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5-METHOXYINDOLE-2-CARBOXYLIC ACID

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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
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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
pka
4.38±0.30(Predicted)
form 
Powder
color 
Light yellow to brownish
BRN 
157478
InChIKey
YEBJVSLNUMZXRJ-UHFFFAOYSA-N
CAS DataBase Reference
4382-54-1(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
NL6005000
HazardClass 
IRRITANT
HS Code 
29339900

MSDS

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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

Uses

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.

Uses

Reactant 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

Definition

ChEBI: 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.

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