Category: 1772-76-5

Guzelj, Samo published the artcileDiscovery of Desmuramylpeptide NOD2 Agonists with Single-Digit Nanomolar Potency, Synthetic Route of 1772-76-5, the publication is ACS Medicinal Chemistry Letters (2022), 13(8), 1270-1277, database is CAplus and MEDLINE.

The innate immune receptor nucleotide-binding oligomerization-domain-containing protein 2 (NOD2) represents an important target for the development of structurally defined small mol. immunomodulatory compounds that have great potential to be used either as vaccine adjuvants or as general immunostimulatory agents. We report here the investigation of the structure-activity relationship of a series of novel desmuramylpeptide NOD2 agonists. Extensive exploration of chem. space culminated in the discovery of a lipophilic adamantane-moiety-featuring compound 40, the first single-digit nanomolar and the most potent NOD2 agonist in its structural class to date. Moreover, 40 acted synergistically with lipopolysaccharide and interferon-γ to induce the production of cytokines in human peripheral blood mononuclear cells and enhance their nonspecific cytotoxic activity against K562 cancer cells. These findings provide initial insight into its immunostimulatory potential, especially when used in combination with other immunopotentiators.

ACS Medicinal Chemistry Letters published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Synthetic Route of 1772-76-5.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Shaghafi, Michael B. published the artcileThe insulin secretory action of novel polycyclic guanidines: Discovery through open innovation phenotypic screening, and exploration of structure-activity relationships, Safety of (E)-3-(3-Nitrophenyl)acrylic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(4), 1031-1036, database is CAplus and MEDLINE.

We report the discovery of the glucose-dependent insulin secretogogue activity of a novel class of polycyclic guanidines through phenotypic screening as part of the Lilly Open Innovation Drug Discovery platform. Three compounds from the University of California, Irvine, I.HCl, II.HCl and III.HCl, having the 3-arylhexahydropyrrolo[1,2-c]pyrimidin-1-amine scaffold acted as insulin secretagogues under high, but not low, glucose conditions. Exploration of the structure-activity relationship around the scaffold demonstrated the key role of the guanidine moiety, as well as the importance of two lipophilic regions, and led to the identification of IV.HCl, which stimulated insulin secretion in isolated rat pancreatic islets in a glucose-dependent manner.

Bioorganic & Medicinal Chemistry Letters published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C15H21BO3, Safety of (E)-3-(3-Nitrophenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Romagnoli, Romeo published the artcileDesign, synthesis and biological evaluation of arylcinnamide hybrid derivatives as novel anticancer agents, Recommanded Product: (E)-3-(3-Nitrophenyl)acrylic acid, the publication is European Journal of Medicinal Chemistry (2014), 394-407, database is CAplus and MEDLINE.

The combination of two pharmacophores into a single mol. represents one of the methods that can be adopted for the synthesis of new anticancer mols. A series of novel antiproliferative agents designed by a pharmacophore hybridization approach, combining the arylcinnamide skeleton and an α-bromoacryloyl moiety, was synthesized and evaluated for its antiproliferative activity against a panel of seven human cancer cell lines. In addition, the new derivatives were also active on multidrug-resistant cell lines over-expressing P-glycoprotein. The biol. effects of various substituents on the N-Ph ring of the benzamide portion were also described. In order to study the possible mechanism of action, 2-Bromo-N-(3-{(1E)-3-oxo-3-[(4-morpholinophenyl)amino] prop-1-en-1-yl}phenyl)-acrylamide slightly increased the Reactive Oxygen Species (ROS) production in HeLa cells, but, more importantly, a remarkable decrease of intracellular reduced glutathione content was detected in treated cells compared with controls. These results were confirmed by the observation that only thiol-containing antioxidants were able to significantly protect the cells from induced cell death. Altogether the authors’ results indicate that the new derivatives are endowed with good anticancer activity in vitro, and their properties may result in the development of new cancer therapeutic strategies.

European Journal of Medicinal Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Recommanded Product: (E)-3-(3-Nitrophenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Romanov, S. R. published the artcileCarboxylate Phosphabetaines Containing Chiral Carbon Atom: Synthesis and NMR Spectroscopy Data, Recommanded Product: (E)-3-(3-Nitrophenyl)acrylic acid, the publication is Russian Journal of General Chemistry (2021), 91(7), 1333-1341, database is CAplus.

Abstract: The nucleophilic addition reactions of tertiary phosphines and unsaturated carboxylic acids have led to the formation of mono- and dicarboxylate phosphabetaines containing an asym. carbon atom. The data of 1D and 2D NMR spectroscopy have revealed the presence of diastereotopic geminal protons of the CH₂ group adjacent to the chiral center in the obtained compounds The values of spin-spin coupling constants of the vicinal hydrogen atoms have coincided with the dihedral angles values (X-ray diffraction anal. data).

Russian Journal of General Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Recommanded Product: (E)-3-(3-Nitrophenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Swain, Baijayantimala published the artcileNew coumarin/sulfocoumarin linked phenylacrylamides as selective transmembrane carbonic anhydrase inhibitors: Synthesis and in-vitro biological evaluation, Application of (E)-3-(3-Nitrophenyl)acrylic acid, the publication is Bioorganic & Medicinal Chemistry (2020), 28(15), 115586, database is CAplus and MEDLINE.

Two novel series of phenylacrylamide linked coumarins I [R = H, Me; Ar = Ph, 4-FC₆H₄, 4-MeOC₆H₄, etc.] and sulfocoumarins II [Ar¹ = 4-FC₆H₄, 3-F₃CC₆H₄, 4-NCC₆H₄, etc.] were synthesized and evaluated against four physiol. relevant human carbonic anhydrases (hCAs, EC 4.2.1.1), isoforms hCA I, hCA II, hCA IX and hCA XII for their inhibitory action. Compounds I and II when screened for carbonic anhydrase inhibitory activity, they showned selective inhibition toward the tumor associated isoforms hCA IX and XII over CA I and II, with inhibition constants in the submicromolar to low nanomolar range. Compound I [R = H; Ar = 4-FC₆H₄] and II [Ar¹ = 4-NCC₆H₄] exhibited significant inhibition with low nanomolar potency against hCA IX, whereas I [R = H; Ar = 3,4-(OMe)₂C₆H₃] was effective against hCA XII. Compounds I [R = H; Ar = 4-FC₆H₄, 3,4-(OMe)₂C₆H₃] and II [Ar¹ = 4-NCC₆H₄] might be considered as lead mols. for future development of cancer therapeutics based on a novel mechanism of action.

Bioorganic & Medicinal Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C19H14N2, Application of (E)-3-(3-Nitrophenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rouhi-Saadabad, Hamed published the artcileDirect, rapid and convenient synthesis of esters and thioesters using PPh₃/N-chlorobenzotriazole system, COA of Formula: C9H7NO4, the publication is Journal of the Brazilian Chemical Society (2014), 25(2), 253-263, database is CAplus.

An efficient method was developed for esterification and thioesterification of various carboxylic acids with different alcs. and thiols using PPh₃/N-chlorobenzotriazole mixed reagent in CH₂Cl₂ at room temperature

Journal of the Brazilian Chemical Society published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, COA of Formula: C9H7NO4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rouhi-Saadabad, Hamed published the artcileA One-Pot, fast, and efficient amidation of carboxylic acids, α-amino acids and sulfonic acids using PPh₃/N-chlorobenzotriazole system, SDS of cas: 1772-76-5, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2015), 190(10), 1703-1714, database is CAplus.

Triphenylphosphine (PPh₃)/N-chlorobenzotriazole (NCBT), and amine (primary and secondary aliphatic amines and also substituted anilines) in CH₂Cl₂ efficiently converted carboxylic acids, α-amino acids, and sulfonic acids to the corresponding amides and sulfonamides at room temperature Good to excellent yields, inexpensive, and fast reaction conditions are the important features of this procedure.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, SDS of cas: 1772-76-5.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Entezari, Najmeh published the artcileDirect and facile synthesis of acyl isothiocyanates from carboxylic acids using trichloroisocyanuric acid/triphenylphosphine system, Category: catalysis-chemistry, the publication is Croatica Chemica Acta (2014), 87(3), 201-206, 32 pp., database is CAplus.

A mild, efficient, and practical method for one-step synthesis of alkanoyl and aroyl isothiocyanates from carboxylic acids RCO₂H using a safe and inexpensive mixed reagent such as trichloroisocyanuric acid/triphenylphosphine is described at room temperature Availability of the reagents and easy workup of the reaction make this method attractive for organic chemists.

Croatica Chemica Acta published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fancelli, Daniele published the artcileCinnamic Anilides as New Mitochondrial Permeability Transition Pore Inhibitors Endowed with Ischemia-Reperfusion Injury Protective Effect in Vivo, Safety of (E)-3-(3-Nitrophenyl)acrylic acid, the publication is Journal of Medicinal Chemistry (2014), 57(12), 5333-5347, database is CAplus and MEDLINE.

In this account, we report the development of a series of substituted cinnamic anilides that represents a novel class of mitochondrial permeability transition pore (mPTP) inhibitors. Initial class expansion led to the establishment of the basic structural requirements for activity and to the identification of derivatives with inhibitory potency higher than that of the standard inhibitor cyclosporine-A (CsA). These compounds can inhibit mPTP opening in response to several stimuli including calcium overload, oxidative stress, and thiol cross-linkers. The activity of the cinnamic anilide mPTP inhibitors turned out to be additive with that of CsA, suggesting for these inhibitors a mol. target different from cyclophylin-D. In vitro and in vivo data are presented for (E)-3-(4-fluoro-3-hydroxy-phenyl)-N-naphthalen-1-yl-acrylamide 22, one of the most interesting compounds in this series, able to attenuate opening of the mPTP and limit reperfusion injury in a rabbit model of acute myocardial infarction.

Journal of Medicinal Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Safety of (E)-3-(3-Nitrophenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia