3-(3-Amino-1H-1,2,4-triazol-5-yl)propanoic acid

CAS: 933753-12-9

Ref. 3D-FA123931

Product Information

• Name: 3-(3-Amino-1H-1,2,4-triazol-5-yl)propanoic acid
• Synonyms: 1H-1,2,4-triazole-5-propanoic acid, 3-amino-

Description

Aminoguanidine is a selective inhibitor of the enzyme succinic dehydrogenase, which catalyzes the conversion of succinic acid to fumarate. Aminoguanidine is used in the treatment of diabetic complications and other conditions that result from high levels of blood glucose in order to lower the levels of blood sugar. The drug is administered orally or intravenously as aminoguanidine hydrochloride, which is converted to aminoguanidine in the body. Aminoguanidine can also be synthesized by reacting succinic anhydride with guanidine hydrochloride in a regioselective reaction. This synthesis yields quantitatively aminoguanidine, with little or no formation of guanidine. The product can be purified by washing with alkali and recrystallizing it from water. X-ray diffraction studies have shown that aminoguanidine hydrochloride exists as zwitterions in solution at physiological pH values.

• Brand: Biosynth

Chemical properties

• Molecular weight: 156.14 g/mol
• Formula: C₅H₈N₄O₂
• Purity: Min. 95%
• InChI: InChI=1S/C5H8N4O2/c6-5-7-3(8-9-5)1-2-4(10)11/h1-2H2,(H,10,11)(H3,6,7,8,9)
• InChI key: InChIKey=AKCLMRLUECNBLP-UHFFFAOYSA-N
• SMILES: Nc1n[nH]c(CCC(=O)O)n1