Category: 20776-50-5

Fernandez, Ariadna; Diaz, Jose Luis; Garcia, Monica; Rodriguez-Escrich, Sergi; Lorente, Adriana; Enrech, Raquel; Dordal, Albert; Portillo-Salido, Enrique; Porras, Monica; Fernandez, Begona; Reinoso, Raquel F.; Vela, Jose Miguel; Almansa, Carmen published the artcile< Piperazinyl Bicyclic Derivatives as Selective Ligands of the α2δ-1 Subunit of Voltage-Gated Calcium Channels>, Application of C7H6BrNO2, the main research area is piperazinyl quinazolinone preparation calcium channel.

The synthesis and pharmacol. activities of a new series of piperazinyl quinazolin-4-(3H)-one derivatives I [R1 = H, 5-Br, 6-(4-pyridinyl), 8-Br, etc.; R2 = 2-methoxyethyl, benzyl, 2-furylmethyl, etc.; R3 = H, Me, Pr, n-Bu, etc.; R4 = piperazin-1-yl, (3R,5S)-3,5-dimethylpiperazin-1-yl, (S)-3-methylpiperazin-1-yl, etc.] acting toward the α2δ-1 subunit of voltage-gated calcium channels (Cavα2δ-1) were reported. Different positions of a micromolar HTS hit were explored, and best activities were obtained for compounds I containing a small alkyl group in position 3 of the quinazolin-4-(3H)-one scaffold and a 3-methyl-piperazin-1-yl- or 3,5-dimethyl-piperazin-1-yl-Bu group in position 2. The activity was shown to reside in the R enantiomer of the chain in position 2, and several eutomers reached single digit nanomolar affinities. Final modification of the central scaffold to reduce lipophilicity provided the pyrido[4,3-d]pyrimidin-4(3H)-one II, which showed high selectivity for Cavα2δ-1 vs. Cavα2δ-2, probably linked to its improved analgesic efficacy-safety ratio in mice over pregabalin.

ACS Medicinal Chemistry Letters published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Application of C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yan, Gang; Zekarias, Bereket L.; Li, Xiaoyu; Jaffett, Victor A.; Guzei, Ilia A.; Golden, Jennifer E. published the artcile< Divergent 2-Chloroquinazolin-4(3H)-one Rearrangement: Twisted-Cyclic Guanidine Formation or Ring-Fused N-Acylguanidines via a Domino Process>, COA of Formula: C7H6BrNO2, the main research area is chloroquinazolinone preparation; diamine tandem rearrangement heterocyclization; domino; guanidine; quinazolinone; rearrangement; twisted guanidine.

A highly efficient 2-chloroquinazolin-4(3H)-one rearrangement was developed that predictably generated either twisted-cyclic or ring-fused guanidines in a single operation, depending on the presence of a primary vs. secondary amine in the accompanying diamine reagent. Exclusive formation of twisted-cyclic guanidines results from pairing 2-chloroquinazolinones with secondary diamines. Use of primary amine-containing diamines permited a domino quinazolinone rearrangement/intramol. cyclization gated through (E)-twisted-cyclic guanidines to afford ring-fused N-acylguanidines. This scalable, structurally tolerant transformation generated 55 guanidines and delivered twisted-cyclic guanidines with robust plasma stability and an abbreviated total synthesis of an antitumor ring-fused guanidine (4 steps, 55% yield).

Chemistry – A European Journal published new progress about Carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, COA of Formula: C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Boelke, Andreas; Kuczmera, Thomas J.; Caspers, Lucien D.; Lork, Enno; Nachtsheim, Boris J. published the artcile< Iodolopyrazolium Salts: Synthesis, Derivatizations and Applications>, Computed Properties of 20776-50-5, the main research area is oxidative cyclization iodophenylpyrazole; iodolopyrazolium triflate preparation.

The synthesis of iodolopyrazolium triflates via an oxidative cyclization of 3-(2-iodophenyl)-1H-pyrazoles is described. The reaction is characterized by a broad substrate scope, and various applications of these novel cyclic iodonium salts acting as useful synthetic intermediates are demonstrated, in particular in site-selective ring openings. This was finally applied to generate derivatives of the anti-inflammatory drug celecoxib. Their application as highly active halogen-bond donors is shown as well.

