5-METHOXYINDOLE-2-CARBOXYLIC ACID

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:Building Blocks;C10;Indoles;Simple Indoles;Chemical Synthesis;Heterocyclic Building Blocks;Indole/indoline/oxindole;Indole and Indoline;Indoles and derivatives;Indole;Boronic Acid;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks
Mol File:4382-54-1.mol
5-METHOXYINDOLE-2-CARBOXYLIC ACID Structure
5-METHOXYINDOLE-2-CARBOXYLIC ACID Chemical Properties
Melting point 199-201 °C (lit.)
Boiling point 326.92°C (rough estimate)
density 1.2722 (rough estimate)
refractive index 1.5310 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka4.38±0.30(Predicted)
form Powder
color Light yellow to brownish
BRN 157478
InChIKeyYEBJVSLNUMZXRJ-UHFFFAOYSA-N
CAS DataBase Reference4382-54-1(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS NL6005000
HazardClass IRRITANT
HS Code 29339900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
5-METHOXYINDOLE-2-CARBOXYLIC ACID Usage And Synthesis
Chemical PropertiesLIGHT YELLOW TO BROWNISH POWDER
UsesReactant 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
Uses5-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.
UsesReactant for preparation of:
  • Anticancer agents
  • A fluorescent small molecule probe for in vivo lipid imaging
  • Indoleamine 2,3-dioxygenase (IDO) inhibitors
  • Selective Dopamine D3 receptor ligands
  • 5-HT4 receptor ligands
  • Inhibitors of Mycobacterium tuberculosis pantothenate synthetase
  • Hypoxia selective cytotoxins
  • Potent antitumor bifunctional DNA alkylating agents
DefinitionChEBI: 5-methoxyindole-2-carboxylic acid is an indolecarboxylic acid that is indole-2-carboxylic acid carrying an additional methoxy substituent at position 5. It has a role as a plant metabolite, a hypoglycemic agent and an EC 1.8.1.4 (dihydrolipoyl dehydrogenase) inhibitor. It is an indolecarboxylic acid and an aromatic ether.
5-METHOXYINDOLE-2-CARBOXYLIC ACID Preparation Products And Raw materials
Preparation Products5-Methoxyindole
5-BENZYLOXYINDOLE-2-CARBOXYLIC ACID 3-(2-AMINO-ETHYL)-5-ETHOXY-1H-INDOLE-2-CARBOXYLIC ACID 6-BENZYLOXY-5-METHOXYINDOLE-2-CARBOXYLIC ACID 5-METHOXYINDOLE-2-CARBOXYLIC ACID ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE AKOS BB-9156 3-AMINO-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER AKOS JY2083221 5-METHOXYINDOLE-2-CARBOXYLIC ACID METHYL ESTER,5-METHOXYINDOLE-2-CARBOXYLIC ACID METHYL ESTER 98% (HPLC) 5-METHOXY-3-METHYL-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER 5,6-DIMETHOXYINDOLE-2-CARBOXYLIC ACID ETHYL 5-(TRIFLUOROMETHOXY)INDOLE-2-CARBOXYLATE 5-METHOXYINDOLE-2-CARBOXYLIC ACID ETHYL ESTER 3-ACETYLAMINO-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID 3-(2-AMINO-ETHYL)-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID 5-(TRIFLUOROMETHOXY)INDOLE-2-CARBOXYLIC ACID ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE AKOS JY2083359

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