3158-73-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Cyclopropylaniline is utilized as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and medications. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Dye Industry:
In the dye industry, 2-cyclopropylaniline serves as a key intermediate, contributing to the production of various dyes with specific color properties and stability.
Used in Organic Chemistry:
2-Cyclopropylaniline is employed as a building block in the preparation of heterocyclic compounds, which are important in various fields, including pharmaceuticals, agrochemicals, and materials science. Its cyclopropyl group provides unique structural features that can enhance the properties of the resulting heterocyclic compounds.
Used in Medicinal Chemistry Research:
2-Cyclopropylaniline has potential applications in the field of medicinal chemistry, where it is used for the development of new drugs and pharmaceuticals. Its aromatic amine and cyclopropyl group offer opportunities for the design of novel molecular structures with potential therapeutic effects.

InChI:InChI=1/C9H11N/c10-9-4-2-1-3-8(9)7-5-6-7/h1-4,7H,5-6,10H2

Upstream product

• 10292-65-6 2-nitrophenylcyclopropane 
• 873-49-4 cyclopropylbenzene 
• 35896-11-8 1,3-dicyclopropylbenzene 
• 41010-17-7 1,4-dicyclopropylbenzene 
• 41009-82-9 o-dicyclopropylbenzene 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 124236-41-5 2-Cyclopropylphenylhydrazin 
• 92962-39-5 benzoic acid-(2-cyclopropyl-anilide) 
• 124557-48-8 N-(5-cyclopropyl-4-nitrothienyl-2-methylene)-2-cyclopropylaniline 
• 74386-26-8 2-Cyclopropylazobenzene 
• 134920-42-6 N-[1-(2-Amino-phenyl)-propyl]-acetamide 
• 136605-78-2 1-(2-cyclopropylphenyl)piperazine 
• 10292-60-1 2-cyclopropylphenol 
• 345894-03-3 N-(4-nitrobenzylidene)-2-cyclopropylaniline 
• 368890-80-6 N-(4-methylbenzoyl)-2-cyclopropylaniline 
• 57807-41-7 2-Jod-6-nitrosopropiophenon 
• 57807-37-1 (2-Iod-4-nitrophenyl)-cyclopropan 
• 57807-36-0 (2-Iod-6-nitrophenyl)-cyclopropan 
• 10292-65-6 2-nitrophenylcyclopropane 
• 74386-29-1 2-acetonylazobenzene 

Relevant academic research and scientific papers

Cu(II)-Mediated N-H and N-Alkyl Aryl Amination and Olefin Aziridination

Cu(II)-mediated direct NH2 and NH alkyl aryl aminations and olefin aziridinations are described. These room-temperature, one-pot, environmentally friendly procedures replace costly Rh2 catalysts and, in some instances, display important differences with comparable Rh2- and Fe-supported reactions.

Bcl-2 INHIBITORS

Disclosed herein is a compound of Formula (I) for inhibiting Bcl-2 and treating disease associated with undesirable bcl-2 activity (Bcl-2 related diseases), a method of using the compounds disclosed herein for treating dysregulated apoptotic diseases including cancers and treating autoimmune disease, and a pharmaceutical composition comprising the same.

SUBSTITUTED TRICYCLIC COMPOUNDS WITH ACTIVITY TOWARDS EP1 RECEPTORS

The present invention belongs to the field of EP1 receptor ligands. More specifically it refers to compounds of general formula (I) having great affinity and selectivity for the EP1 receptor. The invention also refers to the process for their preparation, to their use as medicament for the treatment and/or prophylaxis of diseases or disorders mediated by the EP1 receptor as well as to pharmaceutical compositions comprising them.

N-acylaminophenylcyclopropanes in reaction with nitrous acid generated in situ

The reaction of N-acylaminophenylcyclopropanes with HNO2 proceeds regioselectively with introduction of an N=O fragment into the three-membered ring and formation of the corresponding Δ2-isoxazolines. For ortho-substituted N-acylaminophenylcyclopropanes side processes were observed, caused by the intramolecular participation of the N-acyl group in conversions of the carbenium ions formed on opening the cyclopropane ring under the action of the nitrosating reagent, and by direct insertion of the modified ortho substituent into the three-membered ring.

Aminopyrroline compounds

Compound of formula (I): in which: n is 1 or 2, X represents alkylene, alkenylene, alkynylene or optionally substituted arylene or heteroarylene, R10represents hydrogen or alkyl and R11and R12together form a bond, or alternatively R12represents hydrogen or alkyl and R10and R11together form a bond, R2, R3and R4each independently of the others represents hydrogen, alkyl, hydroxyalkyl, alkoxy, alkoxycarbonyl, aryl, arylalkyl or aryloxyalkyl, or two of R2, R3and R4form a cycloalkyl radical. Medicinal products containing the same are useful in the treatment of cardiovascular diseases.

Preparation, antimicrobial evaluation, and mutagenicity of [2- hydroxyaryl]-[1-methyl-5-nitro-1H-2-imidazolyl]methanols, [5-tert-butyl-2- methylaminophenyl]-[1-methyl-5-nitro-1H-2-imidazolyl] methanol, and [2- hydroxyaryl]-[1-methyl-5-nitro-1H-2-imidazolyl] ketones

Efficient preparations of the titled compounds are described, their antimicrobial activity and mutagenic properties being evaluated. Some of the studied compounds are nonmutagenic and present a MIC as low as some of the usual standards in the field.

N-Arylpiperazinyl-N'-propylamino derivatives of heteroaryl amides as functional uroselective α1-adrenoceptor antagonists

Novel arylpiperazines were identified as α1-adrenoceptor (AR) subtype- selective antagonists by functional in vitro screening. 3-[4-(ortho- Substituted phenyl)piperazin-1:yl]propylamines were derivatized with N,N- dimethyl anthranilamides, nicotinamides, as well as carboxamides of quinoline, 1,8-naphthyridine, pyrazolo[3,4-b]pyridine, isoxazolo[3,4- b]pyridine, imidazo[4,5-b]pyridine, and pyrazolo[1,5-a]pyrimidines. Strips of rabbit bladder neck were employed as a predictive assay for antagonism in the human lower tract. Rings of rat aorta were used as a 'negative screen' for the test antagonists. Binding to α1-ARs was relatively sensitive to size and electronic features of the arylpiperazine portion of the antagonists and permissive to these features on the heteroaryl carboxamide side. These structure-affinity findings were exploited to produce nicotinamides (e.g. 13ii and 25x) and pyrazolo[3,4-b]pyridines (e.g. 37f and 37y) ligands with nanomolar affinity at the α1-AR subtype prevalent in the human lower urinary tract (pA2 values: 8.8, 10.7, 9.3, and 9.9, respectively) and displaying 2-3 orders of magnitude selectivity over the α(1D)-AR.

Electron transfer in P450 mechanisms. Microsomal metabolism of cyclopropylbenzene and p-cyclopropylanisole

The metabolism of cyclopropylbenzene (1a) and 4-cyclopropylanisole (1b) was studied using liver microsomal preparations from control, phenobarbital- and β-naphthoflavone treated rats. With all three types of microsomes 1a was metabolized by benzylic hydroxylation to give 1-phenylcyclopropanol and by aromatic hydroxylation at C-4; the former predominated by a factor of 2-4. BNF-induced microsomes also formed 2-cyclopropylphenol. No cyclopropyl ring-opened metabolites of 1a, including benzoic acid, were detected in any of the incubations. With PB-induced microsomes 1b underwent O-demethylation (90%) and benzylic hydroxylation; no other metabolites were detected. Progress curves for metabolism of 1a are markedly nonlinear after only limited conversion of substrate, suggesting the possibility that 1a, like other cyclopropyl compounds, could be a suicide substrate for one or more isozymes of P450. For both 1a and b, metabolite formation and enzyme inactivation can be explained by conventional P450 reaction mechanisms not involving electron abstraction.