319474-34-5

Basic information

• Product Name: 4-IODO-7-AZAINDOLE
• Synonyms: 4-IODO-7-AZAINDOLE;4-IODO-1H-PYRROLO[2,3-B]PYRIDINE;1H-Pyrrolo[2,3-b]pyridine, 4-iodo-
• CAS NO: 319474-34-5
• Molecular Formula: C₇H₅IN₂
• Molecular Weight: 244.03
• Product Categories: Azaindoles
• Mol File: 319474-34-5.mol

Chemical Properties

• Appearance: /
• Density: 2.082
• Refractive Index: 1.788
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 13.08±0.40(Predicted)
• CAS DataBase Reference: 4-IODO-7-AZAINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-7-AZAINDOLE(319474-34-5)
• EPA Substance Registry System: 4-IODO-7-AZAINDOLE(319474-34-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 319474-34-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-IODO-7-AZAINDOLE is used as a building block in synthetic chemistry for the synthesis of biologically active molecules, contributing to research and drug development. Its iodine atom makes it a valuable component in the creation of new pharmaceutical compounds with potential therapeutic applications.

InChI:InChI=1/C7H5IN2/c8-6-2-4-10-7-5(6)1-3-9-7/h1-4H,(H,9,10)

Upstream product

• 75-36-5 acetyl chloride 
• 55052-28-3 4-chloro-7-azaindole 

Downstream Products

• 1015609-91-2 4-[2-(trimethylsilyl)ethynyl]-1H-pyrrolo[2,3-b]pyridine 
• 1287240-29-2 1-[2-deoxy-3,5-di-O-(toluoyl)-β-D-ribofuranosyl]-4-[2,2'-bithien-5-yl]-pyrrolo[2,3-b]pyridine 
• 1621927-91-0 4-(2-fluorophenylethynyl)-1H-pyrrolo[2,3-b]pyridine 
• 940949-57-5 1-[2-deoxy-3,5-di-O-(toluoyl)-β-D-ribofuranosyl]-4-iodo-pyrrolo[2,3-b]pyridine 
• 1357588-08-9 4-[3-{3-[(2,5-difluorobenzenesulfonyl)methoxymethylamino]-2-fluorophenyl}-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)pyrazol-1-yl]piperidine-1-carboxylic acid tert-butyl ester 
• 1357587-86-0 N-{3-[1-ethyl-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl]-2-fluorophenyl}-2,5-difluoro-N-methoxymethylbenzenesulfonamide 
• 1357587-25-7 2,5-difluoro-N-{2-fluoro-3-[1-(1-methylpiperidin-4-yl)-4-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-3-yl]phenyl}benzenesulfonamide 
• 918513-52-7 4-(phenylethynyl)-1H-pyrrolo[2,3-b]pyridine 
• 1092579-97-9 1-(toluene-4-sulfonyl)-1H-4-iodo-pyrrolo[2,3-b]pyridine 
• 640735-23-5 4-fluoro-1H-pyrrolo[2,3-b]pyridine 
• 931411-88-0 C₁₃H₁₆N₄O 
• 931411-87-9 C₁₉H₂₁N₃ 
• 931411-84-6 4-(1-piperidyl)-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Cu(II)-catalyzed sulfonylation of 7-azaindoles using DABSO as SO2-Source and its mechanistic study

DABSO mediated sulfonylation of iodinated 7-azaindoles was achieved for the first time through sulfonylative Suzuki-Miyaura cross coupling (SMC) reaction under mild conditions giving good yields of sulfonylated 7-azaindole derivatives. Interestingly, control experiments suggest that present method involves in-situ generation of ArSO2 free radical followed by the key steps of SMC reaction. Scope of the reaction was explored with both electronically different and bulky group carrying boronic acids as coupling partner. The sulfonylation is scalable and occurred selectively at iodo group, irrespective of its position on azaindole. Moreover, the proposed mechanism has been supported by electron paramagnetic resonance (EPR) and density functional theory (DFT) calculations.

Discovery of 3-Cyano- N-(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)-1 H-pyrrolo[2,3- b]pyridin-5-yl)benzamide: A Potent, Selective, and Orally Bioavailable Retinoic Acid Receptor-Related Orphan Receptor C2 Inverse Agonist

The nuclear hormone receptor retinoic acid receptor-related orphan C2 (RORC2, also known as RORγt) is a promising target for the treatment of autoimmune diseases. A small molecule, inverse agonist of the receptor is anticipated to reduce production of IL-17, a key proinflammatory cytokine. Through a high-throughput screening approach, we identified a molecule displaying promising binding affinity for RORC2, inhibition of IL-17 production in Th17 cells, and selectivity against the related RORA and RORB receptor isoforms. Lead optimization to improve the potency and metabolic stability of this hit focused on two key design strategies, namely, iterative optimization driven by increasing lipophilic efficiency and structure-guided conformational restriction to achieve optimal ground state energetics and maximize receptor residence time. This approach successfully identified 3-cyano-N-(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzamide as a potent and selective RORC2 inverse agonist, demonstrating good metabolic stability, oral bioavailability, and the ability to reduce IL-17 levels and skin inflammation in a preclinical in vivo animal model upon oral administration.

SUBSTITUTED ACETYLENE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLUR4

The present invention relates to novel acetylene derivatives as positive allosteric modulators for modulating metabotropic glutamate receptor subtype 4 (mGluR4) and/or altering glutamate level or glutamatergic signalling.

NOVEL ARTIFICIAL FLUORESCENT BASES

The present invention relates to novel unnatural fluorescent nucleic acid bases, that is, a purine base, a 2-deazapurine base, and a 2,7-deazapurine base each having a functional group which consists of two or more heterocyclic moieties linked together, at the 6-position thereof (the 6-position of purine ring). The present invention also relates to a compound containing the unnatural base, a derivative thereof, and a nucleic acid containing a nucleotide having the unnatural base. The present invention also relates to a method of preparing the nucleic acid. The unnatural base of the present invention has excellent fluorescence characteristics and also has excellent properties as a universal base.

PROTEIN KINASE INHIBITORS AND USE THEREOF

Disclosed are compounds according to Formula I: wherein the variables are described herein.

Synthesis of 4-(cyclic dialkylamino)-7-azaindoles by microwave heating of 4-halo-7-azaindoles and cyclic secondary amines

Nucleophilic aromatic substitution of 4-chloro- and 4-fluoro-7-azaindoles with cyclic secondary amines under microwave heating gave a straightforward and rapid synthesis of 4-(cyclic dialkylamino)-7-azaindoles. 4-Fluoro-7-azaindoles showed a greater reactivity towards SNAr reactions under these conditions than 4-chloro-7-azaindole.

(2-carboxamido)(3-amino) thiophene compounds

Amidoaryl/amidoheteroaryl substituted thiophenes, further substituted with a heteroarylmethylamino group, are useful in the treatment of cancer.

(2-carboxamido)(3-amino)thiophene compounds

Compounds represented by Formula (I): or a pharmaceutically acceptable salt or N-oxide thereof, wherein R1 is R2 is and R3 is C0-4alkyl, are useful in the treatment of cancer.