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 |
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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 |
Reference:Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282
Reference:Cruces, M. A.; Elorriaga, C.; Fernandez-Alvarez, E.; Lopez, O. Nieto European Journal of Medicinal Chemistry, 1990 , vol. 25, # 3 p. 257 - 265
Reference:Blaikie; Perkin Journal of the Chemical Society, 1924 , vol. 125, p. 313
Reference:Bessard, Yves Organic Process Research and Development, 1998 , vol. 2, # 4 p. 214 - 220
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
