Category: 100377-32-0

Han, Fangbin published the artcileDiscovery of a Novel Series of Thienopyrimidine as Highly Potent and Selective PI3K Inhibitors, Related Products of amides-buliding-blocks, the publication is ACS Medicinal Chemistry Letters (2015), 6(4), 434-438, database is CAplus and MEDLINE.

Inhibition of the phosphoinositide 3-kinase (PI3K)/AKT/mammalian target of rapamycin (mTOR) signaling pathway provides a promising new approach for cancer therapy. Through a rational design, a novel series of thienopyrimidine was discovered as highly potent and selective PI3K inhibitors. These thienopyrimidine derivatives were demonstrated to bear nanomolar PI3Kα inhibitory potency with over 100-fold selectivity against mTOR kinase. The lead compounds 6g and 6k showed good developability profiles in cell-based proliferation and ADME assays. In this communication, their design, synthesis, structure-activity relationship, selectivity, and some developability properties are described.

ACS Medicinal Chemistry Letters published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Related Products of amides-buliding-blocks.

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

Bommegowda, Yadaganahalli K. published the artcileWeinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles, Application of N-Methoxy-N-methylisonicotinamide, the publication is Tetrahedron Letters (2013), 54(21), 2693-2695, database is CAplus.

One pot synthesis of 2-substituted benzimidazoles/benzothiazoles through condensation is followed by cyclization of Weinreb amide with o-diaminoarene or o-aminothiophenol is reported. In the presence of boron trifluoride etherate in 1,4-dioxane solvent, a high yield (75-94%) was achieved within 60 min. Weinreb amide shows high selectivity in the reaction, even in presence of other active functional groups such as carboxyl, halogen, cyano, and methoxy.

Tetrahedron Letters published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Application of N-Methoxy-N-methylisonicotinamide.

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

Katritzky, Alan R. published the artcileAn efficient conversion of carboxylic acids into Weinreb amides, Name: N-Methoxy-N-methylisonicotinamide, the publication is ARKIVOC (Gainesville, FL, United States) [online computer file] (2002), 39-44, database is CAplus.

Efficient conversions of carboxylic acids into Weinreb amides were achieved by treatment of N-acylbenzotriazoles 2a-i with N,O-dimethylhydroxylamine hydrochloride under mild conditions. No racemization was found when optically active acids were employed.

ARKIVOC (Gainesville, FL, United States) [online computer file] published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Name: N-Methoxy-N-methylisonicotinamide.

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

Dermenci, Alpay published the artcileRh-catalyzed decarbonylation of conjugated ynones via carbon-alkyne bond activation: reaction scope and mechanistic exploration via DFT calculations, Name: N-Methoxy-N-methylisonicotinamide, the publication is Chemical Science (2015), 6(5), 3201-3210, database is CAplus and MEDLINE.

Detailed development of a catalytic decarbonylation of conjugated monoynones to synthesize disubstituted alkynes was described. The reaction scope and limitation has been thoroughly investigated, and a broad range of functional groups including heterocycles were compatible under the catalytic conditions. Mechanistic exploration via DFT calculations has also been executed. Through the computational study, a proposed catalytic mechanism has been carefully evaluated. These efforts are expected to serve as an important exploratory study for developing catalytic alkyne-transfer reactions via carbon-alkyne bond activation.

Chemical Science published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Name: N-Methoxy-N-methylisonicotinamide.

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

Suzuki, Hirotsugu published the artcileDealkoxylation of N-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis, Synthetic Route of 100377-32-0, the publication is Organic & Biomolecular Chemistry (2020), 18(38), 7545-7548, database is CAplus and MEDLINE.

Lewis acid-assisted palladium-catalyzed dealkoxylation of N-alkoxyamides has been developed. This reaction proceeded smoothly with a range of N-alkoxyamides in the absence of an external reductant, thereby establishing a convenient and reductant-free protocol. In addition, a gram-scale reaction could be achieved. Preliminary mechanistic investigations indicated that β-hydrogen elimination from a palladium alkoxide intermediate generated an intramol. hydride source.

Organic & Biomolecular Chemistry published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C9H9BrO2, Synthetic Route of 100377-32-0.

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

Dvorak, Zdenek published the artcileTargeting the pregnane X receptor using microbial metabolite mimicry, Application of N-Methoxy-N-methylisonicotinamide, the publication is EMBO Molecular Medicine (2020), 12(4), e11621, database is CAplus and MEDLINE.

The human PXR (pregnane X receptor), a master regulator of drug metabolism, has essential roles in intestinal homeostasis and abrogating inflammation. Existing PXR ligands have substantial off-target toxicity. Based on prior work that established microbial (indole) metabolites as PXR ligands, we proposed microbial metabolite mimicry as a novel strategy for drug discovery that allows exploiting previously unexplored parts of chem. space. Here, we report functionalized indole derivatives as first-in-class non-cytotoxic PXR agonists as a proof of concept for microbial metabolite mimicry. The lead compound, FKK6 (Felix Kopp Kortagere 6), binds directly to PXR protein in solution, induces PXR-specific target gene expression in cells, human organoids, and mice. FKK6 significantly represses pro-inflammatory cytokine production cells and abrogates inflammation in mice expressing the human PXR gene. The development of FKK6 demonstrates for the first time that microbial metabolite mimicry is a viable strategy for drug discovery and opens the door to underexploited regions of chem. space.

EMBO Molecular Medicine published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Application of N-Methoxy-N-methylisonicotinamide.

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

Stockmann, Vegar published the artcileStudies on reactive pyridylketones formed by Weinreb transformations, Application of N-Methoxy-N-methylisonicotinamide, the publication is Journal of Heterocyclic Chemistry (2012), 49(3), 613-620, database is CAplus.

A method was developed to allow the preparation of reactive pure vinyl pyridyl ketones and activated vinyl ketones, in general, to be used in further reactions, such as cycloadditions The process is based on the Weinreb’s amide transformation and includes a quaternary ammonium intermediate and subsequent elimination. Addnl., based on the authors’ previous results on the malonate alkylation of 3-nitropyridines and subsequent synthetic applications, they present studies on the transformation of Me 4-(methoxycarbonyl)-3-pyridineacetate via the corresponding Weinreb amide and reactive methylpyridyl- and allyl pyridyl ketones into isoquinoline derivatives

Journal of Heterocyclic Chemistry published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C6H3ClFNO2, Application of N-Methoxy-N-methylisonicotinamide.

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

Rudzinski, DiAndra M. published the artcileA Weinreb amide approach to the synthesis of trifluoromethylketones, Quality Control of 100377-32-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2012), 48(77), 9610-9612, database is CAplus and MEDLINE.

A novel route to access trifluoromethylketones (TFMKs) from Weinreb amides is reported. This represents the first documented case of the Ruppert-Prakash reagent (TMS-CF₃) reacting in a constructive manner with an amide and enables synthesis of TFMKs without risk of over-trifluoromethylation.

Chemical Communications (Cambridge, United Kingdom) published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Quality Control of 100377-32-0.

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

Kim, Joong-Gon published the artcileA convenient one-pot method for the synthesis of N-methoxy-N-methyl amides from carboxylic acids, Synthetic Route of 100377-32-0, the publication is Bulletin of the Korean Chemical Society (2010), 31(1), 171-173, database is CAplus.

A mild and convenient 1-pot synthesis of Weinreb amides from carboxylates using Cl₃CCN and PPh₃ was developed. The process is general for the preparation of Weinreb amides from a variety of carboxylates. The reaction was also applicable to the preparation of α-amino Weinreb amides and proceeded without deprotection of the N-Fmoc protecting group or racemization.

Bulletin of the Korean Chemical Society published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Synthetic Route of 100377-32-0.

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

Fu, Zhangyu published the artcileDesign, synthesis and biological evaluation of anti-pancreatic cancer activity of plinabulin derivatives based on the co-crystal structure, Recommanded Product: N-Methoxy-N-methylisonicotinamide, the publication is Bioorganic & Medicinal Chemistry (2018), 26(8), 2061-2072, database is CAplus and MEDLINE.

Based on the co-crystal structures of tubulin with plinabulin and Compound 1 ((3Z,6Z)-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)-6-(3-benzoylbenzylidene)piperazine-2,5-dione, a derivative of plinabulin), a total of 18 novel plinabulin derivatives were designed and synthesized. Their biol. activities were evaluated against human pancreatic cancer BxPC-3 cell lines. Two novel Compounds 13d ((3Z,6Z)-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)-6-(3-(thiophene-3-carbonyl)benzylidene)piperazine-2,5-dione) and 13e ((3Z,6Z)-3-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)-6-(3-(thiophene-2-carbonyl)benzylidene)piperazine-2,5-dione) exhibited potent activities with IC₅₀ at 1.56 and 1.72 nM, resp. The tubulin polymerization assay indicated that these derivatives could inhibit microtubule polymerization Furthermore, the interaction between tubulin and these compounds were elucidated by mol. docking. The binding modes of Compounds 13d and 13e were similar to the co-crystal structure of Compound 1. H-π interaction was observed between the aromatic hydrogen of thiophene moiety with Phe 20, which could enhance their binding affinities.

Bioorganic & Medicinal Chemistry published new progress about 100377-32-0. 100377-32-0 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N-Methoxy-N-methylisonicotinamide, and the molecular formula is C8H10N2O2, Recommanded Product: N-Methoxy-N-methylisonicotinamide.

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