Month: January 2023

Optimization of 3,5-Dimethylisoxazole Derivatives as Potent Bromodomain Ligands was written by Hewings, David S.;Fedorov, Oleg;Filippakopoulos, Panagis;Martin, Sarah;Picaud, Sarah;Tumber, Anthony;Wells, Christopher;Olcina, Monica M.;Freeman, Katherine;Gill, Andrew;Ritchie, Alison J.;Sheppard, David W.;Russell, Angela J.;Hammond, Ester M.;Knapp, Stefan;Brennan, Paul E.;Conway, Stuart J.. And the article was included in Journal of Medicinal Chemistry in 2013.Quality Control of Methyl 3-bromo-5-hydroxybenzoate This article mentions the following:

(Isoxazolylphenyl)arylmethanols such as I (R = H; R¹ = HO; R² = H; R³ = Ph), I (R = HO; R¹ = H; R² = H; R³ = Ph), and I (R = H, HO; R¹ = HO, H; R² = Et; R³ = Ph, 3-FC₆H₄, 4-FC₆H₄, 3-ClC₆H₄, 4-ClC₆H₄) were prepared as inhibitors of the bromodomain and extra terminal domain (BET) bromodomain family member BRD4(1) for potential use as antitumor agents. The structures of I (R = H; R¹ = HO; R² = H; R³ = Ph) and I (R = HO; R¹ = H; R² = H; R³ = Ph) bound to human BRD4(1) were determined by X-ray crystallog. to determine features useful for selective binding to BRD4(1). I (R = H, HO; R¹ = HO, H; R² = H, MeCO; R³ = Ph) and I (R = H, HO; R¹ = HO, H; R² = Et; R³ = 3-ClC₆H₄) inhibited a human acute myeloid leukemia cell line in vitro with 3-4 fold reduced inhibition and reduced toxicity in other human cells compared to a known BRD4(1) inhibitor. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Quality Control of Methyl 3-bromo-5-hydroxybenzoate).

Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) 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 Methyl 3-bromo-5-hydroxybenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of N-phenyl-2-[1,4,5,8-14C]naphthylamine, N-phenyl-2-[8-13C]naphthylamine, and N-[U-14C]phenyl-2-naphthylamine was written by Walker, G. H.;Hathway, D. E.. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 1976.Product Details of 57293-19-3 This article mentions the following:

2-PhNHC10H7-8-13C (I) was prepared in 8 steps and in >30% overall yieldfrom 4-MeOC6H4(CH2)2Br, the synthesis involving cyclization of 4-MeOC6H4(CH2)313CO2H. I had a 5.5 atom % enrichment of 13C. 2-PhNHC10H7-1,4,5,8-14C4 and 2-PhNHC10H7-Ph-U-14C were prepared from 2-naphthol-1,4,5,8-14C4 and PhNH2 and from 2-naphthol and PhNH2-U-14C, resp. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Product Details of 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Product Details of 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of an Intramolecular Aryne Ene Reaction and Application to the Formal Synthesis of (±)-Crinine was written by Candito, David A.;Dobrovolsky, Dennis;Lautens, Mark. And the article was included in Journal of the American Chemical Society in 2012.Formula: C8H6BrFO2 This article mentions the following:

A general and high yielding annulation strategy for the synthesis of various carbo- and heterocycles, based on an intramol. aryne ene reaction is described. It was found that the geometry of the olefin is crucial to the success of the reaction, with exclusive migration of the trans-allylic-H taking place. Furthermore, the electronic nature of the aryne was found to be important to the success of the reaction. Deuterium labeling studies and DFT calculations provided insight into the reaction mechanism. The data suggests a concerted asynchronous transition state, resembling a nucleophilic attack on the aryne. This strategy was successfully applied to the formal synthesis of the ethanophenanthridine alkaloid (±)-crinine. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Formula: C8H6BrFO2).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Formula: C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Enantioselective Synthesis of β-Quaternary Carbon-Containing Chromanes and 3,4-Dihydropyrans via Cu-Catalyzed Intramolecular C-O Bond Formation was written by Cai, Jinhui;Wang, Zhen-Kai;Usman, Muhammad;Lu, Zhi-Wu;Hu, Xu-Dong;Liu, Wen-Bo. And the article was included in Organic Letters in 2019.HPLC of Formula: 61150-57-0 This article mentions the following:

A copper-catalyzed efficient enantioselective construction of chiral quaternary carbon-containing chromanes and 3,4-dihydropyrans is reported. The desym. C-O coupling is enabled by a chiral dimethylcyclohexane-1,2-diamine ligand and provides the desired products in good yields with high enantioselectivities. This method presents a broad substrate scope and is applicable to diversely substituted aryl bromides and alkenyl bromides. The application is demonstrated by a gram-scale synthesis and derivatization of the products toward valuable building blocks. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0HPLC of Formula: 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. HPLC of Formula: 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Linear relationship between the partial charges of H and O atoms in carboxyl of substituted benzoic acid and the Hammett constants was written by Li, Hua-Yi;Hu, You-Liang. And the article was included in Gaodeng Xuexiao Huaxue Xuebao in 2009.Name: 3-(Bromomethyl)benzoic acid This article mentions the following:

The linear dependence between the partial charges of H1, O2 and O3 atoms in carboxyl of substituted benzoic acid and Hammett constants was analyzed by d. functional theory (DFT). Different d. functional and partial charge computation methods [B3LYP/6-311G/(NBO, Mulliken), (BLYP, BP, PWC)/DNP/( Hirshfeld, Mulliken)] were used to evaluate the above linear relation. BLYP/DNP/Hirshfeld had high accuracy and high computational speed. Seventy substituted benzoic acid compounds were computed. The linear correlation coefficient between the partial charges of H1, O2 and O3 atoms and σ_p and σ_m is >0.98. The best linear relation occurred between the partial charge of O2 atom and Hammett constant The partial charge of O2 atom could be used as substitute of Hammett constant in the quant. structure property anal. and to predict Hammett constant In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Name: 3-(Bromomethyl)benzoic acid).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Name: 3-(Bromomethyl)benzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Polyesters with aromatic groups in the backbone from reactions of 3- and 4-bromomethylbenzoic acids with triethylamine was written by Pinkus, A. G.;Subramanyam, Ravi;Hariharan, Rajan. And the article was included in Journal of Macromolecular Science, Pure and Applied Chemistry in 1992.COA of Formula: C8H7BrO2 This article mentions the following:

Aromatic polyesters were obtained in yields ∼70% from reactions of 3- and 4-bromomethylbenzoic acids with triethylamine in PhCl. A copolymer was prepared in 58% yield by reaction of a 1:1 mixture of the 2 acids under similar conditions. The polyesters were characterized by IR, ¹H- and ¹³C-NMR spectra, x-ray powder diffraction, DSC behavior, solution viscosity, and hydrolysis to the corresponding hydroxymethylbenzoic acids. Mol. weights were determined by ¹H-NMR end group anal. Possible mechanisms for the reactions were discussed. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8COA of Formula: C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. 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.COA of Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

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.Synthetic Route of C5H11BrO 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-Bromo-4-methoxybutane (cas: 4457-67-4Synthetic Route of C5H11BrO).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Synthetic Route of C5H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electrophilic aromatic substitution with N-methoxy-N-acylnitrenium ions generated from N-chloro-N-methoxy amides: syntheses of nitrogen heterocyclic compounds bearing a N-methoxy amide group was written by Kawase, Masami;Kitamura, Takahiro;Kikugawa, Yasuo. And the article was included in Journal of Organic Chemistry in 1989.Computed Properties of C10H13BrO This article mentions the following:

N-Methoxy-N-acylnitrenium ions, generated by treatment of N-chloro-N-methoxy amides with Ag₂CO₃ in CF₃CO₂H, react with arenes to give N-aryl-N-methoxy amides in good yields. In the intramol. cyclization of N-chloro-N-methoxy-2-phenylacetamides, the mode of cyclization is highly dependent on the nature of ortho or para substituent groups. Nitrenium ions can primarily attack 3 positions (C-1, C-2, and C-6) of a Ph ring. Normally they attack C-6. On the other hand, when the ortho position is occupied with a substituent group, they attack both C-2 and C-6, in the former case followed by a 1,2-substituent migration, which was proved by a deuterium labeling experiment Thus, o-ClC₆H₄CH₂CONClOMe gave 71% 4-chloro-1-methoxyoxindole (attack at C-6) and 9% 7-chloro-1-methoxyoxindole (attack at C-2 followed by migration). When an OMe group is substituted on the ortho or para position, attack is at C-1 due to the effect of the electron-releasing OMe group. The products are spiro dienone compounds E.g., p-MeOC₆H₄CH₂CH₂NHClOMe gave 83% spiro dienone I. A general discussion of the utility and mechanistic details of these reactions is presented. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Computed Properties of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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.Computed Properties of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

3-Hydroxy-4-arylsulfonyltetrahydropyranyl-3-hydroxamic acids are novel inhibitors of MMP-13 and aggrecanase was written by Noe, Mark C.;Snow, Sheri L.;Wolf-Gouveia, Lilli A.;Mitchell, Peter G.;Lopresti-Morrow, Lori;Reeves, Lisa M.;Yocum, Sue A.;Liras, Jennifer L.;Vaughn, Marcie. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2004.Computed Properties of C9H11Br This article mentions the following:

N-Hydroxy-3-hydroxy-4-arylsulfonyltetrahydropyranyl-3-carboxamides were designed as novel inhibitors of MMP-13 and aggrecanase based on known endocyclic hydroxamate inhibitors of matrix metalloproteinases. These compounds offer favorable physicochem. properties and low metabolic clearance. Synthesis and structure-activity relationships are reported. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Computed Properties of C9H11Br).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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. 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.Computed Properties of C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of 2-fluoro and 3-trifluoromethyl-phenyl-piperazinylalkyl derivatives of 1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione as potential antidepressant agents was written by Zagorska, Agnieszka;Bucki, Adam;Kolaczkowski, Marcin;Siwek, Agata;Gluch-Lutwin, Monika;Starowicz, Gabriela;Kazek, Grzegorz;Partyka, Anna;Wesolowska, Anna;Sloczynska, Karolina;Pekala, Elzbieta;Pawlowski, Maciej. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2016.Category: bromides-buliding-blocks This article mentions the following:

A series of 2-fluoro and 3-trifluoromethylphenylpiperazinylalkyl derivatives of 1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione (-) were synthesized and evaluated for their serotonin (5-HT_1A/5-HT₇) receptor affinity and phosphodiesterase (PDE4B and PDE10A) inhibitor activity. The study enabled the identification of potent 5-HT_1A, 5-HT₇ and mixed 5-HT_1A/5-HT₇ receptor ligands with weak inhibitory potencies for PDE4B and PDE10A. The tests have been completed with the determination of lipophilicity and metabolic stability using micellar electrokinetic chromatog. (MEKC) system and human liver microsomes (HLM) model. In preliminary pharmacol. in vivo studies, selected compound 8-(5-(4-(2-fluorophenyl)piperazin-1-yl)pentyl)-1,3,7-trimethyl-1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione (9) behaved as a potential antidepressant in forced swim test (FST) in mice. Moreover, potency of antianxiety effects evoked by (2.5 mg/kg) is greater than that of the reference anxiolytic drug, diazepam. Mol. modeling revealed that fluorinated arylpiperazinylalkyl derivatives of 1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione have major significance for the provision of lead compounds for antidepressant and/or anxiolytic application. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Category: bromides-buliding-blocks).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary