Category: amides-buliding-blocks

Alexandre, Francois-Rene; Brandt, Guillaume; Caillet, Catherine; Chaves, Dominique; Convard, Thierry; Derock, Michel; Gloux, Damien; Griffon, Yann; Lallos, Lisa; Leroy, Frederic; Liuzzi, Michel; Loi, Anna-Giulia; Moulat, Laure; Musiu, Chiara; Parsy, Christophe; Rahali, Houcine; Roques, Virginie; Seifer, Maria; Standring, David; Surleraux, Dominique published the artcile< Synthesis and antiviral evaluation of a novel series of homoserine-based inhibitors of the hepatitis C virus NS3/4A serine protease>, Computed Properties of 25999-04-6, the main research area is homoserine based macrocycle preparation HCV NS34A inhibitor SAR; HCV NS3/4A protease inhibitors; Hepatitis C; Macrocycle; Synthesis and biological evaluation.

We disclose here the synthesis of a series of macrocyclic HCV protease inhibitors, where the homoserine linked together the quinoline P2′ motif and the macrocyclic moiety. These compounds exhibit potent inhibitory activity against HCV NS3/4A protease and replicon cell based assay. Their enzymic and antiviral activities are modulated by substitutions on the quinoline P2′ at position 8 by Me and halogens and by small heterocycles at position 2. The in vitro structure activity relationship (SAR) studies and in vivo pharmacokinetic (PK) evaluations of selected compounds are described herein.

Bioorganic & Medicinal Chemistry Letters published new progress about Hepatitis C. 25999-04-6 belongs to class amides-buliding-blocks, and the molecular formula is C4H10N2O3S, Computed Properties of 25999-04-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Hour, Mann-Jen; Huang, Li-Jiau; Kuo, Sheng-Chu; Xia, Yi; Bastow, Kenneth; Nakanishi, Yuka; Hamel, Ernest; Lee, Kuo-Hsiung published the artcile< 6-Alkylamino- and 2,3-Dihydro-3'-methoxy-2-phenyl-4-quinazolinones and Related Compounds: Their Synthesis, Cytotoxicity, and Inhibition of Tubulin Polymerization>, Quality Control of 5004-88-6, the main research area is quinazolinone dihydroquinazolinone preparation cytotoxicity tubulin polymerization inhibition; antitumor activity quinazolinone dihydroquinazolinone; antimitotic potential quinazolinone dihydroquinazolinone.

As part of the authors’ continuing search for potential anticancer candidates among 2-phenyl-4-quinolones and 2-phenyl-4-quinazolinones, two series of 6,7,2′,3′,4′,5′-substituted 2-phenyl-4-quinazolinones (shown as I) and 6,2′,3′,4′,5′-substituted 2,3-dihydro-2-phenyl-4-quinazolinones (shown as II) were synthesized and evaluated for cytotoxicity and as inhibitors of tubulin polymerization In general, a good correlation was found between the two activities. Five of the 6-substituted heterocyclic 2-phenyl-4-quinazolinones showed significant cytotoxicity against a panel of human tumor cell lines with EC50 values in the low micromolar to nanomolar concentration ranges. Compound 38 (I; R6 = pyrrolino; R7 = R2′ = R4′ = R5′ = H; R3′ = OMe) was the most potent of these compounds, as well as the most potent inhibitor of tubulin polymerization in this series. The activity of 38 was in the same range as those of the antimitotic natural products, colchicine, podophyllotoxin, and combretastatin A-4. Substituted 2-phenyl-4-quinazolinones and 2,3-dihydro-2-phenyl-4-quinazolinones also displayed highly selective cytotoxicity against the ovarian cancer 1A9 and P-gp resistant KB-VIN cell lines.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Quality Control of 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Joshi, Vidya; Chaudhari, Rajendra P. published the artcile< Synthesis of some new 4-quinazolinone-2-carboxylic acid esters, -2-carboxamides, -2-carbohydrazides and their tosyl derivatives having potential biological activity>, Formula: C7H7BrN2O, the main research area is quinazolinecarbohydrazide preparation antitubercular.

Quinazolinecarbohydrazides I [R1 = H, Me, OMe, halo, and R2 = H; R1R2 = (CH2O2)] were prepared from the resp. anthranilamides by cyclocondensation with EtO2CCO2Et and subsequent amidation with N2H4; I showed antitubercular activity. Also prepared were tosyl derivatives II.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about Tuberculostatics. 112253-70-0 belongs to class amides-buliding-blocks, and the molecular formula is C7H7BrN2O, Formula: C7H7BrN2O.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yamaguchi, Hachiro; Nakano, Keiji published the artcile< Hydrolysis of N-substituted derivatives of sulfamide>, Application of C4H10N2O3S, the main research area is sulfamic acid sulfamide hydrolysis; sulfamide alkyl benzyl hydrolysis; alkylsulfamide hydrolysis kinetics; benzylsulfamide hydrolysis kinetics; hydrolysis sulfamide derivative kinetics.

N-Alkyl- or -benzylsulfamides were hydrolyzed to the corresponding N-substituted sulfamates (RNHSO3NH4) in ∼ 44-87% yield with H2O and to H2NSO3Na in ∼ 64-95% yield with aqueous NaOH. N,N-Disubstituted sulfamides containing a heterocyclic ring were hydrolyzed mainly to sulfamates with H2O or NaOH. sym-N,N’-Dialkyl- or -benzylsulfamides were converted into N-substituted sulfamates in 50-97% yield with NaOH and into N,N’-disubstituted sulfamates in 63-93% yield with H2O, but (Et2N)2SO2 was hydrolyzed only with difficulty by H2O or NaOH. The reaction mechanisms were explained through electron density and steric complexity.

Hiroshima Daigaku Kogakubu Kenkyu Hokoku published new progress about Hydrolysis kinetics. 25999-04-6 belongs to class amides-buliding-blocks, and the molecular formula is C4H10N2O3S, Application of C4H10N2O3S.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Liu, Peng; Yang, Jiazhi; Ai, Yao; Hao, Shushu; Chen, Xiaozhong; Li, Feng published the artcile< Recyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate>, Formula: C6H6ClNO2S, the main research area is amine methyl preparation green chem; methanol amine methylation covalent triazine framework iridium catalyst; methyl sulfonamide preparation green chem; sulfonamide methanol methylation covalent triazine framework iridium catalyst.

An iridium complex Cp*Ir@CTF, which is synthesized by the coordinative immobilization of [Cp*IrCl2]2 on a functionalized covalent triazine framework (CTF), was found to be a general and highly efficient catalyst for the N-methylation of amines RNH2 [R = octyl, adamantan-1-yl, naphthalen-2-yl, 1,3-benzoxazol-2-yl, etc.], 1,2,3,4-tetrahydroisoquinoline and 1,3-bis(4-piperidyl)propane with methanol in the presence of carbonate. Under environmentally benign conditions, a variety of desirable products RNHCH3, RN(CH3)2, 2-methyl-1,2,3,4-tetrahydroisoquinoline and 1-methyl-4-(3-(1-methylpiperidin-4-yl)propyl)piperidine/R1S(O)2NH(CH3) (R1 = t-Bu, cyclopropyl, 4-chlorophenyl, thiophen-2-yl, etc.) were obtained in high yields with complete selectivities and functional group friendliness. Furthermore, the synthesized catalyst Cp*Ir@CTF could be recycled by simple filtration without obvious loss of catalytic activity after sixth cycle. Notably, this research exhibited the potential of covalent triazine framework-supported transition metal catalyst Cp*Ir@CTF for hydrogen autotransfer process.

Journal of Catalysis published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Formula: C6H6ClNO2S.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Wang, Pingyuan; Luchowska-Stanska, Urszula; van Basten, Boy; Chen, Haiying; Liu, Zhiqing; Wiejak, Jolanta; Whelan, Padraic; Morgan, David; Lochhead, Emma; Barker, Graeme; Rehmann, Holger; Yarwood, Stephen J.; Zhou, Jia published the artcile< Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators>, Recommanded Product: 3-Fluorobenzenesulfonamide, the main research area is noncyclic nucleotide preparation cAMP EPAC agonist SAR.

EPAC plays a central role in various biol. functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, the synthesis and biochem. evaluation of a series of non-cyclic nucleotide EPAC1 activators is reported. Several potent EPAC1 binders were identified, e.g., I, which promote EPAC1 GEF activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity towards EPAC over PKA and GPCRs. Moreover, four compounds exhibited improved selectivity towards activation of EPAC1 over EPAC2 in cells. Of these, I was found to robustly inhibit IL-6-activated STAT3 and subsequent induction of the pro-inflammatory VCAM1 cell adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacol. tools for elucidation of EPAC function as well as promising drug leads for the treatment of relevant human diseases.

Journal of Medicinal Chemistry published new progress about cAMP receptor proteins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Recommanded Product: 3-Fluorobenzenesulfonamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Callingham, Michael; Blum, Francesca; Pave, Gregoire published the artcile< One-Step Synthesis of 2-Chloropyrimidin-4-ol Derivatives: An Unusual Reactivity of Thiophosgene>, HPLC of Formula: 5004-88-6, the main research area is quinazoline oxazinone fused pyrimidine bicycle preparation; aminoamide reaction thiophosgene.

A novel, high-yielding, one-step synthesis of 2-chloroquinazolin-4-ols and analogous bicycles from 2-aminoamides using thiophosgene is described. The scope of the reaction includes aminothioamides, amino acids, and fused heterocycle derivatives, furnishing quinazolines, oxazinones, and substituted fused pyrimidine bicycles, resp. On the basis of observed results with substituted analogs, a mechanism for this transformation is thought to occur via an isothiocyanate intermediate followed by an unexpected chemoselective reaction of thiophosgene on the thiol intermediate.

Organic Letters published new progress about Amino amides Role: RCT (Reactant), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, HPLC of Formula: 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Shende, Vaishali S.; Raut, Amol B.; Raghav, Prathamesh; Kelkar, Ashutosh A.; Bhanage, Bhalchandra M. published the artcile< Room-Temperature Asymmetric Transfer Hydrogenation of Biomass-Derived Levulinic Acid to Optically Pure γ-Valerolactone Using a Ruthenium Catalyst>, Product Details of C30H31ClN2O2RuS, the main research area is asym transfer hydrogenation biomass levulinic acid valerolactone ruthenium catalyst.

This study presents a first report on ruthenium-catalyzed asym. transfer hydrogenation (ATH) of levulinic acid (LA) to chiral γ-valerolactone (GVL). ATH of LA has been explored with Noyori’s chiral catalyst (Ru-TsDPEN) in methanol solvent. Efficacy of ATH reaction of LA was investigated under different reactions conditions such as temperature, catalyst, and hydrogen donor concentration The effect of various organic tertiary bases along with formic acid (FA) as a hydrogen donor was studied, and N-methylpiperidine with FA (1:1 molar ratio) was revealed as an efficient hydrogen donor for ATH of LA to GVL furnishing chiral GVL with complete conversion and 93% enantiomeric excess (ee). This operationally simple and mild ATH protocol was tested for practical applicability of ATH of LA obtained from biomass waste (rice husk and wheat straw) and furnished chiral GVL with 82% ee.

ACS Omega published new progress about Biomass. 1192620-83-9 belongs to class amides-buliding-blocks, and the molecular formula is C30H31ClN2O2RuS, Product Details of C30H31ClN2O2RuS.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Zheng, Ye; Martinez-Acosta, Jaime A.; Khimji, Mohammed; Barbosa, Luiz C. A.; Clarkson, Guy J.; Wills., Martin published the artcile< Asymmetric Transfer Hydrogenation of Aryl Heteroaryl Ketones using Noyori-Ikariya Catalysts>, Computed Properties of 1192620-83-9, the main research area is aryl heteroaryl alc preparation enantioselective; heteroaryl aryl ketone asym transfer hydrogenation Noyori Ikariya catalyst.

