1075-34-9

Basic information

• Product Name: 5-BROMO-2-METHYLINDOLE
• Synonyms: 5-BROMO-2-METHYLINDOLE;5-BROMO-2-METHYL-1H-INDOLE;2-METHYL-5-BROMO INDOLE;1H-Indole, 5-bromo-2-methyl-
• CAS NO: 1075-34-9
• Molecular Formula: C₉H₈BrN
• Molecular Weight: 210.07
• Product Categories: Indole;Halogenated Heterocycles;Heterocyclic Building Blocks;Indoles;IndolesBuilding Blocks
• Mol File: 1075-34-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 104-107 °C(lit.)
• Boiling Point: 325.1 °C at 760 mmHg
• Flash Point: 150.4 °C
• Appearance: Yellow to pink to tan/Powder
• Density: 1.564 g/cm³
• Vapor Pressure: 0.000445mmHg at 25°C
• Refractive Index: 1.684
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 16.61±0.30(Predicted)
• CAS DataBase Reference: 5-BROMO-2-METHYLINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-METHYLINDOLE(1075-34-9)
• EPA Substance Registry System: 5-BROMO-2-METHYLINDOLE(1075-34-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 1075-34-9(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-methylindole, a bromoalkylindole derivative, has been reported to be prepared by the bromination of 2-methylindole and characterized by 1H NMR.

InChI:InChI=1/C9H8BrN/c1-6-4-7-5-8(10)2-3-9(7)11-6/h2-5,11H,1H3

Upstream product

• 67-64-1 acetone 
• 589-21-9 (4-bromophenyl)hydrazine 
• 13061-96-6 dihydroxy-methyl-borane 
• 1240045-42-4 2,5-dibromo-1H-indole 
• 95-20-5 2-methyl-1H-indole 
• 158585-48-9 5-bromo-2-methyl-3-(phenylthio)-1H-indole 
• 99847-70-8 5-bromo-2-methyl-2,3-dihydroindole 
• 20357-20-4 5-bromo-2-nitrobenzaldehyde 
• 56904-86-0 tert-butyl 2-(triphenylphosphoranylidene)propionate 
• 10075-50-0 5-bromo-1H-indole 
• 74-83-9 methyl bromide 
• 267002-57-3 2-allyl-4-bromoaniline 
• 106-40-1 4-bromo-aniline 
• 6872-06-6 2-methyl indoline 

Downstream Products

• 181299-26-3 1-benzenesulfonyl-5-bromo-2-methyl-1H-indole 
• 181299-27-4 1-(1-Benzenesulfonyl-2-methyl-1H-indol-5-yl)-ethanone 
• 837392-54-8 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 
• 1219741-76-0 methyl 5-[(6-chloro-5-(2-methyl-1H-indol-5-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]-2-methylbenzoate 
• 4583-55-5 5-bromo-2,3-dimethyl-1H-indole 
• 1297279-95-8 2-(3-(1-benzyl-6-oxo-1,6-dihydropyridazin-3-yl)-5-bromo-2-methyl-1H-indol-1-yl)acetic acid 
• 1227380-58-6 C₁₇H₁₅BrN₂O₂ 
• 1122006-95-4 (+)-7-bromo-1-(4-chloro-phenyl)-3a-methyl-4,8b-dihydro-3aH-cyclopenta[b]-indol-3-one 
• 1122006-91-0 (-)-7-bromo-3a-methyl-1-phenyl-4,8b-dihydro-3aH-cyclopenta[b]-indol-3-one 
• 1079-43-2 5-Brom-2-methyl-tryptamin 
• 919295-69-5 tert-butyl (5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)methyl(tert-butoxycarbonyloxy)carbamate 
• 919295-70-8 N-(1-benzenesulfonyl-5-bromo-2-methyl-1H-indol-3-ylmethyl)-hydroxylamine 
• 919295-68-4 (1-benzenesulfonyl-5-bromo-2-methyl-1H-indol-3-yl)-methanol 
• 919295-67-3 5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde 

Relevant articles and documents

Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents

The selective oxidation of C2-alkyl-substituted indoles to 3-oxindole and the selective C-H oxygenation or amination of C2,C3-dialkyl-substituted indoles at C2 are reported under mild conditions. The position of the alkyl substitution on the indole directs the reaction to different pathways under similar conditions.

Asymmetric Hydrogenation of Unprotected Indoles Catalyzed by η6-Arene/N-Me-sulfonyldiamine-Ru(II) Complexes

Protecting-group-free transformation is a challenging and important issue in atom-economical organic synthesis. The η6-arene/N-Me-sulfonyldiamine-Ru(II)-BF4 complex-catalyzed asymmetric hydrogenation of 2-substituted unprotected indoles in weakly acidic hexafluoroisopropanol gives optically active indoline compounds with up to >99% ee. Under mild reaction media, halogen atoms and synthetically important protecting groups (e.g., silyl ether, acetal, benzyl ether, and ester) on indoles are maintained, which is advantageous for the synthesis of further complex indoline molecules.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.