Tag: 100-200

Electric Literature of C4H7BrO2In 2021 ,《Discovery of LYS006, a Potent and Highly Selective Inhibitor of Leukotriene A4 Hydrolase》 was published in Journal of Medicinal Chemistry. The article was written by Markert, Christian; Thoma, Gebhard; Srinivas, Honnappa; Bollbuck, Birgit; Luond, Rainer M.; Miltz, Wolfgang; Walchli, Rudolf; Wolf, Romain; Hinrichs, Jurgen; Bergsdorf, Christian; Azzaoui, Kamal; Penno, Carlos A.; Klein, Kai; Wack, Nathalie; Jager, Petra; Hasler, Franziska; Beerli, Christian; Loetscher, Pius; Dawson, Janet; Wieczorek, Grazyna; Numao, Shin; Littlewood-Evans, Amanda; Rohn, Till A.. The article contains the following contents:

The cytosolic metalloenzyme leukotriene A4 hydrolase (LTA4H) is the final and rate-limiting enzyme in the biosynthesis of pro-inflammatory leukotriene B4 (LTB4). Preclin. studies have validated this enzyme as an attractive drug target in chronic inflammatory diseases. Despite several attempts, no LTA4H inhibitor has reached the market, yet. Herein, we disclose the discovery and preclin. profile of LYS006 (I), a highly potent and selective LTA4H inhibitor. A focused fragment screen identified hits that could be cocrystd. with LTA4H and inspired a fragment merging. Further optimization led to chiral amino acids and ultimately to LYS006, a picomolar LTA4H inhibitor with exquisite whole blood potency and long-lasting pharmacodynamic effects. Due to its high selectivity and its ability to fully suppress LTB4 generation at low exposures in vivo, LYS006 has the potential for a best-in-class LTA4H inhibitor and is currently investigated in phase II clin. trials in inflammatory acne, hidradenitis suppurativa, ulcerative colitis, and NASH. After reading the article, we found that the author used Methyl 3-bromopropanoate(cas: 3395-91-3Electric Literature of C4H7BrO2)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. 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.Electric Literature of C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design, synthesis, and biological evaluation of 3-amino-2-oxazolidinone derivatives as potent quorum-sensing inhibitors of Pseudomonas aeruginosa PAO1》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Jiang, Kai; Yan, Xinlin; Yu, Jiahao; Xiao, Zijian; Wu, Hao; Zhao, Meihua; Yue, Yuandong; Zhou, Xiaoping; Xiao, Junhai; Lin, Feng. Application of 2969-81-5 The article mentions the following:

A series of 3-amino-2-oxazolidinone compounds (I) [R = 4-FC6H4, 4-ClC6H4, 4-NO2C6H4, etc.; X = O, S; n = 1,2,3,4] was designed and synthesized using ZS-12 as the lead compound Compounds I were screened for inhibitory activities against QS using C. violaceum CV026 as a reporter strain. Some of the compounds I showed good activities (IC50 range 3.69-63.58μM) and compound I [R = 4-BrC6H4; X = O; n = 1] inhibition was the most significant (IC50= 3.686 ± 0.5790μM) against biofilm formation and virulence factors determination of P. aeruginosa PAO1. In vitro, compound I [R = 4-BrC6H4; X = O; n = 1] significantly inhibited the formation of PAO1 biofilm (range 42.98%-17.67%), the production of virulence factors (pyocyanin, elastase, rhamnolipid and protease) and bacterial motility. Moreover, the combination of compound I [R = 4-BrC6H4; X = O; n = 1] with an antibiotic (meropenem trihydrate) could significantly improve the antibiotic susceptibility of biofilm P. aeruginosa PAO1 cells. In vivo, compound I [R = 4-BrC6H4; X = O; n = 1] significantly prolonged the lifespan of wildtype Caenorhabditis elegans N2 infected by P. aeruginosa PAO1. In conclusion, compound I [R = 4-BrC6H4; X = O; n = 1] was a candidate agent for antibiotic-resistant P. aeruginosa PAO1 and provided a method for finding new antibacterial drugs. The experimental process involved the reaction of Ethyl 4-bromobutyrate(cas: 2969-81-5Application of 2969-81-5)

Ethyl 4-bromobutyrate(cas: 2969-81-5) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Application of 2969-81-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Photoinduced Radical Borylation of Alkyl Bromides Catalyzed by 4-Phenylpyridine》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Zhang, Li; Wu, Zhong-Qian; Jiao, Lei. Application In Synthesis of (Bromomethyl)cyclopropane The article mentions the following:

Utilizing 4-phenylpyridine catalysis, we developed a visible-light-induced transition-metal-free radical borylation reaction of unactivated alkyl bromides that features a broad substrate scope and mild reaction conditions. Mechanistic studies revealed a novel nucleophilic substitution/photoinduced radical formation pathway, which could be utilized to trigger a variety of radical processes. In addition to this study using (Bromomethyl)cyclopropane, there are many other studies that have used (Bromomethyl)cyclopropane(cas: 7051-34-5Application In Synthesis of (Bromomethyl)cyclopropane) was used in this study.

