37542-81-7

Basic information

• Product Name: (Z)-2-methyl-3-(4-nitrophenyl)prop-2-enol
• Synonyms: (Z)-2-methyl-3-(4-nitrophenyl)prop-2-enol
• CAS NO: 37542-81-7
• Molecular Weight: 193.202
• Mol File: 37542-81-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (Z)-2-methyl-3-(4-nitrophenyl)prop-2-enol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-methyl-3-(4-nitrophenyl)prop-2-enol(37542-81-7)
• EPA Substance Registry System: (Z)-2-methyl-3-(4-nitrophenyl)prop-2-enol(37542-81-7)

Safety Data

• Hazardous Substances Data: 37542-81-7(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 53618-29-4 (E)-ethyl 2-methyl-3-(4-nitrophenyl)acrylate 
• 40277-76-7 methyl (E)-2-methyl-3-(4-nitrophenyl)acrylate 
• 13048-77-6 (E)-2-methyl-3-(4-nitrophenyl)acrylic acid 
• 58550-34-8 (E)-2-methyl-3-(4-nitrophenyl)acrylaldehyde 
• 1012-18-6 β,β-dimethyl-p-nitrostyrene 
• 37542-81-7 (2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ol 

Downstream Products

• 90874-91-2 3t-(4-amino-phenyl)-2-methyl-allyl alcohol 
• 58550-34-8 (E)-2-methyl-3-(4-nitrophenyl)acrylaldehyde 
• 881212-02-8 (E)-2-methyl-3-(4-nitrophenyl)allyl methanesulfonate 
• 1440522-80-4 (4E,6E)-4,6-dimethyl-7-(4-nitrophenyl)hepta-4,6-dienoic acid 
• 1440522-78-0 (4E,6E)-ethyl 4,6-dimethyl-7-(4-nitrophenyl)hepta-4,6-dienoate 
• 1440522-79-1 (4E,6Z)-ethyl 4,6-dimethyl-7-(4-nitrophenyl)hepta-4,6-dienoate 

Relevant articles and documents

Discovery of a novel inhibitor of nitric oxide production with potential therapeutic effect on acute inflammation

Inflammation as a host's excessive immune response to stimulation, is involved in the development of numerous diseases. To discover novel anti-inflammatory agents and based on our previous synthetic work on marine natural product Chrysamide B, it and a series of derivatives were synthesized and evaluated for their anti-inflammatory activity on inhibition of LPS-induced NO production. Then the preliminary structure–activity relationships were conducted. Among them, Chrysamide B is the most potent anti-inflammatory agent with low cytotoxicity and strong inhibition on the production of NO (IC50 = 0.010 μM) and the activity of iNOS (IC50 = 0.082 μM) in LPS-stimulated RAW 264.7 cells. Primary studies suggested that the mechanism of action may be that it interfered the formation of active dimeric iNOS but not affected transcription and translation. Furthermore, its good performance of anti-inflammatory effect on LPS-induced multiple inflammatory cytokines production, carrageenan-induced paw edema, and endotoxin-induced septic mice, was observed. We believe that these findings would provide an idea for the further modification and research of these analogs in the future.

Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades

Structurally complex benzo- and spiro-fused N-polyheterocycles can be accessed via intramolecular Pd(0)-catalyzed alkene 1,2-aminoarylation reactions. The method uses N-(pentafluorobenzoyloxy)carbamates as the initiating motif, and this allows aza-Heck-type alkene amino-palladation in advance of C-H palladation of the aromatic component. The chemistry is showcased in the first total synthesis of the complex alkaloid (+)-pileamartine A, which has resulted in the reassignment of its absolute stereochemistry.

Synthesis method for nitro group-containing natural product chrysamides B and diastereoisomer-compound thereof

The invention belongs to the technical fields of medicinal chemistry and organic synthesis, and relates to a synthesis method for a nitro group-containing natural product chrysamides B, a chrysamidesB diastereoisomer-compound and a synthesis method and application thereof. According to the invention, a convergent synthesis method is adopted to condense chiral epoxy carboxylic acid and chiral dimethylpiperazine ring, and thereby the nitro group-containing natural product chrysamides B with a symmetrical structure and the chrysamides B diastereoisomer-compound are easily and efficiently synthesized. By three-step continuous oxidation, chiral epoxy carboxylic acid is prepared from p-nitrobenzaldehyde which is easy to obtain commercially, and dimethylpiperazine ring is prepared by reduction after alanine dimerization. The compound shows inhibitory activity on pasteurella multocida. Such a convergent synthesis route can be applied to the chemical synthesis of compounds with the similar structure and related derivatives, opening up a broad development space for novel antibiotic drugs.