Tag: M.W=150-200

Yan, Zhongzhong published the artcileDesign, synthesis, DFT study and antifungal activity of the derivatives of pyrazolecarboxamide containing thiazole or oxazole ring, Recommanded Product: 2,4-Dichlorobenzamide, the publication is European Journal of Medicinal Chemistry (2018), 170-181, database is CAplus and MEDLINE.

To discover new pyrazolecarboxamide analogs with broad spectrum and high activity, a class of new compounds of pyrazole carboxamide derivatives containing thiazole or oxazole ring I (R¹ = H, 4-Me, 2-Cl, etc.; R² = H, Cl, Me; R³ = Me, Et, i-Pr, cyclopropyl; R⁴ = H, Et, Me, Ph; Z = S, O) was designed by scaffold hopping and bioisosterism, and 36 pyrazole carboxamide derivatives with antifungal activity were synthesized. Those compounds I were evaluated against five phytopathogenic fungi, Gibberella zeae, Phytophythora capsici, Sclerotonia sclerotiorum, Erysiphe graminis and Puccinia sorghi. The results indicated that most of the compounds displayed good fungicidal activities, especially against E. graminis. Theor. calculations were carried out at the B3LYP/6-31G (d, p) level and the full geometry optimization was carried out using the 6-31G (d, p) basis set, and the frontier orbital energy, at. net charges and, mol. docking were discussed, and the structure-activity relationships were also studied.

European Journal of Medicinal Chemistry published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C14H19NO8, Recommanded Product: 2,4-Dichlorobenzamide.

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

Wang, Feng published the artcileHighly efficient iron(II) chloride/N-bromosuccinimide-mediated synthesis of imides and acylsulfonamides, Recommanded Product: 2,4-Dichlorobenzamide, the publication is Advanced Synthesis & Catalysis (2009), 351(1+2), 246-252, database is CAplus.

The authors have developed a simple, general and highly efficient method for the synthesis of imides R¹C(O)NHC(O)R² (R¹ = Ph, 4-MeOC₆H₄, 4-BrC₆H₄; R² = Et, Pr, Ph, etc.) and acylsulfonamides, e.g. R³S(O)₂NHC(O)R⁴ (R³ = Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.; Et, Pr, Ph, etc.), via couplings of thioesters R⁵SC(O)R² (R⁵ = Me, Et) and R⁶SC(O)R⁴ (R⁶ = Me, Et) with carboxamides R¹C(O)NH₃ or sulfonamides R³S(O)₂NH₂ mediated by iron(II) chloride in the presence of N-bromosuccinimide.

Advanced Synthesis & Catalysis published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C65H82N2O18S2, Recommanded Product: 2,4-Dichlorobenzamide.

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

Tang, A-ping published the artcileSynthesis of N-methyl-N-isopropyl sulfonamide, Application of N-Methyl-N-isopropylsulfamoyl amide, the publication is Nongyao (2013), 52(10), 721-722, 725, database is CAplus.

This article aims to explore and optimize a reasonable synthesis route of N-methyl-N-iso-Pr sulfonamide on industrial scale. Amino sulfonyl chloride was synthesized from chlorosulfonyl isocyanate and aqueous formic acid, then reacted with N-methy-N-iso-Pr amine to get the target product. The total yield was 62.7%. The products and intermediates were determined by ¹H NMR and MS and so on. The yield is improved and the process is simplified, which can be used in industry.

Nongyao published new progress about 372136-76-0. 372136-76-0 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Amine,Aliphatic hydrocarbon chain, name is N-Methyl-N-isopropylsulfamoyl amide, and the molecular formula is C9H8BNO2, Application of N-Methyl-N-isopropylsulfamoyl amide.

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

Han, Fangbin published the artcileDiscovery of a Novel Series of Thienopyrimidine as Highly Potent and Selective PI3K Inhibitors, Related Products of amides-buliding-blocks, the publication is ACS Medicinal Chemistry Letters (2015), 6(4), 434-438, database is CAplus and MEDLINE.

Inhibition of the phosphoinositide 3-kinase (PI3K)/AKT/mammalian target of rapamycin (mTOR) signaling pathway provides a promising new approach for cancer therapy. Through a rational design, a novel series of thienopyrimidine was discovered as highly potent and selective PI3K inhibitors. These thienopyrimidine derivatives were demonstrated to bear nanomolar PI3Kα inhibitory potency with over 100-fold selectivity against mTOR kinase. The lead compounds 6g and 6k showed good developability profiles in cell-based proliferation and ADME assays. In this communication, their design, synthesis, structure-activity relationship, selectivity, and some developability properties are described.

ACS Medicinal Chemistry Letters published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Related Products of amides-buliding-blocks.

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

Bommegowda, Yadaganahalli K. published the artcileWeinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles, Application of N-Methoxy-N-methylisonicotinamide, the publication is Tetrahedron Letters (2013), 54(21), 2693-2695, database is CAplus.

One pot synthesis of 2-substituted benzimidazoles/benzothiazoles through condensation is followed by cyclization of Weinreb amide with o-diaminoarene or o-aminothiophenol is reported. In the presence of boron trifluoride etherate in 1,4-dioxane solvent, a high yield (75-94%) was achieved within 60 min. Weinreb amide shows high selectivity in the reaction, even in presence of other active functional groups such as carboxyl, halogen, cyano, and methoxy.

Tetrahedron Letters published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Application of N-Methoxy-N-methylisonicotinamide.

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

Ciusa, Walter published the artcile1-Alkyl derivatives of isonicotinic acid diethylamide, Product Details of C10H14N2O, the publication is Gazzetta Chimica Italiana (1960), 147-154, database is CAplus.

cf. CA 52, 2850c. A series of quaternary ammonium salts, 4-Et₂NCOC₅H₄N.RX (R = C_nH_2n+1 (n = 1-18), X = I, Br, Cl) (I), was prepared and the chem. and pharmacol. properties were investigated and compared with those of the analogous derivatives of 3-Et₂NCOC₅H₄N (II). I were prepared by refluxing 0.2 mole 3-Et₂NCOC₅2 hrs. in 100-200 ml. xylene with 0.4 mole RX. I (X = Cl) were prepared from 0.1 mole I (X = Br, I) in 100-300 ml. H₂O by stirring 1 hr. with 0.2 mole freshly prepared AgCl. The following I were prepared [RX, % yield, and m.p. (alc.Et₂O) given]: MeI, 78, 137°; EtI, 84, 104°; Me₂CHI, 60, 78°; BuI, 75, 160°; C₅H₁₁I, 95, 140°; C₁₂H₂₅I, 52, 60°; C₆H₁₃Br, 70, -; C₈H₁₇Br, 70, -; C₁₀H₂₁Br, 70, 43°; C₁₄H₂₉Br, 90, 55°; C₁₆H₃₃Br, 75, 53°; C₁₈H₃₇Br, 86, 101°. Yields indicated that ease of alkylation was practically the same in both series of amides. The following I (X = Cl) were prepared (R and m.p. given): Me, 188°; Et, 145°; Me₂CH, 175°; Bu, 132°; C₅H₁₁, 67°; C₆H₁₃, -(yellow wax); C₈H₁₇, -(yellow wax); C₁₀H₂₁, 51°; C₁₂H₂₅, 59°; C₁₄H₂₉, 74°; C₁₆H₃₃, 66°; C₁₈H₃₇, 83°. The stability of the pyridine ring in I was shown by lack of coloration on boiling with increasing concentrations of aqueous NaOH for prolonged periods. The values of surface tension of members of the series (I) coincided practically with those of corresponding members of the normal series. The antibacterial activity as tested on Staphylococcus aureus showed maximum activity with n = 16 and 18, and was parallel to that noted in the normal series. In tests on the isolated frog heart, arrested beat occurred in 1 min. with 10^-8 mole I (n < 6) and II, and with 10^-6 mole I (n > 8) and tetradecylbenzyldimethylammonium chloride. Compounds in the normal series acted similarly.

Gazzetta Chimica Italiana published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Product Details of C10H14N2O.

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

Yan, Zhongzhong published the artcileDesign, synthesis and fungicidal activity evaluation of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety, COA of Formula: C7H5Cl2NO, the publication is Bioorganic & Medicinal Chemistry (2019), 27(15), 3218-3228, database is CAplus and MEDLINE.

Diflumetorim is a member of pyrimidinamine fungicides that possess excellent antifungal activities. Nevertheless, as reported that the activity of diflumetorim to corn rust (Puccinia sorghi) was not ideal (EC₅₀ = 53.26 mg/L). Herein, a series of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety were designed based on our previous study and the structural characteristics of diflumetorim, synthesized and bioassayed to discover novel fungicides with excellent antifungal activities. Among these compounds, I gave the optimal fungicidal activity, which resp. offers control effects with EC₅₀ values of 0.93 mg/L against P. sorghi and 1.24 mg/L against E. graminis, significantly superior to com. fungicides diflumetorim, tebuconazole, and flusilazole. Cell cytotoxicity results suggested that compound I has lower toxicities than diflumetorim. Furthermore, DFT calculation indicated that the phenyl-thiazole/oxazole moiety plays an unarguable role in the improvement of activity, which will contribute to designing and developing more potent compounds in the future.

Bioorganic & Medicinal Chemistry published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C4H3Cl2N3, COA of Formula: C7H5Cl2NO.

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

Zhou, Jun published the artcileRhodium(III)-catalyzed oxidative olefination of picolinamides: Convenient synthesis of 3-alkenylpicolinamides, Category: amides-buliding-blocks, the publication is Advanced Synthesis & Catalysis (2014), 356(5), 1038-1046, database is CAplus.

A rhodium(III)-catalyzed selective olefination of picolinamide derivatives has been developed. The reaction shows high regioselectivity, low catalyst loading (0.5 mol%), high yield, and good functional group tolerance, providing a convenient strategy for the synthesis of 3-alkenylpicolinamides.

Advanced Synthesis & Catalysis published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C28H41N7O4, Category: amides-buliding-blocks.

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