1908-67-4

Basic information

• Product Name: 1H-Indole-3-methanol, 1-methyl-a-phenyl-
• CAS NO: 1908-67-4
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• Mol File: 1908-67-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Indole-3-methanol, 1-methyl-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-methanol, 1-methyl-a-phenyl-(1908-67-4)
• EPA Substance Registry System: 1H-Indole-3-methanol, 1-methyl-a-phenyl-(1908-67-4)

Safety Data

• Hazardous Substances Data: 1908-67-4(Hazardous Substances Data)

Usage

Indole derivative

Yes

Contains a methyl group

Yes (attached to nitrogen atom)

Contains a phenyl group

Yes (attached to carbon atom)

Known for potential pharmacological activities

Yes

Studied for potential use in treatment of various diseases and conditions

Yes

Used as a precursor in the synthesis of other organic compounds and pharmaceuticals

Yes

Exhibits antioxidant properties

Yes

Exhibits anti-inflammatory properties

Yes

Of interest in the field of medicinal chemistry

Yes

Upstream product

• 19012-03-4 N-methyl-3-formylindole 
• 1589-82-8 phenylmagnesium bromide 
• 98-88-4 benzoyl chloride 
• 603-76-9 1-methylindole 
• 100-52-7 benzaldehyde 
• 15224-25-6 3-benzoylindole 
• 19012-01-2 3-benzoyl-1-methylindole 

Downstream Products

• 29670-54-0 3,3'-(phenylmethane-1,1-diyl)bis(1-methyl-1H-indole) 
• 100-52-7 benzaldehyde 
• 24486-66-6 1-methyl-3-(phenylmethyl)-1H-indole 

Relevant articles and documents

Gallium(III)-catalyzed three-component (4+3) cycloaddition reactions

Direct approach to indoles: The title reaction generates cyclohepta[b]indole derivatives in a single step at room temperature (see scheme). Exclusion of air or moisture is not required. DFT calculations support a stepwise cyclization event, and the versatility of the method is demonstrated by providing quick access to a library of cyclohepta[b]indole analogues. Copyright

Friedel-Crafts Hydroxyalkylation of Indoles Mediated by Trimethylsilyl Trifluoromethanesulfonate

Indoles and N-alkylindoles undergo Friedel-Crafts addition to aldehydes in the presence of trimethylsilyl trifluoromethanesulfonate and a trialkylamine to produce 3-(1-silyloxyalkyl)indoles. Neutralization of the reaction mixture with pyridine followed by deprotection under basic conditions with tetrabutylammonium fluoride provides the 1:1 adduct as the free alcohol. This method prevents spontaneous conversion of the desired products to the thermodynamically favored bisindolyl(aryl)methanes, a process typically observed when indoles are reacted with aldehydes under acidic conditions.

Di- and triheteroarylalkanes via self-condensation and intramolecular Friedel-Crafts type reaction of heteroaryl alcohols

An efficient synthetic approach to diheteroarylmethanes and 1,3-diheteroarylpropenes has been developed via Yb(iii)-catalyzed sequential self-condensation of 2-furfuryl (or 2-thienyl or 3-indolyl) alcohols followed by intramolecular Friedel-Crafts type re