Organic Letters published new progress about Oxidative cyclization. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Computed Properties of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cao, Yang; Aimaiti, Abudumijiti; Zhu, Zeyun; Zhou, Lu; Ye, Deyong published the artcile< Discovery of Novel 3-Hydroxyquinazoline-2,4(1H,3H)-Dione Derivatives: A Series of Metal Ion Chelators with Potent Anti-HCV Activities>, Application In Synthesis of 20776-50-5, the main research area is hydroxyquinazoline dione preparation mol docking anti HCV SAR; metal chelator; NS5B; anti-HCV; chelator; hydroxyquinazolinedione; synthesis.

Millions of people worldwide suffer from acute or chronic liver inflammation caused by the Hepatitis C virus (HCV). Some inhibitors with metal ion chelating structures have been proven to have good inhibitory activities on non-structural protein 5B (NS5B) polymerase. However, most of the reported metal ion chelators showed poor anti-HCV potency at the cellular level. Hence, authors designed and synthesized a series of 3-hydroxyquinazoline-2,4(1H,3H)-dione derivatives with novel metal ion chelating structures. Few compounds such as compound I, [R = 4-(trifluoromethyl)phenyl, 3-nitrophenyl, benzofuran-2-yl] showed better anti-HCV activities than ribavirin with EC50 values less than 10μM. Compound I [R = benzofuran-2-yl] is currently known as one of the metal ion chelators with the best anti-HCV potency (EC50 = 2.0μM) at the cellular level and has a better therapeutic index (TI > 25) as compared to ribavirin. In the thermal shift assay, the representative compounds 3-hydroxy-7-phenylquinazoline-2,4(1H,3H)-dione and 3-hydroxy-7-(3-nitrophenyl)quinazoline-2,4(1H,3H)-dione increased the melting temperature (Tm) of NS5B protein solution by 1.6°C and 2.1°C, resp., at the test concentration, indicating that these compounds may exert an anti-HCV effect by targeting NS5B. This speculation was also supported by mol. docking studies and UV-visible (UV-Vis) spectrophotometry assay, in which the possibility of binding of 3-hydroxyquinazoline-2,4(1H,3H)-diones with Mg2+ in the NS5B catalytic center was observed

International Journal of Molecular Sciences published new progress about Alkylation. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Application In Synthesis of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lee, Kun-Hung; Yen, Wan-Ching; Lin, Wen-Hsing; Wang, Pei-Chen; Lai, You-Liang; Su, Yu-Chieh; Chang, Chun-Yu; Wu, Cai-Syuan; Huang, Yu-Chen; Yang, Chen-Ming; Chou, Ling-Hui; Yeh, Teng-Kuang; Chen, Chiung-Tong; Shih, Chuan; Hsieh, Hsing-Pang published the artcile< Discovery of BPR1R024, an Orally Active and Selective CSF1R Inhibitor that Exhibits Antitumor and Immunomodulatory Activity in a Murine Colon Tumor Model>, Safety of 2-Amino-4-bromobenzoic acid, the main research area is quinazoline derivative preparation oral CSF1R inhibitor antitumor immunomodulator.

Colony-stimulating factor-1 receptor (CSF1R) is implicated in tumor-associated macrophage (TAM) repolarization and has emerged as a promising target for cancer immunotherapy. Herein, we describe the discovery of orally active and selective CSF1R inhibitors by property-driven optimization of BPR1K871 (9), our clin. multitargeting kinase inhibitor. Mol. docking revealed an addnl. nonclassical hydrogen-bonding (NCHB) interaction between the unique 7-aminoquinazoline scaffold and the CSF1R hinge region, contributing to CSF1R potency enhancement. Structural studies of CSF1R and Aurora kinase B (AURB) demonstrated the differences in their back pockets, which inspired the use of a chain extension strategy to diminish the AURA/B activities. A lead compound BPR1R024 (12) exhibited potent CSF1R activity (IC50 = 0.53 nM) and specifically inhibited protumor M2-like macrophage survival with a minimal effect on antitumor M1-like macrophage growth. In vivo, oral administration of 12 mesylate delayed the MC38 murine colon tumor growth and reversed the immunosuppressive tumor microenvironment with the increased M1/M2 ratio.

