89659-66-5

Usage

Uses

Used in Pharmaceutical Industry:
N1-ISOPROPYL-4-CHLORO-2-NITROANILINE is used as an intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Dye Industry:
In the dye industry, N1-ISOPROPYL-4-CHLORO-2-NITROANILINE is utilized as an intermediate for the production of dyes. Its chemical properties enable the creation of a wide range of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Agrochemical Industry:
N1-ISOPROPYL-4-CHLORO-2-NITROANILINE also serves as an intermediate in the synthesis of agrochemicals. Its role in this industry is crucial for the development of new pesticides and other agricultural chemicals that help improve crop yields and protect plants from pests and diseases.
Used in Organic Synthesis and Chemical Research:
As a reagent in organic synthesis, N1-ISOPROPYL-4-CHLORO-2-NITROANILINE is employed for various chemical reactions and processes. Its versatility in chemical research allows scientists to explore new pathways and develop innovative applications in the field of chemistry.
Safety Precautions:
Due to the potential reactivity and chemical properties of N1-ISOPROPYL-4-CHLORO-2-NITROANILINE, it is essential to follow proper handling and safety precautions when working with N1-ISOPROPYL-4-CHLORO-2-NITROANILINE. This includes using appropriate personal protective equipment, working in well-ventilated areas, and adhering to established safety guidelines to minimize risks and ensure a safe working environment.

InChI:InChI=1/C9H11ClN2O2/c1-6(2)11-8-4-3-7(10)5-9(8)12(13)14/h3-6,11H,1-2H3

Upstream product

• 75-31-0 isopropylamine 
• 89-61-2 2,5-dichloronitrobenzene 
• 89-63-4 4-Chloro-2-nitroaniline 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 89659-68-7 5-chloro-2-<(1-methylethyl)amino>aniline 
• 89659-94-9 5-Chloro-1-isopropyl-3-pyridin-2-yl-1,3-dihydro-benzoimidazol-2-one 
• 89659-76-7 (5-Chloro-2-isopropylamino-phenyl)-carbamic acid ethyl ester 
• 148014-93-1 6-amino-5-chloro-1-isopropyl-2-(4-methyl-1-piperazinyl)-benzimidazole 

Relevant academic research and scientific papers

2,3-dihydro-2-oxo-1H-benzimidazole-1-carboxamides with selective affinity for the 5-HT4 receptor: Synthesis and structure-affinity and structure-activity relationships of a new series of partial agonist and antagonist derivatives

A series of 2,3-dihydro-2-oxo-1H-benzimidazole-l-carboxamide derivatives bearing a piperazine moiety was synthesized. Their in vitro 5-HT4, 5-HT3, and D2 receptors affinities were evaluated by radioligand binding assay. For selected compounds functional studies at the 5-HT4 receptor were made by using precontracted (by carbachol) preparations of rat esophageal tunica muscularis mucosae (TMM). The influence of the 3-substituent of the benzimidazole ring, the 4-substituent of the piperazine moiety, and the alkylene spacer was studied. Compounds with an ethyl or a cyclopropyl substituent in the 3-position of the benzimidazole ring showed moderate to high affinity (K(i) = 6.7-75.4 nM) for the 5-HT4 receptor with selectivity over 5-HT3 and D2 receptors and moderate antagonist activity (pK(b) = 6.19- 7.73). Compounds with an isopropyl substituent in the 3-benzimidazole position exhibited moderate and selective 5-HT4 affinity (K(i) ≥ 38.9 nM) and a partial agonist activity (5a, i.a. = 0.94) higher than that of the reference compound BIMU 8 (i.a. = 0.70). This reversal of the pharmacological activity due only to a small structural difference might confirm the existence of two binding sites on the 5-HT4 receptor. In the alkylene spacer, a two-methylene chain is favorable to optimize the affinity and the antagonist or the partial agonist activity. In the ethyl and cyclopropyl series, 5-HT4 antagonist activity seems to be unrelated to the size of the 4-substituent of the piperazine moiety, whereas a methyl group is optimal for high partial agonist activity in the isopropyl series; however, the presence of a butyl substituent is a favorable pattern for 5-HT4 antagonism and even causes a reversal of the pharmacological profile in the isopropyl series (5h, pK(b) = 7.94). N-Butyl quaternization of 5a led to an improvement in affinity for the 5-HT4 receptor and maintained the high partial agonist activity (5r, K(i) = 66.3 nM, i.a. = 0.93).

Benzimidazole derivative, process for preparing the same, antiemetic agent containing the same as active ingredient and intermediate compound for preparing the same

A benzimidazole derivative having the following formula (I): STR1 or a pharmaceutically acceptable acid addition salt thereof, a process for preparing the same, an antiemetic agent containing the same as an active ingredient and an intermediate compound for preparing the same. The above novel benzimidazole derivative has a continuous 5-HT3 antagonistic activity, shows preventive and therapeutic effects against vomiting caused by cisplatin and has a low toxicity, and hence, is useful as an antiemetic agent against vomiting due to chemotherapeutic treatment with cisplatin etc.

Design and syntheses of a series of novel serotonin3 antagonists

From a structural comparison study between serotonin and serotonin3 (5- HT3) antagonists using a two-dimensional grid template composed of regular hexagons, we deduced structural modification patterns from agonists to antagonists, an

Compounds with antiulcer and antisecretory activity. II. 3-Heteroaryl-benzimidazolin-2-ones

Some benzimidazolin-2-ones with different hetrocyclic rings at position 3 were synthesized and their antisecretory and antiulcer activity evaluated. The most promising compound, 1-methyl-3-(2-pyrazinyl)-5-chlorobenzimidazolin-2-one 35, because of unfavora