55899-42-8

Usage

General Description

1,2-Benzenediamine, N-propyl-(9CI) is a chemical compound composed of a benzene ring with two amino groups and a propyl group attached to one of the amino groups. It is also known as 1,2-diaminopropane and is a primary aromatic amine. 1,2-Benzenediamine,N-propyl-(9CI) is used in the production of dyes, rubber chemicals, and pharmaceuticals. It is also a common ingredient in hair dyes and other cosmetic products. However, the use of 1,2-Benzenediamine, N-propyl-(9CI) is restricted in many countries due to its potential toxic and carcinogenic effects on humans. Additionally, exposure to 1,2-Benzenediamine,N-propyl-(9CI) may cause skin irritation and allergic reactions in some individuals. Therefore, it is important to handle and use this chemical with caution and adhere to safety guidelines.

InChI:InChI=1/C9H14N2/c1-2-7-11-9-6-4-3-5-8(9)10/h3-6,11H,2,7,10H2,1H3

Upstream product

• 55432-58-1 2-nitro-N-propylbenzenamine 
• 13347-27-8 N-(2-Nitrophenyl)-N-prop-2-enylamine 
• 55899-43-9 N-allyl-1,2-phenylenediamine 
• 7765-40-4 n-propyl-2,1,3-benzothiadiazolium 2,4-dinitrobenzenesulphonate 
• 540-54-5 1-Chloropropane 
• 15223-25-3 N,N-dibenzylidenebenzene-1,2-diamine 
• 88-73-3 2-Chloronitrobenzene 
• 106-94-5 propyl bromide 
• 95-54-5 1,2-diamino-benzene 
• 55432-23-0 cyclopropyl-(2-nitro-phenyl)-amine 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 58785-14-1 2-[(2-Propylamino-phenylamino)-methylene]-malonic acid diethyl ester 
• 81327-51-7 C₃₆H₄₄N₈P₄ 
• 124-40-3 dimethyl amine 
• 58785-19-6 2-({2-[Propyl-(toluene-4-sulfonyl)-amino]-phenylamino}-methylene)-malonic acid diethyl ester 
• 1072930-35-8 2-(4-bromo-3-chloro-phenyl)-1-propyl-1H-benzoimidazole 
• 1072930-70-1 (4-chloro-phenyl)-[5-(1-propyl-1H-benzoimidazol-2-yl)-thiazol-2-yl]-amine 
• 1072930-14-3 6-(1-propyl-1H-benzoimidazol-2-yl)-pyridazin-3-ol 
• 1072930-13-2 (4-chloro-phenyl)-[6-(1-propyl-1H-benzoimidazol-2-yl)-pyridazin-3-yl]-amine 
• 1072929-03-3 3-chloro-N-(4-chlorophenyl)-5-(1-propyl-1H-benzo[d]imidazol-2-yl)pyridin-2-amine 
• 65202-75-7 2-benzyl-1-propyl-1H-benzo[d]imidazole 
• 314769-68-1 2-phenyl-1-n-propyl-1H-benzo[d]imidazole 
• 1072930-34-7 [2-chloro-4-(1-propyl-1H-benzoimidazol-2-yl)-phenyl]-(6-methyl-pyridin-3-yl)-amine 

Relevant academic research and scientific papers

2-aminobenzimidazoles for leishmaniasis: From initial hit discovery to in vivo profiling

Leishmaniasis is a major infectious disease with hundreds of thousands of new cases and over 20,000 deaths each year. The current drugs to treat this life-threatening infection have several drawbacks such as toxicity and long treatment regimens. A library of 1.8 million compounds, from which the hits reported here are publicly available, was screened against Leishmania infantum as part of an optimization program; a compound was found with a 2-aminobenzimidazole functionality presenting moderate potency, low metabolic stability and high lipophilicity. Several rounds of synthesis were performed to incorporate chemical groups capable of reducing lipophilicity and clearance, leading to the identification of compounds that are active against different parasite strains and have improved in vitro proper-ties. As a result of this optimization program, a group of compounds was further tested in anticipation of in vivo evaluation. In vivo tests were carried out with compounds 29 (L. infantum IC50: 4.1 μM) and 39 (L. infantum IC50: 0.5 μM) in an acute L. infantum VL mouse model, which showed problems of poor exposure and lack of efficacy, despite the good in vitro potency.

STING AGONISTS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same for the modulation of STING, and the treatment of STING-mediated disorders.

Structure-activity relationship studies of antiplasmodial cyclometallated ruthenium(II), rhodium(III) and iridium(III) complexes of 2-phenylbenzimidazoles

Benzimidazoles, such as albendazole, thiabendazole and omeprazole have antiplasmodial activity against Plasmodium falciparum and are widely used as scaffolds for metal-based drug research. Incorporating substituents with various lipophilic and electronic

METALLOENZYME INHIBITOR COMPOUNDS

Provided are compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.

Novel benzimidazolyl tetrahydroprotoberberines: Design, synthesis, antimicrobial evaluation and multi-targeting exploration

A series of novel benzimidazolyl tetrahydroprotoberberines were conveniently designed and efficiently synthesized from berberine via direct cyclization of tetrahydroprotoberberine aldehyde and o-phenylene diamines under metal-free aerobic oxidation. All the new compounds were characterized by IR, 1H NMR, 13C NMR and HRMS spectra. The antimicrobial evaluation revealed that the 5-fluorobenzimidazolyl derivative 5b was the most active antibacterial and antifungal molecule with broad spectrum in comparison to Berberine, Chloromycin, Norfloxacin and Fluconazole. It triggered almost no resistance development against MRSA even after 15 passages. Further studies demonstrated that compound 5b could not only effectively interact with Topo IA by hydrogen bonds, but also intercalate into calf thymus DNA and cleave pBR322 DNA, which might be responsible for its powerful bioactivities.

Design, synthesis and biological evaluation of 5-fluorouracil-derived benzimidazoles as novel type of potential antimicrobial agents

A series of 5-fluorouracil benzimidazoles as novel type of potential antimicrobial agents were designed and synthesized for the first time. Bioactive assay manifested that some of the prepared compounds exhibited good or even stronger antibacterial and an

Discovery of membrane active benzimidazole quinolones-based topoisomerase inhibitors as potential DNA-binding antimicrobial agents

A series of novel benzimidazole quinolones as potential antimicrobial agents were designed and synthesized. Most of the prepared compounds exhibited good or even stronger antimicrobial activities in comparison with reference drugs. The most potent compound 15m was membrane active and did not trigger the development of resistance in bacteria. It not only inhibited the formation of biofilms but also disrupted the established Staphylococcus aureus and Escherichia coli biofilms. It was able to inhibit the relaxation activity of E. coli topoisomerase IV at 10 μM concentration. Moreover, this compound also showed low toxicity against mammalian cells. Molecular modeling and experimental investigation of compound 15m with DNA suggested that this compound could effectively bind with DNA to form a steady 15m-DNA complex which might further block DNA replication to exert the powerful bioactivities.

Design, synthesis and biological evaluation of benzimidazole-pyridine-piperidine hybrids as a new class of potent antimicrobial agents

A series of novel benzimidazole-pyridine-piperidine hybrids was synthesized in good yields and characterized by spectral and elemental analyses. The compounds 4a-h and 5a-c were evaluated for their in vitro antibacterial activity against gram-positive org

Imidoyl dichlorides as new reagents for the rapid formation of 2-aminobenzimidazoles and related azoles

The development of a reagent for the efficient synthesis of five- and six-membered azoles at room temperature is proposed. A variety of substituted 2-aminobenzimidazoles are synthesized in good to excellent yields. The ability to incorporate various protecting groups makes the imidoyl dichloride reagent amenable to a large number of syntheses. The reagent is applied to the total synthesis of the 2-aminobenzimidazole containing carcinogen, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), from 2-chloro-3-nitropyridine in >60% yield in 6 steps.

Design, synthesis and biological evaluation of novel 7-alkylamino substituted benzo[ a[phenazin derivatives as dual topoisomerase I/II inhibitors

A novel series of benzo[a]phenazin derivatives bearing alkylamino side chains were designed, synthesized and evaluated for their topoisomerases inhibitory activity as well as cytotoxicity against four human cancer cell lines (HL-60, K-562, HeLa, and A549)