Month: October 2022

Ruel, Rejean; Thibeault, Carl; L’Heureux, Alexandre; Martel, Alain; Cai, Zhen-Wei; Wei, Donna; Qian, Ligang; Barrish, Joel C.; Mathur, Arvind; D’Arienzo, Celia; Hunt, John T.; Kamath, Amrita; Marathe, Punit; Zhang, Yueping; Derbin, George; Wautlet, Barri; Mortillo, Steven; Jeyaseelan, Robert Sr.; Henley, Benjamin; Tejwani, Ravindra; Bhide, Rajeev S.; Trainor, George L.; Fargnoli, Joseph; Lombardo, Louis J. published the artcile< Discovery and preclinical studies of 5-isopropyl-6-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(2-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine (BMS-645737), an in vivo active potent VEGFR-2 inhibitor>, Name: 5-Nitro-1H-pyrrolo[2,3-b]pyridine, the main research area is BMS 645737 preparation structure VEGFR inhibitor antitumor.

The authors report herein a series of substituted N-(1H-pyrrolo[2,3-b]pyridin-5-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amines as inhibitors of vascular endothelial growth factor receptor-2 tyrosine kinase. Through structure-activity relationship studies, biochem. potency, pharmacokinetics, and kinase selectivity were optimized to afford BMS-645737 (I), a compound with good preclin. in vivo activity against human tumor xenograft models.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 101083-92-5 belongs to class indole-building-block, and the molecular formula is C7H5N3O2, Name: 5-Nitro-1H-pyrrolo[2,3-b]pyridine.

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

Hu, Yuanyuan; Ruan, Wenchen; Gao, Anhui; Zhou, Yubo; Gao, Lixin; Xu, Meng; Gao, Jianrong; Ye, Qing; Li, Jia; Pang, Tao published the artcile< Synthesis and biological evaluation of novel 4,5-bisindolyl-1,2,4-triazol-3-ones as glycogen synthase kinase-3β inhibitors and neuroprotective agents>, Name: 5-Fluoro-1H-indole-3-carboxylic acid, the main research area is bisindolyltriazolone preparation glycogen synthase kinase inhibitor SAR neuroprotective agent.

A series of novel 4,5-bisindolyl-1,2,4-triazol-3-ones, compounds I [R1 = H, 6-F, 5-Cl, 6-Br, etc.; R2 = H, Me] were designed, prepared and evaluated for their glycogen synthase kinase (GSK)-3β inhibitory activities. Compounds exhibited favorable inhibitory potency towards GSK-3β kinase at the mol. level and in cells indicated by significantly reducing GSK-3β substrate Tau phosphorylation at Ser396 in primary neurons showing the inhibition of cellular GSK-3β. In an in vitro model of neuronal injury, compounds I [R1 = 5-F, 5-Cl, 5-Br; R2 = Me] prevented glutamate-induced neuronal death which was closely associated with cerebral ischemic stroke. Preliminary structure-activity relationship was examined and showed that different substituents on the indole ring had significant influences on the GSK-3β inhibitory potency. These findings may provide new insights into the development of novel GSK-3β inhibitors as neuroprotective agents.

Pharmazie published new progress about Blood-brain barrier. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Name: 5-Fluoro-1H-indole-3-carboxylic acid.

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

Lu, Lin; Zheng, Zuoliang; Yang, Yongjie; Liu, Bo; Yin, Biaolin published the artcile< Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles>, Related Products of 4771-48-6, the main research area is indolylmethylpropynamide sodium methoxide catalyst diastereoselective regioselective dearomatization alkenylation spirocyclization; methylidene spiroindolepyrrolidinone preparation; methylidenyl dihydrospiroindolepyrrolidinone preparation; carbamoyl indolylmethylpropynamide sodium methoxide catalyst dearomatization alkenylation cyclization; tetrahydropyrrolopyrroloindole dione preparation diastereoselective regioselective.

Polycyclic indolines and indolenines were synthesized via base-catalyzed intramol. dearomatizing 3-alkenylation reactions of alkynyl indoles at room temperature The base enhanced the nucleophilicity of the carbon at the 3-position of the indole moiety, facilitating an exclusive 5-exo-dig cyclization reaction with the alkyne to form spiroindolenines I, III [R3 = Et, Pr, iso-Pr, etc]. The imine functionality of spiroindolenines I was undergo in-situ nucleophilic addition to form spiroindolines II [R1 = H, 4-Me, 5-Cl, etc.; R2 = Ph, 2-methylphenyl, 3-methylphenyl; R3 = Pr, benzyl, 4-methoxyphenyl; R4 = tert-Bu, cyclohexyl] when R was a carbamoyl group or reduction to form spiroindolines III when R was H.

Chinese Journal of Chemistry published new progress about Alkenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Related Products of 4771-48-6.

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

Forster, Michael; Liang, Xiaojun Julia; Schroeder, Martin; Gerstenecker, Stefan; Chaikuad, Apirat; Knapp, Stefan; Laufer, Stefan; Gehringer, Matthias published the artcile< Discovery of a novel class of covalent dual inhibitors targeting the protein kinases BMX and BTK>, Application In Synthesis of 101083-92-5, the main research area is phenyl pyrrolopyridine prepare kinase inhibitor mol docking SAR; Bruton’s tyrosine kinase; Janus kinase 3; bone marrow tyrosine kinase on chromosome X; chemical probes; covalent inhibitors; tyrosine kinases.

Here a novel class of dual BMX/BTK inhibitors, which were designed from irreversible inhibitors of Janus kinase (JAK) 3 targeting a cysteine located within the solvent-exposed front region of the ATP binding pocket was presented. Structure-guided design exploiting the differences in the gatekeeper residues enabled the achievement of high selectivity over JAK3 and certain other kinases harboring a sterically demanding residue at this position. The most active compounds inhibited BMX and BTK with apparent IC50 values in the single digit nanomolar range or below showing moderate selectivity within the TEC family and potent cellular target engagement. These compounds represent an important first step towards selective chem. probes for the protein kinase BMX.

International Journal of Molecular Sciences published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 101083-92-5 belongs to class indole-building-block, and the molecular formula is C7H5N3O2, Application In Synthesis of 101083-92-5.

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

Pedrazzani, Riccardo; Pinosa, Emanuele; Bertuzzi, Giulio; Monari, Magda; Lauzon, Samuel; Ollevier, Thierry; Bandini, Marco published the artcile< Convenient synthesis of tricyclic N(1)-C(2)-fused oxazino-indolones via [Au(I)] catalyzed hydrocarboxylation of allenes>, Electric Literature of 93247-78-0, the main research area is oxazinoindolone preparation; allenyl indole carboxylic acid hydrocarboxylation gold catalyst.

A new [Au(I)] catalyzed intramol. hydrocarboxylation of allenes was presented as a valuable synthetic route to oxazino[4,3-a]indolones I [R = H, Me, c-hexyl; R1 = H, 8-Me, 8-F, etc.]. The use of 3,5-(CF3)2-C6H3-ImPyAuSbF6 as the optimal catalyst (5 mol%) was necessary to guarantee (i) wide tolerance of functional groups, (ii) mild reaction conditions (r.t., 16 h), and (iii) high yields (up to 90%). Preliminary attempts toward an enantioselective version (81 : 19 er) were also documented by means of a new family of chiral C1-sym. ImPyAuCl complexes.

Chemical Communications (Cambridge, United Kingdom) published new progress about Carboxylation. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Electric Literature of 93247-78-0.

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

Kong, Lingkai; Tian, Wenyue; Liu, Zhiyan; Xu, Ting; Wen, Haoyue; Chen, Zihan; Gao, Jin; Bai, Li-Ping published the artcile< TfOH-Catalyzed Cascade C-H/N-H Chemo-/Regioselective Annulation of Indole-2-carboxamides with Benzoquinones for the Construction of Anticancer Tetracyclic Indolo[2,3-c]quinolinones>, Reference of 399-76-8, the main research area is indoloquinolinone preparation antitumor human; indole carboxamide benzoquinone cyclization trifluoromethanesulfonic acid.

An efficient TfOH-catalyzed cascade C-H/N-H annulation of indole-2-carboxamides with benzoquinones has been developed for the synthesis of tetracyclic indolo[2,3-c]quinolinones. This reaction exhibits excellent chemo-/regioselectivity, achieving functionalization of the C-3 of indole and N-H of the amide moiety to form the new C-C and C-N bonds. Various expected products were synthesized from readily available starting materials in good to high yields with a wide substrate scope and good functional group tolerance. Among all synthetic products, I showed the most potent cytotoxicity toward the 4T1 cancer cell line with an IC50 value of 0.62 +/- 0.05μM. In vivo study demonstrated that I remarkably suppressed 4T1 xenograft tumor growth without body weight loss.

Journal of Organic Chemistry published new progress about Antitumor agents. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Reference of 399-76-8.

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

Pu, Xingwen; Zhang, Mangang; Lan, Jingbo; Chen, Shuyou; Liu, Zheng; Liang, Wenbo; Yang, Yudong; Zhang, Min; You, Jingsong published the artcile< Tandem Rh(III)-Catalyzed C-H Heteroarylation of Indolyl Ketones and Cu(II)-Promoted Intramolecular Cyclization: One-Pot Access to Blue-Emitting Phenanthrone-Type Polyheterocycles>, Synthetic Route of 93247-78-0, the main research area is indolyl ketone rhodium copper catalyst tandem heteroarylation cyclization; phenanthrone type polyheterocycle one pot preparation blue emission.

Disclosed herein is a highly efficient one-pot synthetic strategy to phenanthrone-type polyheterocycles via tandem rhodium(III)-catalyzed ortho-C-H heteroarylation of indolyl ketones and copper(II)-promoted intramol. cyclization. This protocol enables a library of blue-emitting fluorophores with high quantum yields and narrow full widths at half-maximum to be rapidly built from readily available substrates, among of which 6,6,7,9,12-pentamethyl-6,12-dihydro-5H-benzofuro[2,3-a]carbazol-5-one exhibits pure blue emission with Commission Internationale de I’Eclairage coordinates of (0.15, 0.09) and a high quantum yield of 85% in CH2Cl2 solution

Organic Letters published new progress about C-H bond activation. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Synthetic Route of 93247-78-0.

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

Pipattanawarothai, Athit; Trakulsujaritchok, Thanida published the artcile< Hybrid polymeric chemosensor bearing rhodamine derivative prepared by sol-gel technique for selective detection of Fe3+ ion>, Recommanded Product: 2-(2-Aminoethyl)-3′,6′-bis(diethylamino)spiro[isoindoline-1,9′-xanthen]-3-one, the main research area is hybrid polymeric chemosensor rhodamine B derivative functionalized; ferric ion detection colorimetry.

To develop a reusable and selective colorimetric chemosensor for visual detection of ferric ion, a new rhodamine-based chelator (RB-UTES) was prepared The structural constitution and sensing property of RB-UTES were examined The chelator was sensitive and selective for recognition of ferric ion and could be covalently attached to poly(vinyl alc.) through siloxane linkage formed by the sol-gel reaction. The physicochem. properties and sensing behavior of the functional chemosensor films were studied. By simply soaking in aqueous media, the free-standing sensor film exhibited high selectivity and sensitivity to ferric ion and permitted the convenient detection by naked eye with prominent development of pink color throughout the film. The sensor film could return to its original color by washing with 0.1M ethylenediamine allowing repeated cycles of detection. The combination of its anal. performance, simplicity of operation as well as reusability made this functional sensor promising for the use in aqueous solutions and real samples.

Dyes and Pigments published new progress about Colorimetry. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Recommanded Product: 2-(2-Aminoethyl)-3′,6′-bis(diethylamino)spiro[isoindoline-1,9′-xanthen]-3-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

Fang, Fang; Zheng, Haolin; Mao, Guojiang; Chen, Shanping; Deng, Guo-Jun published the artcile< Metal- and Solvent-Free Synthesis of Tetrahydrobenzo[c]carbazolones through NaI-Catalyzed Formal [4+2] Annulation>, Application In Synthesis of 93247-78-0, the main research area is indolyl cyclohexanone unsaturated compound sodium iodide catalyst regioselective cycloaddition; tetrahydrobenzocarbazolone preparation.

A novel strategy for the preparation of functional carbazoles through NaI-catalyzed formal [4+2] annulation of 2-(indol-3-yl)cyclohexanones and alkynes/alkenes was developed. The present approach started from easily available raw materials and provided a variety of tetrahydrobenzo[c]carbazolones in satisfactory yields under metal- and solvent-free conditions. The products could be further transformed into structurally valuable carbazole-based conjugated derivatives

Journal of Organic Chemistry published new progress about [4+2] Cycloaddition reaction (regioselective). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Application In Synthesis of 93247-78-0.

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