85952-73-4

Usage

Uses

Cyclopentyl-(4-fluoro-benzyl)-amine is a useful for screening and treating prostrate cancer.

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 1003-03-8 Cyclopentamine 

Downstream Products

• 85952-41-6 N-4-fluorobenzyl-N-cyclopentyl-N'-phenylthiourea 
• 691007-99-5 4-cyano-N-cyclopentyl-5-[(2-ethylbutanoyl)amino]-N-(4-fluorobenzyl)-3-methylthiophene-2-carboxamide 

Relevant academic research and scientific papers

Inhibition of the Cysteine Protease Human Cathepsin L by Triazine Nitriles: Amide???Heteroarene π-Stacking Interactions and Chalcogen Bonding in the S3 Pocket

We report an extensive “heteroarene scan” of triazine nitrile ligands of the cysteine protease human cathepsin L (hCatL) to investigate π-stacking on the peptide amide bond Gly67–Gly68 at the entrance of the S3 pocket. This heteroarene???peptide bond stacking was supported by a co-crystal structure of an imidazopyridine ligand with hCatL. Inhibitory constants (Ki) are strongly influenced by the diverse nature of the heterocycles and specific interactions with the local environment of the S3 pocket. Binding affinities vary by three orders of magnitude. All heteroaromatic ligands feature enhanced binding by comparison with hydrocarbon analogues. Predicted energetic contributions from the orientation of the local dipole moments of heteroarene and peptide bond could not be confirmed. Binding of benzothienyl (Ki=4 nm) and benzothiazolyl (Ki=17 nm) ligands was enhanced by intermolecular C?S???O=C interactions (chalcogen bonding) with the backbone C=O of Asn66 in the S3 pocket. The ligands were also tested for the related enzyme rhodesain.

Fluorine Scan of Inhibitors of the Cysteine Protease Human Cathepsin L: Dipolar and Quadrupolar Effects in the π-Stacking of Fluorinated Phenyl Rings on Peptide Amide Bonds

The π-stacking of fluorinated benzene rings on protein backbone amide groups was investigated, using a dual approach comprising enzyme-ligand binding studies complemented by high-level quantum chemical calculations. In the experimental study, the phenyl substituent of triazine nitrile inhibitors of human cathepsin L (hCatL), which stacks onto the peptide amide bond Gly67-Gly68 at the entrance of the S3 pocket, was systematically fluorinated, and differences in inhibitory potency were measured in a fluorimetric assay. Binding affinity is influenced by lipophilicity (clog P), the dipole and quadrupole moments of the fluorinated rings, but also by additional interactions of the introduced fluorine atoms with the local environment of the pocket. Generally, the higher the degree of fluorination, the better the binding affinities. Gas phase calculations strongly support the contributions of the molecular quadrupole moments of the fluorinated phenyl rings to the π-stacking interaction with the peptide bond. These findings provide useful guidelines for enhancing π-stacking on protein amide fragments. The introduction of fluorine substituents on benzene rings of triazine nitrile inhibitors for human cathepsin L (hCatL) enhances the π-stacking of these rings with peptide amide bonds at the entrance of the S3 pocket. The degree and pattern of fluorine substitution matter, which is explained in an experimental/computational study by changes in lipophilicity, dipolar and quadrupolar interactions, and additional protein-ligand interactions beyond the arene-amide stacking.

MUSCARINIC ACETYLCHOLINE RECEPTOR ANTAGONISTS

Muscarinic Acetylcholine receptor antagonists and methods of using them are provided.

Cyanothiophene derivatives, compositions containing such compounds and methods of use

The present invention addresses substituted cyanothiophene derivatives of the formula I: as well as compositions containing such compounds and methods of treatment. The compounds in the present invention are glucagon antagonists. The compounds block the action of glucagon at its receptor and thereby decrease the levels of plasma glucose providing a treatment of diabetes.

Combating fungi with novel (thio-)ureas, and novel intermediates therefor

(Thio)-ureas of the formula STR1 in which R1 is an optionally alkyl-substituted cycloalkyl radical or a halogenoalkyl radical, R2 is an alkyl or cycloalkyl radical or an optionally substituted aryl radical, Ar is an optionally substi