6627-91-4

Usage

Uses

Used in Pharmaceutical Industry:
2-(Cyanomethyl)benzoic acid is used as a chemical intermediate for the synthesis of 1-Aryl-2H-isoquinolin-3-ones, which are a class of compounds with potential therapeutic applications. These isoquinolin-3-ones exhibit a range of biological activities, making them valuable for the development of new drugs.
Additionally, 2-(Cyanomethyl)benzoic acid is used in the synthesis of 6-(3-Aminophenyl)-3-(phenylamino)isoquinolin-1(2H)-one, a compound that acts as an inhibitor of the dual-specificity phosphatase Cdc25B. This enzyme plays a crucial role in the regulation of the cell cycle, and its inhibition can have potential applications in the treatment of cancer and other diseases characterized by uncontrolled cell proliferation.

Purification Methods

Crystallise the nitrile (with considerable loss) from *benzene, glacial acetic acid or H2O. The methyl ester has m 47-48o (from *C6H6). [Price & Rogers Org Synth Coll Vol III 174 1955, Beilstein 9 H 859, 9 II 618, 9 III 4267.]

InChI:InChI=1/C9H7NO2/c10-6-5-7-3-1-2-4-8(7)9(11)12/h1-4H,5H2,(H,11,12)/p-1

Upstream product

• 87-41-2 2-benzofuran-1(3H)-one 
• 151-50-8 potassium cyanide 
• 51050-54-5 3-Chloroisocoumarin 
• 7664-41-7 ammonia 
• 71-43-2 benzene 
• 19821-21-7 (2-carbethoxyphenyl)acetonitrile 
• 87-24-1 ethyl 2-methylbenzoate 
• 15028-10-1 indan-1,2-dione-2-oxime 
• 773837-37-9 sodium cyanide 
• 80070-33-3 2-Hydroxyimino-1-indanon 
• 89-51-0 Homophthalic acid 
• 7115-91-5 2-ethoxycarbonylbenzyl bromide 
• 118-90-1 ortho-methylbenzoic acid 
• 60-29-7 diethyl ether 

Downstream Products

• 75227-06-4 2-[2-(2-chloro-phenyl)-1-cyano-vinyl]-benzoic acid 
• 56114-27-3 2-(1-cyano-2-phenyl-vinyl)-benzoic acid 
• 14961-34-3 diethyl homophthalate 
• 89-51-0 Homophthalic acid 
• 4476-30-6 2-carbamoylmethyl-benzoic acid 
• 5597-04-6 2-cyanomethylbenzoic acid methyl ester 
• 19821-21-7 (2-carbethoxyphenyl)acetonitrile 
• 25108-21-8 2-benzothiazol-2-ylmethyl-benzoic acid 
• 108694-35-5 3-(o-carboxyphenyl)-5-phenylanthranil 
• 92414-55-6 3-(2'-carboxyphenyl)-5-chloro-2,1-benz-isoxazole 
• 108694-37-7 5-bromo-3-(o-carboxyphenyl)-2,1-benzisoxazole 
• 69047-42-3 2-Cyanomethyl-N-o-tolyl-benzamide 
• 67519-22-6 α-hydroxy-α'-cyano-o-xylene 
• 7664-41-7 ammonia 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 3-aminoisoquinolin-1(2H)-one based inhibitors of the dual-specificity phosphatase Cdc25B

The cell division cycle 25B dual specificity phosphatase (Cdc25B) regulates the normal progression of the mammalian cell cycle by dephosphorylating and activating cyclin-dependent kinase (Cdk) complexes, particularly in response to DNA damage. Elevated Cdc25B levels enable a bypass of normal cell cycle checkpoints, and the overexpression of Cdc25B has been linked to a variety of human cancers. Thus, Cdc25B is an attractive target for the development of anticancer therapeutics. Herein we describe the synthesis and biological evaluation of a series of non-quinoid inhibitors of Cdc25B containing the 3-aminoisoquinolin-1(2H)-one pharmacophore. In addition to several strategies that address specific substitution patterns on isoquinolines, we have applied a regioselective Pd-catalyzed cross-coupling methodology to synthesize a new lead structure, 6-(3-aminophenyl)-3-(phenylamino)isoquinolin-1(2H)-one (13), which proved to be a reversible, competitive Cdc25B inhibitor with a Ki of 1.9 μM. Compound 13 prevented human cancer cell growth and blocked Cdc25B-mediated mitotic checkpoint bypass. Molecular docking studies support binding near the catalytic site.

ISOQUINOLINE AMINOPYRAZOLE DERIVATIVES, THEIR MANUFACTURE AND USE AS PHARMACEUTICAL AGENTS FOR THE TREATMENT OF CANCER

Objects of the present invention are the compounds of formula (I) their pharmaceutically acceptable salts, enantiomeric forms, diastereoisomers and racemates, the preparation of the above-mentioned compounds, medicaments containing them and their manufacture, as well as the use of the above-mentioned compounds in the control or prevention of illnesses such as cancer.

Hydroformylation

The present invention relates to a process for hydroformylating in the presence of a catalyst comprising at least one complex of a metal of transition group VIII with mono-phosphorus compounds which are capable of dimerizing via noncovalent bonds as ligands, to such catalysts and to their use.

A Convenient Synthesis of 2-Acylphenylacetonitriles

The reaction of 2-cyanomethylbenzoyl chloride with Grignard reagents in the presence of cuprous iodide at -5°C easily affords 2-acylphenylacetonitriles with good yield.