59504-34-6

Usage

Uses

Used in Recreational Substances:
1-(4-methyl-2-nitrophenyl)pyrrolidine is used as a recreational substance for inducing feelings of euphoria, energy, and increased sociability. However, it is important to note that Mephedrone is a Schedule I controlled substance in the United States, and its use can lead to addiction, mental health issues, and physical health problems.
Used in Research and Development:
1-(4-methyl-2-nitrophenyl)pyrrolidine may also be used in research and development for studying the effects of synthetic stimulants on the central nervous system and their potential for abuse. This can help in understanding the mechanisms of addiction and developing strategies for prevention and treatment.
It is crucial to emphasize the potential risks associated with Mephedrone use and to promote responsible behavior or avoidance of the substance altogether.

InChI:InChI=1/C11H14N2O2/c1-9-4-5-10(11(8-9)13(14)15)12-6-2-3-7-12/h4-5,8H,2-3,6-7H2,1H3

Upstream product

• 123-75-1 pyrrolidine 
• 446-11-7 4-fluoro-3-nitrotoluene 
• 89-60-1 1-chloro-4-methyl-2-nitro-benzene 
• 5326-34-1 4-Bromo-3-nitrotoluene 

Downstream Products

• 91429-70-8 5-methyl-2-(pyrrolidin-1-yl)aniline 

Relevant academic research and scientific papers

Optimisation of 2-(N-phenyl carboxamide) triazolopyrimidine antimalarials with moderate to slow acting erythrocytic stage activity

Malaria is a devastating parasitic disease caused by parasites from the genus Plasmodium. Therapeutic resistance has been reported against all clinically available antimalarials, threatening our ability to control the disease and therefore there is an ongoing need for the development of novel antimalarials. Towards this goal, we identified the 2-(N-phenyl carboxamide) triazolopyrimidine class from a high throughput screen of the Janssen Jumpstarter library against the asexual stages of the P. falciparum parasite. Here we describe the structure activity relationship of the identified class and the optimisation of asexual stage activity while maintaining selectivity against the human HepG2 cell line. The most potent analogues from this study were shown to exhibit equipotent activity against P. falciparum multidrug resistant strains and P. knowlesi asexual parasites. Asexual stage phenotyping studies determined the triazolopyrimidine class arrests parasites at the trophozoite stage, but it is likely these parasites are still metabolically active until the second asexual cycle, and thus have a moderate to slow onset of action. Non-NADPH dependent degradation of the central carboxamide and low aqueous solubility was observed in in vitro ADME profiling. A significant challenge remains to correct these liabilities for further advancement of the 2-(N-phenyl carboxamide) triazolopyrimidine scaffold as a potential moderate to slow acting partner in a curative or prophylactic antimalarial treatment.

Tert-amino effect-promoted rearrangement of aryl isothiocyanate: A versatile approach to benzimidazothiazepines and benzimidazothioethers

A general and practical approach to benzimidazothiazepine and benzimidazothioether derivatives via an intramolecular nucleophilic addition/ring expansion rearrangement of aryl isothiocyanates promoted by the tert-amino effect has been developed. This reaction is catalyzed by low-cost camphorsulfonic acid and tolerates a broad substrate scope with complete atom economy. Structurally intriguing benzimidazothiazepine and benzimidazothioether products could be easily obtained by a simple operation in good to excellent yield (up to 98%).

Structure-Activity Studies of Benzimidazole-Based DNA-Cleaving Agents. Comparison of Benzimidazole, Pyrrolobenzimidazole, and Tetrahydropyridobenzimidazole Analogues

The synthesis and cytotoxic properties of benzimidazole-based DNA-cleaving agents are presented herein.These agents include pyrrolobenzimidazole (PBI), benzimidazole (BI), and tetrahydropyridobenzimidazole (TPBI) analogues.As a result of these studies, it is concluded that the pyrrolo ring is not necessary for cytotoxicity (PBI is only slightly more cytotoxic than BI) but that homologation of the pyrrolo ring by one carbon results in a system, TPBI, prone to decomposition.Another conclusion is that the 6-aziridinyl derivative of the PBI system is more potent than the 7-aziridinyl derivative.Comparative studies with known antitumor agents revealed that the benzimidazole-based DNA-cleaving agents possess a unique spectrum of activity.Noteworthy observations are the high level of cytotoxicity against melanoma cell lines and the complete absence of activity against leukemia cell lines.The reductive activation and DNA-cleavage properties of the most active analogue (BI-A) are also presented.Reduction of the quinone ring to the hydroquinone results in nucleophile and proton trapping by the aziridinyl group.Documented nucleophiles include water and the oxygen anion of 5'-dAMP.In addition, reduced BI-A reacts with DNA to form a stable adduct, which cleaves at G + A bases upon heating in basic gel-loading solution.