Category: bromides-buliding-blocks

Li, Kejie published the artcileFull-spectrum fluoromethyl sulfonation via modularized multicomponent coupling, Recommanded Product: Ethylbromofluoroacetate, the publication is CCS Chemistry (2022), 4(5), 1526-1534, database is CAplus.

Modular free-assembly construction of mono-, di-, and tri-fluoromethyl sulfones was comprehensively achieved by a combination of halides, a sulfur dioxide surrogate, and halofluorocarbons. The industrial raw material thiourea dioxide served as the sulfur dioxide source, combined with readily available fluorocarbon sources such as 2-bromo-2-fluoroacetate and chlorodifluoromethane employed as fluoromethyl reagents. Notably, four Me sulfone-containing pharmaceuticals were modified into three types of fluoromethyl sulfones, displaying their great potential for drug discovery via the current strategy. Mechanistic studies further demonstrated that C-F···H-N interactions between thiourea dioxide and halofluorocarbons play a key role in stabilizing monofluoromethyl electrophiles and difluorocarbene species.

CCS Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Recommanded Product: Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Tarkuc, Simge published the artcileThe effect of changes in π-conjugated terthienyl systems using thienyl and ethylenedioxybenzene functionalized thieno[3,4-b]pyrazine precursors: Multicolored low band gap polymers, HPLC of Formula: 52431-30-8, the publication is Electrochimica Acta (2010), 55(24), 7254-7258, database is CAplus.

New classes of thieno[3,4-b]pyrazines containing thienyl and ethylenedioxy Ph units on electron-withdrawing moieties of π-conjugated terthienyl were synthesized. The effect of structural differences on electrochem. and optoelectronic properties of the resulting polymers was studied. Changes in the electronic nature of the functional groups enable to tune the electrochem. properties of the π-conjugated terthienyl monomers by lowering oxidation potential from 0.62 V (DTTP) to 0.56 V (DBTP). Spectroelectrochem. analyses revealed that the neutral polymer (PDBTP) is dark green in its neutral state revealing π-π^* transitions in two well-separated bands at 410 and 751 nm. The electronic band gap of polymer, defined as the onset of the π-π^* transition, is 1.0 eV. Using the thienyl unit instead of ethylenedioxy Ph, a red shift in the band gap (0.95 eV) is observed The polymer, PDTTP, exhibits multicolor electrochromism and can be switched between a dark yellow neutral state, a green intermediate state, and a brown oxidized state. PDBTP also shows a multicolored electrochromic behavior with three distinct states: dark green at the neutral state, a brown intermediate state, and a brown-violet oxidized state.

Electrochimica Acta published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C17H14N2O2, HPLC of Formula: 52431-30-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Batiste, Laurent published the artcileChemical Space Expansion of Bromodomain Ligands Guided by in Silico Virtual Couplings (AutoCouple), SDS of cas: 850429-74-2, the publication is ACS Central Science (2018), 4(2), 180-188, database is CAplus and MEDLINE.

Expanding the chem. space and simultaneously ensuring synthetic accessibility is of upmost importance, not only for the discovery of effective binders for novel protein classes, but more importantly, for the development of compounds against hard-to-drug proteins. Here, the authors present AutoCouple, a de novo approach to computational ligand design focused on the diversity-oriented generation of chem. entities via virtual couplings. In a benchmark application, chem. diverse compounds with low-nanomolar potency for the CBP bromodomain and unprecedented selectivity (up to 1500 fold) against the BRD4(1) bromodomain were achieved by the synthesis of ∼50 derivatives of the original fragment. The binding mode was confirmed by x-ray crystallog., target engagement in cells was demonstrated and anti-proliferative activity showcased in three cancer cell lines. These results reveal AutoCouple as a useful in silico coupling method to expand the chem. space in hit optimization campaigns resulting in potent, selective and cell permeable bromodomain ligands.

ACS Central Science published new progress about 850429-74-2. 850429-74-2 belongs to bromides-buliding-blocks, auxiliary class Morpholine,Bromide,Sulfamide,Benzene, name is 4-((3-Bromo-4-methylphenyl)sulfonyl)morpholine, and the molecular formula is C11H14BrNO3S, SDS of cas: 850429-74-2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ito, Akihiro published the artcileA spiro-fused triarylaminium radical cation with a triplet ground state. [Erratum to document cited in CA139:036205], Application In Synthesis of 111865-47-5, the publication is Angewandte Chemie, International Edition (2009), 48(32), 5785, database is CAplus.

On page 923, Equation 2 is incorrect; the correct version of the equation is given. In this article, in the right-hand column on page 923, the optimized value for the exchange coupling J should be corrected to J=11.2cm^-1 (=16.0 K), and Reference [3] cited in this paragraph should be Reference [6].

Angewandte Chemie, International Edition published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Application In Synthesis of 111865-47-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Guerrero, Miguel published the artcileDesign and Synthesis of a Novel and Selective Kappa Opioid Receptor (KOR) Antagonist (BTRX-335140), Name: 2-Amino-5-bromo-3-fluorobenzaldehyde, the publication is Journal of Medicinal Chemistry (2019), 62(4), 1761-1780, database is CAplus and MEDLINE.

κ Opioid receptor (KOR) antagonists are potential pharmacotherapies for the treatment of migraine and stress-related mood disorders including depression, anxiety, and drug abuse, thus the development of novel KOR antagonists with an improved potency/selectivity profile and medication-like duration of action has attracted the interest of the medicinal chem. community. In this paper, we describe the discovery of 1-(6-ethyl-8-fluoro-4-methyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)quinolin-2-yl)-N-(tetrahydro-2H-pyran-4-yl)piperidin-4 amine (CYM-53093, BTRX-335140) as a potent and selective KOR antagonist, endowed with favorable in vitro ADMET and in vivo pharmacokinetic profiles and medication-like duration of action in rat pharmacodynamic experiments Orally administered CYM-53093 showed robust efficacy in antagonizing KOR agonist-induced prolactin secretion and in tail-flick analgesia in mice. CYM-53093 exhibited a broad selectivity over a panel of off-target proteins. This compound is in phase 1 clin. trials for the treatment of neuropsychiatric disorders wherein dynorphin is thought to contribute to the underlying pathophysiol.

Journal of Medicinal Chemistry published new progress about 906811-51-6. 906811-51-6 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Amine,Benzene,Aldehyde, name is 2-Amino-5-bromo-3-fluorobenzaldehyde, and the molecular formula is C7H5BrFNO, Name: 2-Amino-5-bromo-3-fluorobenzaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ghiringhelli, Francesca published the artcileDirect β- and γ-C(sp³)-H Alkynylation of Free Carboxylic Acids, Computed Properties of 21101-63-3, the publication is Angewandte Chemie, International Edition (2020), 59(51), 23127-23131, database is CAplus and MEDLINE.

The authors report the identification of a novel class of ligands for palladium-catalyzed C(sp³)-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α-quaternary and challenging α-non-quaternary can be used as substrates. Addnl., the alkynylation in the distal γ-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained.

Angewandte Chemie, International Edition published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Computed Properties of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Lange, Stefanie C. published the artcileEfficient and Tunable Three-Dimensional Functionalization of Fully Zwitterionic Antifouling Surface Coatings, SDS of cas: 55788-44-8, the publication is Langmuir (2016), 32(40), 10199-10205, database is CAplus and MEDLINE.

In order to enhance the sensitivity and selectivity of surface-based (bio)sensors, it is of crucial importance to diminish background signals that arise from the nonspecific binding of biomols., so-called biofouling. Zwitterionic polymer brushes have been shown to be excellent antifouling materials. However, for sensing purposes, antifouling does no suffice, but need to be combined with the possibility to efficiently modify the brush with recognition units. So far this has only been achieved at the expense of either antifouling properties or binding capacity. Herein the authors present a conceptually new approach by integrating both characteristics into a single, tailor-made monomer: a novel sulfobetaine-based zwitterionic monomer equipped with a clickable azide moiety. Copolymerization of this monomer with a well-established standard sulfobetaine monomer, results in highly antifouling surface coatings with a high, yet tunable amount of clickable groups present throughout the entire brush. Subsequent functionalization of the azido-brushes, via e.g. widely used strain-promoted alkyne azide click reactions yields fully zwitterionic 3D-functionalized coatings with a recognition unit of choice that can be tailored for any specific application. Here the authors show a proof-of-principle with biotin-functionalized brushes on Si₃N₄ that combine excellent antifouling properties with specific avidin binding from a protein mixture The signal-to-noise ratio is significantly improved over traditional chain end modification of sulfobetaine polymer brushes, even if the azide content is lowered to 1%, thus offering a viable approach for the development of significantly improved performance of biosensors on any surface.

Langmuir published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, SDS of cas: 55788-44-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Bian, Jianwei published the artcileEnantioselective Total Synthesis of (+)- and (-)-Nigellamine A₂, Product Details of C7H13BrSi, the publication is Journal of the American Chemical Society (2006), 128(23), 7428-7429, database is CAplus and MEDLINE.

The nigellamine alkaloids are dolabellane diterpenes displaying potent lipid metabolism-promoting activity. Total synthesis of (+)- and (-)-nigellamine A₂ has been accomplished. Absolute stereochem. of synthetic nigellamine A₂ was established through an intramol. asym. allylic alkylation using a Pd(phosphinooxazoline) catalyst. Other notable transformations include a radical alkynylation, a diastereoselective Nozaki-Hiyama-Kishi cyclization, and a regio- and stereoselective catalytic epoxidation On the basis of X-ray crystallog. anal. of an optically active intermediate, we have confirmed the assigned absolute stereochem. of the natural product. Minor modifications of the synthetic sequence outlined here should provide access to the other nigellamine alkaloids.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Product Details of C7H13BrSi.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Muir, Calum W. published the artcileOne-Pot Homologation of Boronic Acids: A Platform for Diversity-Oriented Synthesis, Application In Synthesis of 849062-12-0, the publication is Organic Letters (2015), 17(24), 6030-6033, database is CAplus and MEDLINE.

Formal homologation of sp²-hybridized boronic acids is achieved via cross-coupling of boronic acids with conjunctive haloaryl BMIDA components in the presence of a suitably balanced basic phase. The utility of this approach to provide a platform for diversity-oriented synthesis in discovery medicinal chem. is demonstrated in the context of the synthesis of a series of analogs of a BET bromodomain inhibitor.

Organic Letters published new progress about 849062-12-0. 849062-12-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Bromo-5-methoxyphenyl)boronic acid, and the molecular formula is C7H8BBrO3, Application In Synthesis of 849062-12-0.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Goel, Shruti published the artcileKinetics and mechanism of the oxidation of organic sulfides by benzyltrimethylammonium tribromide, Name: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Journal of Chemical Research, Synopses (1996), 510-511, database is CAplus.

The oxidation of organic sulfides by benzyltrimethylammonium tribromide involves formation of a halo sulfonium cation in the slow step and its subsequent decomposition in the fast step to give sulfoxides.

Journal of Chemical Research, Synopses published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, Name: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary