19271-24-0

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-chlorobenzyl)-N-cyclopropylamine is used as a key intermediate for the synthesis of potential drug candidates and other biologically active compounds. Its involvement in the development of new medications highlights its importance in medicinal chemistry and drug discovery.
Used in Organic Synthesis:
This chemical compound is also utilized as a reagent in various organic synthesis reactions, contributing to the creation of a wide range of chemical products and further emphasizing its multifaceted applications across different sectors.

InChI:InChI=1/C10H12ClN/c11-9-3-1-8(2-4-9)7-12-10-5-6-10/h1-4,10,12H,5-7H2

Upstream product

• 1013624-47-9 N-(4-chlorobenzylidene)cyclopropanamine 
• 104-88-1 4-chlorobenzaldehyde 
• 765-30-0 Cyclopropylamine 
• 623-03-0 4-Cyanochlorobenzene 

Relevant academic research and scientific papers

Synthesis and spectral studies on Cd(II) dithiocarbamate complexes and their use as precursors for CdS nanoparticles

Bis(N-cyclopropyl-N-4-chlorobenzyldithiocarbamato-S,S′)cadmium(II) (1) and (2,2′-bipyridine) bis(N-cyclopropyl-N-4-chlorobenzyldithiocarbamato-S,S′)cadmium(II) (2) have been synthesized and characterized by FT-IR, 1HNMR and 13C NMR analyses. For the complex 2, single crystal X-ray diffraction analysis and computational studies (optimized geometry, HOMO-LUMO and MEP) have been executed employing DFT/B3LYP method with LANL 2DZ basic set. The optimized bond lengths and bond angles agree well with the experimental results. The complexes 1 and 2 have been used as single source precursors for the synthesis of ethyleneglycol capped CdS1 and CdS2 nanoparticles, respectively. CdS1 and CdS2 nanoparticles have been synthesized by solvothermal method. PXRD, SEM, Elemental colour mapping, EDAX, TEM and UV–Vis spectroscopy have been used to characterize the as-prepared CdS nanoparticles. The X-ray diffraction pattern confirms both their hexagonal structures.

Selective hydrogenation of nitriles to secondary amines catalyzed by a pyridyl-functionalized and alkenyl-tethered NHC-Ru(II) complex

A set of Co(III) and Ru(II) compounds are synthesized bearing pyridyl-functionalized and alkenyl-tethered N-heterocyclic carbene (NHC) ligand (L1). [CoIII(L1)3](PF6)3 (1) was synthesized by the reaction of [L1H]PF6, Co(OAc)2.4H2O, K2CO3 in tetrahydrofuran (THF) under refluxing condition. [RuIIL1(η6-p-cymene)Cl]PF6 (2) was synthesized via transmetallation method. For both compounds, the NHC ligand chelates the metal through carbene carbon and pyridyl nitrogen whereas the butenyl unit remains free. Compound 2 hydrogenates organic nitriles efficiently providing selectively secondary amines. In the presence of external amines, unsymmetrical secondary amines are also obtained.

Synthesis and spectroscopic characterization of Ni(II) complexes involving functionalised dithiocarbamates and triphenylphosphine: Anagostic interaction in (N-cyclopropyl-N-(4-fluorobenzyl)dithiocarbamato-S,S′) (thiocyanato-N)(triphenylphosphine)nickel(II)

Twelve new nickel(II) complexes namely [Ni(S2CNRR′)2](1-6) and [Ni(S2CNRR′)(NCS)(PPh3)](7-12) [where R = cyclopropyl (cPr); R′ = 2HO-C6H4-CH2- (1,7), 3HO-C6H4-CH2- (2,8), 4HO-C6H4-CH2- (3,9), 4CH3O-C6H4-CH2- (4,10), 4F-C6H4-CH2- (5,11), 4Cl-C6H4-CH2- (6,12)] have been prepared and characterized by elemental analysis, IR, UV-Vis and NMR (1H and 13C) spectroscopy. A single crystal X-ray structural analysis was carried out for (N-cyclopropyl-N-(4-fluorobenzyl)dithiocarbamato-S,S′)(thiocyanato-N)- (triphenylphosphine)nickel(II). The increase in wavenumber of νC-N thioureide and decrease in chemical shift values of heteroleptic complexes 7-12 compared to that of homoleptic complexes 1-6 are due to the mesomeric drift of electron density from the dithiocarbamate moiety towards the metal centre, increasing the carbon-nitrogen double bond character. The increased strength of C-N bond is due to the presence of the π-accepting triphenylphosphine. Electronic spectral studies indicated square planar geometry around the nickel(II) central atom for all the complexes. Single crystal X-ray structural analysis of 11 confirms that the coordination geometry about the Ni is distorted square planar. The C-H...F interactions lead to a polymeric structure and a rare intramolecular anagostic interaction [M…H = 2.929 ?] is observed. The molecular geometry, HOMO-LUMO in the ground state and MEP have been calculated for 11 using the Hartree-Fock (HF) method with the LANL2DZ basic set. The optimized bond lengths and bond angles agree well with the experimental results. The asymmetry in the Ni-S bonds reveal the greater trans influence of triphenylphosphine compared to that of the isothiocyanate ion.

Design and preparation of potent, nonpeptidic, bioavailable renin inhibitors

Starting from known piperidine renin inhibitors, a new series of 3,9-diazabicyclo[3.3.1]nonene derivatives was rationally designed and prepared. Optimization of the positions 3, 6, and 7 of the diazabicyclonene template led to potent renin inhibitors. The substituents attached at the positions 6 and 7 were essential for the binding affinity of these compounds for renin. The introduction of a substituent attached at the position 3 did not modify the binding affinity but allowed the modulation of the ADME properties. Our efforts led to the discovery of compound (+)-26g that inhibits renin with an IC 50 of 0.20 nM in buffer and 19 nM in plasma. The pharmacokinetics properties of this and other similar compounds are discussed. Compound (+)-26g is well absorbed in rats and efficacious at 10 mg/kg in vivo.

Synthesis of C-aryl-N-cyclopropylnitrones

Synthesis of C-aryl-N-cyclopropylnitrones is described. Preparations were performed either by condensation of the appropriate aldehyde with N-cyclopropyl-hydroxylamine, or oxidation of N-substituted N-cyclopropylamines with sodium tungstate/hydrogen perox