Tag: M.W=150-200

Zhao, Xue-Mei; Huang, En-Ling; Zhu, Yu-Shen; Li, Jing; Song, Bing; Zhu, Xinju; Hao, Xin-Qi published the artcile< Oxidative sulfonamidomethylation of imidazopyridines utilizing methanol as the main C1 source>, Application In Synthesis of 6961-82-6, the main research area is phenyl imidazopyridine methanol sulfamide oxidative sulfonamidomethylation; imidazopyridine methanol amine oxidative aminomethylation.

An efficient one-pot, three-component synthesis of C3 sulfonamidomethylated imidazopyridines was disclosed under metal-free conditions, which utilized the com. available and renewable reagent methanol as the main methylene source. A wide range of substituted imidazopyridines and sulfamides/amines were well tolerated to afford the corresponding products in up to 92% yield. In the isotopic labeling experiment, it was found that a minor part of the methylene also originated from DTBP. Moreover, the radical scavenger reactions were conducted, which suggested that a free-radical mechanism was probably not involved. The current methodol. featured several advantages, including broad substrate scope, good functional group tolerance and high reaction efficiency.

Organic & Biomolecular Chemistry 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, Application In Synthesis of 6961-82-6.

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

D’Angelo, Noel D.; Kim, Tae-Seong; Andrews, Kristin; Booker, Shon K.; Caenepeel, Sean; Chen, Kui; Freeman, Dan; Jiang, Jian; McCarter, John D.; San Miguel, Tisha; Mullady, Erin L.; Schrag, Michael; Subramanian, Raju; Tang, Jin; Wahl, Robert C.; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Xi, Ning; Xu, Yang; Yakowec, Peter; Zalameda, Leeanne P.; Zhang, Nancy; Hughes, Paul; Norman, Mark H. published the artcile< Discovery and Optimization of a Series of Benzothiazole Phosphoinositide 3-Kinase (PI3K)/Mammalian Target of Rapamycin (mTOR) Dual Inhibitors>, Electric Literature of 1524-40-9, the main research area is benzothiazole derivative preparation SAR mTOR PI3K inhibitor antitumor bioavailability.

Phosphoinositide 3-kinase α (PI3Kα) is a lipid kinase that plays a key regulatory role in several cellular processes. The mutation or amplification of this kinase in humans has been implicated in the growth of multiple tumor types. Consequently, PI3Kα has become a target of intense research for drug discovery. Our studies began with the identification of benzothiazole compound 1 from a high throughput screen. Extensive SAR studies led to the discovery of sulfonamide 45 as an early lead, based on its in vitro cellular potency. Subsequent modifications of the central pyrimidine ring dramatically improved enzyme and cellular potency and led to the identification of chloropyridine 70. Further arylsulfonamide SAR studies optimized in vitro clearance and led to the identification of 82 as a potent dual inhibitor of PI3K and mTOR. This mol. exhibited potent enzyme and cell activity, low clearance, and high oral bioavailability. In addition, compound 82 demonstrated tumor growth inhibition in U-87 MG, A549, and HCT116 tumor xenograft models.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Electric Literature of 1524-40-9.

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

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

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

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

Maybhate, Shailaja P.; Rajamohanan, Pattuparambil P.; Rajappa, Srinivasachari published the artcile< Regiospecific synthesis of N-sulfonyl derivatives of 3,5-diamino-1H-1,2,4-triazole and 2,5-diamino-1,3,4-thiadiazole>, Product Details of C4H10N2O3S, the main research area is aminoguanidine cyclocondensation alkylsulfonylcarbodithioimidate; hydrazinecarbothioamide cyclocondensation alkylsulfonylcarbodithioimidate; sulfonylaminotriazole; sulfonylaminothiadiazole; triazole sulfonylamino; thiadiazole sulfonylamino.

Condensation of (MeS)2C:NSO2R (R = 4-R1C6H4, 2-thienyl, piperidino, morpholino R1 = H, Me, MeO, Cl, AcNH) with aminoguanidine bicarbonate and hydrazinecarbothioamide leads to the regiospecific synthesis of N-sulfonyl derivatives of 3,5-diamino-1H-1,2,4-triazole I and 2,5-diamino-1,3,4-thiadiazole II, resp.

Synthesis published new progress about Cyclocondensation reaction. 25999-04-6 belongs to class amides-buliding-blocks, and the molecular formula is C4H10N2O3S, Product Details of C4H10N2O3S.

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