83393-46-8

Basic information

• Product Name: Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- (9CI)
• Synonyms: Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- (9CI);3-ACETYL-7(1H)-AZAINDOLE;Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-;3-Acetyl-1H-pyrrolo[2,3-b]pyridine;1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone
• CAS NO: 83393-46-8
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17262
• Product Categories: ACETYLGROUP
• Mol File: 83393-46-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 202-206°C
• Appearance: /
• Density: 1.265 g/cm³
• Refractive Index: 1.658
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- (9CI)(83393-46-8)
• EPA Substance Registry System: Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- (9CI)(83393-46-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 83393-46-8(Hazardous Substances Data)

Usage

Description

Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)(9CI) is an organic compound that serves as a crucial intermediate in the synthesis of vemurafenib, a kinase inhibitor used for the treatment of BRAF-mutated melanoma. Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)(9CI) plays a significant role in pharmaceutical chemistry due to its involvement in the development of targeted cancer therapies.

Uses

Used in Pharmaceutical Industry:
Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)(9CI) is used as a key intermediate in the synthesis of vemurafenib, a kinase inhibitor for the treatment of BRAF-mutated melanoma. Its role in the production of this targeted therapy is vital for addressing the unmet medical needs of patients with this specific type of cancer.
Additionally, this compound may be utilized in other clinical studies, potentially expanding its applications in the development of novel therapeutic agents for various diseases and conditions. The versatility of Ethanone, 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)(9CI) in pharmaceutical chemistry underscores its importance in advancing medical research and treatment options.

InChI:InChI=1/C9H8N2O/c1-6(12)8-5-11-9-7(8)3-2-4-10-9/h2-5H,1H3,(H,10,11)

Upstream product

• 271-63-6 7-Azaindole 
• 127-19-5 N,N-dimethyl acetamide 
• 4649-09-6 1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 83393-48-0 3-(2-Hydroxyethyl)-7-azaindole 

Downstream Products

• 341998-53-6 1-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethanone 
• 341998-55-8 Meriolin 1 
• 341998-54-7 3-dimethylamino-1-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-propenone 
• 90929-73-0 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one 

Relevant articles and documents

Synthesis and evaluation of C3 substituted chalcone-based derivatives of 7-azaindole as protein kinase inhibitors

Chalcones are a group of naturally occurring or synthetic compounds which possess a wide range of biological activities. In this paper, a series of twenty-three 7-azaindole-chalcone hybrids (5a–w) were synthesized and evaluated as potential protein kinase inhibitors. Analyses of structure–activity relationships revealed that some of these compounds exhibit significant activity against Haspin kinase, with compounds 5f and 5q exhibiting IC50 values of 0.47 and 0.41?μM, respectively. Furthermore, 5f also inhibits cyclin-dependent kinase 9 (CDK9/CyclinT) in a micromolar potency (IC50?=?2.26?μM). This novel dual-target inhibitor is a promising lead for the development of chemopreventive/chemotherapeutic agents.

Synthesis and antibacterial evaluation of (E)-1-(1H-indol-3-yl) ethanone O-benzyl oxime derivatives against MRSA and VRSA strains

Infections caused due to multidrug resistant organisms have emerged as a constant menace to human health. Even though numerous antibiotics are currently available for treating infectious diseases, a great number of bacterial strains have acquired resistance to many of them. Among these, infections caused due to Staphylococcus aureus are predominant in adult and paediatric population. Indole is a prominent chemical scaffold found in many pharmacologically active natural products and synthetic drugs. A number of oxime ether containing compounds have attracted attention of researchers owing to their interesting biological properties. Current work details the synthesis of indole containing oxime ether derivatives and their evaluation for antimicrobial activity against a panel of bacterial and mycobacterial strains. Synthesized compounds demonstrated good to moderate activity against drug-resistant S. aureus including resistant to vancomycin. Among all, compound 5h was found to possess potent activity against susceptible as well as MRSA and VRSA strains of S. aureus with MIC of 1 μg/mL and 2–4 μg/mL respectively. In addition, compound 5h was found to be non-toxic to Vero cells and exhibited good selectivity index of >40. Further, 5h, E-9a and E-9b possessed good biofilm inhibition against S. aureus. With these assuring biological properties, synthesized compounds could be potential prospective antimicrobial agents.

Double (amino-sulfur generation of formic acid ) - 1,3-propane diester compound and its synthetic method, pharmaceutical composition and use thereof

The invention relates to a bis(aminodithioformate)-1,3-propane diester compound, and synthesis method thereof, a pharmaceutical composition containing the compound and a use, and especially relates to the use in preparing drugs for treating or preventing cancers. The compound is represented as the formula (I), wherein A is selected from substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted heterocyclic group, R1 and R2 are the same or different and are independently selected from hydrogen, alkyl, aryl alkyl or heteroaryl alkyl, or a substituted or unsubstituted heterocyclic ring formed together by the R1, the R2 and an N atom connected with the R1 and the R2.