CAS 3237-50-1

5,5-Dihidroxi-2,4,6(1H,3H,5H)-pirimidinatriona

Descripción:

5,5-Dihidroxi-2,4,6(1H,3H,5H)-pirimidinatriona, también conocido como uracilo-5,5-diol, es un derivado de pirimidina caracterizado por la presencia de dos grupos hidroxilo en la posición 5 y una estructura de triona. Este compuesto presenta un anillo aromático de seis miembros que contiene átomos de nitrógeno, lo que contribuye a su estabilidad y reactividad. Típicamente es un sólido cristalino blanco a blanco sucio, soluble en agua debido a la presencia de grupos hidroxilo que pueden formar enlaces de hidrógeno. El compuesto exhibe propiedades típicas de las pirimidinas, incluida la posible actividad biológica, ya que puede interactuar con ácidos nucleicos y enzimas. Su estructura permite formas tautoméricas, que pueden influir en su reactividad e interacciones en vías bioquímicas. 5,5-Dihidroxi-2,4,6(1H,3H,5H)-pirimidinatriona es de interés en varios campos, incluida la química medicinal y la bioquímica, debido a sus posibles aplicaciones en el desarrollo de fármacos y como sonda bioquímica.

Fórmula: 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)

Clave InChI: InChIKey=ZIIHZVKHFWOENY-UHFFFAOYSA-N

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

Sinónimos:

• 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

Fórmula: C₄H₂N₂O₄•H₂O

Pureza: 98%

Forma y color: White to cream to yellow to brown to black, Crystals or powder or crystalline powder

Peso molecular: 160.09 (142.07anhy)

Ref: 02-A15324

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

CAS: 3237-50-1

Fórmula: C₄H₄N₂O₅

Forma y color: Solid

Peso molecular: 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.

Fórmula: C₄H₂N₂O₄•xH₂O

Pureza: Min. 95%

Peso molecular: 142.07 g/mol

Ref: 3D-NA71089

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

Producto controlado

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).

Fórmula: C₄H₄N₂O₅

Pureza: Min. 95%

Peso molecular: 160.09 g/mol

Ref: 3D-DAA23750