Tag: M.W=150-200

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

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

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

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

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

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

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

Woldegiorgis, Alemayehu Gashaw; Han, Zhao; Lin, Xufeng published the artcile< Asymmetric [3 + 3] Annulation to Construct Trifluoromethylated Pyrazolo[3,4-b]pyridin-6-ones via Chiral Phosphoric Acid and MgSO4 Synergistic Catalysis>, Reference of 20870-77-3, the main research area is trifluoromethyl pyrazolopyridinone preparation enantioselective diastereoselective; aminopyrazole trifluoroethylidene oxindole Friedel Crafts alkylation transamidation phosphoric acid.

A novel asym. Friedel-Crafts alkylation/transamidation tandem reaction for the enantio- and diastereoselective synthesis of pyrazolo[3,4-b]pyridin-6-ones I (R = H, Me, Cl; R1 = H, OMe, Br, Cl, F; R2 = H, Me, Br, F; R3 = H, Br; R4 = Boc, Cbz; R5 = H, Et, i-Pr; R6 = Ph, 3-bromophenyl, 1H-benzo[d]imidazol-2-yl, etc.; R7 = Me, Et, i-Pr, Ph) bearing a -CF3 unit via synergistic chiral phosphoric acid and MgSO4 catalysis was developed. This [3 + 3] annulation protocol allows the formation of trifluoromethylated pyrazolo[3,4-b]pyridin-6-ones I with two adjacent tertiary stereocenters in moderate to high yields (up to 90%), enantioselectivities (up to 97% ee), and diastereoselectivities (up to >20:1 dr).

Organic Letters published new progress about Diastereoselective synthesis. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Reference of 20870-77-3.

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

Butkevich, Alexey N.; Bossi, Mariano L.; Lukinavicius, Grazvydas; Hell, Stefan W. published the artcile< Triarylmethane Fluorophores Resistant to Oxidative Photobluing>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is triarylmethane fluorophore oxidative photobluing STED nanoscopy.

Spectral stability of small-mol. fluorescent probes is required for correct interpretation and reproducibility of multicolor fluorescence imaging data, in particular under high (de)excitation light intensities of super-resolution imaging or in single-mol. applications. The authors propose a synthetic approach to a series of spectrally stable rhodamine fluorophores based on sequential Ru- and Cu-catalyzed transformations, evaluate their stability against photobleaching and photoconversion in the context of other fluorophores using chemometric anal., and demonstrate chem. reactivity of fluorophore photoproducts. The substitution patterns providing the photoconversion-resistant triarylmethane fluorophores have been identified, and the applicability of nonbluing labels in live-cell STED nanoscopy is demonstrated.

Journal of the American Chemical Society published new progress about Fluorescence. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-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

Bhat, Prasanna V.; Dere, Ravindra T.; Ravikumar, S.; Hindupur, Rama Mohan; Pati, Hari N. published the artcile< Efficient and Scalable Process for Synthesis of 5-Nitro-7-azaindole>, Formula: C7H5N3O2, the main research area is nitroazaindole preparation scalable process; nitrotrimethylsilanylethynylpyridinylamine preparation cycloisomerization; nitropyridinamine iodination Sonogashira reaction.

A simple and straightforward methodol. for the synthesis of 5-nitro-7-azaindole I has been developed using metal-free cycloisomerization of 5-nitro-3-trimethylsilanylethynyl-pyridin-2-ylamine. Large-scale applicability of this newly developed method was successfully demonstrated on multikilogram scale to obtain I in consistent yield and purity.

Organic Process Research & Development published new progress about Cycloisomerization. 101083-92-5 belongs to class indole-building-block, and the molecular formula is C7H5N3O2, Formula: C7H5N3O2.

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