6274-22-2

Usage

Uses

Used in Organic Synthesis:
4-Amino-N-methylbenzamide serves as a reagent in organic synthesis, facilitating the creation of various chemical compounds. Its presence in reactions can lead to the formation of new molecules with different functional groups, expanding the scope of organic chemistry.
Used in Pharmaceutical Production:
As an intermediate in the production of pharmaceuticals, 4-Amino-N-methylbenzamide plays a crucial role in the synthesis of active pharmaceutical ingredients. Its unique structure allows it to be a key component in the development of new drugs, potentially contributing to advancements in medicine.
Used in Agrochemicals:
In the agrochemical industry, 4-Amino-N-methylbenzamide is utilized as an intermediate for the synthesis of various agrochemicals. Its involvement in the production process helps in the development of effective products for agricultural applications, such as pesticides and herbicides.
Used as a Corrosion Inhibitor:
4-Amino-N-methylbenzamide has been studied for its potential as a corrosion inhibitor. Its application in this field could help protect materials from degradation, extending their lifespan and reducing maintenance costs in various industries.
Used in Dyes and Pigments Production:
As a precursor to dyes and pigments, 4-Amino-N-methylbenzamide contributes to the creation of a wide array of colorants used in various industries, including textiles, plastics, and printing inks. Its role in this process highlights its versatility and the broad impact of its applications.

InChI:InChI=1/C8H10N2O/c1-10-8(11)6-2-4-7(9)5-3-6/h2-5H,9H2,1H3,(H,10,11)

Upstream product

• 2585-23-1 N-methyl-4-nitrobenzamide 
• 1719-57-9 Chloro(chloromethyl)dimethylsilane 
• 2835-68-9 4-aminobenzamide 
• 122-04-3 4-nitro-benzoyl chloride 
• 96-31-1 N,N'-Dimethylurea 
• 150-13-0 4-amino-benzoic acid 
• 74-89-5 methylamine 
• 619-45-4 4-methoxycarbonyl aniline 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 104775-50-0 3-<<<2-(3,4-Dimethoxyphenyl)ethyl>carbamoyl>methyl>-amino-N-methylbenzamide 
• 189269-44-1 phenyl (4-(methylcarbamoyl)phenyl)carbamate 
• 767329-08-8 4-isothiocyanato-N-methylbenzamide 
• 64100-39-6 p-[(7-trifluoromethyl-4-quinolyl)amino]-N-methylbenzamide hydrochloride 
• 74617-70-2 1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-2-(4-N-methylcarbamyl)anilino-2H-benzo[a]quinolizine 
• 1037834-46-0 4-(4-methylaminocarbonyl-phenylamino)-piperidine-1-carboxylic acid benzyl ester hydrochloride 
• 1073160-19-6 4-((4-chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)-N-methylbenzamide 
• 1187889-73-1 N-methyl-4-{3-oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionylamino}-benzamide 
• 1027133-61-4 4-(4-(5,6,7,8-tetrahydro-7,7-dimethyl-4-oxo-4H-thiazolo[5,4-c]azepin-2-yl)pyridin-2-ylamino)-N-methylbenzamide 
• 1256468-44-6 2-[(4-methylcarbamoyl-phenylamino)-methylene]malonic acid diethyl ester 
• 41466-49-3 C₈H₁₁N₃O 

Relevant academic research and scientific papers

2-(4-methanoyl) anilino-4-aminopyrimidine derivatives and application thereof

The invention belongs to the technical field of chemical medicines, and particularly relates to 2-(4-methanoyl) anilino-4-aminopyrimidine derivatives and application thereof. According to the invention, nitryl, carboxyl, cyano and the like are adopted to

Design, synthesis, and biological evaluation of 2,4-diamino pyrimidine derivatives as potent FAK inhibitors with anti-cancer and anti-angiogenesis activities

A series of 2,4-diamino pyrimidine (DAPY) derivatives were designed, synthesized, and evaluated as inhibitors of focal adhesion kinase (FAK) with antitumor and anti-angiogenesis activities. Most compounds effectively suppressed the enzymatic activities of

4, 6-disubstituted pyridine [3, 2-d] pyrimidine compound as well as preparation and application thereof

The invention belongs to the technical field of medicines. The invention relates to the field of pharmaceutical chemistry, in particular to a 4, 6-disubstituted pyridine [3, 2-d] pyrimidine compound and pharmaceutically acceptable salt thereof, a preparation method of the compound, a pharmaceutical composition taking the compound as an active ingredient, and application of the compound in preparation of an MNK inhibitor and drugs for treating and/or preventing various cancers and/or metabolic diseases. The present invention relates to compounds represented by formulas I, II, III or IV, and pharmaceutically acceptable salts, hydrates, solvates and metabolites thereof, wherein the variables are described in the claims and the description.

2-Arylamino-6-ethynylpurines are cysteine-targeting irreversible inhibitors of Nek2 kinase

Renewed interest in covalent inhibitors of enzymes implicated in disease states has afforded several agents targeted at protein kinases of relevance to cancers. We now report the design, synthesis and biological evaluation of 6-ethynylpurines that act as covalent inhibitors of Nek2 by capturing a cysteine residue (Cys22) close to the catalytic domain of this protein kinase. Examination of the crystal structure of the non-covalent inhibitor 3-((6-cyclohexylmethoxy-7H-purin-2-yl)amino)benzamide in complex with Nek2 indicated that replacing the alkoxy with an ethynyl group places the terminus of the alkyne close to Cys22 and in a position compatible with the stereoelectronic requirements of a Michael addition. A series of 6-ethynylpurines was prepared and a structure activity relationship (SAR) established for inhibition of Nek2. 6-Ethynyl-N-phenyl-7H-purin-2-amine [IC50 0.15 μM (Nek2)] and 4-((6-ethynyl-7H-purin-2-yl)amino)benzenesulfonamide (IC50 0.14 μM) were selected for determination of the mode of inhibition of Nek2, which was shown to be time-dependent, not reversed by addition of ATP and negated by site directed mutagenesis of Cys22 to alanine. Replacement of the ethynyl group by ethyl or cyano abrogated activity. Variation of substituents on the N-phenyl moiety for 6-ethynylpurines gave further SAR data for Nek2 inhibition. The data showed little correlation of activity with the nature of the substituent, indicating that after sufficient initial competitive binding to Nek2 subsequent covalent modification of Cys22 occurs in all cases. A typical activity profile was that for 2-(3-((6-ethynyl-9H-purin-2-yl)amino)phenyl)acetamide [IC50 0.06 μM (Nek2); GI50 (SKBR3) 2.2 μM] which exhibited >5-10-fold selectivity for Nek2 over other kinases; it also showed > 50% growth inhibition at 10 μM concentration against selected breast and leukaemia cell lines. X-ray crystallographic analysis confirmed that binding of the compound to the Nek2 ATP-binding site resulted in covalent modification of Cys22. Further studies confirmed that 2-(3-((6-ethynyl-9H-purin-2-yl)amino)phenyl)acetamide has the attributes of a drug-like compound with good aqueous solubility, no inhibition of hERG at 25 μM and a good stability profile in human liver microsomes. It is concluded that 6-ethynylpurines are promising agents for cancer treatment by virtue of their selective inhibition of Nek2. This journal is

Zirconyl chloride: An efficient, water-tolerant, and reusable catalyst for the synthesis of N-methylamides

ZrOCl28H2O is a highly effective, water-tolerant, and reusable catalyst for the direct condensation of carboxylic acids and N,N-dimethylurea under microwave irradiation to give the corresponding N-methylamides in moderate to excellent yields. Notably, ZrOCl 28H2O is a potentially useful green catalyst due to its low toxicity, easy availability, low cost, ease of handling, easy recovery, good activity, and reusability. Georg Thieme Verlag Stuttgart ? New York.

DERIVATIVES OF QUINOLINE-3-CARBOXYLIC ACID AND THEIR MEDICAL USE

A compound of formula (I) as well as pharmaceutically acceptable salts thereof and pharmaceutical compositions comprising a therapeutically effective amount of the compounds. The compounds are useful in treatment of cancer, diabetic retinopathy, age-related macular degeneration, inflammation, stroke, ischemic myocardium, atherosclerosis, macular edema or psoriasis.

NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE

The present invention relates to piperazine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.

Selective reduction of aromatic nitro groups in the presence of amide functionality

Pressure mediated selective reduction of aromatic nitro groups in the presence of amide functionality has been achieved by use of hydrazine hydrate.

Chemoselective methylation of amides and heterocycles using chloromethyldimethylsilyl chloride

The reaction of chloromethyldimethylsilyl chloride with an amide generates a pentacoordinate N-(amidomethyl)-halosilane that can be desilylated with cesium fluoride to give the N-methyl amide. This provides a selective method for the monoalkylation of amides in the presence of other, more nucleophilic groups. (C) 2000 Elsevier Science Ltd.

Anticonvulsant activity of some 4-aminobenzamides

A series of 4-aminobenzamides of some simple primary and secondary amines were prepared and evaluated for anticonvulsant effects. The compounds were tested in mice against seizures induced by electroshock and pentylenetetrazole (metrazole) and in the rotorod assay for neurologic deficit. For those N-alkyl amides tested, 4-amino-N-amylbenzamide was the most potent against maximal electroshock seizures (MES): ED50=42.98 mg/kg; however, the N-cyclohexylbenzamide showed the greatest protective index (PI=TD50/ED50), 2.8. The introduction of a second aromatic ring produced more potent compounds, with d,l-4-amino-N-(α-methylbenzyl)-benzamide showing the highest level of activity. This compound has an anti-MES ED50 of 18.02 mg/kg in mice when administered intraperitoneally (ip) and a TD50 of 170.78 mg/kg (PI=9.5) in the same species. These data compare quite favorably with those for phenobarbital and phenytoin in the same assays.