4414-89-5

Usage

Uses

Used in Medicinal Chemistry:
1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile is used as a pharmaceutical precursor for the development of new drugs. Its unique structure allows it to be a potential candidate in the creation of molecules with specific therapeutic properties, tailored to address various medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, 1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile is utilized as a key intermediate. It contributes to the formation of more complex organic molecules, which can be further modified or functionalized to achieve desired chemical and biological activities.
Used in Drug Discovery:
1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile is employed as a starting material in drug discovery processes. Its chemical versatility enables it to be a part of diverse chemical libraries, which are screened for potential drug candidates with novel mechanisms of action or improved pharmacological profiles.
Used in Chemical Research:
In academic and industrial research settings, 1H-Pyrrolo[2,3-b]pyridine-3-carbonitrile is used as a subject of study to explore its reactivity, stability, and potential to form new chemical entities. This research can lead to a better understanding of its properties and applications, as well as the discovery of new reactions and synthetic routes.

InChI:InChI=1/C8H5N3/c9-4-6-5-11-8-7(6)2-1-3-10-8/h1-3,5H,(H,10,11)

Upstream product

• 860362-09-0 1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde oxime 
• 269726-50-3 1-tert-butyl-3-cyano-7-azaindole 
• 4649-09-6 1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde 
• 13534-99-1 2-Amino-3-bromopyridine 
• 860362-11-4 1-acetyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 269726-48-9 N-tert-butylaminomethylenesuccinonitrile 
• 269726-49-0 2-amino-1-tert-butyl-4-cyanopyrrole 

Downstream Products

• 74420-16-9 1H-pyrrolo<2,3-b>pyridine-3-carboxamide 
• 1262643-18-4 1-(3-phenyl-propyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 1018143-69-5 1-(4-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 1287779-66-1 2-bromo-1-(4-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 1287779-68-3 2-bromo-1-(4-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 1287779-23-0 2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carboxamide 
• 1287779-20-7 2-(3,5-dimethylisoxazol-4-yl)-N'-hydroxy-1-(4-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carboximidamide 
• 1287779-17-2 2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 1273122-75-0 C₁₇H₁₄N₂O₃ 
• 1273122-77-2 C₁₇H₁₃FN₂O₃ 
• 1273122-79-4 C₁₇H₁₃FN₂O₃ 
• 1273122-81-8 C₁₇H₁₃ClN₂O₃ 
• 1273122-83-0 C₁₈H₁₆N₂O₃ 
• 1273122-85-2 C₁₈H₁₆N₂O₄ 

Relevant academic research and scientific papers

HCl·DMPU-assisted one-pot and metal-free conversion of aldehydes to nitriles

We report an efficient HCl·DMPU assisted one-pot conversion of aldehydes into nitriles. The use of HCl·DMPU as both an acidic source as well as a non-nucleophilic base constitutes an environmentally mild alternative for the preparation of nitriles. Our protocol proceeds smoothly without the use of toxic reagents and metal catalysts. Diverse functionalized aromatic, aliphatic and allylic aldehydes incorporating various functional groups were successfully converted to nitriles in excellent to quantitative yields. This protocol is characterized by a broad substrate scope, mild reaction conditions, and high scalability. This journal is

Synthetic method for 7-azaindole-3-methyl formate

The invention discloses a synthetic method for 7-azaindole-3-methyl formate, and belongs to the field of organic synthesis. The method comprises the steps of reacting 2-amino-3-bromopyridine as a reactant with 3-hydroxyl acrylonitrile metal salt in an acidic environment to synthesize 3-(3-bromopyridine-2-yl-amino) acrylonitrile; adding 3-(3-bromopyridine-2-yl-amino) acrylonitrile, alkali and a catalysis system to a solvent, and performing a reaction to generate 3-cyano-7-azaindole; and finally performing a reaction in the presence of methanol and hydrochloric acid to obtain 7-azaindole-3-methyl formate. According to the method, the raw materials are low in price and easy to obtain, the reaction steps are simple, the reaction conditions are mild, the product quality is stable, and the purity is high; and therefore, the method is suitable for industrial production.

NOVEL ESTROGEN RECEPTOR LIGANDS

The invention provides a compound of formula (I) or a pharmaceutically acceptable ester, amide, solvate or salt thereof, including a salt of such an ester or amide, and a solvate of such an ester, amide or salt. The invention also provides also provides the use of such compounds in the treatment or prophylaxis of a condition associated with a disease or disorder associated with estrogen receptor activity. Formula (I) wherein A, B, D, E, R1, R2, R6, R7, R8 and R9 are as defined in the specification.

Acrosin structure-based design, synthesis and biological activities of 7-azaindol derivatives as new acrosin inhibitors

A series of 7-azaindol derivatives were designed based on the homologous 3D model of human acrosin. These compounds were synthesized and evaluated for their human acrosin inhibitory activities in vitro. Compounds 7a, 7i, 7j, 7k and 7n showed highly inhibitory activity against human acrosin. The three-dimensional structure-activity relationship was investigated through a CoMFA model, which provided valuable information to further study of potential human acrosin inhibitors.

1H-PYRROLO[2,3-B]PYRIDINE DERIVATIVES USEFUL AS HSP90 INHIBITORS

Compounds of formula (I) have HSP90 inhibitory activity: ring A is an aryl or heteroaryl ring or ring system; R1 is hydrogen, fluoro, chloro, bromo, or a radical of formula (1A): -X-Alk1-(Z)m-(Alk2)n-Q (IA) wherein X is a bond, -O-, -S-, -S(O)-, -SO2-, or -NH-, Z is -O-, -S-, -(C=O)-, -(C=S)-, -S(O)-, -SO2-, -NRA-, or, in either orientation -C(=O)O-, -C(=O)NRA-, -C(=S)NRA-, -SO2NRA-, -NRAC(=O)-, or -NRASO2- wherein RA is hydrogen or C1-C6 alkyl in which one or more hydrogens is optionally substituted by fluorine;Alk1 and AIk2 are optionally substituted divalent C1-C3 alkylene:or C2-C3 alkenylene radicals, m and n are independently 0 or 1, and Q is hydrogen or an optionally substituted carbocyclic or heterocyclic radical; R2 is cyano (-CN), fluoro, chloro, bromo, methyl, ethyl, -OH, -CH2OH, -C(=O)NH2,-C(=O)H, -C(=O)CH3, or -NH2; R3 and R4 are independently selected from hydrogen, fluoro, chloro, bromo, cyano (-CN), C1-C3alkyl optionally substituted with one or more fluorine substituents, C1-C3alkoxy optionally substituted with one or more fluorine substituents, -CH=CH2, -C≡CH, cyclopropyl and -NH2, or R3 and R4 together represent methylenedioxy (-OCH2O-) or ethylenedioxy (-OCH2CH2O-) in either of which one or more hydrogens are optionally replaced by fluorine; S1 is as defined in the description.

Synthesis and antidiabetic activity of 2,5-disubstituted-3-imidazol-2-yl-pyrrolo[2,3-b]pyridines and thieno[2,3-b]pyridines

In the present investigation, two series of 2,5-disubstituted-3-imidazol-2-yl-pyrrolo[2,3-b]pyridines (2a-l) and thieno[2,3-b]pyridines (3a-l) were designed as analogs of BL 11282 (1). The in vitro glucose dependent insulinotropic activity of all the test compounds was evaluated using RIN5F cell based assay and all the test compounds showed glucose and concentration dependent insulin secretion. The in vivo antidiabetic activities of most potent compounds from each series (2c and 3c) were assessed in C57BL/6J mice. Compounds 2c and 3c showed dose dependent insulin secretion and significant glucose reduction in vivo. In general, compounds 2c and 3c were found to be equipotent at all the three different doses selected and with respect to BL 11282, both the test compounds were found to be more potent, at all the time points.

A practical synthesis of 7-azaindolylcarboxy-endo-tropanamide (DF 1012)

An optimised cost-effective synthesis of the new antitussive drug, DF1012, is herewith reported. The new synthetic route to the key intermediate DF1005 is based on the unusual deprotection step of the 1-tert-butyl-3-cyano-7-azaindole intermediate, which can also be regarded as a convenient way for the industrial production of the expensive 7-azaindole 1. The second key intermediate, endo-tropanamine 6, was obtained in high yield by a novel one-pot stereoselective process using a Pd-catalysed reductive amination procedure.