water and an organic solvent), and it is suitable also for practical applications, due to the simple experimental conditions and the inexpensive as well as nontoxic reagents.The first example of homolytic intramolecular aromatic carbamoylation is also reported.