26830-96-6

Basic information

• Product Name: 2-Amino-4-methylbenzonitrile
• Synonyms: 2-AMINO-4-METHYLBENZONITRILE;4-Methyl-2-aminobenzonitrile;2-Cyano-5-methylaniline, 3-Amino-4-cyanotoluene;Benzonitrile, 2-aMino-4-Methyl-;3-Amino-4-cyanotoluene 2-Cyano-5-methylaniline 6-Cyano-m-toluidine;2-Cyano-5-methylaniline, 3-Amino-4-cyanotoluene, 6-Cyano-m-toluidine
• CAS NO: 26830-96-6
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• EINECS: 248-020-0
• Product Categories: Aromatic Nitriles;Amines;Phenyls & Phenyl-Het;Nitrile;Phenyls & Phenyl-Het;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 26830-96-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 92-95 °C(lit.)
• Boiling Point: 301.2 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: /Powder
• Density: 1.105/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: 1.94±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-4-methylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-methylbenzonitrile(26830-96-6)
• EPA Substance Registry System: 2-Amino-4-methylbenzonitrile(26830-96-6)

Safety Data

• Hazard Codes: Xn,T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 26830-96-6(Hazardous Substances Data)

Usage

Description

2-Amino-4-methylbenzonitrile, also known as 4-Methylaminobenzonitrile, is an organic compound with the molecular formula C8H8N2. It is a white to light yellow crystal powder that is primarily used as a synthetic intermediate in the pharmaceutical and chemical industries. Its chemical structure allows for various modifications and functional group attachments, making it a versatile building block for the synthesis of more complex molecules.

Uses

Used in Pharmaceutical Industry:
2-Amino-4-methylbenzonitrile is used as a synthetic intermediate for the development of various pharmaceutical compounds. It plays a crucial role in the synthesis of 7-methyl-4-(phenylamino)quinazoline-2(1H)-seloneracemic aminoquinolines, which are potential inhibitors of acetylcholinesterase (AChE). AChE inhibitors are important in the treatment of neurological disorders such as Alzheimer's disease, as they help to increase the levels of the neurotransmitter acetylcholine in the brain, thereby improving cognitive function.
Used in Chemical Industry:
In the chemical industry, 2-Amino-4-methylbenzonitrile is utilized as a building block for the synthesis of various organic compounds, including dyes, pigments, and other specialty chemicals. Its unique chemical properties, such as the presence of an amino group and a nitrile group, make it a valuable starting material for the development of new molecules with specific applications in various fields.

InChI:InChI=1/C8H8N2/c1-6-2-3-7(5-9)8(10)4-6/h2-4H,10H2,1H3

Upstream product

• 95-81-8 2-chloro-5-methylaniline 
• 57-13-6 urea 
• 24920-35-2 4-methyl-2-nitrobenzenediazonium 
• 89-62-3 4-methyl-2-nitroaniline 
• 7647-01-0 hydrogenchloride 
• 26830-95-5 4-methyl-2-nitrobenzonitrile 

Downstream Products

• 23021-59-2 N-(2-cyano-5-methyl-phenyl)-P-methyl-phosphonimidic acid dichloride 
• 23020-82-8 N-(2-cyano-5-methyl-phenyl)-P,P-diphenyl-phosphinimidic acid chloride 
• 23021-58-1 p,p,p-Trichlor-N-<5-methyl-2-cyan-phenyl>-phosphinimin 
• 24735-90-8 Dimeres p,p,p-Trichlor-N-<5-methyl-2-cyan-phenyl>-phosphinimin 
• 163891-37-0 (Z)-3-(2-Cyano-5-methyl-phenylamino)-pent-2-enedioic acid diethyl ester 
• 7664-41-7 ammonia 
• 15719-64-9 methylammonium carbonate 
• 108-44-1 1-amino-3-methylbenzene 
• 52107-83-2 2’-iodo-4’-methylacetophenone 
• 52164-37-1 2-Iod-4-methylbenzophenon 
• 1829-21-6 4-methyl-2-iodobenzoic acid 
• 52107-97-8 2-iodo-4-methylbenzoyl chloride 
• 62484-15-5 7-methylquinazoline-2,4-(1H,3H)-dione 
• 194473-09-1 2,7-dimethylquinazolin-4(3H)-one 

Relevant articles and documents

Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos–Ni(I) species

Cyano-containing compounds constitute important pharmaceuticals, agrochemicals and organic materials. Traditional cyanation methods often rely on the use of toxic metal cyanides which have serious disposal, storage and transportation issues. Therefore, there is an increasing need to develop general and efficient catalytic methods for cyanide-free production of nitriles. Here we report the reductive cyanation of organic chlorides using CO2/NH3 as the electrophilic CN source. The use of tridentate phosphine ligand Triphos allows for the nickel-catalyzed cyanation of a broad array of aryl and aliphatic chlorides to produce the desired nitrile products in good yields, and with excellent functional group tolerance. Cheap and bench-stable urea was also shown as suitable CN source, suggesting promising application potential. Mechanistic studies imply that Triphos-Ni(I) species are responsible for the reductive C-C coupling approach involving isocyanate intermediates. This method expands the application potential of reductive cyanation in the synthesis of functionalized nitrile compounds under cyanide-free conditions, which is valuable for safe synthesis of (isotope-labeled) drugs.

SULFONYL AMIDE DERIVATIVES FOR THE TREATMENT OF ABNORMAL CELL GROWTH

The present invention relates to a compound of the formula I wherein R1 to R6, A, B, n and m are as defined herein. Such novel sulfonyl amide derivatives are useful in the treatment of abnormal cell growth, such as cancer, in mammals. This invention also relates to a method of using such compounds in the treatment of abnormal cell growth in mammals, especially humans, and to pharmaceutical compositions containing such compounds.

AMIDINOHYDRAZONES AS PROTEASE INHIBITORS

Amidino and benzamidino compounds, including compounds of the formula: I wherein R1-R4, R6-R9, Y, Z, n and m are set forth in the specification, as well as hydrates, solvates or pharmaceutically acceptable salts thereof, that inhibit proteolytic enzymes such as thrombin are described. Also described are methods for preparing the compounds of Formula I.