5840-03-9

Basic information

• Product Name: n-(m-aminophenyl)aniline
• Synonyms: 3-aminodiphenylamine;m-aminodiphenylamine;n-(m-aminophenyl)aniline;n-phenyl-3-benzenediamine;n-phenyl-m-phenylenediamin;1,3-Benzenediamine, N-phenyl-;N1-phenylbenzene-1,3-diamine;N-Phenyl-1,3-benzdiamine
• CAS NO: 5840-03-9
• Molecular Formula: C₁₂H₁₂N₂
• Molecular Weight: 184.23708
• Mol File: 5840-03-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 362 °C at 760 mmHg
• Flash Point: 203.2 °C
• Appearance: /
• Density: 1.167 g/cm³
• Vapor Pressure: 1.99E-05mmHg at 25°C
• Refractive Index: 1.683
• Storage Temp.: 2-8°C
• CAS DataBase Reference: n-(m-aminophenyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: n-(m-aminophenyl)aniline(5840-03-9)
• EPA Substance Registry System: n-(m-aminophenyl)aniline(5840-03-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5840-03-9(Hazardous Substances Data)

Usage

General Description

N-(m-aminophenyl)aniline is a chemical compound which belongs to the class of organic compounds known as m-phenylenediamines. These are compounds containing m-phenylenediamine, which is an aromatic diamine with a benzene ring substituted by two amino groups at positions 1 and 3. The chemical structure of N-(m-aminophenyl)aniline consists of a central benzene ring with two nitrogen atoms attached to it. One nitrogen atom is a part of an amine group (-NH2), while the other nitrogen atom is a part of an aniline group, itself a derivative of ammonia. The role of N-(m-aminophenyl)aniline in the industrial sphere is not particularly well-defined but can be used as a precursor to other chemical reactions. Its safety, toxicity and effects on the environment have not been thoroughly studied.

InChI:InChI=1/C12H12N2/c13-10-5-4-8-12(9-10)14-11-6-2-1-3-7-11/h1-9,14H,13H2

Upstream product

• 4531-79-7 3-nitro-N-phenylaniline 
• 591-50-4 iodobenzene 
• 108-45-2 m-phenylenediamine 
• 98-80-6 phenylboronic acid 
• 99-09-2 3-nitro-aniline 
• 103-84-4 Acetanilid 
• 585-79-5 m-nitrobromobenzene 
• 122-28-1 N-(3-nitrophenyl)acetanilide 
• 108-86-1 bromobenzene 
• 108-90-7 chlorobenzene 
• 10268-78-7 1,3-diacetylaminobenzene 
• 62-53-3 aniline 

Downstream Products

• 581-29-3 acridin-3-ylamine 
• 41919-04-4 formic acid-(3-anilino-anilide) 
• 26484-06-0 N³,N⁶-diphenyl-acridine-3,6-diyldiamine; hydrochloride 
• 19619-91-1 N-[3-(phenylamino)phenyl]acetamide 
• 861058-84-6 N-phenyl-N,N'-m-phenylene-bis-acetamide 
• 36894-57-2 5-anilino-3H-benzothiazole-2-thione 
• 36894-58-3 7-anilino-3H-benzothiazole-2-thione 
• 37711-28-7 Diphenylamino-carbaminsaeure-3-aethylester 
• 359427-13-7 4-bromo-N-(2-(phenylamino)phenyl)benzamide 
• 36894-62-9 N-phenylbenzo[d]thiazol-5-amine 
• 37711-29-8 Phenothiazine-2-carbamic acid ethyl ester 
• 49868-39-5 3-Anilinotrifluormethansulfonanilid 

Relevant articles and documents

Growing the molecular architecture of imidazole-like ligands in HO-1 complexes

Up-regulation of HO-1 had been frequently reported in different cases and types of human malignancies. Since poor clinical outcomes are reported in these cases, this enzyme's inhibition is considered a valuable and proven anticancer approach. To identify

PSNCBAM-1 analogs: Structural evolutions and allosteric properties at cannabinoid CB1 receptor

Allosteric modulation of the CB1Rs could represent an alternative strategy for the treatment of diseases in which these receptors are involved, without the undesirable effects associated with their orthosteric stimulation. PSNCBAM-1 is a reference diaryl urea derivative that positively affects the binding affinity of orthosteric ligands (PAM) and negatively affects the functional activity of orthosteric ligands (NAM) at CB1Rs. In this work we reported the design, synthesis and biological evaluation of three different series of compounds, derived from structural modifications of PSNCBAM-1 and its analogs reported in the recent literature. Almost all the new compounds increased the percentage of binding affinity of CP55940 at CB1Rs, showing a PAM profile. When tested alone in the [35S]GTPγS functional assay, only a few derivatives lacked detectable activity, so were tested in the same functional assay in the presence of CP55940. Among these, compounds 11 and 18 proved to be functional NAMs at CB1Rs, dampening the orthosteric agonist-induced receptor functionality by approximately 30percent. The structural features presented in this work provide new CB1R-allosteric modulators (with a profile similar to the reference compound PSNCBAM-1) and an extension of the structure-activity relationships for this type of molecule at CB1Rs.

Discovery of 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-phenylacetamide derivatives as new potent and selective human sirtuin 2 inhibitors

Human sirtuin 2 (SIRT2) plays pivotal roles in multiple biological processes such as cell cycle regulation, autophagy, immune and inflammatory responses. Dysregulation of SIRT2 was considered as a main aspect contributing to several human diseases, including cancer. Development of new potent and selective SIRT2 inhibitors is currently desirable, which may provide a new strategy for treatment of related diseases. Herein, a structure-based optimization approach led to new 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-phenylacetamide derivatives as SIRT2 inhibitors. SAR analyses with new synthesized derivatives revealed a number of new potent SIRT2 inhibitors, among which 28e is the most potent inhibitor with an IC50 value of 42?nM. The selectivity analyses found that 28e has a very good selectivity to SIRT2 over SIRT1 and SIRT3. In cellular assays, 28e showed a potent ability to inhibit human breast cancer cell line MCF-7 and increase the acetylation of α-tubulin in a dose-dependent manner. This study will aid further efforts to develop highly potent and selective SIRT2 inhibitors for the treatment of cancer and other related diseases.