2687-25-4

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Diaminotoluene is used as an inducer of CYP1A activity for its potential role in the metabolism of drugs and other substances. This application is significant in the development of new medications and understanding the body's response to various compounds.
Used in Environmental and Toxicological Studies:
2,3-Diaminotoluene is used as a possible mutagenic carcinogen in environmental and toxicological research. This application helps in understanding the potential risks and effects of 2,3-DIAMINOTOLUENE on human health and the environment.
Used in Chemical Research:
As a brown powder with unique chemical properties, 2,3-diaminotoluene is used in various chemical research applications to study its reactivity, stability, and potential uses in the synthesis of other compounds.

InChI:InChI=1/C7H10N2/c1-5-3-2-4-6(8)7(5)9/h2-4H,8-9H2,1H3

Upstream product

• 602-01-7 1-methyl-2,3-dinitrobenzene 
• 570-24-1 2-Methyl-6-nitroaniline 
• 10034-85-2 hydrogen iodide 
• 7647-01-0 hydrogenchloride 
• 99-99-0 1-methyl-4-nitrobenzene 
• 121-14-2 2,4-dinitrotoluene 
• 618-85-9 3,5-dinitrotoluene 
• 606-20-2 2,6-dinitrotoluene 
• 619-15-8 2,5-dinitrotoluene 
• 75-13-8 isocyanic acid 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 823-40-5 2,6-toluenediamine 
• 115-11-7 isobutene 
• 95-53-4 o-toluidine 

Downstream Products

• 5470-82-6 7-methyl-8-amino quinoline 
• 19190-68-2 4-methyl-1,3-dihydro-2H-benzoimidazol-2-one 
• 4887-83-6 4-methylbenzimidazole 
• 1016-59-7 1-methyl-phenazine 
• 13708-12-8 5-methylquinoxaline 
• 29878-31-7 4-methyl-1H-benzo[d][1,2,3]triazole 
• 861799-55-5 3,4,5-trichloro-6-methyl-pyrocatechol 
• 23291-66-9 2,4-dimethylbenzimidazole 
• 1457-92-7 4-Methyl-2,1,3-benzothiadiazol 
• 128433-04-5 5-Methyl-1,3-diphenyl-1H-pyrrolo[2,3-b]quinoxalin-2-ol 
• 27231-33-0 4-Methyl-2-mercaptobenzimidazole 
• 113458-68-7 2,3,4,4a,5,6,7,8-Octahydro-4a-(3,4-diamino-5-methylphenyl)-6,8-dimethylpyrimido<5,4-e><1,2,4>triazine-3,5,7-trione 
• 3659-77-6 4-methyl-2-phenyl-1H-benzimidazole 
• 127595-13-5 endo-8-methyl-8-azabicyclo<3.2.1>oct-3-yl N-(2-amino-3-methylphenyl)carbamate 

Relevant academic research and scientific papers

Synthesis and Antifungal Activity of Substituted 2-Aryl Benzimidazoles Derivatives

Benzimidazole fungicides were among the early systemic fungicides developed and used for controlling a wide variety of plant diseases. During the course of our screening process for active compounds, two 2-aryl benzimidazoles derivatives bearing sulfoxide group (6b and 6c) have been demonstrated to exhibit good inhibition activity against high-resistant isolate of Botrytis cinerea compared with carbendazim, and the inhibition rates are up to 46.67% and 51.11% at the concentration of 10 μg/mL, which might be considered as the active framework for the discovery of novel fungicide to high-resistant isolate of B. cinerea.

Iridium-catalyzed direct C-H amidation of anilines with sulfonyl azides: Easy access to 1,2-diaminobenzenes

An Ir(iii)-catalyzed regioselective C-H amidation of anilines with sulfonyl azides is described. The developed protocol has good compatibility with diverse functional groups, efficiently providing the monoamidated products with good to excellent yields un

Selectivity of the complexation reactions of four regioisomeric methylcamphorquinoxaline ligands with gold(III): X-ray, NMR and DFT investigations

Reported are the synthesis, spectral and structural characteristics of new quinoxaline-related regioisomeric ligands L1-L4 (1,x,11,11-tetramethyl-1,2,3,4-tetrahydro-1,4-methanophenazine, x = 7, 8, 9 and 6, respectively) and their mononuclear Au(III) complexes (1-4). Fusion of the camphor moiety to the quinoxaline core made two N-atoms of quinoxaline nonequivalent while the introduction of a methyl-substituent at positions 6-9 enabled a tuning of coordination properties of L1-L4. Gold(III) complexes 1-4 and ligands L1-L4 have been studied in detailed by 1D and 2D NMR and the structures of 1-4 have been determined by X-ray crystallography. The results of these analyses revealed a regiospecific coordination of Au(III) to the sterically less hindered N-5 atom (spatially close to the non-substituted bridgehead carbon) of L1-L3, and to N-10 (spatially close to the methyl-substituted bridgehead carbon) of L4. The results of DFT calculations shed light on disparate coordination modes of L1-L4 toward the AuCl3 fragment and explain formation of single coordination products in high yield.

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

METALLOENZYME INHIBITOR COMPOUNDS

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

2-Aminopyrimidine Derivatives as New Selective Fibroblast Growth Factor Receptor 4 (FGFR4) Inhibitors

A series of 2-aminopyrimidine derivatives were designed and synthesized as highly selective FGFR4 inhibitors. One of the most promising compounds 2n tightly bound FGFR4 with a Kd value of 3.3 nM and potently inhibited its enzymatic activity with an IC50 value of 2.6 nM, but completely spared FGFR1/2/3. The compound selectively suppressed proliferation of breast cancer cells harboring dysregulated FGFR4 signaling with an IC50 value of 0.38 μM. Furthermore, 2n exhibited extraordinary target specificity in a Kinome-wide screen against 468 kinases, with S(35) and S(10) selectivity scores of 0.01 and 0.007 at 1.0 μM, respectively.

Potent, Selective, and Cell Active Protein Arginine Methyltransferase 5 (PRMT5) Inhibitor Developed by Structure-Based Virtual Screening and Hit Optimization

PRMT5 plays important roles in diverse cellular processes and is upregulated in several human malignancies. Besides, PRMT5 has been validated as an anticancer target in mantle cell lymphoma. In this study, we found a potent and selective PRMT5 inhibitor by performing structure-based virtual screening and hit optimization. The identified compound 17 (IC50 = 0.33 μM) exhibited a broad selectivity against a panel of other methyltransferases. The direct binding of 17 to PRMT5 was validated by surface plasmon resonance experiments, with a Kd of 0.987 μM. Kinetic experiments indicated that 17 was a SAM competitive inhibitor other than the substrate. In addition, 17 showed selective antiproliferative effects against MV4-11 cells, and further studies indicated that the mechanism of cellular antitumor activity was due to the inhibition of PRMT5 mediated SmD3 methylation. 17 may represent a promising lead compound to understand more about PRMT5 and potentially assist the development of treatments for leukemia indications.

A O-phenylenediamine and its derivatives of the preparation method

The invention relates to a method for synthesizing organic compounds, and provides a method for preparing o-phenylenediamine and a derivative of o-phenylenediamine, for solving the problems that the process route is complex, a great amount of byproducts can be generated and are hard to purify, the reaction condition is rigorous, the environment pollution is severe and the like in a conventional method for synthesizing o-phenylenediamine derivatives. The method disclosed by the invention comprises the following steps: by taking azobenzene and a derivative of the azobenzene as raw materials, synthesizing the o-nitro azobenzene and the derivative of the o-nitro azobenzene under the coactions of a catalyst, an oxidant and a nitrating agent, and further reducing by using a reducing agent, thereby obtaining the o-phenylenediamine and the derivative of the o-phenylenediamine. The method provided by the invention has the advantages that the raw materials are cheap and easy to obtain, the operation is simple, convenient and safe, the synthesis steps are short, the purification is simple, no great waste acid pollution is caused, and the like.

Trisazo compd. dye, ink composition, recording method and colored material

A coloring matter for black ink which is highly soluble in water-based media, and ink compositions containing the same. The ink compositions can produce black recorded images which exhibit excellent light fastness and ozone gas fastness. The coloring matter consists of at least one trisazo compound represented by general formula (1), tautomers thereof, and salts of both. In general formula (1), R1 is unsubstituted C1-4 alkyl or the like; R2 is cyano or the like; R3 is a chlorine atom or the like; R5 to R7 are a hydrogen atom, unsubstituted C1-4 alkyl, sulfo-substituted C1-4 alkoxy, or the like; R8 to R10 are a hydrogen atom, unsubstituted C1-4 alkyl, sulfo-substituted C1-4 alkylthio, or the like; A is sulfo-substituted 2-naphthothiazolyl or the like; and a to d represent the positions at which the ring is substituted with R3 and sulfo.

Property modulation of benzodithiophene-based polymers via the incorporation of a covalently bonded novel 2,1,3-benzothiadiazole-1,2,4-oxadiazole derivative in their main chain for polymer solar cells

Two new electron accepting monomers (BBOB and BOB) containing two serially connected different electron deficient units, such as 2,1,3-benzothiadiazole and 1,2,4-oxadiazole, were prepared and copolymerized with electron-rich benzodithiophene (BDT) derivative to afford polymers P(BDT-BBOB) and P(BDT-BOB), respectively. The optical band gaps of P(BDT-BBOB) and P(BDT-BOB) are calculated to be 2.32 eV and 1.99 eV, respectively, and their highest occupied molecular energy levels are determined to be -5.31 eV and -5.27 eV, respectively. Each of the newly synthesized polymers, i.e.P(BDT-BBOB) and P(BDT-BOB), is used as an electron donor, along with PC61BM as an electron acceptor, in the preparation of polymer solar cells (PSCs). The PSCs made with the configuration of ITO/PEDOT:PSS/P(BDT-BBOB) or P(BDT-BOB):PC61BM (1 : 2 wt%)/LiF/Al gave a maximum power conversion efficiency (PCE) of 1.76% and 2.46%, respectively, and the device performance was further improved to 3.31% and 4.21%, respectively, by simply treating the photoactive layer of PSCs with isopropyl alcohol. Overall, the opto-electrical and photovoltaic properties of the two polymers are found to be quite dependent on the configuration of the covalently bonded 2,1,3-benzothiadiazole and 1,2,4-oxadiazole units incorporated in the polymer main chain.