Tag: 100-200

One-Pot Synthesis of Fully Conjugated Amphiphilic Block Copolymers Using Asymmetrically Functionalized Push-Pull Monomers was written by Ahluwalia, Gagandeep;Subbiah, Jegadesan;Mitchell, Valerie D.;Saker Neto, Nicolau;Jones, David J.. And the article was included in Macromolecules (Washington, DC, United States) in 2022.Reference of 128-08-5 This article mentions the following:

Developing a fully conjugated block copolymer with a specific mol. weight and block ratio is crucial for understanding the impact of the bulk heterojunction morphol. on device performance in organic photovoltaic devices. Herein, we have revealed a strategy to synthesize fully conjugated amphiphilic diblock copolymers in one pot by combining Suzuki and Stille pseudoliving polymerizations Our strategy was to synthesize asym. functionalized push-pull monomers as precursors for the synthesis of the donor polymer poly[4,8-bis(5-(2-ethylhexyl)-4-hexylthiophene-2-yl)-benzo[1,2-b:4,5b’]dithiophenebenzo [c][1,2,5]thiadiazole] p(BDT-BT) and the acceptor polymer poly[N,N’-bis(2-octyldodecyl)-naphthalene-1,4,5,8-bis(dicarboximide)-2,6-diyl]-alt-5,5′-(2,2′-bithiophene) p(NDI-TT). The acceptor monomer (M1) was synthesized with tributyltin and triflate functionalities, whereas the donor monomer (M2) was prepared with MIDA boronate and bromide groups. These heterobifunctional acceptor and donor monomers were suitable for Stille and Suzuki polymerizations, resp. Initially, TfOPh-p(NDI-TT) was synthesized by pseudoliving Stille polymerization with a single triflate (OTf) end group and specific mol. weight Subsequently, TfOPh-p(NDI-TT) was used as a macroinitiator to grow an amphiphilic diblock copolymer (BCP1) via a grafting-into approach, where the donor polymer block was grown using pseudoliving Suzuki polymerization Lastly, one-pot synthesis of the amphiphilic diblock copolymer (BCP2) was established using optimized conditions developed for stepwise block copolymer synthesis. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Reference of 128-08-5).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Reference of 128-08-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Use of an additive scheme for calculating retention indexes in gas-liquid chromatography. 2. Possible quantitative calculation of the induction effect was written by Keiko, V. V.;Prokop’ev, B. V.;Kuz’menko, L. P.;Kalinina, N. A.;Bokova, G. N.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1972.Recommanded Product: 1-Bromo-4-methoxybutane This article mentions the following:

The retention time data were analyzed for a wide range of ethers and halogenated aliphatic compounds The values were not found to be materially guided by interaction of functional groups present in terms of inductive effect substituent constant of the groups present. The inductive contribution can only account for about half the quadratic mean deviations of the exptl. data from the values calculated solely on the principle of additivity. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Recommanded Product: 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Viscoelastic Covalent Organic Nanotube Fabric via Macroscopic Entanglement was written by Koner, Kalipada;Das, Susobhan;Mohata, Shibani;Duong, Nghia Tuan;Nishiyama, Yusuke;Kandambeth, Sharath;Karak, Suvendu;Reddy, C. Malla;Banerjee, Rahul. And the article was included in Journal of the American Chemical Society in 2022.Reference of 128-08-5 This article mentions the following:

Covalent organic nanotubes (CONTs) are one-dimensional porous frameworks constructed from organic building blocks via dynamic covalent chem. CONTs are synthesized as insoluble powder that restricts their potential applications. The judicious selection of 2,2′-bipyridine-5,5′-dicarbaldehyde and tetraaminotriptycene as building blocks for TAT-BPy CONTs has led to constructing flexible yet robust and self-standing fabric up to 3μm thickness. The TAT-BPy CONTs and TAT-BPy CONT fabric were characterized by solid-state one-dimensional (1D) ¹³C CP-MAS, two-dimensional (2D) ¹³C-¹H correlation NMR, 2D ¹H-¹H DQ-SQ NMR, and 2D ¹⁴N-¹H correlation NMR spectroscopy. The mechanism of fabric formation was established by using high-resolution transmission electron microscopy and SEM techniques. The as-synthesized viscoelastic TAT-BPy CONT fabric exhibits high mech. strength with a reduced modulus (E_r) of 8 (±3) GPa and hardness (H) of 0.6 (±0.3) GPa. Interestingly, the viscoelastic fabric shows time-dependent elastic depth recovery up to 50-70%. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Reference of 128-08-5).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Reference of 128-08-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Efficient Access to All-Carbon Quaternary and Tertiary α-Functionalized Homoallyl-type Aldehydes from Ketones was written by Pace, Vittorio;Castoldi, Laura;Mazzeo, Eugenia;Rui, Marta;Langer, Thierry;Holzer, Wolfgang. And the article was included in Angewandte Chemie, International Edition in 2017.Application of 83902-02-7 This article mentions the following:

β,γ-Unsaturated aldehydes with all-carbon quaternary or tertiary α-centers were rapidly assembled from ketones through a unique synthetic operation consisting of (1) C₁ homologation, (2) Lewis acid mediated epoxide-aldehyde isomerization, and (3) electrophilic trapping. The synthetic equivalence of a vinyl oxirane and a β,γ-unsaturated aldehyde is the key concept of this previously undisclosed tactic. Mechanistic studies and labeling experiments suggest that an aldehyde enolate is a crucial intermediate. The homologating carbenoid formation plays a critical role in determining the chemoselectivity. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Application of 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application of 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Some benzonorbornadiene derivatives was written by Tanida, Hiroshi;Muneyuki, Ryonosuke;Tsuji, Teruji. And the article was included in Bulletin of the Chemical Society of Japan in 1964.Computed Properties of C7H6BrF This article mentions the following:

The cycloaddition of substituted benzynes in the preparation of β-substituted benzonorbornadienes was described. The Wittig and Knauss procedure (CA 54, 505e) for preparation of benzynes was used. 4-Bromo-3-iodoanisole (I) (prepared from 6-bromo-m-anisidine) was used for the preparation of 4-methoxybenzyne. Racemic 4′-methoxybenzonorbornadiene was obtained in a 40% yield by the reaction of I with cyclopentadiene and Mg. 3-Bromo-4-fluorotoluene was prepared from 2-bromo-p-toluidine by the Schiemann reaction, and its cycloaddition to cyclopentadiene was carried out to give 54% 4′-methylbenzonorbornadiene (II). The benzyne reaction of 2-bromo-4-chlorofluorobenzene, obtained by the Schiemann reaction of 2-bromo-4-chloroaniline, proceeded with cyclopentadiene by the elimination of Br and F to give 55.6% 4′-chlorobenzonorbornadiene. The position of the substituents on the benzene nucleus of the benzonorbornadienes was determined by conversion into the 2-substituted naphthalenes through benzoyloxylation at the 7-position, hydrolysis, and Oppennauer oxidation The reaction of 3-bromo-4-iodobenzonitrile with Mg gave 3-bromobenzonitrile; no reaction occurred with Li. The reaction of 2,5-dibromoiodobenzene with Mg and cyclopentadiene gave a product containing 25.4% benzonorbornadiene, 28.6% p-dibromobenzene, 6.6% 3-bromoiodobenzene, 21.1% 4′-bromobenzonorbornadiene, and three unidentified products. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0Computed Properties of C7H6BrF).

3-Bromo-4-fluorotoluene (cas: 452-62-0) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Computed Properties of C7H6BrF

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Methoxy-derivatization of alkyl chains increases the in vivo efficacy of cationic Mn porphyrins. Synthesis, characterization, SOD-like activity, and SOD-deficient E. coli study of meta Mn(III) N-methoxyalkylpyridylporphyrins was written by Tovmasyan, Artak G.;Rajic, Zrinka;Spasojevic, Ivan;Reboucas, Julio S.;Chen, Xin;Salvemini, Daniela;Sheng, Huaxin;Warner, David S.;Benov, Ludmil;Batinic-Haberle, Ines. And the article was included in Dalton Transactions in 2011.Quality Control of 1-Bromo-6-methoxyhexane This article mentions the following:

Cationic Mn(III) N-alkylpyridylporphyrins (MnPs) are potent SOD mimics and peroxynitrite scavengers and diminish oxidative stress in a variety of animal models of central nervous system (CNS) injuries, cancer, radiation, diabetes, etc. Recently, properties other than antioxidant potency, such as lipophilicity, size, shape, and bulkiness, which influence the bioavailability and the toxicity of MnPs, have been addressed as they affect their in vivo efficacy and therapeutic utility. Porphyrin bearing longer alkyl substituents at pyridyl ring, MnTnHex-2-PyP⁵⁺, is more lipophilic, thus more efficacious in vivo, particularly in CNS injuries, than the shorter alkyl-chained analog, MnTE-2-PyP⁵⁺. Its enhanced lipophilicity allows it to accumulate in mitochondria (relative to cytosol) and to cross the blood-brain barrier to a much higher extent than MnTE-2-PyP⁵⁺. Mn(III) N-alkylpyridylporphyrins of longer alkyl chains, however, bear micellar character, and when used at higher levels, become toxic. Recently we showed that meta isomers are ∼10-fold more lipophilic than ortho species, which enhances their cellular accumulation, and thus reportedly compensates for their somewhat inferior SOD-like activity. Herein, we modified the alkyl chains of the lipophilic meta compound, MnTnHex-3-PyP⁵⁺via introduction of a methoxy group, to diminish its toxicity (and/or enhance its efficacy), while maintaining high SOD-like activity and lipophilicity. We compared the lipophilic Mn(III) meso-tetrakis(N-(6′-methoxyhexyl)pyridinium-3-yl)porphyrin, MnTMOHex-3-PyP⁵⁺, to a hydrophilic Mn(iii) meso-tetrakis(N-(2′-methoxyethyl)pyridinium-3-yl)porphyrin, MnTMOE-3-PyP⁵⁺. The compounds were characterized by uv-vis spectroscopy, mass spectrometry, elemental anal., electrochem., and ability to dismute O₂√^–. Also, the lipophilicity was characterized by thin-layer chromatog. retention factor, R_f. The SOD-like activities and metal-centered reduction potentials for the Mn^IIIP/Mn^IIP redox couple were similar-to-identical to those of N-alkylpyridyl analogs: log k_cat = 6.78, and E_1/2 = +68 mV vs. NHE (MnTMOHex-3-PyP⁵⁺), and log k_cat = 6.72, and E_1/2 = +64 mV vs. NHE (MnTMOE-3-PyP⁵⁺). The compounds were tested in a superoxide-specific in vivo model: aerobic growth of SOD-deficient E. coli, JI132. Both MnTMOHex-3-PyP⁵⁺ and MnTMOE-3-PyP⁵⁺ were more efficacious than their alkyl analogs. MnTMOE-3-PyP⁵⁺ is further significantly more efficacious than the most explored compound in vivo, MnTE-2-PyP⁵⁺. Such a beneficial effect of MnTMOE-3-PyP⁵⁺ on diminished toxicity, improved efficacy and transport across the cell wall may originate from the favorable interplay of the size, length of pyridyl substituents, rotational flexibility (the ortho isomer, MnTE-2-PyP⁵⁺, is more rigid, while MnTMOE-3-PyP⁵⁺ is a more flexible meta isomer), bulkiness and presence of oxygen. In the experiment, the researchers used many compounds, for example, 1-Bromo-6-methoxyhexane (cas: 50592-87-5Quality Control of 1-Bromo-6-methoxyhexane).

1-Bromo-6-methoxyhexane (cas: 50592-87-5) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Quality Control of 1-Bromo-6-methoxyhexane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective Organocopper-Catalyzed Hetero Diels-Alder Reaction through in Situ Oxidation of Ethers into Enol Ethers was written by Yesilcimen, Ahmet;Jiang, Na-Chuan;Gottlieb, Felix H.;Wasa, Masayuki. And the article was included in Journal of the American Chemical Society in 2022.Related Products of 4457-67-4 This article mentions the following:

A catalytic method for the enantio- and diastereoselective union of alkyl ethers R¹CH₂CH₂OR² (R¹ = H, CH₂Si(Me)₃, Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl, etc.; R² = CH₃, CD₃) and heterodienes R³CH=CHC(O)C(O)OR⁴ (R³ = Me, Ph, 4-bromophenyl, 4-methoxy Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl ; R⁴ = Et, prop-2-en-1-yl) was disclosed. A chiral Cu-BOX complex that catalyzes the efficient oxidation of ethers into enol ethers in the presence of trityl acetate has been demonstrated. Then, the organocopper promotes stereoselective hetero Diels-Alder reaction between the in situ generated enol ethers and β,β-unsaturated ketoesters, allowing for rapid access to an array of dihydropyran derivatives endo/exo I and II possessing three vicinal stereogenic centers. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Related Products of 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Related Products of 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel Pyrrolopyridone Bromodomain and Extra-Terminal Motif (BET) Inhibitors Effective in Endocrine-Resistant ER+ Breast Cancer with Acquired Resistance to Fulvestrant and Palbociclib was written by Li, Yangfeng;Zhao, Jiong;Gutgesell, Lauren M.;Shen, Zhengnan;Ratia, Kiira;Dye, Katherine;Dubrovskyi, Oleksii;Zhao, Huiping;Huang, Fei;Tonetti, Debra A.;Thatcher, Gregory R. J.;Xiong, Rui. And the article was included in Journal of Medicinal Chemistry in 2020.Reference of 83902-02-7 This article mentions the following:

Acquired resistance to fulvestrant and palbociclib is a new challenge to treatment of estrogen receptor pos. (ER+) breast cancer. ER is expressed in most resistance settings; thus, bromodomain and extra-terminal protein inhibitors (BETi) that target BET-amplified ER-mediated transcription have therapeutic potential. Novel pyrrolopyridone BETi leveraged novel interactions with L92/L94 confirmed by a cocrystal structure of 27 with BRD4. Optimization of BETi using growth inhibition in fulvestrant-resistant (MCF-7:CFR) cells was confirmed in endocrine-resistant, palbociclib-resistant, and ESR1 mutant cell lines. 27 was more potent in MCF-7:CFR cells than six BET inhibitors in clin. trials. Transcriptomic anal. differentiated 27 from the benchmark BETi, JQ-1, showing downregulation of oncogenes and upregulation of tumor suppressors and apoptosis. The therapeutic approach was validated by oral administration of 27 in orthotopic xenografts of endocrine-resistant breast cancer in monotherapy and in combination with fulvestrant. Importantly, at an equivalent dose in rats, thrombocytopenia was mitigated. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Reference of 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Reference of 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Practical Route to Substituted 7-Aminoindoles from Pyrrole-3-carboxaldehydes was written by Outlaw, Victor K.;Townsend, Craig A.. And the article was included in Organic Letters in 2014.Safety of 5-Bromo-1H-pyrrole-3-carbaldehyde This article mentions the following:

Among privileged structures, indoles occupy a central place in medicinal chem. and alkaloid research. Here we report a flexible and efficient conversion of pyrrole-3-carboxaldehydes to substituted 7-amino-5-cyanoindoles. Phosphine addition to fumaronitrile proceeds with prototropic rearrangement of the initially formed zwitterion to the thermodynamically favored phosphonium ylide, which is poised for in situ Wittig olefination. The predominantly E-alkene product positions the allylic nitrile for facile intramol. Houben-Hoesch reaction in the presence of BF₃·OEt₂. Syntheses of 2,5- and 3,5-disubstituted 7-aminoindoles are illustrated. Addnl., dianion alkylation of the allylic nitrile is demonstrated to furnish, after cyclization, 5,6-disubstituted 7-aminoindoles to further exemplify this scalable and high-yielding method. In the experiment, the researchers used many compounds, for example, 5-Bromo-1H-pyrrole-3-carbaldehyde (cas: 881676-32-0Safety of 5-Bromo-1H-pyrrole-3-carbaldehyde).

5-Bromo-1H-pyrrole-3-carbaldehyde (cas: 881676-32-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Safety of 5-Bromo-1H-pyrrole-3-carbaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Modifications of primaquine as antimalarials. 4. 5-Alkoxy derivatives of primaquine was written by Chen, Eugene H.;Tanabe, Keiichi;Saggiomo, Andrew J.;Nodiff, Edward A.. And the article was included in Journal of Medicinal Chemistry in 1987.Product Details of 50592-87-5 This article mentions the following:

32 5-Alkoxyprimaquines, e.g., I, were prepared, in general, by O-alkylation of hydroxynitroquinoline derivatives, e.g., II (R = H, 4-Me, etc.), with the appropriate alkyl halide, reduction of the nitro group with Fe filings in water-AcOH-Bu₂O, N-alkylation of the resulting amino group with 4-halo-1-phthalimidopentane, and reaction of that product with hydrazine. The 5-alkoxyprimaquines were evaluated as blood and tissue schizonticides. Although toxicity was not completely eliminated, 4-methyl-5-pentyloxy- and 4-methyl-5-hexyloxyprimaquine were remarkably effective blood and tissue schizonticides. In the experiment, the researchers used many compounds, for example, 1-Bromo-6-methoxyhexane (cas: 50592-87-5Product Details of 50592-87-5).

1-Bromo-6-methoxyhexane (cas: 50592-87-5) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 50592-87-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary