189637-54-5

Basic information

• Product Name: C₁₂H₁₈O₄
• Synonyms: C₁₂H₁₈O₄
• CAS NO: 189637-54-5
• Molecular Weight: 226.273
• Mol File: 189637-54-5.mol

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₈O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₈O₄(189637-54-5)
• EPA Substance Registry System: C₁₂H₁₈O₄(189637-54-5)

Safety Data

• Hazardous Substances Data: 189637-54-5(Hazardous Substances Data)

Upstream product

• 56453-86-2 (E)-3-cyclohexylprop-2-enoic acid 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 
• 172990-75-9 1-acetoxy-3-cyclohexyl-trans-2-propene 
• 1239575-66-6 C₃₂H₄₆O₆ 

Relevant articles and documents

Design, synthesis and antibacterial activity of novel andrographolide derivatives

A series of andrographolide derivatives were synthesized through a facile condensation reaction with different carboxylic acids. The new compounds were characterized and screened for their antibacterial activities. A number of the new compounds significantly reduced bacterial quorum sensing virulence factors production in Pseudomonas aeruginosa, essential for pathogenesis. Compound 11b showed the best activity among all the new compounds.

Synthesis and anti-HIV activity of novel N-1 side chain-modified analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)

A series of 33 N-1 side chain-modified analogs of 1-[(2- hydroxyethoxy)methyl]-6-(phenylthio)thymine (1, HEPT) were synthesized and evaluated for their anti-HIV-1 activity. In particular, the influence of substitution of the terminal hydroxy group of the acyclic structure of HEPT and the structural rigidity of this side chain were investigated. Halo (7, 8), azido (9), and amino (10-15) derivatives were synthesized from HEPT via the p-tosylate derivative 6. Acylation of the primary amine 15 afforded the amido analogs 16-20. The diaryl derivatives 26-29 were prepared by reaction of HEPT, or of the 6-(2-pyridylthio) analog 23, with diaryl disulfides in the presence of tri-n-butylphosphine. Compounds 39-41, in which the N-1 side chain is rigidified by incorporation of an E-configured double bond, were obtained by palladium(0)-catalyzed coupling of several different 6- (arylthio)uracil derivatives (37, 38) with allyl acetates 33. Compounds 13, 40a,c,d,f, and 41, incorporating an aromatic ring at the end of the acyclic side chain, were found to be more potent than the known diphenyl-substituted HEPT analog BPT (2), two of them, 40c,d, being 10-fold more active.