59736-34-4

Basic information

• Product Name: 2-CYANO-N-O-TOLYL-ACETAMIDE
• Synonyms: Acetamide, 2-cyano-N-(2-methylphenyl)-;2-cyano-N-(2-methylphenyl)ethanamide
• CAS NO: 59736-34-4
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Mol File: 59736-34-4.mol

Chemical Properties

• Boiling Point: 380.2°C at 760 mmHg
• Flash Point: 183.7°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 5.55E-06mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 2-CYANO-N-O-TOLYL-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-N-O-TOLYL-ACETAMIDE(59736-34-4)
• EPA Substance Registry System: 2-CYANO-N-O-TOLYL-ACETAMIDE(59736-34-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 59736-34-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-CYANO-N-O-TOLYL-ACETAMIDE is used as a key intermediate in the synthesis of various pharmaceuticals for its antifungal, antibacterial, and antiviral properties. It contributes to the development of novel drugs that can combat a wide range of infections and diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 2-CYANO-N-O-TOLYL-ACETAMIDE is utilized as a building block for the creation of effective pesticides and fungicides. Its antifungal and antibacterial properties make it a valuable component in protecting crops from various pathogens and pests.
Used in Neurodegenerative Disorder Research:
2-CYANO-N-O-TOLYL-ACETAMIDE is used as a research compound in the investigation of potential treatments for Alzheimer's disease and other neurodegenerative disorders. Its neuroprotective effects have garnered interest in understanding its role in mitigating the progression of these conditions and improving patient outcomes.
Overall, 2-CYANO-N-O-TOLYL-ACETAMIDE's diverse applications across the pharmaceutical, agrochemical, and research industries highlight its significance as a versatile and valuable chemical compound.

InChI:InChI=1/C10H10N2O/c1-8-4-2-3-5-9(8)12-10(13)6-7-11/h2-5H,6H2,1H3,(H,12,13)

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 95-53-4 o-toluidine 
• 372-09-8 cyanoacetic acid 
• 36140-83-7 1-cyanoacetyl-3,5-dimethylpyrazole 

Downstream Products

• 59736-27-5 2,4-Dicyano-2-(2-cyano-ethyl)-N-o-tolyl-butyramide 
• 89733-14-2 α-(N-o-tolylcarboxamide)-α-cyclohexylidene acetonitrile 
• 126718-66-9 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid o-tolyl-amide 
• 309721-14-0 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylic acid o-tolylamide 

Relevant articles and documents

Development of Novel AKR1C3 Inhibitors as New Potential Treatment for Castration-Resistant Prostate Cancer

Aldo-keto reductase (AKR) 1C3 catalyzes the synthesis of active androgens that promote the progression of prostate cancer. AKR1C3 also contributes to androgen-independent cell proliferation and survival through the metabolism of prostaglandins and reactive aldehydes. Because of its elevation in castration-resistant prostate cancer (CRPC) tissues, AKR1C3 is a promising therapeutic target for CRPC. In this study, we found a novel potent AKR1C3 inhibitor, N-(4-fluorophenyl)-8-hydroxy-2-imino-2H-chromene-3-carboxamide (2d), and synthesized its derivatives with IC50 values of 25-56 nM and >220-fold selectivity over other AKRs (1C1, 1C2, and 1C4). The structural factors for the inhibitory potency were elucidated by crystallographic study of AKR1C3 complexes with 2j and 2l. The inhibitors suppressed proliferation of prostate cancer 22Rv1 and PC3 cells through both androgen-dependent and androgen-independent mechanisms. Additionally, 2j and 2l prevented prostate tumor growth in a xenograft mouse model. Furthermore, the inhibitors significantly augmented apoptotic cell death induced by anti-CRPC drugs (abiraterone or enzalutamide).

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SUBSTITUTED 2-ACYLAMINO-CYCLOAKYLTHIOPHENE-3-CARBOXYLIC ACID ARYLAMIDES AS INHIBITORS OF CALCIUM-ACTIVATED CHLORIDE CHANNEL TMEM16A

Provided herein are inhibitors of transmembrane protein 16A (TMEM 16A), a Ca2+-activated CI" channel expressed widely in mammalian epithelia, as well as in vascular smooth muscle and some tumors and electrically excitable cells. TMEM16A inhibit

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Transmembrane protein 16A (TMEM16A), also called anoctamin 1 (ANO1), is a calcium-activated chloride channel expressed widely mammalian cells, including epithelia, vascular smooth muscle tissue, electrically excitable cells, and some tumors. TMEM16A inhibitors have been proposed for treatment of disorders of epithelial fluid and mucus secretion, hypertension, asthma, and possibly cancer. Herein we report, by screening, the discovery of 2-acylaminocycloalkylthiophene-3-carboxylic acid arylamides (AACTs) as inhibitors of TMEM16A and analysis of 48 synthesized analogs (10ab-10bw) of the original AACT compound (10aa). Structure-activity studies indicated the importance of benzene substituted as 2- or 4-methyl, or 4-fluoro, and defined the significance of thiophene substituents and size of the cycloalkylthiophene core. The most potent compound (10bm), which contains an unusual bromodifluoroacetamide at the thiophene 2-position, had IC50 of ～30 nM, ～3.6-fold more potent than the most potent previously reported TMEM16A inhibitor 4 (Ani9), and >10-fold improved metabolic stability. Direct and reversible inhibition of TMEM16A by 10bm was demonstrated by patch-clamp analysis. AACTs may be useful as pharmacological tools to study TMEM16A function and as potential drug development candidates.

Low molecular weight amidoximes that act as potent inhibitors of lysine-specific demethylase 1

The recently discovered enzyme lysine-specific demethylase 1 (LSD1) plays an important role in the epigenetic control of gene expression, and aberrant gene silencing secondary to LSD1 dysregulation is thought to contribute to the development of cancer. We reported that (bis)guanidines, (bis)biguanides, and their urea- and thiourea isosteres are potent inhibitors of LSD1 and induce the re-expression of aberrantly silenced tumor suppressor genes in tumor cells in vitro. We now report a series of small molecule amidoximes that are moderate inhibitors of recombinant LSD1 but that produce dramatic changes in methylation at the histone 3 lysine 4 (H3K4) chromatin mark, a specific target of LSD1, in Calu-6 lung carcinoma cells. In addition, these analogues increase cellular levels of secreted frizzle-related protein (SFRP) 2, H-cadherin (HCAD), and the transcription factor GATA4. These compounds represent leads for an important new series of drug-like epigenetic modulators with the potential for use as antitumor agents.

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Figure represented. A series of novel neonicotinoid analogs containing an amide moiety were synthesized, characterized, and subsequently evaluated for their insecticidal activity. According to the preliminary bioassay, the compounds 6c, 6e, 6f, 6j, 6n, and 6r exhibited > 50% activity against Nilaparvata lugens at 100 mg/L. Amongst the active compounds, 6f and 6r revealed insecticidal activities similar to that displayed by standard buprofezin. J. Heterocyclic Chem., (2011)

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