113980

7-Methoxyindole

97%

• Synonym(s): NSC 100739
• Empirical Formula (Hill Notation): C₉H₉NO
• CAS Number: 3189-22-8
• Molecular Weight: 147.17
• EC Number: 221-690-1
• MDL number: MFCD00047203
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847155

Properties

• Assay: 97%
• refractive index: n20/D 1.612 (lit.)
• bp: 108-110 °C/0.3 mmHg (lit.)
• density: 1.126 g/mL at 25 °C (lit.)
• SMILES string: COc1cccc2cc[nH]c12
• InChI: 1S/C9H9NO/c1-11-8-4-2-3-7-5-6-10-9(7)8/h2-6,10H,1H3
• InChI key: FSOPPXYMWZOKRM-UHFFFAOYSA-N

Description

Application

7-Methoxyindole is used to study the effects of methoxy and amino substitution on the indole ring.

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors
• Reactant for preparation of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
• Reactant for preparation of bis(indolyl)alkanehydroxamic acids as histone deacetylase inhibitors
• Reactant for preparation of β-carboline-1-carboxylic acids as inhibitors of mitogen activated protein kinase-activated protein kinase 2

Biochem/physiol Actions

7-Methoxyindole inhibits tobacco cell growth that can be partially reversed by indole and tryptophan.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H315,H318,H335
• Precautionary Statements: P261 - P280 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): >235.4 °F - closed cup
• Flash Point(C): > 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves