Category: 64559-06-4

Kaesnaenen, Heikki published the artcile3-Heterocycle-Phenyl N-Alkylcarbamates as FAAH Inhibitors: Design, Synthesis and 3D-QSAR Studies, Product Details of C8H9NOS, the publication is ChemMedChem (2010), 5(2), 213-231, database is CAplus and MEDLINE.

Carbamates are a well-established class of fatty acid amide hydrolase (FAAH) inhibitors. Herein is described the synthesis of meta-substituted phenolic N-alkyl/aryl carbamates and their in vitro FAAH inhibitory activities. The most potent compound, 3-(oxazol-2-yl)phenyl cyclohexylcarbamate (I), inhibited FAAH with a sub-nanomolar IC₅₀ value (IC₅₀=0.74 nM). Addnl., three-dimensional quant. structure-activity relationships (QSAR) models of FAAH inhibition were developed and validated combining the newly disclosed carbamates with previously published inhibitors to give a total set of 99 compounds Prior to 3D-QSAR modeling, the degree of correlation between FAAH inhibition and in silico reactivity was also established. Both 3D-QSAR methods used, CoMSIA and GRID/GOLPE, produced statistically significant models with coefficient of correlation for external prediction (R²_PRED) values of 0.732 and 0.760, resp. These models could be of high value in further FAAH inhibitor design.

ChemMedChem published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Product Details of C8H9NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Eccles, Kevin S. published the artcileCrystal Landscape of Primary Aromatic Thioamides, Safety of 3-Methoxybenzothioamide, the publication is Crystal Growth & Design (2014), 14(6), 2753-2762, database is CAplus.

The crystal landscape of primary aromatic thioamides is described, displaying similar characteristic intermol. H-bonding interactions in the solid state to those observed in their widely studied amide analogs, including R²₂(8) dimers and C(4) chains. In a number of cases, high Z’ values were observed in the structures. From the observed solid-state features, the thioamide functional group, which is a strong H-bond donor and moderate acceptor, offers considerable potential as a key moiety for crystal engineering. Crystallog. data and at. coordinates are given.

Crystal Growth & Design published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Safety of 3-Methoxybenzothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wang, Zi-Qiang published the artcileElectrochemical Synthesis of 3,5-Disubstituted-1,2,4-thiadiazoles through NH₄I-Mediated Dimerization of Thioamides, Product Details of C8H9NOS, the publication is Advanced Synthesis & Catalysis (2018), 360(21), 4043-4048, database is CAplus.

A electrochem. method for the synthesis of 3,5-disubstituted-1,2,4-thiadiazoles through NH₄I-mediated dimerization of thioamides is reported. Using the inexpensive NH₄I as electrolyte and catalyst, this electrosynthesis approach requires no oxidizing agents and enables the convenient production of diverse 1,2,4-thiadiazole products. The approach is an example of S-N bond construction through the electrochem. method.

Advanced Synthesis & Catalysis published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C16H14O6, Product Details of C8H9NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Mayhoub, Abdelrahman S. published the artcileOptimizing thiadiazole analogues of resveratrol versus three chemopreventive targets, Application of 3-Methoxybenzothioamide, the publication is Bioorganic & Medicinal Chemistry (2012), 20(1), 510-520, database is CAplus and MEDLINE.

Chemoprevention is an approach to decrease cancer morbidity and mortality through inhibition of carcinogenesis and prevention of disease progression. Although the trans stilbene derivative resveratrol has chemopreventive properties, its action is compromised by weak non-specific effects on many biol. targets. Replacement of the stilbene ethylenic bridge of resveratrol with a 1,2,4-thiadiazole heterocycle and modification of the substituents on the two aromatic rings afforded potential chemopreventive agents with enhanced potencies and selectivities when evaluated as inhibitors of aromatase and NF-κB and inducers of quinone reductase 1 (QR1).

Bioorganic & Medicinal Chemistry published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Application of 3-Methoxybenzothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Mayhoub, Abdelrahman S. published the artcileOptimization of thiazole analogues of resveratrol for induction of NAD(P)H:quinone reductase 1 (QR1), Name: 3-Methoxybenzothioamide, the publication is Bioorganic & Medicinal Chemistry (2012), 20(24), 7030-7039, database is CAplus and MEDLINE.

NAD(P)H:quinone reductase 1 (QR1) belongs to a class of enzymes called cytoprotective enzymes. It exhibits its cancer protective activity mainly by inhibiting the formation of intracellular semiquinone radicals, and by generating α-tocopherolhydroquinone, which acts as a free radical scavenger. It is therefore believed that QR1 inducers can act as cancer chemopreventive agents. Resveratrol (1) is a naturally occurring stilbene derivative that requires a concentration of 21 μM to double QR1 activity (CD = 21 μM). The stilbene double bond of resveratrol was replaced with a thiadiazole ring and the phenols were eliminated to provide a more potent and selective derivative 2 (CD = 2.1 μM). Optimizing the substitution pattern of the two Ph rings and the central heterocyclic linker led to a highly potent and selective QR1 inducer 9o with a CD value of 0.087 μM.

Bioorganic & Medicinal Chemistry published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Name: 3-Methoxybenzothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Oda, Kazuaki published the artcileBenzannulation of heteroaromatics by photoreaction of arenecarbothioamides with 2-methoxyfuran, Quality Control of 64559-06-4, the publication is Journal of the Chemical Society, Chemical Communications (1994), 1477-8, database is CAplus.

Irradiation of arenecarbothioamides R¹C(:CHR)CSNH₂ [RR¹ = CH:CHCR²:CH, OCH:CH, SCH:CH,CH:CHN:CH, CH:NCH:CH; R² = H, Me, OMe] with 2-methoxyfuran in benzene solution gives benzo-fused arene derivatives I in moderate yields. Regioisomers I [RR¹ = CH:CR²CH:CH, CH:CHCH:N] were also obtained.

Journal of the Chemical Society, Chemical Communications published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Quality Control of 64559-06-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Waisser, Karel published the artcileBiological side effects of potential antituberculotics. XV. Quantitative relations between chemical structure and hepatotoxicity of thiobenzamides, Safety of 3-Methoxybenzothioamide, the publication is Collection of Czechoslovak Chemical Communications (1988), 53(11B), 2957-61, database is CAplus.

¹H NMR chem. shifts. of thioamide protons have been determined for a group of thiobenzamides, and the values obtained have been correlated with the Hammett constants From the relations found, the σ_m and σ_p values of the thioamide group and some other σ constants describing the total effect of 2 substituents in the Ph group have been calculated The relation between the hepatotoxicity for rats [expressed as log ALT (serum alaninoaminotransferase)] and the Hammett constants is described by the parabolic equation.

Collection of Czechoslovak Chemical Communications published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C7H10N2O2, Safety of 3-Methoxybenzothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Thompson, Mark J. published the artcileImproved 2,4-Diarylthiazole-Based Antiprion Agents: switching the Sense of the Amide Group at C5 Leads to an Increase in Potency, COA of Formula: C8H9NOS, the publication is ChemMedChem (2010), 5(9), 1476-1488, database is CAplus and MEDLINE.

Amide derivatives of 2,4-diarylthiazole-5-carboxylic acids were synthesized and tested for efficacy in a cell line model of prion disease. A number of compounds demonstrating antiprion activity were thereby identified from the screening libraries, showing improved potency and reproducibility of results relative to amide derivatives of the related 2,4-diphenyl-5-aminothiazole, which have been documented previously. Thus, ‘switching’ the sense of the amide bond at thiazole C5 revealed a more promising lead series of potential prion disease therapeutics. Furthermore, 3,5-diaryl-1,2,4-thiadiazoles isolated as byproducts during library synthesis provided a handful of addnl. examples possessing an antiprion effect, thereby augmenting the set of newly identified active compounds Evaluation of binding to cellular prion protein (PrP^C) showed only weak affinities at best, suggesting that the newly identified antiprion agents do not mediate their biol. effect through direct interaction with PrP^C.

ChemMedChem published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C7H11N, COA of Formula: C8H9NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Drsata, J. published the artcileSide effects of potential antituberculotics. Part 10. Parabolic model of the relation between electronic parameters and the hepatotoxicity of thiobenzaamides, COA of Formula: C8H9NOS, the publication is Pharmazie (1985), 40(11), 809-10, database is CAplus and MEDLINE.

Thirteen thiobenzamides (I; R = H, Br, Cl, OMe, Me, NO₂, or SMe) which do not undergo metabolic reduction were given to rats (0.73 mmol/kg, orally), and the hepatotoxicity (as measured by serum alanine aminotransferase) was plotted against the Hammett σ-constant There was a parabolic relation: with increasing Hammett values the liver toxicity initially decreased and then increased. All I had some hepatotoxicity.

Pharmazie published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, COA of Formula: C8H9NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Tng, Jiahui published the artcileAchiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class I HDAC Enzymes and Cancer Cell Proliferation, Recommanded Product: 3-Methoxybenzothioamide, the publication is Journal of Medicinal Chemistry (2020), 63(11), 5956-5971, database is CAplus and MEDLINE.

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clin. trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogs incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC₅₀ 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86(I) was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Mol. modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

Journal of Medicinal Chemistry published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C13H18N2, Recommanded Product: 3-Methoxybenzothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics