869371-40-4

Usage

Uses

Used in Pharmaceutical Industry:
N-[2-(aminomethyl)phenyl]-N-methylmethanesulfonamide is used as a potential therapeutic agent for the treatment of central nervous system disorders, such as epilepsy and Alzheimer's disease, due to its anti-inflammatory and neuroprotective properties.
Used in Research and Development:
In the field of biomedical research, N-[2-(aminomethyl)phenyl]-N-methylmethanesulfonamide is utilized as a subject of study to investigate its potential in reducing inflammation and protecting against neuronal damage, with the aim of advancing understanding of its therapeutic effects and mechanisms of action.
Used in Drug Discovery:
N-[2-(aminomethyl)phenyl]-N-methylmethanesulfonamide is employed in drug discovery processes to explore its potential as a lead compound for the development of new medications targeting central nervous system disorders, leveraging its demonstrated abilities in preclinical studies.

Upstream product

• 394-47-8 2-fluorobenzonitrile 
• 1073159-70-2 N-(2-cyanophenyl)-N-methylmethanesulfonamide 

Downstream Products

• 717906-29-1 PF-431396 
• 1095647-95-2 C₂₁H₂₂F₃N₅O₄S₂ 
• 1095648-01-3 C₂₁H₂₁F₃N₆O₄S₂ 
• 1095647-90-7 C₂₂H₂₁F₃N₆O₃S 
• 1372263-39-2 N-(2-(((2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)methyl)phenyl)-N-methylmethanesulfonamide 
• 1372262-46-8 N-(2-((2-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)methyl)phenyl)-N-methylmethanesulfonamide 
• 1372262-47-9 ethyl 4-(4-(2-(N-methylmethylsulfonamido)benzylamino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzoate 
• 1372262-48-0 4-(4-(2(N-methylmethylsulfonamido)benzylamino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)benzoic acid 
• 1372262-49-1 4-(4-(2-(N-methylmethylsulfonamido)benzylamino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-N-(3-morpholinopropyl)benzamide 
• 1372262-45-7 4-{[4-({2-[methyl(methylsulfonyl)amino]benzyl}amino)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]amino}-N-(3-morpholin-4-ylpropyl)benzamide 
• 1372263-36-9 N-(2-(((2-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)methylamino)methyl)phenyl)-N-methylmethanesulfonamide 
• 1227487-90-2 N-(2-(aminomethyl)phenyl)-N-methylmethanesulfonamide hydrochloride 
• 1257706-98-1 racemic N-[2-(1-aminoethyl)phenyl]-N-methylmethanesulfonamide 
• 7114-24-1 N-(2-acetylphenyl)-N-methylmethanesulfonamide 

Relevant academic research and scientific papers

Discovery of 7H-pyrrolo[2,3-d]pyridine derivatives as potent FAK inhibitors: Design, synthesis, biological evaluation and molecular docking study

Focal adhesion kinase (FAK) is an intracellular non-receptor tyrosine kinase responsible for development of various tumor types. Aiming to explore new potent inhibitors, two series of 2,4-disubstituted-7H-pyrrolo[2,3-d]pyrimidine derivatives were designed and synthesized on the base of structure-based design strategy. Biological evaluation indicated that most of these new compounds could potently inhibit FAK kinase, leading to the promising inhibitors against the proliferation of U-87MG, A-549, and MDA-MB-231 cancer cell lines. Among them, the optimized compound 18h potently inhibited the enzyme (IC50 = 19.1 nM) and displayed stronger potency than TAE-226 in U-87MG, A-549 and MDA-MB-231 cells, with IC50 values of 0.35, 0.24, and 0.34 μM, respectively. Compound 18h is a multi-target kinase inhibitor. Furthermore, compound 18h also exhibited relatively less cytotoxicity (IC50 = 3.72 μM) toward a normal human cell line, HK2. According to the flow cytometry and wound healing assay results, compound 18h effectively induced apoptosis and G0/G1 phase arrest of MDA-MB-231 cells and suppressed the migration of U-87MG, A-549 and MDA-MB-231 cells. The docking study of compound 18h was performed to elucidate its possible binding modes and to provide a structural basis for the further structural guidance design of FAK inhibitors. Collectively, these data support the further development of compound 18h as a lead compound for FAK-targeted anticancer drug discovery.

Design, synthesis and biological evaluation of novel 7H-pyrrolo[2,3-d]pyrimidine derivatives as potential FAK inhibitors and anticancer agents

A series of 7H-pyrrolo[2,3-d]pyrimidine derivatives possessing a dimethylphosphine oxide moiety were designed, synthesized and evaluated as novel Focal adhesion kinase (FAK) inhibitors. Most compounds potently suppressed the enzymatic activities of FAK, with IC50 values in the 10?8–10?9 M range, and potently inhibited the proliferation of breast (MDA-MB-231) and lung (A549) cancer cell lines. The representative compound 25b exhibited potent enzyme inhibition (IC50 = 5.4 nM) and good selectivity when tested on a panel of 26 kinases. 25b exhibited antiproliferative activity against A549 cells (IC50 = 3.2 μM) and relatively less cytotoxicity to a normal human cell line HK2. Compound 25b also induced apoptosis and suppressed the migration of A549 cells in a concentration-dependent manner. Further profiling of compound 25b revealed it had good metabolic stability in mouse, rat and human liver microsomes in vitro and showed weak inhibitory activity against various subtypes of human cytochrome P450. The docking study of compound 25b was performed to elucidate its possible binding modes and to provide a structural basis for further structure-guided design of FAK inhibitors.

PYRROLOPYRIMIDINES AS FAK AND ALK INHIBITERS FOR TREATMENT OF CANCERS AND OTHER DISEASES

Disclosed are compounds which inhibit the activity of focal adhesion kinase (FAK) and anaplastic lymphoma kinase (ALK), compositions containing the compounds, and methods of treating diseases during which FAK and ALK are expressed. The diseases are, for example, cancers.

2,4-DIAMINO-6,7-DIHYDRO-5H-PYRROLO[2,3]PYRIMIDINE DERIVATIVES AS FAK/Pyk2 INHIBITORS

The invention relates to a novel class of 2,4-diamino-6,7-dihydro-5H-pyrrolo[2,3]pyrimidine derivatives as a FAK and/or Pyk2 inhibitor, to a process for their preparation, and to a composition thereof, as well as to use of the compounds for the inhibiting FAK and/or Pyk2 and method for the treatment of a FAK and/ or Pyk2 mediated disorder or disease.

PREPARATION AND USES OF 1,2,4-TRIAZOLO [1,5a] PYRIDINE DERIVATIVES

This application relates to compounds of the general Formula I and salts thereof, wherein X, R1A, R1B, R2, R3, R4, and R5 are as defined herein. The application also relates to compositions and methods of treatment of hyperproliferative diseases or disorders.