Tag: M.W=200-250

Su, Shun published the artcileBiphenyl acid derivatives as APJ receptor agonists, Name: Methyl 2-bromo-3-fluorobenzoate, the main research area is heart failure cardioprotective APJ apelin receptor agonist biphenyl acid.

The APJ receptor and its endogenous peptidic ligand apelin have been implicated as important modulators of cardiovascular function, and APJ receptor agonists may be beneficial in the treatment of heart failure. In this article, we describe the discovery of a series of biphenyl acid derivatives as potent APJ receptor agonists. Following the identification of initial high-throughput screen lead 2(I), successive optimization led to the discovery of lead compound 15a(II). II demonstrated comparable in vitro potency to apelin-13, the endogenous peptidic ligand for the APJ receptor. In vivo, II demonstrated a dose-dependent improvement in the cardiac output in male Sprague Dawley rats with no significant changes in either mean arterial blood pressure or heart rate, consistent with the hemodynamic profile of apelin-13 in an acute pressure volume loop model.

Journal of Medicinal Chemistry published new progress about Cardioprotective agents. 647020-71-1 belongs to class bromides-buliding-blocks, name is Methyl 2-bromo-3-fluorobenzoate, and the molecular formula is C8H6BrFO2, Name: Methyl 2-bromo-3-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hudson, Liam published the artcileNovel Quinazolinone Inhibitors of ALK2 Flip between Alternate Binding Modes: Structure-Activity Relationship, Structural Characterization, Kinase Profiling, and Cellular Proof of Concept, Synthetic Route of 124341-06-6, the main research area is quinazolinone synthesis antitumor SAR ALK2 cancer.

Structure-activity relationship and crystallog. data revealed that quinazolinone-containing fragments flip between two distinct modes of binding to activin receptor-like kinase-2 (ALK2). We explored both binding modes to discover potent inhibitors and characterized the chem. modifications that triggered the flip in binding mode. We report kinase selectivity and demonstrate that compounds of this series modulate ALK2 in cancer cells. These inhibitors are attractive starting points for the discovery of more advanced ALK2 inhibitors.

Journal of Medicinal Chemistry published new progress about Homo sapiens. 124341-06-6 belongs to class bromides-buliding-blocks, name is 6-Amino-3-bromo-2-methylbenzoic acid, and the molecular formula is C8H8BrNO2, Synthetic Route of 124341-06-6.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Jie published the artcileDerivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis, Formula: C6H5BrO3, the main research area is agrimophol derivative antitubercular disruption pH homeostasis Mycobacterium tuberculosis; agrimophol; coumarin; diphenylmethane scaffold; intrabacterial pH homeostasis; pharmacophores.

This article reports the rational medicinal chem. of a natural product, agrimophol (1), as a new disruptor of intrabacterial pH (pHIB) homeostasis in Mycobacterium tuberculosis (Mtb). Through the systematic investigation of the structure-activity relationship of 1, scaffold-hopping of the diphenylmethane scaffold, pharmacophore displacement strategies, and studies of the structure-metabolism relationship, a new derivative 5a was achieved. Compound 5a showed 100-fold increased potency in the ability to reduce pHIB to pH 6.0 and similarly improved mycobactericidal activity compared with 1 against both Mycobacterium bovis-BCG and Mtb. Compound 5a possessed improved metabolic stability in human liver microsomes and hepatocytes, lower cytotoxicity, higher selectivity index, and similar pKa value to natural 1. This study introduces a novel scaffold to an old drug, resulting in improved mycobactericidal activity through decreasing pHIB, and may contribute to the critical search for new agents to overcome drug resistance and persistence in the treatment of tuberculosis.

ACS Infectious Diseases published new progress about Chromans Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses) (chromanones). 84743-77-1 belongs to class bromides-buliding-blocks, name is 2-Bromobenzene-1,3,5-triol, and the molecular formula is C6H5BrO3, Formula: C6H5BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Qing-Yang published the artcileOne pot synthesis of dibenzodiazepinones via CuI catalysis in ethylene glycol, Recommanded Product: Ethyl 2-bromo-4-fluorobenzoate, the main research area is halobenzoate phenylenediamine cyclization copper catalyst ethylene glycol; dibenzodiazepinone preparation.

A one-pot protocol for the synthesis of dibenzodiazepinones was developed. Substituted Et 2-halobenzoates are cross-coupled with 1,2-phenylenediamine utilizing a ligand-free, CuI-catalyzed system, which spontaneously undergo intramol. N-acylation in ethylene glycol to give the corresponding products in high yields. This synthetic protocol provides a concise and efficient access to a wide variety of dibenzodiazepinones, including biol. active mols.

Chinese Chemical Letters published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 651341-68-3 belongs to class bromides-buliding-blocks, name is Ethyl 2-bromo-4-fluorobenzoate, and the molecular formula is C9H8BrFO2, Recommanded Product: Ethyl 2-bromo-4-fluorobenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Ying-Chu published the artcileC-N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis, Recommanded Product: 5-Bromo-6-hydroxynicotinic acid, the main research area is DNA encoded heteroaryl amide library synthesis.

DNA-encoded chem. library (DECL) screens are a rapid and economical tool to identify chem. starting points for drug discovery. As a robust transformation for drug discovery, palladium-catalyzed C-N coupling is a valuable synthetic method for the construction of DECL chem. matter; however, currently disclosed methods have only been demonstrated on DNA-attached (hetero)aromatic iodide and bromide electrophiles. We developed conditions utilizing an N-heterocyclic carbene-palladium catalyst that extends this reaction to the coupling of DNA-conjugated (hetero)aromatic chlorides with (hetero)aromatic and select aliphatic amine nucleophiles. In addition, we evaluated steric and electronic effects within this catalyst series, carried out a large substrate scope study on two representative (hetero)aryl bromides, and applied this newly developed method within the construction of a 63 million-membered DECL.

Bioconjugate Chemistry published new progress about Anilines Role: CMB (Combinatorial Study), RCT (Reactant), RACT (Reactant or Reagent). 41668-13-7 belongs to class bromides-buliding-blocks, name is 5-Bromo-6-hydroxynicotinic acid, and the molecular formula is C6H4BrNO3, Recommanded Product: 5-Bromo-6-hydroxynicotinic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Li-Yuan published the artcileRegiodivergent Synthesis of Methylene and Methyl Ring-Fused Isoquinolinones: Base-Promoted Isomerization of N-Allyl Amides, Application In Synthesis of 74317-85-4, the main research area is methylene methyl tricyclic isoquinolinone preparation regioselective; alkenyl bromobenzamide aza Wacker Heck reaction palladium.

Methylene and Me tricyclic isoquinolinones were selectively prepared using a palladium(II)-catalyzed aerobic aza-Wacker reaction, followed by a base- and temperature-controlled Heck reaction catalyzed by palladium(0). Exo- to endo-double-bond migration in isoquinolinones was achieved with 93-99% yields by treatment of the Heck products with Cs2CO3 in DMSO (DMSO) at 150°C. A probable mechanism for Cs2CO3-promoted olefin isomerization was proposed and examined using D-isotope labeling experiments Finally, yuanamide, a 13-methyl-8-oxoprotoberberine alkaloid, was synthesized using the palladium-catalyzed aza-Wacker/Heck/migration sequence.

Journal of Organic Chemistry published new progress about Benzamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (alkenyl). 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Application In Synthesis of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tang, Rong-Shiow published the artcilePalladium-Catalyzed Stereoselective Aza-Wacker-Heck Cyclization: One-Pot Stepwise Strategy toward Tetracyclic Fused Heterocycles, Safety of 2-Bromo-4-methoxybenzoic acid, the main research area is galanthan skeleton diastereoselective preparation; palladium catalyzed stereoselective aza Wacker Heck cyclization sequence; cis fused aza tetracycle diastereoselective preparation.

Palladium-catalyzed intramol. tandem cyclization reactions were conducted for the synthesis of densely cis/cis-fused aza-tetracyclic structures. The process involved a palladium(II)-catalyzed aerobic aza-Wacker reaction, followed by a palladium(0)-catalyzed Heck reaction. The effects of the solvent and benzene substitution pattern on the one-pot, two-step cascade reaction were studied systematically, and a probable mechanism was proposed. Strained pentahydrobenzo[f]cyclopenta[hi]indolizin-6-one and racemic γ-lycorane can also be synthesized rapidly using this palladium-catalyzed aza-Wacker-Heck cyclization reaction.

Organic Letters published new progress about C-C bond formation. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Safety of 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Luo, Dan published the artcileSynthesis of Altenuene Backbones through Iodine(III)-Participated Umpolung Diesterification and Insights into the General [1,5]-H Shift in para-Dearomatization of Phenols via Quantum Chemical Calculations, COA of Formula: C8H7BrO3, the main research area is altenuene backbone formation iodine participated umpolung diesterification hydrogen shift.

Through PhI(OAc)2-oxidized dearomatization and diesterification of 3′-hydroxy-[1,1′-biphenyl]-2-carboxylic acids, a series of polycyclic compounds possessing an altenuene backbone were obtained in moderate to good yields. The Umpolung diesterification reaction was completed under mild reaction conditions without an addnl. nucleophilic reagent. This work offers a concise method for the synthesis of diverse natural altenuene analogs. The mechanism was proposed, and the [1,5]-H shift was studied in isomerization from the ketone-form structure to a phenol employing computational studies.

Journal of Organic Chemistry published new progress about Dearomatization. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, COA of Formula: C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nakane, Satoshi published the artcileSynthesis of fluspidine via asymmetric NaBH4 reduction of silicon enolates of β-keto esters, Product Details of C8H7BrO3, the main research area is fluspidine preparation.

Asym. NaBH4 reduction catalyzed by the Co(II) complex of a chiral diamidine-type sp2N ligand, Naph-diPIM-dioxo-iPr, was successfully applied to 3-silyloxycinnamate substrates without over-reduction, giving quant. 3-silyloxy-3-arylpropionates with an enantiomer ratio of up to 99:1. The high utility was confirmed on a 30-g scale using 0.1mol% catalyst. Both Z and E substrates could be converted to a single enantiomeric product by changing the ligand chirality. The relationship between the Z/E stereochem. and the absolute configuration of the 1,4-reduction product provided important information about the mechanism underlying enantioface selection. Combination of the asym. catalysis with two other key steps, Suzuki coupling with an N-protected tetrahydropyridine boronic acid derivative and intramol. bromo etherification, realized an efficient synthetic route to both enantiomers of fluspidine I [stereo = R or S]. The new strategy permited the introduction of substituents on the two aryl groups and piperidine ring, allowing for structural variations toward the development of higher performance σ1 receptor antagonists.

Tetrahedron published new progress about Crystal structure. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Product Details of C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nozawa-Kumada, Kanako published the artcileCopper-catalyzed aerobic benzylic C(sp3)-H lactonization of 2-alkylbenzamides via N-centered radicals, Application In Synthesis of 74317-85-4, the main research area is methyl benzanilide oxygen copper catalyst lactonization reaction; isobenzofuranone preparation.

Copper-catalyzed aerobic C(sp3)-H functionalization of 2-alkylbenzamides for the synthesis of benzolactones were reported. This reaction proceeded via 1,5-hydrogen atom transfer of N-centered radicals directly generated by N-H bond cleavage and did not require the synthesis of pre-functionalized N-centered radical precursors or the use of strong stoichiometric oxidants.

Organic & Biomolecular Chemistry published new progress about Lactonization. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Application In Synthesis of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary