66063-15-8

Basic information

• Product Name: 4-chloro-N-cyclopentylbenzylamine
• Synonyms: 4-chloro-N-cyclopentylbenzylamine;4-Chloro-N-cyclopentylbenzenemethanamine
• CAS NO: 66063-15-8
• Molecular Formula: C12H16ClN
• Molecular Weight: 209.71514
• EINECS: 266-097-9
• Mol File: 66063-15-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 301.8°Cat760mmHg
• Flash Point: 136.3°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.00103mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-chloro-N-cyclopentylbenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-N-cyclopentylbenzylamine(66063-15-8)
• EPA Substance Registry System: 4-chloro-N-cyclopentylbenzylamine(66063-15-8)

Safety Data

• Hazardous Substances Data: 66063-15-8(Hazardous Substances Data)

Usage

Description

4-Chloro-N-cyclopentylbenzylamine is an organic compound with the molecular formula C12H16ClN. It is characterized by the presence of a chlorine atom attached to a benzyl group, which is connected to a cyclopentylamine moiety. 4-Chloro-N-cyclopentylbenzylamine is known for its potential applications in various industries, particularly in the synthesis of pharmaceuticals and other chemical products.

Uses

Used in Pharmaceutical Industry:
4-Chloro-N-cyclopentylbenzylamine is used as a reagent for the preparation of γ-lactams, which are important structural components in the development of various pharmaceuticals. These γ-lactams can be found in a wide range of drugs, including antibiotics, antifungal agents, and anticancer medications. 4-Chloro-N-cyclopentylbenzylamine's unique structure allows for the creation of diverse γ-lactam derivatives with potential therapeutic properties.
Used in Chemical Synthesis:
In addition to its applications in the pharmaceutical industry, 4-Chloro-N-cyclopentylbenzylamine can also be utilized in the synthesis of other organic compounds. Its versatile structure makes it a valuable building block for the development of new molecules with various applications, such as agrochemicals, dyes, and advanced materials.

InChI:InChI=1/C12H16ClN/c13-11-7-5-10(6-8-11)9-14-12-3-1-2-4-12/h5-8,12,14H,1-4,9H2

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 1003-03-8 Cyclopentamine 

Relevant articles and documents

A PDE6δ-KRas Inhibitor Chemotype with up to Seven H-Bonds and Picomolar Affinity that Prevents Efficient Inhibitor Release by Arl2

Small-molecule inhibition of the interaction between the KRas oncoprotein and the chaperone PDE6δ impairs KRas spatial organization and signaling in cells. However, despite potent binding in vitro (KD10 nm), interference with Ras signaling and growth inhibition require 5–20 μm compound concentrations. We demonstrate that these findings can be explained by fast release of high-affinity inhibitors from PDE6δ by the release factor Arl2. This limitation is overcome by novel highly selective inhibitors that bind to PDE6δ with up to 7 hydrogen bonds, resulting in picomolar affinity. Their release by Arl2 is greatly decreased, and representative compounds selectively inhibit growth of KRas mutated and -dependent cells with the highest activity recorded yet. Our findings indicate that very potent inhibitors of the KRas-PDE6δ interaction may impair the growth of tumors driven by oncogenic KRas.

Design, Synthesis, and Structure-Activity Relationship of Economical Triazole Sulfonamide Aryl Derivatives with High Fungicidal Activity

Plant fungal diseases have caused great decreases in crop quality and yield. As one of the considerable agricultural diseases, cucumber downy mildew (CDM) caused by pseudoperonospora cubensis seriously influences the production of cucumber. Amisulbrom is a commercial agricultural fungicide developed by Nissan Chemical, Ltd., for the control of oomycetes diseases that is highly effective against CDM. However, the synthesis of amisulbrom has a high cost because of the introduction of the bromoindole ring. In addition, the continuous use of amisulbrom might increase the risk of resistance development. Hence, there is an imperative to develop active fungicides with new scaffolds but low cost against CDM. In this study, a series of 1,2,4-triazole-1,3-disulfonamide derivatives were designed, synthesized, and screened. Compound 1j showed a comparable fungicidal activity with amisulbrom, but it was low cost and ecofriendly. It has the potential to be developed as a new fungicide candidate against CDM. Further investigations of structure-activity relationship exhibited the structural requirements of 1,2,4-triazole-1,3-disulfonamide and appropriate modification in N-alkyl benzylamine groups with high fungicidal activity. This research will provide powerful guidance for the design of highly active lead compounds with a novel skeleton and low cost.

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.