Category: 17100-65-1

Bae, Eun Jung; Choi, Won Gun; Pagire, Haushabhau S.; Pagire, Suvarna H.; Parameswaran, Saravanan; Choi, Jun-Ho; Yoon, Jihyeon; Choi, Won-il; Lee, Ji Hun; Song, Jin Sook; Bae, Myung Ae; Kim, Mijin; Jeon, Jae-Han; Lee, In-Kyu; Kim, Hail; Ahn, Jin Hee published the artcile< Peripheral Selective Oxadiazolylphenyl Alanine Derivatives as Tryptophan Hydroxylase 1 Inhibitors for Obesity and Fatty Liver Disease>, Quality Control of 17100-65-1, the main research area is oxadiazolylphenyl alanine derivative preparation TPH1 inhibitor obesity fatty liver.

Tryptophan hydroxylase 1 (TPH1) has been recently suggested as a promising therapeutic target for treating obesity and fatty liver disease. A new series of 1,2,4-oxadiazolylphenyl alanine derivatives were identified as TPH1 inhibitors. Among them, compound 23a was the most active in vitro, with an IC50 (half-maximal inhibitory concentration) value of 42 nM, showed good liver microsomal stability, and showed no significant inhibition of CYP and hERG. Compound 23a inhibited TPH1 in the peripheral tissue with limited BBB penetration. In high-fat diet-fed mice, 23a reduced body weight gain, body fat, and hepatic lipid accumulation. Also, 23a improved glucose intolerance and energy expenditure. Taken together, compound 23a shows promise as a therapeutic agent for the treatment of obesity and fatty liver diseases.

Journal of Medicinal Chemistry published new progress about Adipose tissue. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Quality Control of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wei, Hao; Zhang, Yong Jian; Wang, Feijun; Zhang, Wanbin published the artcile< Novel atropisomeric bisphosphine ligands with a bridge across the 5,5'-position of the biphenyl for asymmetric catalysis>, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate, the main research area is biphenyl diphosphine atropisomeric preparation chiral ligand asym hydrogenation; cinnamic acid acetamido asym hydrogenation; phenylalanine substituted asym synthesis.

A new type of atropisomeric bisphosphine ligand I [X = (CH2)8, (CH2)10] with a bridge across the 5,5′-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5′-linkage of the biphenyl even without 6,6′-substituents on the biphenyls. Ligand (R)-I [X = (CH2)8] showed good catalytic activity and enantioselectivity for Rh(I)-catalyzed asym. hydrogenation of (Z)-α-acetamidocinnamic acids RCH:C(COOH)NHAc.

Tetrahedron: Asymmetry published new progress about Amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Feijun; Zhang, Yong Jian; Yang, Guoqiang; Zhang, Wanbin published the artcile< Highly enantioselective Pd(II)-catalyzed Wacker-type cyclization of 2-allylphenols by use of bisoxazoline ligands with axis-unfixed biphenyl backbone>, Formula: C9H9BrO3, the main research area is oxazoline biphenyl ligand preparation catalyst asym Wacker cyclization; allylphenol asym Wacker cyclization oxazolinylbiphenyl palladium catalyst; benzofuran dihydro asym synthesis.

A series of axis-unfixed bisoxazoline ligands with different steric and electronic properties was synthesized. Due to the different steric interactions, the ligands afforded only one of the two possible diastereomeric Pd(II)-complexes upon metal coordination. The Pd(II) complex of (S,aS)-2,2′-dioxazolin-2-ylbiphenyl I showed excellent catalytic activities and enantioselectivities in Wacker-type cyclization of allylphenols with ≤98% ee.

Tetrahedron Letters published new progress about Allylic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Formula: C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chidananda, N.; Poojary, Boja; Sumangala, V.; Kumari, N. Suchetha; Shetty, Prashanth; Arulmoli, T. published the artcile< Facile synthesis, characterization and pharmacological activities of 3,6-disubstituted 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 5,6-dihydro-3,6-disubstituted-1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles>, Category: bromides-buliding-blocks, the main research area is disubstituted triazolothiadiazole dihydrodisubstituted triazolothiadiazole synthesis antiinflammatory analgesic antioxidant antimicrobial; amino bromo methoxyphenyl dihydro triazolethione cyclocondensation carboxylic acid aldehyde; bromomethoxy benzoic acid cyclization hydrazone Mannich reaction condensation.

Two new series of compounds namely, 3,6-disubstituted-1,2,4-triazolo[3,4-b][1,3,4]thiadizoles (I) (R1 = 4-methoxy Ph, 4-Me Ph, Ph, 3,5-dichlorophenyl, 4-aminophenyl, 3,5 -dimethyl Ph, 4-nitro Ph, 3,5 -dinitro Ph, 2-hydroxy-4-Me Ph, 2,4 -diiodo phenyl) and 5,6-dihydro-3,6-disubstituted-1,2,4-triazolo[3,4-b][1,3,4]thiadizoles (II) (R1 = 2-chloro Ph, Ph, 4-chloro Ph, 3-chlorophenyl, 2,4-dimethoxy Ph, 4-methoxy Ph, 2-methoxy Ph, 4-nitro Ph, biphenyl, 4-Me phenyl) were prepared In continuation of a previously reported study, the first series I were synthesized by the cyclocondensation of 4-amino-5-(2-bromo-5-methoxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (III) with various substituted aromatic carboxylic acids in phosphorus oxychloride and the second series I by the reaction of III with various substituted aromatic aldehydes in the presence of p-Toluene sulfonic acid. Reaction of III with the aldehyde (IV) afforded the Schiff’s base (V) and not the cyclized product on treatment with p-Toluene sulfonic acid. Synthesized compounds were structurally confirmed by spectral anal. and studied for their anti-inflammatory, analgesic, anti-oxidant and antimicrobial activities. Some of the tested compounds showed significant pharmacol. activities.

European Journal of Medicinal Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Tian-Yuan; Xiao, Li-Jun; Zhou, Qi-Lin published the artcile< Nickel-Catalyzed Desymmetric Reductive Cyclization/Coupling of 1,6-Dienes: An Enantioselective Approach to Chiral Tertiary Alcohol>, Name: Methyl 2-bromo-4-methoxybenzoate, the main research area is chiral tertiary alc preparation enantioselective; diene desym reductive cyclization coupling nickel catalyst; 1,6-Dienes; Asymmetric Reductive Coupling; Desymmetric Catalysis; Nickel Catalysis; Tertiary Alcohols.

Authors have developed a nickel-catalyzed desym. reductive cyclization/coupling of 1,6-dienes. The reaction provides an efficient method for constructing a chiral tertiary alc. and a quaternary stereocenter by a single operation. The method has excellent diastereoselectivity and high enantioselectivity, a broad substrate scope, as well as good tolerance of functional groups. Preliminary mechanism studies show that alkyl nickel(I) species are involved in the reaction.

Angewandte Chemie, International Edition published new progress about Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Name: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Domaradzki, Maciej E.; Liu, Xiaochen; Ong, Jiye; Yu, Gyeongah; Zhang, Gan; Simantov, Ariel; Perl, Eliyahu; Chen, Yu published the artcile< Triflic acid mediated sequential cyclization of ortho-alkynylarylesters with ammonium acetate>, Quality Control of 17100-65-1, the main research area is isoquinolinone isochromenone preparation; alkynylarylester intramol cyclization triflic acid ammonium acetate.

A triflic acid (TfOH) mediated sequential cyclization of ortho-alkynylarylesters and ammonium acetate (NH4OAc) was reported. The reaction took place via a Bronsted acid-mediated intramol. cyclization of ortho-alkynylarylesters followed by an ammonium acetate participated substitution reaction, forming isoquinolin-1-ones as the major products. Different from most of the known synthetic methods of isoquinolin-1-ones, no metal catalyst was required in the reported reaction. The regioisomers – isoindolin-1-ones were obtained together with isoquinolin-1-ones in a few cases. The intermediate compounds – isochromen-1-ones and isobenzofuran-1-ones were also isolated. The interconversion experiments showed that the regioisomers formed during the Bronsted acid induced intramol. cyclization of ortho-alkynylarylesters. A natural product – ruprechstyril was prepared in a moderate yield employing the new method.

Tetrahedron published new progress about Benzopyrans Role: SPN (Synthetic Preparation), PREP (Preparation) (isochromenones). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Quality Control of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Adeniji, Adegoke O.; Twenter, Barry M.; Byrns, Michael C.; Jin, Yi; Chen, Mo; Winkler, Jeffrey D.; Penning, Trevor M. published the artcile< Development of Potent and Selective Inhibitors of Aldo-Keto Reductase 1C3 (Type 5 17β-Hydroxysteroid Dehydrogenase) Based on N-Phenyl-Aminobenzoates and Their Structure-Activity Relationships>, Product Details of C9H9BrO3, the main research area is aldo keto reductase inhibitor phenyl aminobenzoate preparation SAR.

Aldo-keto reductase 1C3 (AKR1C3; type 5 17β-hydroxysteroid dehydrogenase) is overexpressed in castration resistant prostate cancer (CRPC) and is implicated in the intratumoral biosynthesis of testosterone and 5α-dihydrotestosterone. Selective AKR1C3 inhibitors are required because compounds should not inhibit the highly related AKR1C1 and AKR1C2 isoforms which are involved in the inactivation of 5α-dihydrotestosterone. NSAIDs, N-phenylanthranilates in particular, are potent but nonselective AKR1C3 inhibitors. Using flufenamic acid, 2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid, as lead compound, five classes of structural analogs were synthesized and evaluated for AKR1C3 inhibitory potency and selectivity. Structure-activity relationship (SAR) studies revealed that a meta-carboxylic acid group relative to the amine conferred pronounced AKR1C3 selectivity without loss of potency, while electron withdrawing groups on the phenylamino B-ring were optimal for AKR1C3 inhibition. Lead compounds did not inhibit COX-1 or COX-2 but blocked the AKR1C3 mediated production of testosterone in LNCaP-AKR1C3 cells. These compounds offer promising leads toward new therapeutics for CRPC.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Product Details of C9H9BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Yingpeng; Ho, Thanh C.; Baradwan, Mohammed; Lopez-Alberca, Maria Pascual; Iliopoulos-Tsoutsouvas, Christos; Nikas, Spyros P.; Makriyannis, Alexandros published the artcile< Synthesis of functionalized cannabilactones>, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate, the main research area is cannabilactone Suzuki cross coupling reaction; CB2 selective ligands; Suzuki cross-coupling; cannabilactones; cannabinoids.

A new approach to synthesize cannabilactones using Suzuki cross-coupling reaction followed by one-step demethylation-cyclization is presented. The two key cannabilactone prototypes AM1710 and AM1714 were obtained selectively in high overall yields and in a lesser number of synthetic steps when compared to our earlier synthesis. The new approach expedited the synthesis of cannabilactone analogs with structural modifications at the four potential pharmacophoric regions.

Molecules published new progress about Cyclization. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Su, Shun; Clarke, Adam; Han, Ying; Chao, Hannguang J.; Bostwick, Jeffrey; Schumacher, William; Wang, Tao; Yan, Mujing; Hsu, Mei-Yin; Simmons, Eric; Luk, Chiuwa; Xu, Carrie; Dabros, Marta; Galella, Michael; Onorato, Joelle; Gordon, David; Wexler, Ruth; Gargalovic, Peter S.; Lawrence, R. Michael published the artcile< Biphenyl acid derivatives as APJ receptor agonists>, Name: Methyl 2-bromo-4-methoxybenzoate, 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 Apelin receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (agonists). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Name: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zheng, Yan-Long; Newman, Stephen G. published the artcile< Nickel-Catalyzed Domino Heck-Type Reactions Using Methyl Esters as Cross-Coupling Electrophiles>, Electric Literature of 17100-65-1, the main research area is nickel catalyst Heck Suzuki Miyaura coupling methyl ester electrophile; cross-coupling; cyclizations; esters; homogeneous catalysis; nickel.

While esters are frequently used as traditional electrophiles in substitution chem., their application in cross-coupling chem. is still in its infancy. Me esters can be used as coupling electrophiles in Ni-catalyzed Heck-type reactions through the challenging cleavage of the C(acyl)-O bond under relatively mild reaction conditions at either 80 or 100°. With the σ-NiII intermediate generated from the insertion of acyl NiII species into the tethered C:C bond, carbonyl-retentive products were formed by domino Heck/Suzuki-Miyaura coupling and Heck/reduction pathways when organoboron and mild hydride nucleophiles were used.

Angewandte Chemie, International Edition published new progress about Cross-coupling reaction. 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Electric Literature of 17100-65-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary