CAS 3237-50-1

5,5-Diidrossi-2,4,6(1H,3H,5H)-pirimidintrione

Descrizione:

5,5-Diidrossi-2,4,6(1H,3H,5H)-pirimidintrione, noto anche come uracile-5,5-diol, è un derivato della pirimidina caratterizzato dalla presenza di due gruppi idrossilici nella posizione 5 e da una struttura di trione. Questo composto presenta un anello aromatico a sei membri contenente atomi di azoto, che contribuiscono alla sua stabilità e reattività. È tipicamente un solido cristallino bianco a bianco sporco, solubile in acqua grazie alla presenza di gruppi idrossilici che possono formare legami idrogeno. Il composto mostra proprietà tipiche delle pirimidine, inclusa una potenziale attività biologica, poiché può interagire con acidi nucleici ed enzimi. La sua struttura consente forme tautomeriche, che possono influenzare la sua reattività e interazioni nei percorsi biochimici. 5,5-Diidrossi-2,4,6(1H,3H,5H)-pirimidintrione è di interesse in vari campi, tra cui la chimica medicinale e la biochimica, grazie alle sue potenziali applicazioni nello sviluppo di farmaci e come sonda biochimica.

Formula: C₄H₄N₂O₅

InChI: InChI=1S/C4H4N2O5/c7-1-4(10,11)2(8)6-3(9)5-1/h10-11H,(H2,5,6,7,8,9)

InChI key: InChIKey=ZIIHZVKHFWOENY-UHFFFAOYSA-N

SMILES: OC1(O)C(=O)NC(=O)NC1=O

Sinonimi:

• 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-
• 5-24-09-00382 (Beilstein Handbook Reference)
• 5,5-Dihydroxy-2,4,6(1H,3H,5H)-pyrimidinetrione
• 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate
• NSC 221304
• 2,4,5,6(1H,3H)-Pyrimidinetetrone hydrate
• Alloxan hydrate
• 5,5-Dihydroxybarbituric acid
• 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-
• 5,5-dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione
• BRN 0155548
• Alloxan monohydrate
• Alloxan hydrate
• 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy- (9CI)
• 5,5-Dihydroxyperhydropyrimidinetrione
• Alloxan monohydrate
• CCRIS 5957
• Barbituric acid, 5,5-dihydroxy-

Alloxan monohydrate, 98%

CAS: 3237-50-1

Cytotoxic compound that causes oxidative base damage to nuclear DNAAlloxan monohydrate is used as a precursor to prepare purple dye murexide. It is also used in research models to induce diabetes and destroy beta cells. Further, it is a strong oxidizing agent and it forms a hemiacetal with its reduc

Formula: C₄H₂N₂O₄•H₂O

Purezza: 98%

Colore e forma: White to cream to yellow to brown to black, Crystals or powder or crystalline powder

Peso molecolare: 160.09 (142.07anhy)

Ref: 02-A15324

5,5-Dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione

CAS: 3237-50-1

Formula: C₄H₄N₂O₅

Colore e forma: Solid

Peso molecolare: 160.0850

Ref: IN-DA00CK5D

Alloxan hydrate

CAS: 3237-50-1

A pyrimidine derivative, widely used for the induction of diabetes in experimental animals. It preferentially accumulates in pancreatic β cells in Langerhans islets via glucose transporter GLUT2. In the presence of intracellular thiols such as glutathione, it gets involved in a cyclic redox reaction with its reduction product, dialuric acid. This triggers the production of toxic levels of reactive oxygen species (ROS) and directs the cells in necrosis. Alloxan also inhibits glucokinase, which regulates glucose-induced insulin secretion.

Formula: C₄H₂N₂O₄•xH₂O

Purezza: Min. 95%

Peso molecolare: 142.07 g/mol

Ref: 3D-NA71089

5,5-Dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione

Prodotto controllato

CAS: 3237-50-1

5,5-Dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione is a chemical compound that is found in animals. It is an intermediate in the biosynthesis of pyrimidines. This molecule has been shown to have hypoglycemic effects when administered orally to diabetic patients. 5,5-Dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione can be metabolized by nitro and alkoxy radicals to form reactive oxygen species that are cytotoxic. This chemical also has insulin-like growth factor activity and can stimulate the production of density lipoprotein (LDL).

Formula: C₄H₄N₂O₅

Purezza: Min. 95%

Peso molecolare: 160.09 g/mol

Ref: 3D-DAA23750