Tag: M.W=150-200

Bremer, Paul T. published the artcileNewly Designed Quinolinol Inhibitors Mitigate the Effects of Botulinum Neurotoxin A in Enzymatic, Cell-Based, and ex Vivo Assays, HPLC of Formula: 41910-64-9, the main research area is quinolinol sulfonamide preparation botulinum neurotoxin inhibitor botulism.

Botulinum neurotoxin A (BoNT/A) is one of the most deadly toxins, and is the etiol. agent of the potentially fatal condition, botulism. Herein, the authors investigated 8-hydroxyquinoline (quinolin-8-ol) as a potential inhibitor scaffold for preventing the deadly neurochem. effects of the toxin. Quinolinols are known chelators that can disrupt the BoNT/A metalloprotease zinc-containing active site, thus impeding its proteolysis of the endogenous protein substrate, synaptosomal-associated protein 25 (SNAP-25). Using this information, the structure-activity relationship (SAR) of the quinolinol-5-sulfonamide scaffold was explored through preparation of a crude sulfonamide library, and evaluating the library in a BoNT/A LC enzymic assay. Potency optimization of the sulfonamide hit compounds was undertaken as informed by docking studies, granting a lead compound with a submicromolar Ki. These quinolinol analogs demonstrated inhibitory activity in a cell-based model for SNAP-25 cleavage and an ex vivo assay for BoNT/A-mediated muscle paralysis.

Journal of Medicinal Chemistry published new progress about Botulism. 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, HPLC of Formula: 41910-64-9.

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

Sanchez-Obregon, Ruben published the artcileSynthesis of a potential fluorescence probe, (-)-(R)-7-azatryptophan, via alkylation of the (1R,4R)-camphor imine of tert-butylglycinate, COA of Formula: C10H13N3, the main research area is azatryptophan; bornylidenaminoacetate alkylation iodomethylazaindole.

The synthesis of (-)-(R)-7-azatryptophan (I) from com. available 7-azaindole is described. The key step involved the diastereoselective alkylation of the bornylideneaminoacetate II with 1-(tert-butoxycarbonyl-3-(iodomethyl)-7-azaindole. The alkylation, conducted at -100° in THF/HMPA using KN(SiMe3)2 as the base, afforded imine III in >98% diastereomeric excess. Hydrolysis and deprotection of III gave I.

Canadian Journal of Chemistry published new progress about azatryptophan; bornylidenaminoacetate alkylation iodomethylazaindole. 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, COA of Formula: C10H13N3.

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

Eskola, Olli published the artcileSynthesis of 3-[[4-(4-[18F]fluorophenyl)piperazin-1-yl]methyl]-1H-pyrrolo[2,3-b]pyridine, Quality Control of 5654-92-2, the main research area is fluorophenylpiperazinylmethylpyrrolopyridine preparation biodistribution.

3-[[4-(4-[18F]fluorophenyl)piperazin-1-yl]methyl]-1H-pyrrolo[2,3-b]pyridine, a candidate to image dopamine D4 receptors, was synthesized via electrophilic fluorination of a trimethylstannyl precursor with high specific radioactivity [18F]F2. The precursor was obtained by a facile four-step synthetic approach; the trimethylstannyl leaving group was introduced by displacement of iodine utilizing palladium catalysis and hexamethyldistannane in an inert solvent. The total radiosynthesis time was 50 min, including purification and formulation for injection. Decay corrected radiochem. yield was <1% as calculated from the amount of [18F]F- produced. Specific radioactivity at the end of synthesis was 12.8-16.4 GBq/μmol. Radiochem. purity was 88-92%. Ex vivo studies in rats showed homogeneous distribution of radioactivity within rat brain. Journal of Labelled Compounds & Radiopharmaceuticals published new progress about fluorophenylpiperazinylmethylpyrrolopyridine preparation biodistribution. 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, Quality Control of 5654-92-2.

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

Benghiat, Eric published the artcileSynthesis of S-3-indolemethyl derivatives of 5′-deoxy-5′-thioadenosine, Synthetic Route of 5654-92-2, the main research area is indolylmethylthiodeoxyadenosine; adenosine indolylmethylthiodeoxy.

The title compounds (I; R = H, Me) were prepared by reaction of the appropriate 3-indolemethyl thioacetate with 5′-deoxy-5′-chloroadenosine in basic media. 5′-Deoxy-5′-(3-indolemethylthio)adenosines unsubstituted at the indolic nitrogen, cannot be prepared via this route due to facile conversion of the precursor 3-indolemethylthiol derivative to the corresponding 3,3′-diindolemethyl sulfide.

Journal of Heterocyclic Chemistry published new progress about indolylmethylthiodeoxyadenosine; adenosine indolylmethylthiodeoxy. 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, Synthetic Route of 5654-92-2.

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

Florvall, Lennart published the artcileSelective monoamine oxidase inhibitors. 3. Cyclic compounds related to 4-aminophenethylamine. Preparation and neuron-selective action of some 5-(2-aminoethyl)-2,3-dihydroindoles, Product Details of C8H8ClN, the main research area is monoamine oxidase inhibitor aminoethylindole; neuron selective aminoethylindole.

Nine (aminoethyl)dihydroindoles I (R = Me, Et; R1, R3 = H, Me; R2 = H, Cl, Me; R4 = H, Et) were prepared and tested as monoamine oxidase (MAO) inhibitors in vitro and in vivo. I are selective MAO-A inhibitors in vitro, the most active compounds, 5-[1-(2-aminopropyl)]-2,3-dihydro-4-methylindole acetate (II), 5-[1-(2-aminopropyl)]-4-chloro-2,3-dihydroindole acetate, 5-[1-(2-aminopropyl)]-2,3-dihydro-1-ethyl-4-methylindole tartrate (III), 5-[1-(2-aminopropyl)]-2,3-dihydro-1-ethyl-6-methylindole tartrate, and 5-[1-(2-aminobutyl)]-4-chloro-2,3-dihydroindole acetate being equipotent with amiflamine. II, III, 5-[1-(2-aminopropyl)]-2,3-dihydroindole acetate (IV), and 5-[1-(2-amino-2-methylpropyl)]-2,3-dihydroindole acetate were very potent inhibitors of MAO in serotonergic and/or noradrenergic nerve terminals in the rat brain in vivo, inhibiting MAO within these neurons at doses 1/10 of those required to inhibit MAO in other neurons or cells. IV was also a potent and selective inhibitor of MAO within dopaminergic nerve terminals in vivo.

Journal of Medicinal Chemistry published new progress about monoamine oxidase inhibitor aminoethylindole; neuron selective aminoethylindole. 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Product Details of C8H8ClN.

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

Swaminathan, S. published the artcileSynthesis of ethyl 1-acetyl-2-(3-indolylmethyl)carbazate. An analog of Nα-acetyltryptophan ethyl ester, Recommanded Product: 2-Ethoxy-1H-indole, the main research area is .

Indole-3-carboxaldehyde (5 g.) in 100 ml. EtOH was added to a solution of 2.69 g. NH2NHAc in 10 ml. H2O containing 1 drop HOAc, and the mixture refluxed 2 hrs. to yield 4.5 g. 3-indolealdehyde acetohydrazone (I), m. 253-5° (EtOH). I (1 g.) in 150 ml. EtOH was hydrogenated 2.5 hrs. at 50 psi over Pd-BaCO3 to yield 0.75 g. 1-acetyl-2-(3-indolylmethyl)hydrazine (II), m. 147.5-8.5° (EtOAc-petr. ether). Et3N (1 g.) in 10 ml. C6H6 was added to a solution of 1 g. II in 100 ml. C6H6, followed by dropwise addition during 30 min. of a solution of 0.6 g. ClCO2Et in 29 ml. C6H6, and the mixture stirred 3 hrs., kept overnight, and worked up to yield 1.1 g. Et 1-acetyl-2-(3-indolylmethyl)carbazate (III), m. 91-2° (C6H6). III was of interest as a potential tryptophan antagonist. A mixture of 0.5 g. II in 20 ml. 40% alc. NaOH was refluxed 6 hrs., EtOH removed in vacuo, and the residue diluted with H2O to yield 0.275 g. 3-indolealdazine (IV), m.p. and mixed m.p. 310-12°. IV (0.5 g.) was also obtained by refluxing 1 g. I with 40 ml. 20% alc. NaOH. A mixture of 1.5 g. indole-3-aldehyde, 0.5 g. 98-100% N2H4.H2O, 10 ml. EtOH, and a drop HOAc was refluxed 1 hr. and cooled to yield 1.2 g. IV, m. 310-12° (Me2CO).

Indian Journal of Chemistry published new progress in CAplus about 1009-27-4, 1009-27-4 belongs to class indole-building-block, name is 2-Ethoxy-1H-indole, and the molecular formula is C10H11NO, Recommanded Product: 2-Ethoxy-1H-indole.

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

Haase, F. published the artcileHeterocyclic reaction design with RDSS, Formula: C8H8ClN, the main research area is computer generated synthetic design heterocyclic compound; RDSS computer program design synthesis heterocycle.

The paper gives a brief description of the synthesis planning computer program RDSS and deals with experience made in application to heterocyclic reactions, e.g., the synthesis of 4-hydroxyindole. The program version RDSS V4.1 was tested after completing a new synthon recognition program. A knowledge base consisting of some general synthesis rules and specialized heterocyclic mechanisms were built up to support this task. The results ensure that the knowledge based system RDSS may be a helpful tool for organic synthesis design.

Tetrahedron Computer Methodology published new progress about Computer program. 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Formula: C8H8ClN.

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

Dalziel, Michael E. published the artcileRegioselective Functionalization of 7-Azaindole by Controlled Annular Isomerism: The Directed Metalation-Group Dance, Product Details of C10H13N3, the main research area is regioselective functionalization azaindole annular isomerism directed metalation group migration; deuterium; heterocycles; lithiation; regioselectivity; synthetic methods.

The regioselective functionalization of 7-azaindole by controlled annular isomerism employing a directed metalation-group migration is reported. The N7 carbamoyl azaindoles undergo regioselective metalation and quenching with an electrophile to furnish C6-substituted derivatives which, in the presence of a catalytic amount of ClCONR2 promotes a carbamoyl group shift or dance from N7 to N1. A second directed metalation/electrophile quench sequence leads to 2,6-substituted azaindoles. Optimization of the metalation conditions for C2 and C6, sep. and iteratively, is presented. Using the directed metalation group dance strategy, a late-stage deuteration of an antipsychotic drug is described. Overall, the controlled migration of the carbamoyl directing group allows multiple functionalization events of the bioactive azaindole scaffold.

Angewandte Chemie, International Edition published new progress about Carbamoyl group. 5654-92-2 belongs to class indole-building-block, name is N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, and the molecular formula is C10H13N3, Product Details of C10H13N3.

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

Yang, Guoqiang published the artcilePd(II)-Catalyzed meta-C-H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template, Formula: C8H8ClN, the main research area is regioselective meta carbon hydrogen bond olefination indoline palladium catalyst; acetoxylation indoline palladium catalyst; arylation indoline palladium catalyst.

Meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H functionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogs are selectively functionalized at the meta-positions.

Journal of the American Chemical Society published new progress about Acetoxylation. 41910-64-9 belongs to class indole-building-block, name is 4-Chloroindoline, and the molecular formula is C8H8ClN, Formula: C8H8ClN.

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

Parrino, Barbara published the artcileSynthesis of the new ring system bispyrido[4′,3′:4,5]pyrrolo[1,2-a:1′,2′-d]pyrazine and its deaza analogue, Quality Control of 800401-68-7, the main research area is pyrrolopyridinecarboxylic acid preparation; bispyridopyrrolopyrazine dione preparation antineoplastic mol docking; pyridopyrrolopyrazino indole dione antineoplastic mol docking.

A series of bispyridopyrrolopyrazine diones I [R1 = R4 = H, Cl, OMe; R2 = R3 = H, OMe] and their deaza analogs pyridopyrrolopyrazinoindole diones II [R1 = R2 = H, Cl, OMe] was synthesized and evaluated for their antineoplastic activities and mol. docking studies. Among the synthesized compounds I [R1 = R2 = R4 = H; R3 = OMe] and II [R1 = R2 = H; R1 = OMe, R2 = H; R1 = H, R2 = OMe] exhibited modest activity against MCF7 (a breast cancer cell line) and/or UO-31 (a renal cancer cell line).

Molecules published new progress about Antitumor agents. 800401-68-7 belongs to class indole-building-block, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, and the molecular formula is C8H5ClN2O2, Quality Control of 800401-68-7.

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