Tag: M.W=200-250

Beaulieu, Pierre L. published the artcileImproved replicon cellular activity of non-nucleoside allosteric inhibitors of HCV NS5B polymerase: From benzimidazole to indole scaffolds, Application In Synthesis of 494799-17-6, the main research area is indole derivative preparation antiviral hepatitis C virus polymerase inhibitor.

Benzimidazole-based allosteric inhibitors of the hepatitis C virus (HCV) NS5B polymerase were diversified to a variety of topol. related scaffolds. Replacement of the polar benzimidazole core by lipophilic indoles led to inhibitors with improved potency in the cell-based subgenomic HCV replicon system. Transposing the indole scaffold into a previously described series of benzimidazole-tryptophan amides generated the most potent inhibitors of HCV RNA replication in cell culture reported to date in this series (EC50 ∼ 50 nM).

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 494799-17-6 belongs to class indole-building-block, name is 3-Cyclohexyl-1H-indole-6-carboxylic acid, and the molecular formula is C15H17NO2, Application In Synthesis of 494799-17-6.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Qin, Hui published the artcileA convenient cyclopropanation process of oxindoles via bromoethylsulfonium salt, Quality Control of 71293-59-9, the main research area is oxindole bromoethylsulfonium triflate cyclopropanation; spirocyclopropane indolinone preparation.

A practical convenient conversion of oxindoles into the corresponding spirocyclopropane-oxindoles, e.g., I, is achieved efficiently using bromoethylsulfonium salt, which is easily prepared on a large scale and is stable crystalline This reaction of bromoethylsulfonium salt with different substituted unprotected oxindoles proceeded under mild condition and provided moderate yields.

Tetrahedron published new progress about Cyclopropanation. 71293-59-9 belongs to class indole-building-block, name is 5,6-Dichloroindolin-2-one, and the molecular formula is C8H5Cl2NO, Quality Control of 71293-59-9.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zhou, Mingwei published the artcileZinc triflate-mediated cyclopropanation of oxindoles with vinyl diphenyl sulfonium triflate: a mild reaction with broad functional group compatibility, Application of 5,6-Dichloroindolin-2-one, the main research area is spirocyclopropyloxindole preparation; oxindole vinyl diphenyl sulfonium triflate zinc triflate mediated cyclopropanation.

The first use of zinc triflate for the cyclopropanation of unprotected oxindoles with vinyl di-Ph sulfonium triflate salt to afford spiro[cyclopropane-1,3′-indoline]-2′-ones I [R = 5-OH, 6-F, 7-Cl, 4-Br, etc.] was reported. The reaction proceeded under ambient conditions and consistently provided high yields with broad functional group tolerability. The utility for the late-stage functionalization (LSF) of complex mols. was demonstrated.

RSC Advances published new progress about Cyclopropanation. 71293-59-9 belongs to class indole-building-block, name is 5,6-Dichloroindolin-2-one, and the molecular formula is C8H5Cl2NO, Application of 5,6-Dichloroindolin-2-one.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Roever, S. published the artcileIdentification of 4-methyl-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indoles as 5-HT2C receptor agonists, Recommanded Product: Ethyl 6-cyano-1H-indole-2-carboxylate, the main research area is pyrazinoindole hexahydro preparation 5HT2C receptor agonist.

Synthesis and evaluation of the activity of new 4-methyl-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indoles as 5-HT2C receptor agonists are described. Appropriately substituted, several analogs, e.g. I, displayed selectivity against the other 5-HT2 receptor subtypes of 1 order of magnitude or more. Selectivity was improved for several compounds vs. the lead II, increasing the therapeutic interest in this series of 5-HT2C receptor agonists.

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT2C agonists. 104291-81-8 belongs to class indole-building-block, name is Ethyl 6-cyano-1H-indole-2-carboxylate, and the molecular formula is C12H10N2O2, Recommanded Product: Ethyl 6-cyano-1H-indole-2-carboxylate.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Li, Laiqiang published the artcileSite-Selective Electrochemical C-H Cyanation of Indoles, COA of Formula: C16H15NO, the main research area is carbonitrile indole green regioselective preparation; indole trimethylsilyl cyanide electrochem cyanation tris bromophenyl amine catalyst.

An electrochem. approach for the site-selective C-H cyanation of indoles to form indole-carbonitriles I [R1 = CN, Ph; R2 = Me, CN, C(O)OMe, etc.; R3 = H, 4-Me, 5-F, 6-Cl, etc.; R4 = Me, Bn, i-Pr, etc.] employing readily available TMSCN as cyano source has been developed. The electrosynthesis relied on the tris(4-bromophenyl)amine as a redox catalyst, which achieved better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions were conducted in a simple undivided cell at room temperature and obviated the need for transition-metal reagent and chem. oxidant.

Organic Letters published new progress about Cyanation (C-H). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, COA of Formula: C16H15NO.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Chen, Weidong published the artcileCatalytic Aerobic Dehydrogenation of N-Heterocycles by N-Hydoxyphthalimide, Application In Synthesis of 13523-93-8, the main research area is indole preparation; indoline dehydrogenation hydoxyphthalimide catalyst; quinoline preparation; tetrahydroquinolinine aerobic dehydrogenation hydoxyphthalimide catalyst copper.

Catalytic methods for the aerobic dehydrogenation of N-heterocycles were reported. In most cases, indoles were accessed efficiently from indolines using catalytic N-hydroxyphthalimide (NHPI) as the sole additive under air. For more challenging substrates and to expand the scope to other heterocycles, a catalyst system of NHPI and copper was developed.

Advanced Synthesis & Catalysis published new progress about Dehydrogenation. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Application In Synthesis of 13523-93-8.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Hyatt, Janice L. published the artcileSelective Inhibition of Carboxylesterases by Isatins, Indole-2,3-diones, Application In Synthesis of 1677-47-0, the main research area is isatin inhibitor carboxylesterase structure activity relationship drug metabolism.

Carboxylesterases (CE) are ubiquitous enzymes thought to be responsible for the metabolism and detoxification of xenobiotics. Numerous clin. used drugs including Demerol, lidocaine, capecitabine, and CPT-11 are hydrolyzed by these enzymes. Hence, the identification and application of selective CE inhibitors may prove useful in modulating the metabolism of esterified drugs in vivo. Having recently identified benzil (diphenylethane-1,2-dione) as a potent selective inhibitor of CEs, we sought to evaluate the inhibitory activity of related 1,2-diones toward these enzymes. Biochem. assays and kinetic studies demonstrated that isatins (indole-2,3-diones), containing hydrophobic groups attached at a variety of positions within these mols., could act as potent, specific CE inhibitors. Interestingly, the inhibitory potency of the isatin compounds was related to their hydrophobicity, such that compounds with clogP values of <1.25 were ineffective at enzyme inhibition. Conversely, analogs demonstrating clogP values >5 routinely yielded Ki values in the nM range. Furthermore, excellent 3D QSAR correlates were obtained for 2 human CEs, hCE1 and hiCE. While the isatin analogs were generally less effective at CE inhibition than the benzils, the former may represent valid lead compounds for the development of inhibitors for use in modulating drug metabolism in vivo.

Journal of Medicinal Chemistry published new progress about Drug metabolism. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Application In Synthesis of 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Kumar, A. Sanjeeva published the artcileIndium/Fe(III)- mediated regioselective β-cross-coupling aldol type addition reaction of activated alkenes with isatins/isatinimines in aqueous media, HPLC of Formula: 1677-47-0, the main research area is hydroxy oxindole regioselective preparation; alkene isatin indium iron catalyst coupling aldol addition; amino oxindole regioselective preparation; isatinimine alkene indium iron catalyst Mannich coupling.

A highly efficient and regioselective synthesis of 3-amino/hydroxy-substituted oxindole derivatives, e.g., I and II, via β-cross coupling aldol type addition reaction of activated alkenes with isatins and Mannich-type coupling of isatinimines in presence of indium/Fe (III) was described. This synthetic protocol explores a broad substrate scope and smoothly proceeds under base-free conditions and resulting products were obtained in a short reaction time with moderate to high yields.

RSC Advances published new progress about Aldol addition. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, HPLC of Formula: 1677-47-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Huang, Wenrong published the artcileDesign, synthesis and structure-activity relationships of benzoxazinone-based factor Xa inhibitors, Related Products of indole-building-block, the main research area is benzoxazinone derivative preparation structure Activity relationship factor Xa inhibitor.

A series of benzoxazinone derivatives was designed and synthesized as factor Xa inhibitors. We demonstrated that the naphthyl moiety in two aniline-based compounds can be replaced with benzene-fused heterobicycles and biaryls to give factor Xa inhibitors with improved trypsin selectivity. The P4 modifications lead to monoamidines which are moderately active. The prepared benzoxazinones are potent against factor Xa, retain the improved trypsin selectivity of the corresponding aniline-based compounds, and show strong antithrombotic effect dose responsively.

Bioorganic & Medicinal Chemistry Letters published new progress about Anticoagulants. 104291-81-8 belongs to class indole-building-block, name is Ethyl 6-cyano-1H-indole-2-carboxylate, and the molecular formula is C12H10N2O2, Related Products of indole-building-block.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Ono, Shin’ichiro published the artcilePreparation and pharmacological evaluation of novel glycoprotein (Gp) IIb/IIIa antagonists. 2. Condensed heterocyclic derivatives, Application of Ethyl 6-cyano-1H-indole-2-carboxylate, the main research area is benzofuran preparation structure integrin antagonist antithrombotic; platelet aggregation inhibitor integrin receptor antagonist; prodrug amidinobenzofuran integrin antagonist antithrombotic.

A novel series of platelet receptor glycoprotein (Gp) IIb/IIIa antagonists with condensed heterocycles as their basic core was synthesized. In an in vitro assay, trans-4-(5-amidinobenzofuran-2-carboxamido)cyclohexyloxyacetic acid (I) and trans-3-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl]propionic acid (II) produced marked inhibitions with IC50 values of 0.018 and 0.006 μM, resp., in a human platelet adenosine-5′-diphospate (ADP)-induced aggregation assay; they also exhibited a wide spectrum of inhibition toward major aggregation agonists (ADP, collagen, thrombin, PMA (tumor promoter) and arachidonic acid). These compounds were >2-3 orders of magnitude more effective in inhibiting platelet aggregation than human umbilical vein endothelial cell (HUVEC) binding. The oral administration of 10 mg/kg of either I and II to guinea pig, resulted in a 60% inhibition of ex vivo platelet aggregation after 5 h. Oral administration of Et trans-4-(5-amidinobenzofuran-2-carboxamido)cyclohexyloxyacetate (III) (10 mg/kg) resulted in 80% inhibition of platelet aggregation in dogs for 6 h after oral administration with a return to baseline by 24 h. Et trans-3-[4-(5-amidinobenzofuran-2-carboxamido)cyclohexyl]propionate (AR0598) produced 80% inhibition for 5 h after oral administration. Prodrug III showed a good profile in dogs with a long duration of action. III (AR0510) was selected as suitable clin. candidate for development as an orally active antithrombotic agent.

Chemical & Pharmaceutical Bulletin published new progress about Anticoagulants. 104291-81-8 belongs to class indole-building-block, name is Ethyl 6-cyano-1H-indole-2-carboxylate, and the molecular formula is C12H10N2O2, Application of Ethyl 6-cyano-1H-indole-2-carboxylate.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles