4382-54-1 5-Methoxyindole-2-carboxylic Acid

4382-54-1 5-Methoxyindole-2-carboxylic Acid

5-METHOXYINDOLE-2-CARBOXYLIC ACID Basic information 5-METHOXYINDOLE-2-CARBOXYLIC ACID Chemical Properties Safety Information 5-METHOXYINDOLE-2-CARBOXYLIC ACID Usage And Synthesis 5-METHOXYINDOLE-2-CARBOXYLIC ACID Preparation Products And Raw materials Upstream information...
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Product Details

 5-METHOXYINDOLE-2-CARBOXYLIC ACID Basic information

Product Name:

5-METHOXYINDOLE-2-CARBOXYLIC ACID

Synonyms:

TIMTEC-BB SBB003635;1H-Indole-2-carboxylic acid, 5-methoxy-;5-Methoxy-2-indolecarboxylic acid;5-methoxy-2-indolecarboxylicacid;5-methoxy-indole-2-carboxylicaci;Acide methoxy-5 indole carboxylique-2;Indole-2-carboxylic acid, 5-methoxy-;5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID

CAS:

4382-54-1

MF:

C10H9NO3

MW:

191.18

EINECS:

224-487-6

Product Categories:

Indole/indoline/oxindole;Indole and Indoline;Indoles and derivatives;Indole;Indoles;Simple Indoles;Boronic Acid;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Building Blocks;C10;Chemical Synthesis;Heterocyclic Building Blocks

Mol File:

4382-54-1.mol

image001_副本.jpg

 

5-METHOXYINDOLE-2-CARBOXYLIC ACID Chemical Properties 

form 

Powder

color 

Light yellow to brownish

Appearance:

brown to orange powder

Density:

1.381g/cm3

Melting Point:

197-201ºC

Boiling Point:

447.6ºC at 760 mmHg

Flash Point:

224.5ºC

Storage Condition:

Refrigerator

BRN 

157478

InChIKey

YEBJVSLNUMZXRJ-UHFFFAOYSA-N

CAS DataBase Reference

4382-54-1(CAS DataBase Reference)

 

Safety Information 

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

NL6005000

HazardClass 

IRRITANT

Hs code

2933990090

 

5-METHOXYINDOLE-2-CARBOXYLIC ACID Usage And Synthesis

Chemical Properties

LIGHT YELLOW TO BROWNISH POWDER

Uses

Reactant for preparation of:• ;Anticancer agents1• ;A fluorescent small molecule probe for in vivo lipid imaging2• ;Indoleamine 2,3-dioxygenase (IDO) inhibitors3• ;Selective Dopamine D3 receptor ligands4• ;5-HT4 receptor ligands5• ;Inhibitors of Mycobacterium tuberculosis pantothenate synthetase6• ;Hypoxia selective cytotoxins7• ;Potent antitumor bifunctional DNA alkylating agents8

Description

5-Methoxyindole-2-carboxylic Acid is a very useful synthetic intermediate. It is a reactant used to prepare anticancer agents, Indoleamine 2,3-dioxygenase (IDO) inhibitors, and potent antitumor bifunctional DNA alkylating agents

Intermediate as

136816-75-6 Atevirdine, 130445-55-5 PIM-55

 

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Synthesis route

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Reference:

Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282

 

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Reference:

Cruces, M. A.; Elorriaga, C.; Fernandez-Alvarez, E.; Lopez, O. Nieto European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 257 - 265

 

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Reference:

Blaikie; Perkin Journal of the Chemical   Society, 1924 , vol. 125, p. 313

 

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Reference:

Bessard, Yves Organic Process Research and   Development, 1998 , vol. 2, # 4 p. 214 - 220

 

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Reference:

Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282

 

5-METHOXYINDOLE-2-CARBOXYLIC ACID Preparation Products And Raw materials 


Upstream information

4-methoxybenzenediazonium,chloride; 3-Methoxybenzaldehyde; 3-(5-methoxy-2-nitrophenyl)-2-oxopropanoic acid; dimethyl sulfate; p-Anisidine; Ethyl 5-Methoxyindole-2-Carboxylate; 1-Methylpiperazine; 2-mercapto-2-methyl-1-propylamine; ethyl 2-[2-(4-methoxyphenyl)hydrazinylidene]propanoate;iodomethane;


Downtream information

14-[5-methoxy-1-(4-methoxyphenyl)sulfonylindol-3-yl]tetradecan-1-ol; Ethyl 3-formyl-5-methoxy-1H-indole-2-carboxylate; methyl 5-methoxy-1-methylindole-2-carboxylate; 5-methoxy-1-(4-methoxyphenyl)sulfonylindole-3-carbaldehyde; 18-[5-methoxy-1-(4-methoxyphenyl)sulfonylindol-3-yl]octadecan-1-ol; 5-Methoxy-1H-indole-2-carbaldehyde; 5-METHOXYINDOLE-2-CARBOXYLIC ACID; 5-Methoxyindole-3-carboxaldehyde; Methyl 5-methoxyindole-2-carboxylate; 5-Methoxyindole

 

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