21139-32-2

Basic information

• Product Name: ETHYL 5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLATE
• Synonyms: AKOS JY2083663;ETHYL 5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLATE
• CAS NO: 21139-32-2
• Molecular Formula: C₁₇H₁₄ClNO₂
• Molecular Weight: 299.75
• Mol File: 21139-32-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 176-178°C
• Boiling Point: 503.8 °C at 760 mmHg
• Flash Point: 258.5 °C
• Appearance: /
• Density: 1.283 g/cm³
• Vapor Pressure: 2.81E-10mmHg at 25°C
• Refractive Index: 1.642
• PKA: 13.84±0.30(Predicted)
• CAS DataBase Reference: ETHYL 5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLATE(21139-32-2)
• EPA Substance Registry System: ETHYL 5-CHLORO-3-PHENYL-1H-INDOLE-2-CARBOXYLATE(21139-32-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 21139-32-2(Hazardous Substances Data)

Usage

Uses

Ethyl 5-chloro-3-phenyl-1H-indole-2-carboxylate is used as a reactant in the carbonyl coupling reactions catalytic in titanium and the use of commercial titanium powder for organic synthesis.

InChI:InChI=1/C17H14ClNO2/c1-2-21-17(20)16-15(11-6-4-3-5-7-11)13-10-12(18)8-9-14(13)19-16/h3-10,19H,2H2,1H3

Upstream product

• 19144-20-8 N-(2-benzoyl-4-chlorophenyl)oxalamic acid ethyl ester 
• 46115-41-7 phenyl pyruvic acid 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 620-79-1 Ethyl 2-benzylacetoacetate 
• 4792-67-0 5-chloro-indole-2-carboxylic acid ethyl ester 
• 24139-99-9 ethyl 2-[2-(4-chlorophenyl)hydrazinylidene]-3-phenylpropanoate 
• 106-47-8 4-chloro-aniline 
• 17507-56-1 ethyl 2-diazo-2-(diethoxyphosphoryl)acetate 
• 719-59-5 5-chloro-2-aminobenzophenone 

Downstream Products

• 136934-19-5 5-Chloro-1-(2-nitro-phenyl)-3-phenyl-1H-indole-2-carboxylic acid ethyl ester 
• 25445-57-2 5-chloro-1-cyanomethyl-3-phenyl-indole-2-carboxylic acid ethyl ester 
• 127300-20-3 5-Chloro-1-(2-cyano-ethyl)-3-phenyl-1H-indole-2-carboxylic acid ethyl ester 
• 25434-76-8 (5-chloro-3-phenyl-indol-2-yl)-methanol 
• 25434-84-8 5-chloro-3-phenyl-1H-indole-2-carboxyhydrazide 
• 1032291-28-3 C₁₆H₁₁ClN₄S 
• 825623-23-2 5-chloro-3-phenyl-1-(3-phenylpropyl)indole-2-carboxylic acid ethyl ester 

Relevant articles and documents

Design, synthesis, antitubercular and antiviral properties of new spirocyclic indole derivatives

Abstract: A series of indole-based spirothiazolidinones have been designed, synthesized and evaluated, in vitro, for their antitubercular, antiviral, antibacterial, and antifungal activities. The structures of the new compounds were established by IR, su

Structure-based virtual screening to get new scaffold inhibitors of the Ser/Thr protein kinase PknB from mycobacterium tuberculosis

In search of new inhibitors of the Ser/Thr protein kinase PknB from Mycobacterium tuberculosis we carried out a structure-based virtual screening study to identify ATP-competitive inhibitors of this enzyme. These studies point out that N-phenylmethylindole-2-carboxamide is a promising scaffold for the development of new PknB inhibitors. We synthesized a small set of analogue compounds to assess the pharmacophore structural requirements and to optimize the inhibitory activity against PknB. This strategy led to the identification of compound 3, endowed with an IC50 of 20 μM, which provides a novel scaffold for further improvement of PknB inhibitors.

Novel synthesis of 5-substituted-3-phenylindole-2-(1,2,4-triazole) derivatives

Various substituted 3-phenylindole 2-carboxylates (1a-c) were prepared according to the literature methods. These carboxylates (1a-c) on reaction with thiosemicarbazide yielded 5-substituted-3-phenylindol-2-(1,2,4-triazole-3- thione) (2a-c) on refluxing in pyridine for 8 h. The 5-substituted-3- phenylindole-2-[1,2,4-triazolo-3-thioacetic acid] (3a-c) were prepared from 5-substituted-3-phenyl indole-2-[1,2,4-triazole-3-thione] (2a-c) on reaction with an appropriate alkylating agent and sodium acetate in acetic acid. Further, (3a-c) were reacted with acetic anhydride to bring about a cyclocondensation reaction to yield 5-substituted-3-phenylindol-2-thiazolo(2,3-b)-triazole (4a-c). The 5-substituted-3-phenylindole-2-[1,2,4-triazolo-3-acetic acid] (3a-c) were reacted with o-phenylenediamino dihydrochloride in ethylene glycol to yield 5-substituted-3-phenylindole-1,2,4-triazolo-3′-yl-thiomethyl) benzimidazoles (5a-c). Copyright Taylor & Francis Group, LLC.