74420-15-8

Basic information

• Product Name: 3-Bromo-7-azaindole
• Synonyms: 3-BROMO-7-AZAINDOLE;3-BROMO-1H-PYRROLO[2,3-B]PYRIDINE;1H-PYRROLO[2,3-B]PYRIDINE, 3-BROMO-;3-Bromo-7-azaindole (3-bromo-1H-pyrrolo[2,3-b]pyridine）;3-broMo-1H-pyrrolo[2,3-b]pyridine 5-(trifluoroMethyl)-1H-iMidazole;3-BroMo-pyrrolo[2,3-b]pyridine;3-Bromo-7-azaindole 97%
• CAS NO: 74420-15-8
• Molecular Formula: C₇H₅BrN₂
• Molecular Weight: 197.03
• Product Categories: Heterocycles;Halides;CHIRAL CHEMICALS;Fused Ring Systems;Azaindole;Building Blocks;Indole Derivatives;Miscellaneous Reagents;Azaindoles
• Mol File: 74420-15-8.mol
• Article Data: 28

Chemical Properties

• Melting Point: 172-175
• Boiling Point: 336.4 °C at 760 mmHg
• Flash Point: 157.3 °C
• Appearance: White to brown/Powder
• Density: 1.77 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: Dichloromethane, Ethyl Acetate
• PKA: 5.89±0.20(Predicted)
• CAS DataBase Reference: 3-Bromo-7-azaindole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-7-azaindole(74420-15-8)
• EPA Substance Registry System: 3-Bromo-7-azaindole(74420-15-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39
• RIDADR: UN 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 74420-15-8(Hazardous Substances Data)

Usage

Chemical Properties

3-Bromo-7-azaindole is Yellow solid

Uses

Different sources of media describe the Uses of 74420-15-8 differently. You can refer to the following data:
1. 3-Bromo-7-azaindole is a reagent used in the preparation of biologically active Azaindoles.
2. A reagent used in the preparation of biologically active Azaindoles.
3. Useful starter in 7-azaindole chemistry

Upstream product

• 156270-06-3 7-azaindolyl-3-carboxylic acid 
• 271-63-6 7-Azaindole 

Downstream Products

• 271-63-6 7-Azaindole 
• 90929-77-4 1-(2-hydroxyethyl)-7-azaindole 
• 90929-76-3 3-(2-hydroxyethyl)-7-azaindole 
• 74420-08-9 3-Bromo-1H-pyrrolo<2,3-b>pyridine 7-oxide 
• 226085-17-2 tert-butyl 3-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 
• 226085-15-0 3-bromo-1-tert-butyldimethylsilyl-7-azaindole 
• 226085-18-3 3-bromo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 4649-09-6 1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde 
• 1338810-88-0 4-(4-aminobenzyl)-7-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrrolo[1,2-a]pyrazin-1(2H)-one 
• 1338810-89-1 4-{4-[(pyridin-2-ylmethyl)amino]benzyl}-7-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrrolo[1,2-a]pyrazin-1(2H)-one 
• 1338811-07-6 4-[4-(aminomethyl)benzyl]-7-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrrolo[1,2-a]pyrazin-1(2H)-one 
• 1338811-14-5 N-(4-{[1-oxo-7-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1,2-dihydropyrrolo[1,2-a]pyrazin-4-yl]methyl}phenyl)benzamide 
• 1338811-37-2 2-(2,4-dimethoxybenzyl)-4-(4-nitrobenzyl)-7-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrrolo[1,2-a]pyrazin-1(2H)-one 
• 1338811-38-3 4-(4-aminobenzyl)-2-(2,4-dimethoxybenzyl)-7-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrrolo[1,2-a]pyrazin-1(2H)-one 

Relevant articles and documents

Discovery of a novel class of covalent dual inhibitors targeting the protein kinases bmx and btk

The nonreceptor tyrosine TEC kinases are key regulators of the immune system and play a crucial role in the pathogenesis of diverse hematological malignancies. In contrast to the substantial efforts in inhibitor development for Bruton’s tyrosine kinase (BTK), specific inhibitors of the other TEC kinases, including the bone marrow tyrosine kinase on chromosome X (BMX), remain sparse. Here we present a novel class of dual BMX/BTK inhibitors, which were designed from irreversible inhibitors of Janus kinase (JAK) 3 targeting a cysteine located within the solvent-exposed front region of the ATP binding pocket. Structure-guided design exploiting the differences in the gatekeeper residues enabled the achievement of high selectivity over JAK3 and certain other kinases harboring a sterically demanding residue at this position. The most active compounds inhibited BMX and BTK with apparent IC50 values in the single digit nanomolar range or below showing moderate selectivity within the TEC family and potent cellular target engagement. These compounds represent an important first step towards selective chemical probes for the protein kinase BMX.

Visible-light-promoted oxidative halogenation of (hetero)arenes

Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.

COMPOUNDS FOR USING IN IMAGING AND PARTICULARLY FOR THE DIAGNOSIS OF NEURODEGENERATIVE DISEASES

The invention relates to compounds of formula (II) for using in imaging and particularly for the diagnosis of neurodegenerative diseases