142128-23-2

Basic information

• Product Name: L-Alanine, N-(phenylmethylene)-, ethyl ester, (E)-
• CAS NO: 142128-23-2
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Mol File: 142128-23-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: L-Alanine, N-(phenylmethylene)-, ethyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine, N-(phenylmethylene)-, ethyl ester, (E)-(142128-23-2)
• EPA Substance Registry System: L-Alanine, N-(phenylmethylene)-, ethyl ester, (E)-(142128-23-2)

Safety Data

• Hazardous Substances Data: 142128-23-2(Hazardous Substances Data)

Upstream product

• 1115-59-9 (S)-alanine ethyl ester hydrochloride 
• 100-52-7 benzaldehyde 
• 3082-75-5 L-Alanine ethyl ester 

Downstream Products

• 51787-74-7 1-methyl-3-phenyl-isoquinolin-4-ol 
• 82255-69-4 1-Phenyl-4-methyl-3-(2H)isoquinolinone 

Relevant articles and documents

Design, synthesis and biological evaluation of novel 2-(5-aryl-1H-imidazol-1-yl) derivatives as potential inhibitors of the HIV-1 Vpu and host BST-2 protein interaction

Novel ethyl 2-(5-aryl-1H-imidazol-1-yl)-acetates 17 and propionates 18, together with their acetic acid 19 and acetohydrazide 20 derivatives, were designed and synthesized using TosMIC chemistry. Biological evaluation of these newly synthesized scaffolds in the HIV-1 Vpu- Host BST-2 ELISA assay identified seven hits (17a, 17b, 17c, 17g, 18a, 20f and 20g) with greater than 50% inhibitory activity. These hits were validated in the HIV-1 Vpu- Host BST-2 AlphaScreen and six of the seven compounds were found to have comparable percentage inhibitory activities to those of the ELISA assay. Compounds 17b and 20g, with consistent percentage inhibitory activities across the two assays, had IC50 values of 11.6 ± 1.1 μM and 17.6 ± 0.9 μM in a dose response AlphaScreen assay. In a cell-based HIV-1 antiviral assay, compound 17b exhibited an EC50 = 6.3 ± 0.7 μM at non-toxic concentrations (CC50 = 184.5 ± 0.8 μM), whereas compound 20g displayed antiviral activity roughly equivalent to its toxicity (CC50 = 159.5 ± 0.9 μM). This data suggests that compound 17b, active in both cell-based and biochemical assays, provides a good starting point for the design of possible lead compounds for prevention of HIV-1 Vpu and host BST-2 protein binding in new anti-HIV therapeutics.

Competitive 3+2 and 2+2 cycloadditions of ester stabilized azaallyl anions to benzynes. Ring expansion of initial 3+2 products to isoquinolin-3-ones

Reaction of the azaallyllithiums derived from imines of α-amino esters with benzynes results in the formation of 1,3-dihydroisoindoles and 4-hydroxyisoquinolines via 3+2 and 2+2 cycloadditions, respectively. The initially formed 1-carboethoxy-1,3-dihydroisoindoles rearrange under basic reaction conditions to form 3-(2H)-isoquinolinones.

Fluoranthene derivatives

The present invention relates to compounds of formula (I) or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is a fluoranthene or substituted fluoranthene ring system; R1 contains not more than eight carbon carbon atoms and is a group STR1 wherein m is 0 or 1; R5 is hydrogen; R6 and R7 are the same or different and each is hydrogen or C1-3 alkyl optionally substituted by hydroxy; R8 and R9 are the same or different and each is hydrogen or C1-3 alkyl; STR2 is a five- or six-membered saturated carbocyclic ring; R10 is hydrogen, methyl or hydroxymethyl; R11, R12 and R13 are the same or different and each is hydrogen or methyl; R14 is hydrogen, methyl, hydroxy, or hydroxymethyl.