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Safety of 2-Amino-4-bromobenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liu, Xiangyu; Kaindl, Jonas; Korczynska, Magdalena; Stossel, Anne; Dengler, Daniela; Stanek, Markus; Hubner, Harald; Clark, Mary J.; Mahoney, Jake; Matt, Rachel Ann; Xu, Xinyu; Hirata, Kunio; Shoichet, Brian K.; Sunahara, Roger K.; Kobilka, Brian K.; Gmeiner, Peter published the artcile< An allosteric modulator binds to a conformational hub in the β2 adrenergic receptor>, Related Products of 20776-50-5, the main research area is beta 2 adrenergic receptor allosteric modulator agonists binding site.

Abstract: Most drugs acting on G-protein-coupled receptors target the orthosteric binding pocket where the native hormone or neurotransmitter binds. There is much interest in finding allosteric ligands for these targets because they modulate physiol. signaling and promise to be more selective than orthosteric ligands. Here we describe a newly developed allosteric modulator of the β2-adrenergic receptor (β2AR), AS408, that binds to the membrane-facing surface of transmembrane segments 3 and 5, as revealed by X-ray crystallog. AS408 disrupts a water-mediated polar network involving E1223.41 and the backbone carbonyls of V2065.45 and S2075.46. The AS408 binding site is adjacent to a previously identified mol. switch for β2AR activation formed by I3.40, P5.50 and F6.44. The structure reveals how AS408 stabilizes the inactive conformation of this switch, thereby acting as a neg. allosteric modulator for agonists and pos. allosteric modulator for inverse agonists. [graphic not available: see fulltext].

Nature Chemical Biology published new progress about Allosteric modulators. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Related Products of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Bin; Huang, Panyi; Yan, Zhiyang; Shi, Xiayue; Tang, Xiaoli; Yang, Jin; Jin, Can published the artcile< Self-Catalyzed Phototandem Perfluoroalkylation/Cyclization of Unactivated Alkenes: Synthesis of Perfluoroalkyl-Substituted Quinazolinones>, Product Details of C7H6BrNO2, the main research area is alkenyl quinazolinone perfluoroalkanesulfinate regioselective phototandem perfluoroalkylation cyclization; dihydrocyclicquinazolinonyl trifluoroalkane preparation.

A novel visible-light-induced radical tandem trifluoromethylation/cyclization of unactivated alkenes with sodium perfluoroalkanesulfinates (Rf = CF3, C3F7, C4F9, C6F13, C8F17) under air atm. was developed. A range of quinazolinones containing unactivated alkene moiety and sodium perfluoroalkanesulfinates were compatible with this transformation, leaded to a variety of perfluoroalkyl-substituted quinazoline alkaloids. Remarkably, the experiment was carried out without any metal catalyst, strong oxidant, or external photosensitizer.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Product Details of C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nalaoh, Phattananawee; Sungworawongpana, Nathas; Chasing, Pongsakorn; Waengdongbung, Wijitra; Funchien, Patteera; Kaiyasuan, Chokchai; Sudyoadsuk, Taweesak; Promarak, Vinich published the artcile< A Dimeric π-Stacking of Anthracene Inducing Efficiency Enhancement in Solid-State Fluorescence and Non-Doped Deep-Blue Triplet-Triplet Annihilation Organic Light-Emitting Diodes>, Application of C7H6BrNO2, the main research area is anthracene triplet annihilation fluorescence organic light emitting diode.

Triplet-triplet annihilation (TTA) mechanism utilizing the conversion of low triplet energy excitons to generate singlet excitons has been successfully employed in realizing highly efficient fluorescent organic light-emitting diodes (OLEDs). Herein, new anthracene-based TTA mols. (TPNACN and TPBACN) are developed as deep-blue emitters for high-efficiency non-doped TTA-OLEDs. Their structural, phys., and photophys. properties are exptl. and theor. investigated. These compounds in solid-state exhibit different photophys. properties due to a discrepancy in the mol. packing. Particularly, in the crystal of TPNACN, anthracene moieties are arranged with dimeric π-π stacking, and the material shows a strong excimer emission in the deep-blue region with ΦPL close to the ideal theor. value. The non-doped TTA-OLED based on TPNACN attains a high maximum external quantum efficiency of 7.89% (6.63 cd A-1) with a low turn-on voltage of 2.6 V, and displays deep-blue emission with CIE coordinates of (0.146, 0.101). These results prove that a separated dimeric π-stacked mol. alignment of anthracene enhances not only the fluorescence efficiency in the solid state but also the ratio of singlet exciton harvested by the TTA process in the device, bringing about excellent device electroluminescent properties. This can be a new tactic to designing new emissive materials for efficient OLED devices.

Advanced Optical Materials published new progress about Blue-emitting electroluminescent devices. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Application of C7H6BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Tao; Chen, Xuling; Li, Pengfei published the artcile< One-Pot Divergent Synthesis of Benzoxazines and Dihydroquinolines from Morita-Baylis-Hillman Alcohols>, Quality Control of 20776-50-5, the main research area is hydroxy carboxypropylene benzamide intramol heterocyclization; carboxyethylene benzoxazine preparation; acyl dihydroquinoline carboxylate preparation.

Benzoxazines and hydroquinolines was prepared by a one-pot process via catalyst-controlled divergent annulations of Morita-Baylis-Hillman (MBH) alcs. In the presence of diazabicyclo[2.2.2]octane, MBH alcs. reacted with Boc2O to form MBH carbonates, followed by intramol. annulation to give 4H-benzo[d][1,3]oxazines. Divergently, the combination of Bu4NBr and NaOH enabled the formation of 1,2-dihydroquinolines from the same starting materials.

European Journal of Organic Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Quality Control of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Jinglei; Hu, Hang; Ye, Kai; Wang, Wei; Xu, Defeng published the artcile< Synthesis of Novel Pyrimidinylselenium Compounds as Acetolactate Synthase-Inhibiting Herbicides>, Category: bromides-buliding-blocks, the main research area is Eleusine Amaranthus Portulaca pyrimidinylselenium acetolactate synthase herbicide.

A series of pyrimidinylselenosalicylic acid derivatives (5 a-5 l) and 4-selenopyrimidine derivatives (6 a-6 f) were synthesized and evaluated as potential acetylactate synthase (ALS)-inhibiting herbicides. All synthesized new compounds were characterized by 1H NMR, 13C NMR, and high-resolution mass spectrometry (HRMS). The compounds were subjected to herbicidal activity, in vitro ALS enzyme inhibitory activity, and crop safety studies. The herbicidal activity study shows that 4-chloro (5 b), 5-chloro (5 c), 5-methoxy (5 e), 4,5-dimethoxy (5 f), 5-fluoro (5 h), and 4,5-difluoro (5 i) substituted 2-[(4,6-dimethoxy-2-pyrimidinyl)selanyl]benzoic acid exhibit significantly enhanced weed control effect than other new compounds and Pyrithiobac. Most of compounds exhibit enhanced inhibition effect on Cyperus difformis Linn than those on barnyard grass, Portulaca oleracea, Eleusine indica, and Amaranthus retroflexus. Importantly, 5 c, 5 f, and 5 i also exhibit more potent inhibition effect on Escherichia coli ALS enzyme than other new compounds and Pyrithiobac in in vitro ALS enzyme inhibitory activity study. The possible binding modes of 5 c, 5 f, and 5 i with ALS enzyme were studied on Discovery Studio. To test the possibility of 5 c, 5 f, and 5 i as potential herbicides in paddy fields, we performed the crop safety study. The results show that 5 f and 5 i are safer to rice than 5 c. The present work indicates that 5 f and 5 i may serve as new herbicide candidates for weed control in paddy fields.

ChemistrySelect published new progress about Affinity (binding). 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary