59681-66-2

Usage

Uses

Used in Chemical Synthesis:
4-Chloro-N1-methylbenzene-1,2-diamine is used as an intermediate in the synthesis of various products, including pigments, textiles, and hair dyes. Its unique structure allows it to be a key component in the creation of a wide range of organic compounds, contributing to the development of new materials and products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Chloro-N1-methylbenzene-1,2-diamine is used as a building block for the development of new drugs. Its chemical properties make it suitable for the synthesis of various pharmaceutical compounds, potentially leading to the discovery of new treatments and therapies.
Used in Dye Production:
4-Chloro-N1-methylbenzene-1,2-diamine is used as a precursor in the production of dyes. Its ability to form stable color compounds makes it a valuable component in the creation of dyes for various applications, including textiles, plastics, and printing inks.
Used in Environmental Management:
While 4-Chloro-N1-methylbenzene-1,2-diamine can pose a risk to the environment if not handled properly, it is also used in the development of methods for environmental management and pollution control. Understanding its properties and potential impacts can help in the design of safer processes and disposal methods, reducing its environmental footprint.
Safety and Disposal:
It is important to handle 4-Chloro-N1-methylbenzene-1,2-diamine with caution, as it can be harmful if ingested, inhaled, or comes into contact with the skin or eyes. Proper safety measures should be taken during its use, and it should be disposed of according to local regulations to minimize its potential environmental impact.

Upstream product

• 15950-17-1 4-chloro-N-methyl-2-nitroaniline 
• 89-61-2 2,5-dichloronitrobenzene 
• 74-89-5 methylamine 
• 89-63-4 4-Chloro-2-nitroaniline 
• 345-18-6 2-fluoro-5-chloronitrobenzene 

Downstream Products

• 30064-10-9 5-chloro-1-methyl-2-trifluoromethylbenzimidazole 
• 26960-04-3 5-chloro-1,2-dimethyl-1H-benzimidazole 
• 1191924-13-6 C₂₁H₁₆Cl₃N₅ 
• 1267635-04-0 C₂₀H₂₀ClN₃O₃ 
• 1267634-98-9 C₂₀H₂₀ClN₃O₃ 
• 22316-27-4 7-chloro-5-methyl-1-phenyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione 
• 22316-47-8 clobazam 
• 37385-92-5 5-chloro-1-methyl-3-phenyl-1,3-dihydro-2H-benzo[d]imidazol-2-one 
• 15965-71-6 5-chloro-1,3-dihydro-1-methyl-2H-benzimidazol-2-one 
• 107917-65-7 3-(2-aminophenyl)-6-chloro-1-methylquinoxalin-2(1H)-one 
• 103748-25-0 5-chloro-1-methyl-1H-benzimidazol-2-amine 
• 380177-22-0 (N-methyl-5-chloro-1H-benzimidazole-2-yl)methanol 

Relevant academic research and scientific papers

Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes

CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.

Amino Azaxylylenes Photogenerated from o-Amido Imines: Photoassisted Access to Complex Spiro-Poly-Heterocycles

Upon irradiation, cyclic imines containing o-amido groups are shown to produce reactive intermediates, amino azaxylylenes, which undergo intramolecular cycloadditions to tethered unsaturated pendants to yield complex N,O-heterocycles having an additional spiro-connected nitrogen heterocyclic moiety. Modular assembly of the photoprecursors allows expeditious increase of the complexity of the target poly-heterocyclic scaffolds with a minimal number of experimentally simple reaction steps. The photocyclization and subsequent postphotochemical transformations are accompanied by an increase of Lovering's fsp3 factor, thus producing unprecedented three-dimensional molecular architectures, and offering extended sampling of chemical space. Rings in three dimensions: Cyclic imines containing an o-amido group undergo excited-state intramolecular proton transfer to generate amino azaxylylenes. The amino azaxylylenes undergo intramolecular cycloadditions to tethered unsaturated pendants to yield complex heterocyclic three-dimensional molecular architectures.

GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).

Discovery of 2-iminobenzimidazoles as potent hepatitis C virus inhibitors with a novel mechanism of action

In this report we describe 2-iminobenzimidazole (IBI) analogs, identified during the course of a phenotypic high-throughput screening campaign, as novel hepatitis C virus (HCV) inhibitors. A series of IBI derivatives was synthesized and evaluated for their inhibitory activity against infectious HCV. Among the IBIs derivatives studied in this work, we identified promising compounds with high antiviral efficacy, high selectivity index and good microsomal stability. Noteworthy, the IBI series exhibited inhibitory activity on early and late steps of the viral cycle, but not in the HCV replicon system demonstrating a mechanism of action distinct from clinical-stage and approved anti-HCV drugs. Overall, our results suggest that IBIs are predestinated for further exploration as lead compounds for novel HCV interventions.

Discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly

The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity.

CYCLIC GUANIDINES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE

The present invention relates to cyclic guanidines, compositions containing such compounds and methods of treatment. The compounds are glucagon receptor antagonists and thus are useful for treating, preventing or delaying the onset of type 2 diabetes mellitus.

INHIBITORS OF HEPATITIS C VIRUS RNA-DEPENDENT RNA POLYMERASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME

The invention relates to compounds of the formula (I) and to pharmaceutically acceptable salts, solvates, prodrugs and metabolites thereof, wherein W, Z, R1and R2, are as defined herein. The invention also relates to methods of treating Hepatitis C virus in mammals by administering the compounds of formula (I), and to pharmaceutical compositions for treating such disorders, which contain the compounds of formula (I). The invention also relates to methods of preparing the compounds of formula (I).

Synthesis and SAR of 2-arylbenzoxazoles, benzothiazoles and benzimidazoles as inhibitors of lysophosphatidic acid acyltransferase-β

2-Arylbenzoxazoles, benzothiazoles and benzimidazoles were identified as new classes of potent, isoform specific inhibitors of lysophosphatidic acid acyltransferase-β (LPAAT-β). Effects of selected inhibitors on proliferation of tumor cells in vitro were investigated.

Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives

2-(Trifluoromethyl)benzimidazole derivatives substituted at the 1-, 5-, and 6-positions have been synthesized and in vitro tested against the protozoa Giardia lamblia, Entamoeba histolytica, and the helminth Trichinella spiralis. Results indicate that all the compounds tested are more active as antiprotozoal agents than Albendazole and Metronidazole. One compound (20) was as active as Albendazole against T. spiralis. These compounds were also tested for their effect on tubulin polymerization and none inhibited tubulin polymerization.

Synthesis and stability of 5-, 7- and 8-substituted benzo-1,2,3,5-tetrazepin-4-ones

In order to determine the effect of substituents on the stability of benzo-fused 1,2,3,5-tetrazepin-4-ones, 5-, 7- and 8-substituted derivatives (6a-d), and (10) were synthesized. The stability of the tetrazepinones increased with the electron withdrawing character of the substituents at the benzene ring. Bulky groups at the 5 position destabilize the tetrazepinone ring. The unstable tetrazepinones (6b, 10 and 14) decomposed in chloroform at room temperature to benzotriazole derivatives (11, 12 and 15). X-Ray diffraction of nitrobenzotetrazepinone (6d) showed that despite the elctron withdrawing effect of the nitro group para to the triazene chain, N3 exhibited a significant pyramidal character. In 6d, the 1,2,3,5-tetrazepinone cycle has an almost perfect seven-membered ring boat shape.