Author: Jessica.F

Discovery of a Novel Class of D-Amino Acid Oxidase Inhibitors Using the Schr鏋歞inger Computational Platform was written by Tang, Haifeng;Jensen, Kristian;Houang, Evelyne;McRobb, Fiona M.;Bhat, Sathesh;Svensson, Mats;Bochevarov, Art;Day, Tyler;Dahlgren, Markus K.;Bell, Jeffery A.;Frye, Leah;Skene, Robert J.;Lewis, James H.;Osborne, James D.;Tierney, Jason P.;Gordon, James A.;Palomero, Maria A.;Gallati, Caroline;Chapman, Robert S. L.;Jones, Daniel R.;Hirst, Kim L.;Sephton, Mark;Chauhan, Alka;Sharpe, Andrew;Tardia, Piero;Dechaux, Elsa A.;Taylor, Andrea;Waddell, Ross D.;Valentine, Andrea;Janssens, Holden B.;Aziz, Omar;Bloomfield, Dawn E.;Ladha, Sandeep;Fraser, Ian J.;Ellard, John M.. And the article was included in Journal of Medicinal Chemistry in 2022.Electric Literature of C8H6BrFO2 This article mentions the following:

D-Serine is a coagonist of the N-Me D-aspartate (NMDA) receptor, a key excitatory neurotransmitter receptor. In the brain, D-serine is synthesized from its L-isomer by serine racemase and is metabolized by the D-amino acid oxidase (DAO, DAAO). Many studies have linked decreased D-serine concentration and/or increased DAO expression and enzyme activity to NMDA dysfunction and schizophrenia. Thus, it is feasible to employ DAO inhibitors for the treatment of schizophrenia and other indications. Powered by the Schr鏋歞inger computational modeling platform, we initiated a research program to identify novel DAO inhibitors with the best-in-class properties. The program execution leveraged an hDAO FEP+ model to prospectively predict compound potency. A new class of DAO inhibitors with desirable properties has been discovered from this endeavor. Our modeling technol. on this program has not only enhanced the efficiency of structure-activity relationship development but also helped to identify a previously unexplored subpocket for further optimization. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6Electric Literature of C8H6BrFO2).

Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Electric Literature of C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-catalyzed reductive coupling of homoenolates and their higher homologues with unactivated alkyl bromides was written by Lin, Tingzhi;Gu, Yuanyun;Qian, Pengcheng;Guan, Haixing;Walsh, Patrick J.;Mao, Jianyou. And the article was included in Nature Communications in 2020.Product Details of 4457-67-4 This article mentions the following:

A nickel-catalyzed generation of homoenolates, and their higher homologues, via decarbonylation of readily available cyclic anhydrides was developed. The utility of nickel-bound homoenolates and their higher homologues was demonstrated by cross-coupling with unactivated alkyl bromides, generated a diverse array of aliphatic acids. A broad range of functional groups was tolerated. Preliminary mechanistic studies demonstrated that the oxidative addition of anhydrides by the catalyst was faster than oxidative addition of alkyl bromides. The nickel bound metallocycles were involved in this transformation. The catalyst undergoes a single electron transfer (SET) process with the alkyl bromide. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Product Details of 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Quinazolines and Tetrahydroquinazolines: Copper-Catalyzed Tandem Reactions of 2-Bromobenzyl Bromides with Aldehydes and Aqueous Ammonia or Amines was written by Fan, Xuesen;Li, Bin;Guo, Shenghai;Wang, Yuanyuan;Zhang, Xinying. And the article was included in Chemistry – An Asian Journal in 2014.Recommanded Product: 2-Bromo-4-fluorobenzylbromide This article mentions the following:

An efficient synthesis of diversely substituted quinazolines and 1,2,3,4-tetrahydroquinazolines through copper-catalyzed tandem reactions of the readily available 2-bromobenzyl bromides, aldehydes, and aqueous ammonia or amines has been developed. By using ammonia and simple aliphatic amines as the nitrogen source, the present method provides a versatile and practical protocol for the synthesis of quinazolines and 1,2,3,4-tetrahydroquinazolines. E.g., in presence of Cu(OAc)₂ and DMAP in DMSO at 80 鎺矯, reaction of 2-BrC₆H₄CH₂Br, 4-MeC₆H₄CHO and aqueous ammonia gave 64% quinazoline derivative I. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 2-Bromo-4-fluorobenzylbromide).

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). 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.Recommanded Product: 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and structure-activity relationships of novel arylpiperazines as potent antagonists of 浼?-adrenoceptor was written by Silva, Renata Oliveira;de Oliveira, Andressa Souza;Nunes Lemes, Lais Flavia;de Camargo Nascente, Luciana;Coelho do Nascimento Nogueira, Patricia;Silveira, Edilberto R.;Brand, Guilherme D.;Vistoli, Giulio;Cilia, Antonio;Poggesi, Elena;Buccioni, Michela;Marucci, Gabriella;Bolognesi, Maria Laura;Romeiro, Luiz Antonio Soares. And the article was included in European Journal of Medicinal Chemistry in 2016.Electric Literature of C9H11BrO This article mentions the following:

Arylpiperazines 2-11 were synthesized, and their biol. profiles at 浼?-adrenergic receptors (浼?-ARs) assessed by binding assays in CHO cells expressing human cloned subtypes and by functional experiments in isolated rat vas deferens (浼?A), spleen (浼?B), and aorta (浼?D). Modifications at the 1,3-benzodioxole and Ph phamacophoric units resulted in the identification of a number of potent compounds (moderately selective with respect to the 浼?b-AR), in binding experiments Notably, compound 7 (LDT451) showed a subnanomolar pK_i of 9.41 towards 浼?a-AR. An encouragingly lower 浼?B-potency was a general trend for all the series of compounds, which showed 浼?A/D over 浼?B selectivity in functional assays. If adequately optimized, such peculiar selectivity could have relevance for a potential LUTS/BPH therapeutic application. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Electric Literature of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel acetylcholinesterase inhibitors: Synthesis and structure-activity relationships of phthalimide alkyloxyphenyl N,N-dimethylcarbamate derivatives was written by Zhao, Qianfei;Yang, Guoquan;Mei, Xiangdong;Yuan, Huizhu;Ning, Jun. And the article was included in Pesticide Biochemistry and Physiology in 2009.Formula: C13H14BrNO2 This article mentions the following:

Based on the multiple binding sites of acetylcholinesterase (AChE), a series of AChE inhibitors: phthalimide alkyloxyphenyl N,N-dimethylcarbamate were designed and synthesized. AChE inhibitory activity and structure-activity relationship of the compounds were researched also. The influence of structural variations on the inhibitory potency was carefully investigated by modifying different alkyloxy chain length and position between phthalimide and Ph N,N-dimethylcarbamate (PDM). The biol. properties of the series were investigated by considering the activity on isolated enzyme. Some of the newly synthesized derivatives, when tested on isolated AChE from head of housefly (Musca domestica), were more active than PDM. The compounds J1, J2 and K1-K8 demonstrated higher inhibitory activity (5- to 404-fold) for AChE than that of PDM. In particular, compound K1 displayed the best AChE inhibition (404-fold higher than PDM), which suggested that phthalimide group of K1 strongly bound at the residues lining the gorge while Ph N,N-dimethylcarbamate bound at the catalytic site. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Formula: C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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.Formula: C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

3-{[4-(4-Pyridyl)pyrimidin-2-yl]sulfanylmethyl}benzoic acid was written by Zhu, Hai-Bin;Wang, Hai;Ji, Jun-Feng. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2008.Quality Control of 3-(Bromomethyl)benzoic acid This article mentions the following:

The title compound, C₁₇H₁₃N₃O₂S, was prepared by reaction of 4-(4-pyridyl)pyrimidine-2-thiol with 3-(bromomethyl)benzoic acid under basic conditions. Each pair of mols. is mutually linked via O-H…N hydrogen bonds, forming a dimer. The packing of the dimers is stabilized by C-H…锜?interactions involving the methylene unit of the -CH₂S- linkage and benzene rings. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Quality Control of 3-(Bromomethyl)benzoic acid).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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鑱砨romine 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.Quality Control of 3-(Bromomethyl)benzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Diversity-Oriented Synthesis of Biaryl-Containing Medium Rings Using a One Bead/One Stock Solution Platform was written by Spring, David R.;Krishnan, Shyam;Blackwell, Helen E.;Schreiber, Stuart L.. And the article was included in Journal of the American Chemical Society in 2002.Safety of 2-Bromo-4-fluorobenzylbromide This article mentions the following:

Diversity-oriented synthesis of structurally complex and diverse small mols. can be used as the first step in a process to explore cellular and organismal pathways. The success of this process is likely going to be dependent on advances in the synthesis of small mols. having natural product-like structures in an efficient and stereoselective manner. The development, scope, and mechanism of the oxidation of organocuprates was investigated and exploited in the atropdiastereoselective synthesis of biaryl-containing medium rings (9-, 10-, and 11-membered rings), e.g., I. The methodol. was performed on high-capacity, large polystyrene beads by metalating aryl bromides with i-PrBu₂MgLi, followed by transmetalating with CuCN璺?LiBr and then oxidizing with 1,3-dinitrobenzene, and was used in a diversity-oriented synthesis of biaryl-containing medium rings (library total theor. maximum 1412 members). The high capacity beads were arrayed into 384-well plates and, using a process optimized during the development of a one bead/one stock solution technol. platform, converted into arrays of stock solutions, with each stock solution containing largely one compound These stock solutions were used in numerous phenotypic and protein-binding assays. The process described outlines a pathway that we feel will contribute to a comprehensive and systematic chem. approach to exploring biol. (chem. genetics). In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Safety of 2-Bromo-4-fluorobenzylbromide).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. 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.Safety of 2-Bromo-4-fluorobenzylbromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Catalytic Enantioselective 1,2-Diboration of 1,3-Dienes: Versatile Reagents for Stereoselective Allylation was written by Kliman, Laura T.;Mlynarski, Scott N.;Ferris, Grace E.;Morken, James P.. And the article was included in Angewandte Chemie, International Edition in 2012.Recommanded Product: 28322-40-9 This article mentions the following:

A catalytic enantioselective 1,2-diboration of 1,3-dienes has been described. The 1,2-bis(boronate) products can be employed in versatile stereoselective allylation reactions and deliver a range of functionalized chiral building blocks. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Recommanded Product: 28322-40-9).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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. 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: 28322-40-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Aryl N-[锠?(6-Fluoroindol-1-yl)alkyl]carbamates as Inhibitors of Fatty Acid Amide Hydrolase, Monoacylglycerol Lipase, and Butyrylcholinesterase: Structure-Activity Relationships and Hydrolytic Stability was written by Rudolph, Stefan;Dahlhaus, Helmut;Hanekamp, Walburga;Albers, Christian;Barth, Maximilian;Michels, Giulia;Friedrich, Denise;Lehr, Matthias. And the article was included in ACS Omega in 2021.Computed Properties of C13H14BrNO2 This article mentions the following:

A series of aryl N-[锠?(6-fluoroindol-1-yl)alkyl]carbamates with alkyl spacers of varying lengths between the indole and the carbamate group and with differently substituted aryl moieties at the carbamate oxygen were synthesized and tested for inhibition of the pharmacol. interesting serine hydrolases fatty acid amide hydrolase (FAAH), monoacylglycerol lipase (MAGL), butyrylcholinesterase (BuChE), and acetylcholinesterase (AChE). Furthermore, the chem. stability in an aqueous solution and the metabolic stability toward esterases in porcine liver homogenate and porcine blood plasma were determined While most of the synthesized derivatives were potent inhibitors of FAAH, a considerable inhibition of MAGL and BuChE was elicited only by compounds with a high carbamate reactivity, as evidenced by a significant hydrolysis of these compounds in an aqueous solution However, the high inhibitory potency of some compounds toward MAGL and BuChE, especially that of the ortho-carboxyphenyl derivative 37, could not be explained by chem. reactivity alone. Several of the carbamates studied possessed varying degrees of stability toward esterases from liver and blood plasma. In some cases, marked inactivation by the pseudo-esterase activity of plasma albumin was observed Mass spectrometric studies showed that such carbamates formed covalent bonds with albumin at several sites. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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鑱砨romine 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.Computed Properties of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

2-(Piperidin-4-yl)acetamides as Potent Inhibitors of Soluble Epoxide Hydrolase with Anti-Inflammatory Activity was written by Martin-Lopez, Juan;Codony, Sandra;Bartra, Clara;Morisseau, Christophe;Loza, Maria Isabel;Sanfeliu, Coral;Hammock, Bruce D.;Brea, Jose;Vazquez, Santiago. And the article was included in Pharmaceuticals in 2021.HPLC of Formula: 82702-31-6 This article mentions the following:

The pharmacol. inhibition of soluble epoxide hydrolase (sEH) has been suggested as a potential therapy for the treatment of pain and inflammatory diseases through the stabilization of endogenous epoxyeicosatrienoic acids. Numerous potent sEH inhibitors (sEHI) have been developed, however many contain highly lipophilic substituents limiting their availability. Recently, a new series of benzohomoadamantane-based ureas endowed with potent inhibitory activity for the human and murine sEH was reported. However, their very low microsomal stability prevented further development. Herein, a new series of benzohomoadamantane-based amides were synthesized, fully characterized, and evaluated as sEHI. Most of these amides were endowed with excellent inhibitory potencies. A selected compound displayed anti-inflammatory effects with higher effectiveness than the reference sEHI, TPPU. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6HPLC of Formula: 82702-31-6).

Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.HPLC of Formula: 82702-31-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary