95907-03-2

Basic information

• Product Name: 2-Hydroxynicotinonitrile
• Synonyms: 2-Hydroxynicotinonitrile 98%;2-Hydroxypyridine-3-carbonitrile
• CAS NO: 95907-03-2
• Molecular Formula: C6H4N2O
• Molecular Weight: 120.11
• Mol File: 95907-03-2.mol

Chemical Properties

• Boiling Point: 352.3 °C at 760 mmHg
• Flash Point: 166.9 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 3.87E-05mmHg at 25°C
• Refractive Index: 1.571
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Hydroxynicotinonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxynicotinonitrile(95907-03-2)
• EPA Substance Registry System: 2-Hydroxynicotinonitrile(95907-03-2)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S36:
• Hazardous Substances Data: 95907-03-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxynicotinonitrile is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and enhance the efficacy of existing ones. Its unique chemical structure allows for the creation of a wide range of therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Hydroxynicotinonitrile is utilized as a vital component in the production of various agrochemicals, including pesticides and herbicides. Its incorporation aids in improving the effectiveness of these products and contributes to more sustainable agricultural practices.
Used in Organic Compounds Production:
2-Hydroxynicotinonitrile is used as a starting material or intermediate in the synthesis of a variety of organic compounds, showcasing its adaptability in organic chemistry. Its presence in these reactions is essential for the formation of complex molecules with specific applications in different industries.
Used in Chemical Research and Development:
As a highly versatile compound, 2-Hydroxynicotinonitrile is also used in chemical research and development for exploring new chemical reactions and pathways. Its unique properties make it a valuable tool for scientists and researchers in advancing the frontiers of chemical knowledge and innovation.

InChI:InChI=1/C6H4N2O/c7-4-5-2-1-3-8-6(5)9/h1-3H,(H,8,9)

Upstream product

• 110-89-4 piperidine 
• 5444-80-4 1,3,3-triethoxypropene 
• 107-91-5 cyanoacetic acid amide 
• 14906-64-0 3-cyanopyridine N-oxide 
• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 1986-81-8 nicotinamide N-oxide 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 3939-13-7 3-cyano-2-fluoropyridine 
• 542-78-9 Malondialdehyde 
• 122-31-6 malondialdehyde bis(diethyl acetal) 

Downstream Products

• 31309-38-3 2-hydroxy-5-nitronicotinonitrile 
• 31309-08-7 2-chloro-5-nitropyridine-3-carbonitrile 

Relevant articles and documents

Pyrazolopyridine hydroxamic acid compound as well as preparation method and application thereof

The invention relates to the technical field of chemical synthesis, in particular to a pyrazolopyridine hydroxamic acid compound as well as a preparation method and application thereof. The pyrazolopyridine hydroxamic acid compound comprises a compound as shown in a formula (1), an isomer thereof, and a hydrate thereof or a pharmaceutically acceptable salt thereof, wherein n is an integer, and R is any one of a substituted or unsubstituted aromatic ring group and a substituted alkyl group. The compound can well inhibit cancer cell proliferation, and then has an excellent treatment effect on tumors.

Preparation method of 2- novel chloronicotinic acid (by machine translation)

The method disclosed by the invention 2 - comprises the following steps: reacting the obtained :1) product with trichlorooxygen phosphorus, in the presence of 1) an acid, to give 2 - the product of 2 - the present invention ;2) in the following steps: reacting the obtained product with phosphorus oxychloride, in 2 - the presence of a ;3) base with 2) phosphorus oxychloride in the presence of a base, 2 - 2 . (by machine translation)

A high-yielding method for the preparation of isoxazolopyridin-3-amine derivatives

A highly efficient and green method has been developed for the rapid preparation of highly functionalized isoxazolopyridin-3-amine derivatives in excellent yields. This process has a broad substrate scope, is operationally simple, and generally requires no chromatographic purification. In addition, the process is scalable and significantly greener than current alternatives with a PMI of 18 and water as the reaction solvent.

PYRIDYL COMPOUND SUITABLE FOR THE TREATMENT OF METABOLIC DISORDERS

The description relates to a pyridyl compound of Formula 1 wherein A, B, X, R1, R2, R3, R4, R5, R6, and n are as defined in the specification, in all their isotopic forms, stereoisomeric and tautomeric forms and mixtures thereof in all ratios, their pharmaceutically acceptable salts, N-oxides, pharmaceutically acceptable solvates, isosteres and prodrugs thereof, which are useful in treating metabolic disorders related to insulin resistance or hyperglycemia. The description also relates to a process for the manufacture of the pyridyl compound and a pharmaceutical composition containing the pyridyl compound.

Discovery of dual death-associated protein related apoptosis inducing protein kinase 1 and 2 inhibitors by a scaffold hopping approach

DRAK2 emerged as a promising drug target for the treatment of autoimmune diseases and to prevent graft rejection after organ transplantation. Screening of a compound library in a DRAK2 binding assay led to the identification of an isothiazolo[5,4-b]pyridine derivative as a novel ligand for DRAK2, displaying a Kdvalue of 1.6 μM. Subsequent medicinal chemistry work led to the discovery of a thieno[2,3-b]pyridine derivative with strong DRAK2 binding affinity (Kd= 9 nM). Moreover, this compound also behaves as a functional inhibitor of DRAK2 enzymatic activity, displaying an IC50value of 0.82 μM, although lacking selectivity, when tested against DRAK1. This paper describes for the first time functionally active dual DRAK1 and DRAK2 inhibitors that can be used as starting point for the synthesis of chemical tool compounds to study DRAK1 and DRAK2 biology, or they can be considered as hit compounds for hit-to-lead optimization campaigns in drug discovery programs.

Design, synthesis and structure-activity relationship studies of morpholino-1H-phenalene derivatives that antagonize Mcl-1/Bcl-2

We report herein characteristic studies of Mcl-1 and Bcl-2 dual inhibitors. It was found that a protruding carbonyl group forming hydrogen bond with R263 plays a predominant role compared with the hydrophobic group that occupies the p2 pocket. A series of dual inhibitors representing different parts of the morpholino-1H-phenalene were designed, synthesized and evaluated.

Fragment-based design, synthesis, and biological evaluation of N-substituted-5-(4-isopropylthiophenol)-2-hydroxynicotinamide derivatives as novel Mcl-1 inhibitors

We have previously reported a nanomolar inhibitor of antiapoptotic Mcl-1 protein, 3-thiomorpholin-8-oxo-8H-acenaphtho [1,2-b] pyrrole-9-carbonitrile (S1). S1 plays its function by binding to the BH3 groove of Mcl-1. Basing on this spacial structural characteristic, we developed a novel class of Mcl-1 inhibitor using fragment-based drug discovery approach. By dissecting S1, we identified the compound 4 with a 2-hydroxypyridine core as the starting fragment. In the following molecular growth, we used the ligand efficiency evaluation and fit quality score to assess the fragments. A novel potent compound, N-benzyl-5-(4-isopropylthiophenol)-2-hydroxyl nicotinamide (12c), which binds Mcl-1 with an IC50 value of 54 nM was obtained. Compound 12c demonstrated a better aqueous solubility than S1.

Microwave irradiation-assisted amination of 2-chloropyridine derivatives with amide solvents

A simple, quick, and high-yielding microwave-assisted synthesis of 2-(N,Ndimethyl) amine- and 2-aminopyridine derivatives is reported here for the first time in the reaction of 2-chloro substituted pyridines with amide solvents such as dimethylformamide or formamide, without transition-metal catalysts. Taylor & Francis Group, LLC.

Design and synthesis of 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazoles and pyrazolo[3,4-b]pyridines for Aurora-A kinase inhibitors

Two series of 3-aminopyrazole compounds including 24 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazoles and 16 pyrazolo[3,4-b]pyridines were synthesized and evaluated against HCT116, A549, and A2780 tumor cell lines. Among them, three compounds were found to have the ideal anti-proliferative activities in vitro. Docking experiments showed that the novel pyrazolo[3,4-b]pyridines share the similar interaction mode with Aurora-A kinase as PHA739358.

Synthesis of 3,5-difunctionalized 1-methyl-1H-pyrazolo[3,4-b]pyridines involving palladium-mediated coupling reactions

Indirect iodination of 2-chloro-nicotinonitrile gave 2-chloro-5- iodonicotinonitrile, which was cyclized with methylhydrazine to lead to 3-amino-5-iodopyrazolo[3,4-b]pyridine. Position 3 was then protected by pivaloyl group and the resulting 5-iodo-3-pivaloylaminopyrazolo[3,4-b]pyridine was engaged in palladium-promoted coupling reactions with various reagents to give 3-pivaloylamino-5-substituted compounds. Deprotection and iododediazoniation followed by cross-coupling reactions in position 3 afforded novel unsymmetrical 3,5-disubstituted pyrazolo[3,4-b]pyridine species.