17288-52-7

Basic information

• Product Name: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE
• Synonyms: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE;4-Azazindole-2-carboxyaldehyde;1H-Pyrrolo[3,2-b]pyridine-2-carboxaldehyde;4-Azaindole-2-carboxyaldehyde;4-azaindole-2-carbaldehyde
• CAS NO: 17288-52-7
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.15
• Mol File: 17288-52-7.mol

Chemical Properties

• Boiling Point: 361.126 °C at 760 mmHg
• Flash Point: 175.979 °C
• Appearance: /
• Density: 1.369 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.747
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.71±0.40(Predicted)
• CAS DataBase Reference: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE(17288-52-7)
• EPA Substance Registry System: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE(17288-52-7)

Safety Data

• Hazardous Substances Data: 17288-52-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE is used as a key intermediate for the synthesis of various pharmaceuticals. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE is utilized as a building block for the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals to improve crop protection and yield.
Used in Specialty Chemicals Production:
1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE is employed as a crucial intermediate in the production of specialty chemicals, which are used in various industries such as coatings, adhesives, and plastics. Its unique properties enable the creation of innovative and high-performance specialty chemicals with specific applications.
Used in Chemical Research and Development:
As a versatile building block, 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBALDEHYDE is used in chemical research and development for the exploration of new chemical reactions, synthesis pathways, and the discovery of novel compounds with potential applications in various fields.

InChI:InChI=1/C8H6N2O/c11-5-6-4-8-7(10-6)2-1-3-9-8/h1-5,10H

Upstream product

• 677302-44-2 1-(phenylsulfonyl)-1H-pyrrolo[3,2-b]pyridine 
• 272-49-1 1H-pyrrolo[3,2-b]pyridine 
• 394223-19-9 methyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate 
• 569337-20-8 ethyl 2-(3,3-diethoxypropynyl)-3-pyridinecarbamate 
• 112671-55-3 ethyl 2-bromo-3-pyridinecarbamate 
• 569337-21-9 4-azaindole-2-carbaldehyde diethylacetal 

Relevant articles and documents

Coexistence of an antiferromagnetically coupled dimer and isolated paramagnetic spin in 4-azaindol-2-yl nitronyl nitroxide crystal

A novel stable organic radical, 2-(4-azaindol-2-yl)-4,4,5,5- tetramethyl-4,5-dihydro-1H-imidazoline-1-oxyl-3-oxide (2) was synthesized and its magneto-structural correlation is discussed. 2 crystallizes in the space group C2/c with hydrogen bonding between two independent molecules (A and B) having different dihedral angles between the azaindole rings and nitronyl nitroxide units in the asymmetric unit. The molecules are further linked together with axisymmetrically related molecules (A* and B*) through hydrogen bonds (A-B* and A*-B) and π stacking (A-A*). The temperature dependence of the magnetic susceptibility reveals that half of the radicals are antiferromagnetically coupled as a dimer (singlet-triplet energy gap: 2J = -64 cm-1) while the other half behaves as an isolated monomer. DFT calculations (UB3LYP/6-31G*) of the dimeric coordinates extracted from the X-ray analysis rationalize the fact that the π-stacked A-A* dimer contributes to the antiferromagnetic coupling by a close contact between nitronyl nitroxide units.

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.

COLLAGEN 1 TRANSLATION INHIBITORS AND METHODS OF USE THEREOF

The present invention relates to novel Collagen 1 translation inhibitors, composition and methods of preparation thereof, and uses thereof for treating Fibrosis including lung, liver, kidney, cardiac and dermal fibrosis, IPF, wound healing, scarring and Gingival fibromatosis, Systemic Sclerosis, and alcoholic and non-alcoholic steatohepatitis (NASH).

Peptidylarginine deiminase inhibitor and application thereof

The invention belongs to the technical field of medicine, and particularly relates to a peptidylarginine deiminase PAD4 inhibitor compound shown in a formula (I) or pharmaceutically acceptable salts,stereoisomers and tautomers thereof, as well as pharmaceutical compositions, pharmaceutical preparations and application thereof. X, Y, R1, R2, R3, R4, R5, R7, R8, R9, ring B and m are as defined in the specification. The compound has inhibitory effect on peptidylarginine deiminase PAD4, and can be used for treating various diseases, such as rheumatoid arthritis, vasculitis, systemic lupus erythematosus, ulcerative colitis, multiple sclerosis, cystic fibrosis, cancer, cutaneous lupus erythematosus, asthma and psoriasis.

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Aminopiperidine derivatives of formula (I) and pharmaceutically acceptable derivatives thereof useful in methods of treatment of bacterial infections in mammals, particularly in man.