CAS 3914-34-9

6-amino-5-hydroxypyrimidine-2,4(1H,3H)-dione

Description:

6-Amino-5-hydroxypyrimidine-2,4(1H,3H)-dione, also known as allopurinol, is a heterocyclic organic compound characterized by its pyrimidine ring structure. It features an amino group at the 6-position and a hydroxyl group at the 5-position, contributing to its reactivity and biological activity. This compound is primarily recognized for its role as a xanthine oxidase inhibitor, making it significant in the treatment of gout and hyperuricemia by reducing uric acid production. It is typically a white to off-white crystalline powder, soluble in water and various organic solvents, which enhances its bioavailability. The compound exhibits a melting point that is indicative of its stability under standard conditions. Its molecular structure allows for various interactions with biological macromolecules, influencing its pharmacological properties. Additionally, it has been studied for its potential effects on other metabolic pathways, showcasing its versatility in medicinal chemistry. Overall, 6-amino-5-hydroxypyrimidine-2,4(1H,3H)-dione is a valuable compound in both clinical and research settings.

Formula: C₄H₅N₃O₃

InChI: InChI=1/C4H5N3O3/c5-2-1(8)3(9)7-4(10)6-2/h8H,(H4,5,6,7,9,10)

SMILES: c1(c(N)nc(nc1O)O)O

Synonyms:

• 2(1H)-pyrimidinone, 4-amino-5,6-dihydroxy-
• 2,4(1H,3H)-Pyrimidinedione, 6-amino-5-hydroxy-
• 4-amino-5,6-dihydroxypyrimidin-2(1H)-one

Isouramil

CAS: 3914-34-9

Applications Isouramil is an aglycon of vicine and convicine, and a causative agent of favism.
References Pulkkinen, M., et al.: Food Chem., 212, 10-19 (2016)

Formula: C₄H₅N₃O₃

Color and Shape: Light Pink To Pink

Molecular weight: 143.1

Ref: TR-I918225

Isouramil

CAS: 3914-34-9

Isouramil is a natural product that belongs to the class of benzophenanthridines. It was isolated from the Chinese medicinal plant C. chinensis (wolfberry) and has been shown to have antioxidant effects in vitro, as well as inhibitory effects on dehydrogenase and enzymatic inactivation. Isouramil also has an inhibitory effect on the production of active oxygen species, which may be due to its ability to chelate iron ions. However, this compound is not active against Gram-positive bacteria such as Staphylococcus aureus. Isouramil is also structurally similar to other benzophenanthridines, so it can be used as a model organism for these compounds. Animal studies have shown that this compound may promote animal health by reducing weight loss and improving immunity responses. Human studies show that isouramil may help prevent oxidative stress in healthy individuals and reduce inflammation in those with asthma or bronchitis.

Formula: C₄H₅N₃O₃

Purity: Min. 95%

Molecular weight: 143.1 g/mol

Ref: 3D-DAA91434