3610-42-2

Basic information

• Product Name: 5-bromo-1H-indole-3-ethylamine
• Synonyms: 5-bromo-1H-indole-3-ethylamine;5-bromotryptamine;5-Bromo-1H-indole-3-(ethanamine);5-Bromo-1H-indole-3-ethanamine;Einecs 222-779-8;3-(2-AMinoethyl)-5-broMoindole, 97%;1H-Indole-3-ethanamine,5-bromo-
• CAS NO: 3610-42-2
• Molecular Formula: C₁₀H₁₁BrN₂
• Molecular Weight: 239.11174
• EINECS: 222-779-8
• Mol File: 3610-42-2.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 396.2°Cat760mmHg
• Flash Point: 193.4°C
• Appearance: /Solid
• Density: 1.547g/cm³
• Vapor Pressure: 1.74E-06mmHg at 25°C
• Refractive Index: 1.693
• PKA: 16.24±0.30(Predicted)
• CAS DataBase Reference: 5-bromo-1H-indole-3-ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-1H-indole-3-ethylamine(3610-42-2)
• EPA Substance Registry System: 5-bromo-1H-indole-3-ethylamine(3610-42-2)

Safety Data

• Hazardous Substances Data: 3610-42-2(Hazardous Substances Data)

Usage

Uses

N-Boc-O-benzyl-D-tyrosine is used as a intermediate for pharmaceutical and chemical research.

InChI:InChI=1/C10H11BrN2/c11-8-1-2-10-9(5-8)7(3-4-12)6-13-10/h1-2,5-6,13H,3-4,12H2

Upstream product

• 6346-09-4 4-aminobutyrylaldehyde diethylacetal 
• 589-21-9 (4-bromophenyl)hydrazine 
• 131653-79-7 (E)-5-bromo-3-(2-nitroethenyl)-1H-indole 
• 5548-10-7 indole-3-glyoxylamide 
• 131653-79-7 2-(5'-bromo-3'-indolyl)-1-nitroethene 
• 10075-50-0 5-bromo-1H-indole 
• 73430-27-0 1-dimethylamino-2-nitroethene 
• 6548-09-0 5-bromo-DL-tryptophan 
• 54322-20-2 4-chloro-1-hydroxy-1-butanesulfonate sodium 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 123475-33-2 2-(5'-Bromo-3'-indolyl)-1-nitroethane 
• 631-61-8 ammonium acetate 
• 877-03-2 5-bromo-1H-indole-3-carboxaldehyde 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 222733-79-1 N,N-dibenzyl-5-bromotryptamine 
• 17274-65-6 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1H-indole 
• 222733-80-4 dibenzyl-[2-(5-cyclopent-1-enyl-1H-indol-3-yl)-ethyl]-amine 
• 174021-63-7 tert-butyl N-[2-(5-bromo-1H-indol-3-yl)ethyl]carbamate 
• 1201916-18-8 C₁₈H₁₇BrN₂O₂ 
• 1201916-22-4 C₁₈H₁₆Br₂N₂O₂ 
• 1256944-49-6 (2R,3S,12bR)-methyl 9-bromo-4-oxo-2-phenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-3-carboxylate 
• 1256944-50-9 (2R,3S,12bR)-methyl 9-bromo-2-(4-bromophenyl)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-3-carboxylate 
• 1256944-51-0 (2R,3S,12bR)-methyl 9-bromo-2-(4-fluorophenyl)-4-oxo-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-3-carboxylate 
• 1256944-54-3 (2R,3S,12bR)-ethyl 9-bromo-4-oxo-2-phenyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-3-carboxylate 
• 1007893-79-9 (6-bromo-9H-pyrido[3,4-b]indol-1-yl)(3,5-dibromo-4-hydroxyphenyl)methanone 

Relevant articles and documents

Synthesis of Vinca Alkaloids and Related Compounds, XXXIV: Synthesis of (3S,14S,16S)-Bromovincamines and Bromoapovincamines by Regioselective Bromination

By bromimation of the iminium salt 2a (X=Cl), the 9-bromo derivative 2c (X=ClO4) is obtained in isomer-free state.Bromination of the lactam 8d leads to ca. 7.5:1 mixture of 11-bromo (8c) and 9-bromo (8a) lactams.These precursors have been used to synthesize 9-, 10- and 11-bromovincamines (11a-c), and 9-, 10- and 11-bromoapovincamines (12a-c).

Synthesis of 1-methoxyindoles and related analogs of pimprinine, (±)-chelonin A and B, based on 1-hydroxy-indole chemistry

The total synthesis of pimprinine, (±)-chelonin A and B, and their analogs are achieved based on 1-hydroxyindole chemistry.

Design, synthesis and biological evaluation of tryptamine salicylic acid derivatives as potential antitumor agents

A series of tryptamine salicylic acid derivatives were synthesized and their antiproliferative activity against MGC-803, MCF-7, HepG2, A549 and HeLa cell lines was evaluated. The structure-activity relationship (SAR) study revealed that different substitutions of the C5 and C3′-C5′ positions have certain effects on the anti-proliferation activity. The growth assay revealed that N-[2-(5-bromo-1H-indol-3-yl)-ethyl]-2-hydroxy-3-methyl-benzamide (E20) showed the most potent and broad-spectrum anticancer inhibition of all the cell lines evaluated, and was only more potent than 5-Fu for the gastric cancer cell line. Preliminary studies indicated that compound E20 could inhibit colony formation and migration of MGC-803 cells. The flow cytometry (FCM) results showed that compound E20 arrested the cell cycle in the G2/M phase and induced apoptosis of MGC-803 cells in a concentration-dependent manner. In addition, the western blot results showed that E20 can down-regulate the expression of hexokinase 2. Our studies suggest that the framework of N-[2-(5-bromo-1H-indol-3-yl)-ethyl]-2-hydroxy-3-methyl-benzamide may be consider as a new type of chemical for designing effective anti-cancer drugs targeting gastric cancer cells.