Month: November 2022

Sigala, Ioanna published the artcileLynamicin D an antimicrobial natural product affects splicing by inducing the expression of SR protein kinase 1, Safety of tert-Butyl 5-chloro-3-iodo-1H-indole-1-carboxylate, the main research area is lynamicin D bisindolyl bisindole pyrrole alkaloid mRNA splicing SRPK1; Bisindole pyrroles; Bisindolyl alkaloids; Lynamicin D; SRPK1; mRNA splicing.

The first total synthesis of the antimicrobial natural product lynamicin D has been developed using a Suzuki coupling to construct the bisindole pyrrole skeleton. An evaluation of the biol. activity of lynamicin D reveals that it has a minor effect on cell viability but it can modulate splicing of pre-mRNAs. We provide evidence that this effect is mainly due to the ability of lynamicin D to alter the levels of SRPK1, the key kinase involved in both constitutive and alternative splicing.

Bioorganic & Medicinal Chemistry published new progress about Homo sapiens. 1048039-49-1 belongs to class iodides-buliding-blocks, name is tert-Butyl 5-chloro-3-iodo-1H-indole-1-carboxylate, and the molecular formula is C13H13ClINO2, Safety of tert-Butyl 5-chloro-3-iodo-1H-indole-1-carboxylate.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Pierre, Romain published the artcileNovel library synthesis of 3,4-disubstituted pyridin-2(1H)-ones via cleavage of pyridine-2-oxy-7-azabenzotriazole ethers under ionic hydrogenation conditions at room temperature, SDS of cas: 884494-51-3, the main research area is disubstituted pyridinone preparation kinase inhibitor; 7-azabenzotriazole; hinge-binder; ionic hydrogenation; library; pyridine-2(1H)-one.

A novel complementary multiparallel synthetic routes permitting the exploitation of the C-3 then C-4 vectors or vice versa to deliver library of novel 3,4-disubstituted pyridin-2(1H)-one kinase inhibitors I [R = (CH2)3OCH3, Ph, 2-EtC6H4, etc.; R1 = 4-NH2C6H10, CH2C(Me)2CH2NH2, cyclohexyl, etc.; R2 = H; R1R2 = CH2CH2OCH2CH2] starting from readily-available 2-chloro-4-fluoronicotinic acid and 2-fluoro-4-iodonicotinic acid resp. was developed. Perhaps the highlight of library route development was the novel transformation to the desired pyridin-2(1H)-one motif via in situ formation of the C2-OAt ether during HATU coupling and its cleavage under ionic hydrogenation conditions at just room temperature

Beilstein Journal of Organic Chemistry published new progress about Enzyme inhibitors (kinase). 884494-51-3 belongs to class iodides-buliding-blocks, name is 2-Fluoro-4-iodonicotinic acid, and the molecular formula is C6H3FINO2, SDS of cas: 884494-51-3.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Schlosser, Manfred published the artcileThe reactivity of 2-fluoro- and 2-chloropyridines toward sodium ethoxide: Factors governing the rates of nucleophilic (het)aromatic substitutions, Synthetic Route of 685517-67-3, the main research area is reactivity fluoropyridine chloropyridine sodium ethoxide nucleophilic aromatic heteroaromatic substitution.

The relative displacement rates of the halide substituent from 2-fluoro- and 2-chloropyridines by EtONa in EtOH at +25° were assessed by competition kinetics. The 2-fluoropyridine reacts 320 times faster than the chloro analog. A CF3 group increases the reactivity more than single halogen atoms do, whatever the element, and the latter are superior to Me3Si groups. Substituents accommodated at the 4-position operate through their inductive effect, whereas at the 3-position, this action may be attenuated by steric hindrance. Almost all 5-substituents enhance the rate of the nucleophilic substitution occurring at the 2-position. The sole exception concerns the F-atom at the 5-position which retards the reaction, presumably by lone-pair/lone-pair repulsion with the neg. charge building up at the central C-atom of the intermediate Meisenheimer complex. The substituent effects are additive. Therefore, by using the increments derived from the present work, the rates of future reactions should be predictable with fair accuracy.

Helvetica Chimica Acta published new progress about Ethoxylation kinetics. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Synthetic Route of 685517-67-3.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Yibiao published the artcile2-Acetylthienopyridine Synthesis via Thiolation and Copper-Catalyzed Cyclization of o-Propynol Fluoropyridine Using Xanthate as a Thiol Surrogate, SDS of cas: 153034-78-7, the main research area is fluoropyridinylalkynol xanthate thiolation cyclization oxidation copper; thienopyridine preparation; copper thiolation cyclization oxidation catalyst.

2-Acylthienopyridines and related heterocycles are readily prepared in moderate to good yields under mild conditions by a nucleophilic thiolation, copper-catalyzed cyclization, and an oxidation cascade process using potassium xanthate as the thiol source. Moreover, excellent chemoselectivity, broad substrate scope, and good functional group tolerance are prominent features of this transformation.

Journal of Organic Chemistry published new progress about Cyclization. 153034-78-7 belongs to class iodides-buliding-blocks, name is 2-Fluoro-3-iodo-5-methylpyridine, and the molecular formula is C6H5FIN, SDS of cas: 153034-78-7.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Watson, Rebecca B. published the artcileIron(III) Chloride Catalyzed Formation of 3,4-Dihydro-2H-pyrans from α-Alkylated 1,3-Dicarbonyls. Selective Synthesis of α- and β-Lapachone, Safety of Ethyl 3-(4-iodophenyl)-3-oxopropanoate, the main research area is dihydropyran preparation iron chloride catalyzed cyclization; lapachone synthesis iron chloride catalyzed cyclization.

A mild, catalytic method for the synthesis of 3,4-dihydro-2H-pyrans is described. The FeCl3-catalyzed transformation of aryl- and alkyl β-diketones enables synthetic access to functionalized pyran core structures incorporated in many natural products and biol. active target structures. The method represents a mild alternative to currently available reaction protocols relying on stoichiometric reagents and harsh reaction conditions. This FeCl3-catalyzed transformation has enabled the selective synthesis of α-lapachone in two synthetic transformations and subsequently β-lapachone in three synthetic transformations, which is currently undergoing clin. trials as a potent anticancer agent.

Organic Letters published new progress about Cyclization. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Safety of Ethyl 3-(4-iodophenyl)-3-oxopropanoate.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Tejo, Ciputra published the artcileBronsted acid catalyzed amination of 1,3-dicarbonyl compounds by iminoiodanes, Related Products of iodides-buliding-blocks, the main research area is Bronsted acid catalyst amination dicarbonyl compound iminoiodane.

A synthetic method to aminate 1,3-dicarbonyl compounds with PhI:NTs using Bronsted acid catalysis is described herein. The method was shown to be applicable to β-keto esters and phosphonates as well as 1,3-diones, providing the corresponding α,α-acyl amino acid derivatives in moderate to excellent yields. E.g., amination of PhCOCH2CO2Et with PhI:NTs in the presence of 10 mol% of TFA and 4 Å MS in dichloromethane at 0 °C for 90 min gave 85% aminated product I.

Synlett published new progress about Amination. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Related Products of iodides-buliding-blocks.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Shimizu, Kazuki published the artcileBoron-containing phenoxyacetanilide derivatives as hypoxia-inducible factor (HIF)-1α inhibitors, Application of 4-Iodo-2-nitrophenol, the main research area is boron containing phenoxyacetanilide derivative preparation hypoxia inducible factor inhibition; carboranylphenoxyacetanilide boronic acid derivative preparation HIF VEGF inhibition; aryloxyacetanilide pinacolboronate hypoxia induced HIF transcriptional activity inhibitor HeLa.

A series of boron-containing phenoxyacetanilide derivatives I [R1 = BPin, B(OH)2; R2 = Me, Et, Ph, Cy, 1-adamantyl, t-Bu, o-carboranyl] were synthesized as hypoxia-inducible factor (HIF)-1α inhibitors. Among the compounds synthesized, carboranylphenoxyacetanilide I [R1 = B(OH)2; R2 = o-carboranyl (II)] was found to be a potent inhibitor against HIF-1α accumulation under hypoxic conditions and inhibited the hypoxia-induced HIF-1 transcriptional activity in HeLa cells (IC50 = 0.74 μM). Compound II (GN26361) suppressed hypoxia-induced HIF-1α accumulation and vascular endothelial growth factor mRNA expression in a concentration-dependent manner without affecting the expression of HIF-1α mRNA.

Bioorganic & Medicinal Chemistry Letters published new progress about Boronic acids, esters Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation). 21784-73-6 belongs to class iodides-buliding-blocks, name is 4-Iodo-2-nitrophenol, and the molecular formula is C6H4INO3, Application of 4-Iodo-2-nitrophenol.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wang, Heng-Yen published the artcileRegioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles via [3,3] or [1,3] rearrangements of O-vinyl oximes, Application In Synthesis of 63131-30-6, the main research area is pyrrole derivative regioselective synthesis; vinyl oxime isomerization sigmatropic rearrangement Ir catalyst.

The regioselective synthesis of 2,3,4- or 2,3,5-trisubstituted pyrroles e. g., I has been achieved via [3,3] and [1,3] sigmatropic rearrangements of O-vinyl oximes, resp. Iridium-catalyzed isomerization of easily prepared O-allyl oximes enables rapid access to O-vinyl oximes. Optimization and scope of the O-allyl oxime isomerization and subsequent pyrrole formation are discussed and mechanistic pathways are proposed. The regioselectivity of pyrrole formation can be controlled by either the identity of the α-substituent or through the addition of an amine base. When enolization is favored, a [3,3] rearrangement followed by a Paal-Knorr cyclization provides a 2,3,4-trisubstituted pyrrole; when enolization is disfavored, a [1,3] rearrangement occurs prior to enolization to produce a 2,3,5-trisubstituted pyrrole after cyclization. Conditions are provided for selecting either the [3,3] rearrangement or the [1,3] rearrangement product with β-ester O-allyl oxime substrates.

Journal of Organic Chemistry published new progress about Isomerization. 63131-30-6 belongs to class iodides-buliding-blocks, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, and the molecular formula is C11H11IO3, Application In Synthesis of 63131-30-6.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yi, Jun published the artcileNickel-catalyzed Sonogashira reactions of non-activated secondary alkyl bromides and iodides, HPLC of Formula: 939759-26-9, the main research area is internal alkyne preparation; terminal alkyne alkyl halide Sonogashira coupling nickel catalyst; alkynes; cross-coupling; halides; nickel; synthetic methods.

A nickel-catalyzed Sonogashira cross-coupling of terminal alkynes with non-activated secondary alkyl iodides and bromides is described. This reaction provides a useful approach to the synthesis of substituted alkynes (in particular, dialkylated asym. alkynes) from readily available substrates. The bis(oxazoline) family of ligands was found to be effective for mediating nickel-catalyzed C(sp)-C(sp3) cross-couplings of both secondary and primary alkyl halides under fairly mild reaction conditions (room temperature to -20°C). This reaction exhibited good compatibility with a variety of synthetically important functional groups and therefore, could be used for the synthesis and modifications of biol. relevant mols. Furthermore, high diastereoselectivities were observed in C(sp)-C(sp3) cross-couplings of terminal alkynes with 1,3- and 1,4-substituted cyclohexyl iodides.

Angewandte Chemie, International Edition published new progress about Alkynes, α- Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 939759-26-9 belongs to class iodides-buliding-blocks, name is Benzyl 3-iodoazetidine-1-carboxylate, and the molecular formula is C11H12INO2, HPLC of Formula: 939759-26-9.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com