109113-44-2

Basic information

• Product Name: 1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE
• Synonyms: 1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE;1-(Phenylsulfonyl)-5-azaindole-2-carbaldehyde
• CAS NO: 109113-44-2
• Molecular Formula: C₁₄H₁₀N₂O₃S
• Molecular Weight: 286.31
• Mol File: 109113-44-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE(109113-44-2)
• EPA Substance Registry System: 1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE(109113-44-2)

Safety Data

• Hazardous Substances Data: 109113-44-2(Hazardous Substances Data)

Usage

Description

1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE is a chemical compound that belongs to the class of pyridines and pyrroles. It is a carbonyl compound with a phenylsulfonyl group attached to the pyrrolopyridine ring. This unique structure and reactivity make it a promising candidate for various applications in organic synthesis and medicinal chemistry.

Uses

Used in Organic Synthesis:
1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE is used as a building block for the synthesis of various organic molecules. Its unique structure and reactivity allow it to be incorporated into a wide range of compounds, making it a valuable tool in the development of new organic materials.
Used in Medicinal Chemistry:
1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE has potential as a pharmacophore in the development of new drug candidates. Its unique structure and reactivity may contribute to the discovery of novel therapeutic agents with improved efficacy and selectivity.
Further research is needed to explore the full range of applications and potential uses of 1-(PHENYLSULFONYL)-1H-PYRROLO[3,2-C]PYRIDINE-2-CARBALDEHYDE in various fields of chemistry and biology.

Upstream product

• 109113-39-5 1-Benzenesulfonyl-1H-pyrrolo<3,2-c>pyridine 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 271-34-1 5-azaindole 
• 98-09-9 benzenesulfonyl chloride 
• 1678-53-1 4-nitro-3-methylpyridine 
• 1074-98-2 3-methyl-4-nitropyridine N-oxide 
• 148760-47-8 3-Dimethylaminovinylene-4-nitropyridine 
• 123367-22-6 (E)-N,N-dimethyl-2-(4-nitro-1-oxidopyridin-3-yl)ethenamine 
• 148760-46-7 3-(4-Morpholinovinylene)-4-nitropyridine 1-oxide 

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) BENZ IMIDAZOLES 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 C3-6cycloalkylC1-6alkyl; 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.

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Total synthesis of modified ellipticines 1c and 1f is described from 2-chloronicotinic acid and respectively 5-methoxy -indole and 5-azaindole in 11 to 13 steps with overall yields of 11% and 18%. A new route to 5-azaindole has also been developed. The synthetic strategy calls for frequent use of homo- and hetero aromatic metallation reactions necessiting resolution of problems associated with the presence of the pyridine ring. With respect to the numerous synthesis described in the litterature, the originality of this approach resides above all in the formation of ring C in basic medium.1 such conditions being dictated by the presence of the pyridine A ring in the case of 1f. Both synthesis have been extrapolated to produce several kilogrammes of final product. That first part deals with the preparation of the precursors.