189089-91-6

Basic information

• Product Name: 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde
• Synonyms: 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde;1H-Pyrrolo[2,3-b]pyridine-2-carboxaldehyde, 1-(phenylsulfonyl)-;1-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxaldehyde;1-(Phenylsulphonyl)-7-azaindole-2-carbaldehyde;1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde;1-(phenylsulfonyl)-7-azaindole-2-carbaldehyde;1-Phenylsulfonyl-7-azaindole-2-carboxyaldehyde
• CAS NO: 189089-91-6
• Molecular Formula: C₁₄H₁₀N₂O₃S
• Molecular Weight: 286.3058
• Mol File: 189089-91-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 140-145℃
• Appearance: /
• Density: 1.39
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde(189089-91-6)
• EPA Substance Registry System: 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde(189089-91-6)

Safety Data

• Hazardous Substances Data: 189089-91-6(Hazardous Substances Data)

Usage

General Description

1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde is a chemical compound with the molecular formula C16H11NO3S. It is a yellow to orange solid that is used in organic synthesis and medicinal chemistry. 1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde contains a pyrrolopyridine core with a phenylsulfonyl group and an aldehyde functional group. It has been studied for its potential biological activities, including its anti-inflammatory and anticancer properties. Additionally, it has been used as a building block in the synthesis of other biologically active compounds. However, it is important to handle this chemical with care due to its potential hazards and risks.

Upstream product

• 271-63-6 7-Azaindole 
• 98-09-9 benzenesulfonyl chloride 
• 143141-23-5 1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 2591-86-8 N-Formylpiperidine 

Downstream Products

• 394223-03-1 1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde 
• 1355338-04-3 6-methoxy-4-phenyl-2-(1H-pyrrolo[2,3-b]pyridin-2-yl)quinoline 
• 189089-90-5 1-(phenyl-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 

Relevant articles and documents

Synthesis and evaluation of RNase L-binding 2-aminothiophenes as anticancer agents

Aminothiophene is a scaffold that is widely present in drugs and biologically active small molecules as chemical probes. In this study, 43 compounds sharing a 2-aminothiophenone-3-carboxylate (ATPC) scaffold, known to activate the ribonuclease L (RNase L), were synthesized and selected ATPCs showed enhancement of thermal stability of RNase L upon binding. Screening of antiproliferation activities against human cancer cell lines revealed that ATPCs represented by compounds 4l and 50 showed potent single-digit micromolar antiproliferation activity against human cancer cell lines. Compounds 4l and 50 exhibited time- and dose-dependent proliferation inhibition, induced cellular apoptosis measured by cleaved PARP and via flow cytometry, inhibited cell migration, and inhibited cell colony formation. Combining the results reported in this work, ATPCs were evaluated as potential anticancer agents mediated by RNase L-binding and apoptosis induction. The work contributes to the study on the polypharmacological properties of aminothiophene-containing small molecules.

2-(AZAINDOL-2-YL)BENZIMIDAZOLES AS PAD4 INHIBITORS

Compounds of formula (I): wherein; R1 is hydrogen or C1-6alkyl;R2 is hydrogen, C1-6alkyl, perhalomethylC0-5alkyl-O—, or C1-6alkoxy;R3 is hydrogen, C1-6alkyl, or C1-6alkoxyC1-6alkyl;R4 is hydrogen, C1-6alkyl, perhalomethylC1-6alkyl; or unsubstituted C3-6cycloalkylC1-6 alkyl;A is C—R5 or N;B is C—R6 or N;D is C—R7 or N;with the proviso that at least one of A, B, and D, is N;R5 is hydrogen or C1-6alkyl;R6 is hydrogen or C1-6alkyl;R7 is hydrogen, C1-6alkyl, C1-6alkoxy, or hydroxy;R8 is hydrogen or C1-6alkyl, with the proviso that one of R4 and R8 is hydrogen;R9 is hydrogen or hydroxy;R10 is hydrogen or C1-6alkyl; and salts thereof are PAD4 inhibitors and may be useful in the treatment of various disorders, for example rheumatoid arthritis, vasculitis, systemic lupus erythematosus, ulcerative colitis, cancer, cystic fibrosis, asthma, cutaneous lupus erythematosis, and psoriasis.

AZAINDOLE CARBOXAMIDES

The invention relates to azaindole derivatives of general formula (I), wherein X represents a group of general formula (X1). Said compounds have a therapeutic potential in the treatment of diseases that are accompanied by an impaired dopamine metabolism a