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1H-Indole-2-carboxylic acid, 3-(phenylthio)-, methyl ester is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

116757-24-5

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116757-24-5 Usage

Molecular Structure

1H-Indole-2-carboxylic acid, 3-(phenylthio)-, methyl ester is a chemical compound with a structure that features an indole ring system with a carboxylic acid group at the 2-position and a phenylthio group at the 3-position, and a methyl ester group attached to the carboxylic acid.

Derivation

1H-Indole-2-carboxylic acid, 3-(phenylthio)-, methyl ester is derived from the indole class of organic compounds, specifically as a methyl ester of 1H-indole-2-carboxylic acid with a phenylthio group attached at the 3 position.

Applications

1H-Indole-2-carboxylic acid, 3-(phenylthio)-, methyl ester has potential applications in organic synthesis and pharmaceutical research, as indole derivatives are known for their diverse biological activities. It is commonly used in the synthesis of various pharmaceuticals and agrochemicals.

Chemical Reactivity

1H-Indole-2-carboxylic acid, 3-(phenylthio)-, methyl ester has a unique chemical structure and reactivity due to the presence of the indole ring system, carboxylic acid, phenylthio group, and methyl ester group.

Safety Precautions

It is important to handle and use 1H-Indole-2-carboxylic acid, 3-(phenylthio)-, methyl ester with caution, as it may have toxic or hazardous properties if not handled properly.

Check Digit Verification of cas no

The CAS Registry Mumber 116757-24-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,6,7,5 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 116757-24:
(8*1)+(7*1)+(6*6)+(5*7)+(4*5)+(3*7)+(2*2)+(1*4)=135
135 % 10 = 5
So 116757-24-5 is a valid CAS Registry Number.

116757-24-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 3-(phenylthio)-1H-indole-2-carboxylate

1.2 Other means of identification

Product number -
Other names 3-Phenylsulfanyl-1H-indole-2-carboxylic acid methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:116757-24-5 SDS

116757-24-5Relevant academic research and scientific papers

Iodine-promoted selective 3-selanylation and 3-sulfenylation of indoles with dichalcogenides under mild conditions

Chen, Su-Qin,Wang, Qian-Mei,Xu, Ping-Chuan,Ge, Shao-Peng,Zhong, Ping,Zhang, Xiao-Hong

, p. 100 - 103 (2016/01/25)

A simple method was developed for the synthesis of 3-chalcogen indoles via iodine-promoted direct 3-selanyl- and 3-sulfenylation of indoles with dichalcogenides. The reaction was carried out smoothly in EtOH under air at room temperature, selectively givi

Iron-catalyzed sulfenylation of indoles with disulfides promoted by a catalytic amount of iodine

Fang, Xiao-Li,Tang, Ri-Yuan,Zhong, Ping,Li, Jin-Heng

experimental part, p. 4183 - 4189 (2011/02/28)

Selective sulfenylation of indoles with disulfides using iron(III) fluoride combined with iodine has been developed for the synthesis of sulfenylindoles. In the presence of iron(III) fluoride and iodine, a variety of disulfides underwent the reaction with indoles selectively to afford the corresponding sulfenylindoles in good to excellent yields. Moreover, reactions of indoles with 1,2-diphenyldiselane were also conducted under the same conditions, which smoothly afforded 3-selenylindoles in good yields. Georg Thieme Verlag Stuttgart - New York.

New arylthioindoles: Potent inhibitors of tubulin polymerization. 2. Structure-activity relationships and molecular modeling studies

De Martino, Gabriella,Edler, Michael C.,La Regina, Giuseppe,Coluccia, Antonio,Barbera, Maria Chiara,Barrow, Denise,Nicholson, Robert I.,Chiosis, Gabriela,Brancale, Andrea,Hamel, Ernest,Artico, Marino,Silvestri, Romano

, p. 947 - 954 (2007/10/03)

Arylthioindoles (ATIs) that possess a 3-methoxyphenylthio or a 3,5-dimethoxyphenylthio moiety at position 2 of the indole ring were effective tubulin assembly inhibitors, but weak inhibitors of MCF-7 cell growth. ATIs bearing a 3-(3,4,5-trimethoxyphenyl)thio moiety were potent tubulin polymerization inhibitors, with IC50s in the 2.0 (35) to 4.5 (37) μM range. They also inhibited MCF-7 cell growth at nanomolar concentrations. The 3,4,5-trimethoxy substituted ATIs showed potencies comparable to those of the reference compounds colchicine and combretastatin A-4 in both tubulin assembly and cell growth inhibition assays. Dynamics simulation studies correlate well with the observed experimental data. Furthermore, from careful analysis of the biological and in silico data, we can now hypothesize a basic pharmacophore for this class of compounds.

ARYLTHIOINDOLE TUBULIN POLYMERIZATION INHIBITORS AND METHODS OF TREATING OR PREVENTING CANCER USING SAME

-

Page/Page column 38-39, (2010/11/08)

The present invention features arylthioindole compounds, pharmaceutical compositions of arylthioindole compounds and methods of treating a patient suffering from cancer or inflammatory, cardiac, or helminthic diseases, the method comprising administering

Arylthioindoles, potent inhibitors of tubulin polymerization

De Martino, Gabriella,La Regina, Giuseppe,Coluccia, Antonio,Edler, Michael C.,Barbera, Maria Chiara,Brancale, Andrea,Wilcox, Elizabeth,Hamel, Ernest,Artico, Marino,Silvestri, Romano

, p. 6120 - 6123 (2007/10/03)

Several arylthioindoles had excellent activity as inhibitors both of tubulin polymerization and of the growth of MCF-7 human breast carcinoma cells. Methyl 3-[(3,4,5-tri-methoxypheny)thio]-5-methoxy-1H-indole-2-carboxylate (21), the most potent derivative

3-substituted indole antiproliferative angiogenesis inhibitors

-

, (2008/06/13)

3-Substituted indole carbohydrazides having the formula are useful for inhibiting angiogenesis and cell proliferation. Also disclosed are compositions which inhibit angiogenesis and cell proliferation and methods of inhibiting angiogenesis and cancer in a mammal.

A New Synthesis of 3-Arylthioindoles

Atkinson, Joseph G.,Hamel, Pierre,Girard, Yves

, p. 480 - 481 (2007/10/02)

The reaction of the anions of indoles with diaryl disulfides in dimethylformamide at room temperature gives the 3-arylthioindoles in 59-91percent yield.

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