321571-07-7

Basic information

• Product Name: ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)aMino-1H-pyrazole-4-carboxylate
• Synonyms: Allopurinol Related CoMpound F;ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)aMino-1H-pyrazole-4-carboxylate;Allopurinol Related Compound F (25 mg) (ethyl-(E/Z)-3-(2-carbethoxy-2-cyanoethenyl)amino-1H-pyrazole-4-carboxylate);Allopurinol EP IMpurity F;Allopurinol IMpurity F;(E/Z)-3-[(2-Cyano-3-ethoxy-3-oxo-1-propenyl)amino]-1H-Pyrazole-4-carboxylic Acid Ethyl Ester;Allopurinol IMpurity F (Mixture of Z and E IsoMers);(Ethyl-(E/Z)-3-(2-carbethoxy-2-cyanoethenyl)amino-1H-pyrazole-4-carboxylate)
• CAS NO: 321571-07-7
• Molecular Formula: C₁₂H₁₄N₄O₄
• Molecular Weight: 278
• Mol File: 321571-07-7.mol

Chemical Properties

• Boiling Point: 483.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.340±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 10.43±0.50(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)aMino-1H-pyrazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)aMino-1H-pyrazole-4-carboxylate(321571-07-7)
• EPA Substance Registry System: ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)aMino-1H-pyrazole-4-carboxylate(321571-07-7)

Safety Data

• Hazardous Substances Data: 321571-07-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)amino-1H-pyrazole-4-carboxylate is used as an impurity in the production of Allopurinol (A547300), which is a xanthine oxidase inhibitor. The application reason for this compound is to serve as a reference material for the identification, quantification, and quality control of Allopurinol, ensuring the drug's safety and efficacy in the treatment of hyperuricemia and chronic gout.
Used in Medical Research:
As an impurity of Allopurinol, ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)amino-1H-pyrazole-4-carboxylate is also used in medical research to study the effects of Allopurinol and its related compounds on various biological processes. This helps in understanding the drug's mechanism of action, potential side effects, and its interactions with other substances in the body.
Used in Drug Development:
Ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)amino-1H-pyrazole-4-carboxylate may be utilized in drug development as a starting material or intermediate for the synthesis of new compounds with potential therapeutic applications. Its unique structure and functional groups can be exploited to design and develop novel drugs targeting various diseases and conditions.
Used in Quality Control and Analytical Chemistry:
ethyl-(E/Z)-5-(2-carbethoxy-2-cyanoethenyl)aMino-1H-pyrazole-4-carboxylate is used as a reference standard in quality control and analytical chemistry for the accurate determination of Allopurinol's purity and concentration in pharmaceutical formulations. It aids in the development of reliable and robust analytical methods, ensuring the consistent quality of Allopurinol-containing products.

Upstream product

• 42466-67-1 ethyl (ethoxymethylene)cyanoacetate 

Relevant articles and documents

Reaction of 5-aminopyrazole derivatives with ethoxymethylene- malononitrile and its analogues

A one-pot synthesis using 5-aminopyrazole derivatives 1 with ethoxymethylenemalononitrile (EMMN), ethyl ethoxymethylenecyanoacetate (EMCA) or diethyl ethoxymethylenemalonate (DEMM) gave pyrazolo-[1,5-a]pyrimidine compounds 2,4,8. Also, the one step reaction of EMCA with hydrazine hydrate afforded ethyl(4-ethoxycarbonyl-5-pyrazolyl)aminomethylenecyanoacetate 3c. On the other hand, the reaction of 1-substituted 5-aminopyrazole-4-carboxamide 9 with EMMN afforded pyrazolo[3,4-d]pyrimidine compounds 10.