Tag: M.W=300-350

Alvarez, Rosa M. published the artcileOmipalisib inspired macrocycles as dual PI3K/mTOR inhibitors, Recommanded Product: 3-Bromo-6-iodo-imidazo[1,2-a]pyridine, the publication is European Journal of Medicinal Chemistry (2021), 113109, database is CAplus and MEDLINE.

Activation of the phosphatidylinositol 3-kinase (PI3K)/mammalian target of rapamycin (mTOR) signaling pathway occurs frequently in a wide range of human cancers and is a main driver of cell growth, proliferation, survival, and chemoresistance of cancer cells. Compounds targeting this pathway are under active development as anticancer therapeutics and some of them have reached advanced clin. trials or been approved by the FDA. Dual PI3K/mTOR inhibitors combine multiple therapeutic efficacies in a single mol. by inhibiting the pathway both upstream and downstream of AKT. Herein, we report our efforts on the exploration of novel small mol. macrocycles (MCXs) as dual PI3K/mTOR inhibitors. Macrocyclization is an attractive approach used in drug discovery, as the semi-rigid character of these structures could provide improved potency, selectivity and favorable pharmacokinetic properties. Importantly, this strategy allows access to new chem. space thus obtaining a better intellectual property position. A series of MCXs based on GSK-2126458, a known clin. PI3K/mTOR inhibitor is described. These mols. showed potent biochem. and cellular dual PI3K/mTOR inhibition, demonstrated strong antitumoral effects in human cancer cell lines, and displayed good drug-like properties. Among them, I presented remarkable selectivity against a panel of 468 kinases, high in vitro metabolic stability, and favorable pharmacokinetic parameters without significant CYP450 and h-ERG binding inhibition. This profile qualified this compound as a suitable candidate for future in vivo PK-PD and efficacy studies in mouse cancer models.

European Journal of Medicinal Chemistry published new progress about 1146615-52-2. 1146615-52-2 belongs to iodides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Bromide,Iodide, name is 3-Bromo-6-iodo-imidazo[1,2-a]pyridine, and the molecular formula is C7H4BrIN2, Recommanded Product: 3-Bromo-6-iodo-imidazo[1,2-a]pyridine.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Plewe, Michael B. published the artcileDiscovery of a novel highly potent broad-spectrum heterocyclic chemical series of arenavirus cell entry inhibitors, Computed Properties of 1146615-52-2, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127983, database is CAplus and MEDLINE.

We identified and explored the structure-activity relationship (SAR) of a novel heterocyclic chem. series of arenavirus cell entry inhibitors. Optimized lead compounds, including diphenyl-substituted imidazo[1,2-a]pyridines, benzimidazoles, and benzotriazoles exhibited low to sub-nanomolar potency against both pseudotyped and infectious Old and New World arenaviruses, attractive metabolic stability in human and most nonhuman liver microsomes as well as a lack of hERG K + channel or CYP enzyme inhibition. Moreover, the straightforward synthesis of several lead compounds (e.g., the simple high yield 3-step synthesis of imidazo[1,2-a]pyridine I) could provide a cost-effective broad-spectrum arenavirus therapeutic that may help to minimize the cost-prohibitive burdens associated with treatments for emerging viruses in economically challenged geog. settings.

Bioorganic & Medicinal Chemistry Letters published new progress about 1146615-52-2. 1146615-52-2 belongs to iodides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Bromide,Iodide, name is 3-Bromo-6-iodo-imidazo[1,2-a]pyridine, and the molecular formula is C7H4BrIN2, Computed Properties of 1146615-52-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

AL-Shuaeeb, Riyadh Ahmed Atto published the artcileDiversity-oriented synthesis of fused thioglycosyl benzo[e][1,4]oxathiepin-5-ones and benzo[f][1,4]thiazepin-5(2H)-ones by a sequence of palladium-catalyzed glycosyl thiol arylation and deprotection-lactonization reactions, Related Products of iodides-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2015), 13(44), 10904-10916, database is CAplus and MEDLINE.

An efficient synthesis of thioglycosylated benzo[e][1,4]oxathiepin-5-one, e.g. I, and benzothiazepinone derivatives by a sequence of palladium-catalyzed glycosyl thiol arylation followed by deprotection-lactonization reactions has been reported. This diversity-oriented strategy enabled access to unknown complex cyclic scaffolds with polyhydroxylated appendages of biol. interest.

Organic & Biomolecular Chemistry published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wu, Zhao published the artcileDistal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis, Formula: C10H9IO4, the publication is Journal of the American Chemical Society (2020), 142(6), 2715-2720, database is CAplus and MEDLINE.

A distal-selective alkenyl C-H arylation method was reported through a directed palladium/norbornene (Pd/NBE) cooperative catalysis. An usage of appropriate combination of the directing group and the NBE cocatalyst was the key feature of this method. A range of acyclic and cyclic cis-olefins were suitable substrates and the reaction was operated under air with excellent site-selectivity. Preliminary mechanistic studies were consistent with the proposed Pd/NBE-catalyzed C-H activation instead of the Heck pathway. Initial success on distal alkylation was achieved using MeI and Me bromoacetate as electrophiles.

Journal of the American Chemical Society published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C7H11Br, Formula: C10H9IO4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wu, Zhao published the artcilePalladium/norbornene-catalyzed distal alkenyl C-H arylation and alkylation of cis-olefins, Quality Control of 165534-79-2, the publication is Tetrahedron (2021), 132173, database is CAplus and MEDLINE.

In this full article, a detailed study of a distal alkenyl C-H arylation and alkylation through the palladium/norbornene (NBE) cooperative catalysis is described. Both aminopyridine- and oxime ether-type directing groups have been found effective for this transformation, allowing functionalization of diverse allyl amines and homoallyl alcs. In addition, the C5,C6-substituted NBEs show optimal reactivity and selectivity. Various cis-olefins can be transformed to the corresponding arylated or alkylated trisubstituted alkenes with excellent regio- and stereoselectivity. Preliminary mechanistic studies support the Catellani pathway instead of the Heck pathway.

Tetrahedron published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C12H14BNO2, Quality Control of 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Grigg, Ronald published the artcileA facile palladium catalysed 3-component cascade route to functionalised isoquinolinones and isoquinolines, SDS of cas: 165534-79-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(1), 164-166, database is CAplus and MEDLINE.

Palladium catalyzed three component cascade process, involving coupling of 2-iodobenzoates, -benzaldehydes, or acetophenones with substituted allenes and ammonium tartrate as an ammonium surrogate, provides a novel and facile route to substituted functionalized isoquinolinones and isoquinolines in good yields.

Chemical Communications (Cambridge, United Kingdom) published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, SDS of cas: 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Benin, Vladimir published the artcileSynthesis and flame retardant testing of new boronated and phosphonated aromatic compounds, Category: iodides-buliding-blocks, the publication is Journal of Materials Chemistry (2012), 22(3), 1180-1190, database is CAplus.

The present report describes the preparation and use of some di-Me terephthalate derivatives in transition metal-catalyzed coupling reactions to produce new reactive flame retardants. Di-Me iodoterephthalate and di-Me 2,5-diiodoterephthalate were successfully employed in the preparation of phosphonic and boronic esters and acids. The latter were tested for heat release with a microcombustion calorimeter (ASTM D7309) to determine the potential for heat release reduction of these flame retardant mols. The results showed that the addition of boronic or phosphonic acids greatly lowered the heat release, due to a condensed phase (char formation) mechanism. Adding ester groups to the boronic acids or phosphonic acids could either completely remove all flame retardant effects or make the mol. act more like a vapor phase flame retardant. Finally, the various potential flame retardants were solvent blended with a thermoplastic polyurethane to assess their flammability reduction effects by microcombustion calorimetry. The results of these experiments found that the mols. that reduced heat release the most by themselves showed the greatest reduction in heat release in a polyurethane as well, with the boronic acids yielding the greatest reduction in heat release.

Journal of Materials Chemistry published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Kuttler, Andrew published the artcileStructure, Theoretical Studies, and Coupling Reactions of Some New Cyclic Boronic Esters, Product Details of C10H9IO4, the publication is Heteroatom Chemistry (2013), 24(5), 361-371, database is CAplus.

The present report describes the x-ray structural and theor. studies of some new pinacolboronate esters, and it also outlines the use of the target structures in Suzuki coupling reactions to produce new aromatic or heteroaromatic esters and amides. X-ray structural anal. of the studied compounds revealed that the pinacolborane ring’s position with respect to the benzene ring varies, depending on the particular environment. An ortho-positioned carboxylic ester (Me ester) causes a nearly perpendicular orientation of the pinacolborane unit with respect to the benzene ring, whereas an ortho-positioned amide (N,N-dimethylamide) causes the pinacolborane unit to orient itself nearly coplanar. A plausible explanation was provided, based on both steric and electronic factors. © 2013 Wiley Periodicals, Inc. Heteroatom Chem.

Heteroatom Chemistry published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Product Details of C10H9IO4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Larock, Richard C. published the artcileSynthesis of Isocoumarins and α-Pyrones via Palladium-Catalyzed Annulation of Internal Alkynes, Synthetic Route of 165534-79-2, the publication is Journal of Organic Chemistry (1999), 64(24), 8770-8779, database is CAplus and MEDLINE.

A number of 3,4-disubstituted isocoumarins and polysubstituted α-pyrones have been prepared in good yields by treating halogen- or triflate-containing aromatic and α,β-unsaturated esters, resp., with internal alkynes in the presence of a palladium catalyst. Synthetically, the methodol. provides an especially simple and convenient, regioselective route to isocoumarins and α-pyrones containing aryl, silyl, ester, tert-alkyl, and other hindered groups. The reaction is believed to proceed through a seven-membered palladacyclic complex in which the regiochem. of the reaction is controlled by steric factors.

Journal of Organic Chemistry published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Synthetic Route of 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Renhe published the artcileRedox-Neutral Vicinal Difunctionalization of Five-Membered Heteroarenes with Dual Electrophiles, Synthetic Route of 165534-79-2, the publication is Angewandte Chemie, International Edition (2021), 60(50), 26184-26191, database is CAplus and MEDLINE.

A new reaction mode of palladium/norbornene (Pd/NBE) cooperative catalysis is reported involving the selective coupling of two different carbon-based electrophiles for vicinal double C-H functionalization of five-membered heteroarenes in a site-selective and redox-neutral manner. The key is to use alkynyl bromides as the second electrophile, which allows vicinal difunctionalization of a wide range of heteroarenes including pyrroles, thiophenes and furans at their C4 and C5 positions [e.g., 2-chloro-1-methylpyrrole + Me 2-iodobenzoate + Br-CC-TIPS â†?I (78%)]. One- or two-step tetrafunctionalizations of simple pyrrole and thiophene have also been realized. The C2-substituted NBEs prove most effective in these reactions, and the mechanistic exploration discloses the origin of the high selectivity of this transformation. Synthetic utility of this method has been exemplified in the concise preparations of thiophene-containing organic materials and a protein kinase inhibitor analog. Preliminary success has also been achieved in a direct annulation event, using a tethered ketone as the second electrophile.

Angewandte Chemie, International Edition published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Synthetic Route of 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com