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5-Methoxy-2-methyl-3-indoleacetic acid

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5-Methoxy-2-methyl-3-indoleacetic acid Basic information
Product Name:5-Methoxy-2-methyl-3-indoleacetic acid
Synonyms:5-METHOXY-2-METHYL INDOLE ACETIC ACID;Indomethacin impurity 1/5-methoxy-2-methyl-1H-Indole-3-acetic acid;Indomethacin EP Impurity B;Indometacin Impurit Ⅰ:5-Methoxy-2-Methyl-3-IndoleaceticAcid;Indomethacin USP RC A;5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID;(5-METHOXY-2-METHYL-1H-INDOL-3-YL)-ACETIC ACID;5-methoxy-2-methylindol-3-ylacetic acid
CAS:2882-15-7
MF:C12H13NO3
MW:219.24
EINECS:220-734-7
Product Categories:Heterocycles;Indole Derivatives;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Indoles and derivatives;Indoles;Heterocyclic Building Blocks;Building Blocks;Heterocyclic Compounds
Mol File:2882-15-7.mol
5-Methoxy-2-methyl-3-indoleacetic acid Structure
5-Methoxy-2-methyl-3-indoleacetic acid Chemical Properties
Melting point 161-163 °C (lit.)
Boiling point 360.05°C (rough estimate)
density 1.1825 (rough estimate)
refractive index 1.5270 (estimate)
storage temp. 2-8°C
solubility methanol: soluble
pka4.22±0.30(Predicted)
form Crystalline Powder
color Off-white to light yellow or light beige
InChI1S/C12H13NO3/c1-7-9(6-12(14)15)10-5-8(16-2)3-4-11(10)13-7/h3-5,13H,6H2,1-2H3,(H,14,15)
InChIKeyTXWGINUZLBAKDF-UHFFFAOYSA-N
SMILESCOc1ccc2[nH]c(C)c(CC(O)=O)c2c1
CAS DataBase Reference2882-15-7(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29349990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
5-Methoxy-2-methyl-3-indoleacetic acid Usage And Synthesis
Chemical Propertiesslightly yellow fine crystalline powder
UsesA metabolite of Indomethacin.
Uses
  • Reactant for preparation of antimalarial agents
  • Reactant for preparation of ndomethacin analogs as cyclooxygenase and lipoxygenase inhibitors with antiinflammatory activity
  • Reactant for preparation of [123I]-indomethacin derivatives as COX-2 targeted imaging agents
  • Reactant for preparation of histone deacetylase inhibitors
  • Reactant for preparation of 2,N6,5′-substituted adenosine derivatives as ligands for A2B adenosine receptor
  • Reactant for preparation of prostaglandin D2 receptor antagonist
Uses5-Methoxy-2-methyl-3-indoleacetic acid was used for quantitative determination of indomethacin and its major impurities in suppository and capsule formulations by HPLC. 5-Methoxy-2-methyl-3-indoleacetic acid was used in a study to develop fast, sensitive and simultaneous determination of metabolites of serotonin using liquid chromatography with mass spectrometric detection.
DefinitionChEBI: N-Deschlorobenzoyl indomethacin is a member of indole-3-acetic acids.
General Description5-Methoxy-2-methyl-3-indoleacetic acid is hydrolysis product of indomethacin.
5-Methoxy-2-methyl-3-indoleacetic acid Preparation Products And Raw materials
Preparation Productsmethyl 5-methoxy-2-methyl-1H-indole-3-acetate
Tag:5-Methoxy-2-methyl-3-indoleacetic acid(2882-15-7) Related Product Information
1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-3-INDOLEACETIC ACID 2-Methylindole 4-Chloro-N-(4-Methoxyphenyl)benzaMide, 97% 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, 2-hydroxypropyl ester 4-Chloro-2-(4-chlorobenzoyl)-1-(4-Methoxyphenyl)hydrazide Benzoic Acid 4-Chlorobenzoic acid Benzoic acid, 4-chloro-, 2,3-dihydroxypropyl ester 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-, ethyl ester IndoMethacin DiaMide methyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetate 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-,2,3-d ihydroxypropyl ester Indometacin EP Impurity G Indometacin EP Impurity D Indometacin Impurity 17 Methanone, (4-chlorophenyl)[2,6-dichloro-4-(hydroxymethyl)phenyl]- Indometacin Impurity 18 1H-Indole-3-aceticacid,1-(3-chlorobenzoyl)-5-methoxy-2-methyl 2-(4-Methoxyphenyl)hydrazinesulfonic acid sodium salt monohydrate