A range of ketones ArC(O)R (Ar = Ph, 2-bromophenyl, naphthalen-1-yl, etc.; R = furan-2-yl, thiophen-2-yl, 1-methyl-1H-imidazol-2-yl) flanked by a combination of an aromatic and a heterocyclic ring were reduced under asym. transfer hydrogenation (ATH) conditions. Using a range of [(arene)Ru(TsDPEN)Cl] precatalysts, including tethered derivatives, I, the reduction enantioselectivity was high (up to 99% ee) in cases where the aromatic ring contained an ortho-substituent. The enantioselectivity is influenced by a combination of steric and electronic factors which for the furan and thiophene series, follow literature precedents. In the case of the N-methylimidazole-containing ketones ArC(O)R (R = 1-methyl-1H-imidazol-2-yl), an unexpected switch in enantioselectivity took place upon variation of the opposing aromatic group. Pyrrole- containing ketones II (R1 = Me, tert-butoxycarbonyl) were resistant to reduction This study demonstrates the asym. transfer hydrogenation (ATH) of a range of hindered heterocyclic ketones, in high conversion and ee, using Noyori-Ikariya catalysts I.

ChemCatChem published new progress about Aromatic alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 1192620-83-9 belongs to class amides-buliding-blocks, and the molecular formula is C30H31ClN2O2RuS, Computed Properties of 1192620-83-9.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Meng, Fanfei; Mi, Pengcheng; Yu, Zhenwu; Wei, Wei; Gao, Li; Ren, Jinzhou; Li, Zhengming; Dai, Huanqin published the artcile< Design, synthesis and biological evaluation of 5-substituted sulfonylureas as antifungal agents targeting acetohydroxyacid synthase>, Recommanded Product: o-Chlorobenzenesulfonamide, the main research area is sulfonylurea preparation antifungal.

In this work, 36 target compounds I were designed and synthesized and several 5-substituted sulfonylureas I = [X =CH, N, R1 = Me, Cl, Br; R2 = CNOMe, CHCH2, CHO; R3 = H, Me, OMe; R4 = Me, OMe, etc.] possess much better antifungal activities than those of Fluconazole (FCZ) and amphotericin B (AMB). The most potent of these were I [X =CH, R1 = Br, R2 = CNOMe, R3 = R4 = OCH3], I [X =CH, R1 = Cl, R2 = CHCH2, R3 = R4 = OCH3] and I [X =CH, R1 = I, R2 = CHCH2, R3 = R4 = OCH3] with inhibition constants (Ki) determined in the range of 5.6∼9.6 nM for C. albicans AHAS and MICs(The MIC was determined as the drug concentration that inhibited fungal growth by >90% relative to the corresponding drug-free growth control) <0.05∼0.78μg/mL for C. albicans SC 5314, 17# and 2# (17# and 2# were two clin. isolated FCZ-resistant strains of C. albicans), S. cerevisiae SCXH1549 and C. parapsilosis ATCC22019 in YNB (yeast nitrogen base) media at 72 h post-treatment. Using the same media, the com. MICs of FCZ and AMB were only determined in the range of 0.25∼5μg/mL for the five strains at 24 h post-treatment. In order to elaborate the structure-activity relationship (SAR) a proposed double-pocket binding mode was simulated via mol. docking. The energy gap between the HOMOs and LUMOs of selected compounds showed that the 5-substituted groups of sulfonylureas I = [X =CH, N, R1 = Me, Cl, Br; R2 = CNOMe, CHCH2, CHO; R3 = H, Me, OMe; R4 = Me, OMe, etc.] had key impact on the antimicrobial bioactivity. Journal of Molecular Structure published new progress about Fungicides. 6961-82-6 belongs to class amides-buliding-blocks, and the molecular formula is C6H6ClNO2S, Recommanded Product: o-Chlorobenzenesulfonamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics