622863-63-2

Basic information

• Product Name: 1H-Indole,2-ethenyl-5-methoxy-(9CI)
• Synonyms: 1H-Indole,2-ethenyl-5-methoxy-(9CI)
• CAS NO: 622863-63-2
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.214
• Product Categories: METHOXY
• Mol File: 622863-63-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indole,2-ethenyl-5-methoxy-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole,2-ethenyl-5-methoxy-(9CI)(622863-63-2)
• EPA Substance Registry System: 1H-Indole,2-ethenyl-5-methoxy-(9CI)(622863-63-2)

Safety Data

• Hazardous Substances Data: 622863-63-2(Hazardous Substances Data)

Upstream product

• 21778-81-4 5-methoxy-1H-indole-2-carbaldehyde 
• 19493-09-5 Methylenetriphenylphosphorane 
• 21000-80-6 2-(5-methoxy-1H-indol-2-yl)ethyl 4-methylbenzenesulfonate 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 20357-24-8 5-methoxy-2-nitro-benzaldehyde 

Relevant articles and documents

Non-Bonding Electron Pair versus π-Electrons in Solution Phase Halogen Bond Catalysis: Povarov Reaction of 2-Vinylindoles and Imines

The non-bonding electron pair (n-pair) of heteroatoms and π-electrons are both efficient halogen bond (XB) acceptors. In solid and gas phase studies, n-pairs generally prevail over π-bonding orbitals as XB acceptors, whereas few studies have been conducte

Synthesis of 2-Substituted Indoles through Visible Light-Induced Photocatalytic Cyclizations of Styryl Azides

A visible light-induced photocatalytic intramolecular cyclization of styryl azides has been developed in the presence of the ruthenium complex Ru(bpy)3Cl2 (0.5 mol%) as photocatalyst at room temperature. The present photocatalytic strategy features operational simplicity as well as high functional group tolerance, and provides a facile access to various 2-substituted N-free indoles in good to excellent yields. Importantly, the present process can employ sunlight as the light source to afford the corresponding products without loss of reaction efficiency.

Synthesis, NMR conformational analysis and pharmacological evaluation of 7,7a,13,14-tetrahydro-6H-cyclobuta[b]pyrimido[1,2-a:3,4-a′]diindole analogues as melatonin receptor ligands

A structure for the self-condensation product of 2-(1H-indol-2-yl)ethyl tosylate 2a, previously proposed as 6,7,14,15-tetrahydro-15aH-azocino[1,2-a:6,5- b]diindole 3a, was revised based on the 13C-2D-INADEQUATE experiment, and proved to be 7,7a,13,14-tetrahydro-6H-cyclobuta[b]pyrimido[1,2-a:3,4- a′]diindole 4a. A mechanism for the unexpected formation of this novel hexacyclic heterocycle was proposed and its NMR solution structure was elucidated. Five derivatives of the title ring skeleton 12-16 designed as melatonin receptor ligands were synthesized and their affinities for the human MT1 and MT2 receptors were determined. Both butyramides 13 and 15, as well as the non-methoxy acetamide 12 exhibited micromolar binding affinities for both receptors being slightly MT2 selective. The methoxy acetamide 14 showed the best pharmacological profile exhibiting a five times higher affinity for MT1 (Ki = 49 nM) than for MT2 (Ki = 246 nM) receptor. This journal is The Royal Society of Chemistry.