Month: November 2022

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

Hlavac, Jan published the artcileSynthesis of oxo analogs of Lamotrigine and related compounds, Safety of 4,5-Dichloroisatin, the main research area is azauracil preparation coupling cyanoacetylcarbamate; Lamotrigine oxo analog preparation; triazinedione functionalized preparation; indolotriazinone preparation.

Lamotrigine oxo analogs I (R1 = H, Cl, Br, iodo, HO) were prepared from azauracil I (R1 = NH2) via the formation of the intermediate diazonium salt. Coupling of this diazonium salt with Et cyanoacetylcarbamate gave the corresponding carbamoyl hydrazone, which underwent intramol. cyclization upon reflux in pyridine to afford bis(triazinyl)benzene II containing two 6-azauracil rings.

ARKIVOC (Gainesville, FL, United States) published new progress about azauracil preparation coupling cyanoacetylcarbamate; Lamotrigine oxo analog preparation; triazinedione functionalized preparation; indolotriazinone preparation. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Safety of 4,5-Dichloroisatin.

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

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

Gao, Mingzhang published the artcileSynthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is arylbenzopyrancarbonitrile carbon 11 preparation PET imaging apoptosis.

Carbon-11-labeled 4-aryl-4H-chromenes, 4-(3-[11C]methoxy-5-methoxyphenyl)-, 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)-, 4-(3-[11C]methoxy-5-methoxyphenyl)-, 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)-, 4-(3-[11C]methoxy-5-methoxyphenyl)-, 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)-, 4-(3-[11C]methoxy-5-methoxyphenyl)- and 4-(3-bromo-4-[11C]methoxy-5-methoxyphenyl)–2-amino-7-methyl-4,7-dihydropyrano[2,3-e]indole-3-carbonitrile were prepared by O-[11C]methylation of their alc. precursors using [11C]CH3OTf under basic conditions and isolated by a simplified solid-phase extraction (SPE) method in 30-50% radiochem. yields based on [11C]CO2 and decay corrected to end of bombardment (EOB). The overall synthesis time from EOB was 15-20 min, the radiochem. purity was >99%, and the specific activity at end of synthesis (EOS) was 111-185 GBq/μmol.

Applied Radiation and Isotopes published new progress about Apoptosis. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-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

Baader, Manuel published the artcileCharacterization of the properties of a selective, orally bioavailable autotaxin inhibitor in preclinical models of advanced stages of liver fibrosis, Recommanded Product: N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine, the main research area is autotaxin inhibitor bioavailability pharmacokinetics hepatitis liver fibrosis.

Autotaxin (ATX) is a secreted phospholipase which hydrolyzes lysophosphatidylcholine to generate lysophosphatidic acid (LPA). The extracellular signalling mol. LPA exerts its biol. actions through activation of six GPCRs expressed in various cell types including fibroblasts. Multiple preclin. studies using knockout animals, LPA receptor antagonists or ATX inhibitors have provided evidence for a potential role of the ATX/LPA axis in tissue fibrosis. Despite growing evidence for a correlation between ATX levels and the degree of fibrosis in chronic liver diseases, including viral hepatitis and hepatocellular carcinoma, the role of ATX in non-alc. steatohepatitis (NASH) remains unclear. The relevance of ATX in the pathogenesis of liver fibrosis was investigated by oral administration of Ex_31, a selective ATX inhibitor, in a 10 wk model of carbon tetrachloride-induced liver injury and in a 14 wk model of choline-deficient amino acid-defined diet-induced liver injury in rats. Oral administration of Ex_31, a selective ATX inhibitor, at 15 mg·kg-1 twice daily in therapeutic intervention mode resulted in efficient ATX inhibition and more than 95% reduction in plasma LPA levels in both studies. Treatment with Ex_31 had no effect on biomarkers of liver function, inflammation, or fibrosis and did not result in histol. improvements in diseased animals. Our findings question the role of ATX in the pathogenesis of hepatic fibrosis and the potential of small mol. ATX inhibitors for the treatment of patients with NASH and advanced stages of liver fibrosis.

British Journal of Pharmacology published new progress about Apoptosis. 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, Recommanded Product: N,N-Dimethyl-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)methanamine.

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

Nguyen, Sierra C. published the artcileSynthesis of semi-saturated polycyclic 1,2,4-triazoles from lactams, Product Details of C8H7NO2, the main research area is polycyclic triazole preparation; lactam hydroxylamine sulfonic acid amination ethyl ethoxy iminoacetate condensation.

A two-step method for the preparation of annulated 1,2,4-triazoles has been developed via the hydroxylamine-O-sulfonic acid (HOSA)-mediated N-amination of readily available lactams followed by condensation with Et 2-ethoxy-2-iminoacetate. Various annulated ring sizes can be incorporated into the resulting polycyclic triazoles.

Tetrahedron Letters published new progress about Amination. 366453-21-6 belongs to class indole-building-block, name is 4-Hydroxy-2,3-dihydroisoindol-1-one, and the molecular formula is C8H7NO2, Product Details of C8H7NO2.

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

Corrieri, Matteo published the artcilePractical and sustainable preparation of pyrrolo[2,3-b]indoles by Cu/Fe catalyzed intramolecular C(sp2)-H amination, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is pyrrolo indole copper iron catalyzed intramol amination.

A practical, robust and chemoselective approach toward the synthesis of pyrrolo[2,3-b]indoles via direct intramol. C-H bond amination of α-indolylhydrazones has been achieved. This base- and oxidant-free chemoselective transformation relies on a Cu/Fe co-catalyst system that operates at 50 °C in air with water as the only reaction medium. The easy product isolation together with the recyclable catalyst aqueous system (reused at least five times, maintaining over 50% of its catalytic activity) can provide an effective environmentally benign approach to fused N-heterocycles of remarkable interest in pharmaceutical and medicinal chem. The ability of the hydrazone residue to act as a chelating/directing group as well as an aminating agent guarantees the success of this C-H functionalization.

Green Chemistry published new progress about Amination. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Name: 4-(Benzyloxy)-1-methyl-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

Qin, Qixue published the artcileVisible-Light-Promoted Redox Neutral C-H Amidation of Heteroarenes with Hydroxylamine Derivatives, Name: 4-(Benzyloxy)-1-methyl-1H-indole, the main research area is iridium photocatalyst amidation heteroarene hydroxylamine derivative.

A room temperature redox neutral direct C-H amidation of heteroarenes has been achieved. Hydroxylamine derivatives, which are easily accessed, have been employed as tunable nitrogen sources. These reactions were enabled by a visible-light-promoted single-electron transfer pathway without a directing group. A variety of heteroarenes, such as indoles, pyrroles, and furans, could go through this amidation with high yields (up to 98%). E.g., irradiation of N-methylindole, TsONTsMe, the photocatalyst fac-Ir(ppy), and NaHCO3 in DMF gave 66% amide (I). These reactions are highly regioselective, and all the products were isolated as a single regioisomer.

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

Harrison, Darwin Anil published the artcileSynthesis and antifungal activity of 1-aminomethyl-3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones, Synthetic Route of 1677-47-0, the main research area is thiosemicarbazide indolinedione amine formaldehyde condensation Mannich aminomethylation; aminomethyl thiosemicarbazonoindolinone preparation antifungal.

P-Tolylthiosemicarbazide on condensation with 4,5/5,6-dichloroindoline-2,3-diones gave 3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones which on aminomethylation with secondary amines in the presence of formaldehyde gave 1-aminomethyl-3-(p-tolylthiosemicarbazono)-4,5/5,6-dichloroindolin-2-ones. The compounds were screened for their antifungal potential against human pathogenic fungi and their structures were elucidated with the help of elemental anal. and spectral data (1H NMR and Mass).

Indian Journal of Heterocyclic Chemistry published new progress about Fungicides. 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Synthetic Route 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