21617-13-0

Basic information

• Product Name: ethyl 3-(3-chlorophenylamino)propanoate
• Synonyms: ethyl 3-(3-chlorophenylamino)propanoate
• CAS NO: 21617-13-0
• Molecular Weight: 227.691
• Mol File: 21617-13-0.mol

Chemical Properties

• CAS DataBase Reference: ethyl 3-(3-chlorophenylamino)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-(3-chlorophenylamino)propanoate(21617-13-0)
• EPA Substance Registry System: ethyl 3-(3-chlorophenylamino)propanoate(21617-13-0)

Safety Data

• Hazardous Substances Data: 21617-13-0(Hazardous Substances Data)

Upstream product

• 108-42-9 3-chloro-aniline 
• 140-88-5 ethyl acrylate 
• 539-74-2 Ethyl 3-bromopropionate 

Downstream Products

• 21617-15-2 7-chloro-1,2,3,4-tetrahydroquinolin-4-one 
• 76227-98-0 1-(3-chlorophenyl)-azetidin-2-one 

Relevant articles and documents

Computer-aid drug design, synthesis, and anticoagulant activity evaluation of novel dabigatran derivatives as thrombin inhibitors

In this study, computer-aided drug design techniques were adopted to explore the structural and chemical features for dabigatran and design novel derivatives. The built 3D-QSAR models demonstrated significant statistical quality and excellent predictive ability by internal and external validation. Based on QSAR information, 11 novel dabigatran derivatives (12a–12k) were designed and predicted, then ADME prediction and molecular docking were performed. Furthermore, all designed compounds were synthesized and characterized by 1H NMR, 13C NMR and HR-MS. Finally, they were evaluated for anticoagulant activity in vitro. The activity results showed that the 10 obtained compounds exhibited comparable activity to the reference dabigatran (IC50 = 9.99 ± 1.48 nM), except for compound 12i. Further analysis on molecular docking was performed on three compounds (12a, 12c and 12g) with better activity (IC50 = 11.19 ± 1.70 nM, IC50 = 10.94 ± 1.85 nM and IC50 = 11.19 ± 1.70 nM). MD simulations (10 ns) were carried out, and their binding free energies were calculated, which showed strong hydrogen bond and pi–pi stacking interactions with key residues Gly219, Asp189 and Trp60D. The 10 novel dabigatran derivatives obtained can be further studied as anticoagulant candidate compounds.

(Substituted phenylamino)propionic acid ethyl ester compounds and preparation method thereof

The invention discloses (substituted phenylamino)propionic acid ethyl ester compounds and a preparation method thereof. The method comprises the following steps: a substituted aniline compound and ethyl acrylate are used as raw materials, a catalytic reac

Aza-Michael reaction promoted by aqueous sodium carbonate solution

A general and efficient aza-Michael reaction promoted by aqueous sodium carbonate solution has been developed. The reaction has complete mono-alkylation selectivity and proceeds with complete chirality retention for chiral amino esters. With a broad substrate scope, a well-common catalyst and simple operation, the catalytic approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of β-amino carbonyl compounds.

6,7-dihydropyrrol[3,4-c]pyrido[2,3-d]pyrimidine derivatives

The present invention concerns compounds of the formula: STR1 wherein R is a lower alkyl group, an aryl group or an alkylaryl group and X and Y are the same or different, and each is OH, NH2, or SH. The aryl group or the aryl moiety of the alkylaryl group may be unsubstituted, monosubstituted, disubstituted or trisubstituted. If substituted, each substituent may independently be an alkyl group, an alkyloxy group or a halogen. The present invention also provides methods for synthesizing the compounds described above.

Formation of 2,3-Dihydro-4(1H)-quinolones and Related Compounds via Fries-type Acid-catalysed Rearrangement of 1-Arylazetidin-2-ones

A variety of 1-arylazetidin-2-ones were treated with trifluoroacetic acid under reflux, methanesulphonic acid at 100 deg C, or conc. sulphuric acid to give the corresponding 2,3-dihydro-4(1H)-quinolones via acyl migration and N-CO fission.In the case of 1-(3-substituted phenyl)azetidin-2-ones, two positional isomeric products, 5- and 7-substituted 2,3-dihydro-4(1H)-quinolones were obtained. 4-Methyl, 4-ethoxycarbonyl, and 4-piperidin-2-yl-1-arylazetidin-2-ones and their analogues were also converted into the corresponding 2-substituted 2,3-dihydro-4(1H)-quinolones under acidic conditions.The 3-substituted 1-phenylazetidin-2-ones (36) and (37) were converted into the furoquinoline systems (38) and (40), respectively, by application of this method.