30536-48-2

Basic information

• Product Name: 1-Methoxyindoleacetonitrile
• Synonyms: 1-Methoxy-3-indoleacetonitrile;1-Methoxyindoleacetonitrile;Caulilexin C
• CAS NO: 30536-48-2
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.2099
• Mol File: 30536-48-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Methoxyindoleacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methoxyindoleacetonitrile(30536-48-2)
• EPA Substance Registry System: 1-Methoxyindoleacetonitrile(30536-48-2)

Safety Data

• Hazardous Substances Data: 30536-48-2(Hazardous Substances Data)

Usage

General Description

1-Methoxyindoleacetonitrile is a chemical compound that belongs to the indole family. It is a derivative of indole with a methoxy group and an acetonitrile functional group attached to the carbon at position 1 of the indole ring. 1-Methoxyindoleacetonitrile has been studied for its potential pharmaceutical and biological activities, particularly as a precursor in the synthesis of biologically active molecules. It has been investigated for its potential as an anti-tumor agent and for its ability to inhibit the growth of cancer cells. Additionally, 1-Methoxyindoleacetonitrile has been studied for its potential in the treatment of neurological disorders and as a building block in the synthesis of various pharmaceuticals and bioactive compounds.

Upstream product

• 771-51-7 indole-3-acetonitrile 
• 69111-76-8 1-methoxy-3-(2-nitrovinyl)indole 
• 91913-79-0 9-Methoxy-4,4a,9,9a-tetrahydro-[1,2]oxazino[6,5-b]indole-3-carboxylic acid ethyl ester 
• 91913-80-3 ethyl 2-hydroxyimino-3-(1-methoxy-3-indolyl)propionate 
• 32991-03-0 trans-β-dimethylamino-2-nitrostyrene 
• 54698-11-2 1-methoxyindole 
• 3289-82-5 1-hydroxyindole 
• 64802-55-7 2,3-dihydro-1H-indole-3-acetonitrile 
• 77-78-1 dimethyl sulfate 
• 5187-84-8 1-methoxy-3-indolylmethyl glucosinolate 
• 91913-81-4 2-hydroxyimino-3-(1-methoxy-3-indolyl)propionic acid 
• 98258-85-6 1-methoxy-3-(2-nitroethyl)indole 

Relevant articles and documents

The phytoalexins from cauliflower, caulilexins A, B and C: Isolation, structure determination, syntheses and antifungal activity

Our continuous search for phytoalexins from crucifers led us to examine phytoalexin production in florets of cauliflower (Brassica oleracea var. botrytis) under abiotic (UV light) elicitation. Four known (isalexin, S-(-)-spirobrassinin, 1-methoxybrassitin, brassicanal C) and three new (caulilexins A-C) phytoalexins were isolated. The syntheses and antifungal activity of caulilexins A-C against the economically important pathogenic fungi Leptosphaeria maculans, Rhizoctonia solani and Sclerotinia sclerotiorum, and the first synthesis of brassicanal C are reported.

Chemistry of Indole Glucosinolates: Intermediacy of Indol-3-ylmethyl Isothiocyanates in the Enzymic Hydrolysis of Indole Glucosinolates

The enzymic hydrolysis of 1-methoxyindol-3-ylmethyl glucosinolate (1b) proceeds via the corresponding isothiocyanate (2b), thus providing evidence for a previously unsubstantiated breakdown pathway and establishing a link with 1-methoxycyclobrassinin (4b) and related indole phytoalexins.

SYNTHETIC STUDY FOR 1-METHOXYINDOLES AND 1-METHOXY-2-OXINDOLES

The first syntheses of 1-methoxypimprinine, 9-methoxy-β-carboline derivatives, and 3,3-disubstituted 1-methoxy-2-oxindoles are reported.A practical short step synthetic method for 1-methoxyindole-3-acetonitrile is also reported.