329314-76-3

Basic information

• Product Name: (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide
• Synonyms: (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide;BOX A
• CAS NO: 329314-76-3
• Molecular Formula: C9H10N2O2
• Molecular Weight: 0
• Mol File: 329314-76-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide(329314-76-3)
• EPA Substance Registry System: (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide(329314-76-3)

Safety Data

• Hazardous Substances Data: 329314-76-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
(2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide is used as a research compound for exploring its potential therapeutic applications. Its pharmacological activity and unique structure make it a valuable tool for studying various biological processes and developing new drugs.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide is used as a starting material or intermediate for the synthesis of other bioactive compounds. Its versatile structure allows for the development of new drugs with improved efficacy and selectivity.
Used in Drug Design:
(2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide is used as a template for drug design, providing a foundation for the creation of new molecules with specific therapeutic properties. Its unique features can be exploited to design drugs that target particular biological pathways or receptors.
Used in Drug Development:
In the process of drug development, (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide can be used as a lead compound for further optimization and refinement. Its potential pharmacological activity and structural characteristics make it a valuable asset in the development of new therapeutic agents.
Overall, (2Z)-2-(3-ethenyl-4-methyl-5-oxopyrrol-2-ylidene)acetamide is a versatile and promising chemical compound with a wide range of applications in the fields of pharmaceutical research, medicinal chemistry, drug design, and drug development. Its unique structure and potential pharmacological activity make it an important tool for the discovery and development of new therapeutic agents.

Upstream product

• 1451878-37-7 methyl [2-(2Z)-(3-bromo-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)]ethanoate 
• 1451878-40-2 methyl [2-(2Z)-(3-ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)]ethanoate 
• 59107-74-3 3-bromo-4-methyl-2,5-furandione 
• 1451878-49-1 (2Z)-(3-ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)ethanoyl chloride 
• 635-65-4 bilirubin IXα 
• 1451878-28-6 methyl (Z)-(3-bromo-4-methyl-5-oxofuran-2(5H)-ylidene)ethanoate 
• 1451878-31-1 methyl [2-(2Z)-(3-ethenyl-4-methyl-5-oxofuran-2(5H)-ylidene)]ethanoate 
• 635-65-4 bilirubin 
• 1451878-46-8 (2Z)-(3-ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)ethanoic acid 
• 1451878-43-5 (Z)-2-(3-ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)ethanamide 
• 36284-06-7 bilirubin 

Relevant articles and documents

BOX A-type monopyrrolic heterocycles modified via the Suzuki-Miyaura cross-coupling reaction

The in vivo oxidation of heme yields bilirubin which is further degraded to the bilirubin oxidation end products (BOXes) that are biologically highly active. To study the mode of action and fate of (Z)-2-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-2H-pyrrol-2-yli

In vivo and in vitro identification of Z -BOX C-a new bilirubin oxidation end product

A new bilirubin oxidation end product (BOX) was isolated and characterized. The formation of the so-called Z-BOX C proceeds from bilirubin via propentdyopents as intermediates. This BOX was detected in pathological human bile samples using liquid chromatography/mass spectrometry and has potential relevance for liver dysfunction and cerebral vasospasms.

Isolation and Identification of Intermediates of the Oxidative Bilirubin Degradation

Four endogenous products of oxidative bilirubin degradation were isolated and fully characterized. The constitutional isomers belong to the propentdyopents (PDPs). Their structures and further oxidative transformations to biologically active bilirubin oxi

Total synthesis and detection of the bilirubin oxidation product (Z)-2-(3-ethenyl-4-methyl-5-oxo-1,5-dihydro-2H-pyrrol-2-ylidene)ethanamide (Z-BOX A)

The selective total synthesis of the pure Z-isomer of BOX A (8a), a product of oxidative heme degradation with significant physiological impact, was achieved in four to six steps starting from 3-bromo-4-methylfuran-2,5-dione (1). Z-BOX A forms a strong hydrogen bridge framework in the crystalline state. LC-MS techniques allow identification and characterization of isomeric forms of BOX A.