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Application In Synthesis of (Bromomethyl)cyclopropane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Design, synthesis and preliminary bioactivity evaluations of 8-hydroxyquinoline derivatives as matrix metalloproteinase (MMP) inhibitors》 were Chen, Chen; Yang, Xinying; Fang, Hao; Hou, Xuben. And the article was published in European Journal of Medicinal Chemistry in 2019. Synthetic Route of C4H7BrO2 The author mentioned the following in the article:

8-Hydroxyquinoline-substituted amides such as I were prepared as matrix metalloproteinase-2 and -9 (MMP-2/MMP-9) inhibitors for potential use in treating cancer. I and a related indolylethylamide inhibited MMP-2 and MMP-9 with IC50 values of 0.66-1.3 μM, inhibited the proliferation of human cancer cells with IC50 values of 0.69-22 μM, and inhibited angiogenesis while inhibiting human non-tumor cell growth with IC50 values > 50 μM. I and a related indolylethylamide down-regulated the expression of MMP-2 and MMP-9 in A549 cells; I promoted the apoptosis of A549 cells in vitro. Mol. docking calculations of I in the active sites of MMP-2 and MMP-9 were performed. In the experiment, the researchers used many compounds, for example, 4-Bromobutanoic acid(cas: 2623-87-2Synthetic Route of C4H7BrO2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Synthetic Route of C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Dong, Zhe; Lu, Gang; Wang, Jianchun; Liu, Peng; Dong, Guangbin published 《Modular ipso/ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis》.Journal of the American Chemical Society published the findings.Application of 7073-94-1 The information in the text is summarized as follows:

Palladium/norbornene (Pd/NBE) cooperative catalysis has emerged as a useful tool for preparing poly substituted arenes; however, its substrate scope was largely restricted to aryl iodides. While aryl bromides are considered as standard substrates for Pd-catalyzed cross coupling reactions, their use in Pd/NBE catalysis remains elusive. Here we describe the development of general approaches for aryl bromide-mediated Pd/NBE cooperative catalysis. Through careful tuning the phosphine ligands and quenching nucleophiles, ortho amination, acylation and alkylation of aryl bromides were realized in good efficiency. Importantly, various heteroarene substrates also work well and a wide range of functional groups are tolerated. In addition, the utility of these methods was demonstrated in sequential cross coupling/ortho functionalization reactions, consecutive Pd/NBE-catalyzed difunctionalization to construct penta-substituted aromatics and two-step meta functionalization reactions. Moreover, the origin of the ligand effect in ortho amination reactions was explored through DFT studies. This effort would significantly expand the reaction scope and enhance the synthetic potential for Pd/NBE catalysis in preparing complex aromatic compounds In the experimental materials used by the author, we found 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application of 7073-94-1)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Application of 7073-94-1 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Zhu, Hong; Pan, Yuexiao; Peng, Chengdong; Lian, Hongzhou; Lin, Jun published an article in Angewandte Chemie, International Edition. The title of the article was 《4-Bromo-Butyric Acid-Assisted In Situ Passivation Strategy for Superstable All-Inorganic Halide Perovskite CsPbX3 Quantum Dots in Polar Media》.Application of 2623-87-2 The author mentioned the following in the article:

A crucial challenge is to develop an in situ passivation treatment strategy for CsPbX3 (CPX, X=Cl, Br, and I) quantum dots (QDs) and simultaneously retain their luminous efficiency and wavelength. Here, a facile method to significantly improve the stability of the CPX QDs via in situ crystallization with the synergistic effect of 4-bromo-butyric acid (BBA) and oleylamine (OLA) in polar solvents including aqueous solution and a possible fundamental mechanism are proposed. Monodispersed CsPbBr3 (CPB) QDs obtained in water show high photoluminescence quantum yields (PLQYs) of 86.4% and their PL features of CPB QDs have no significant change after being dispersed in aqueous solution for 96 h, which implies the structure of CPB QDs is unchanged. The results provide a viable design strategy to synthesize all-inorganic perovskite CPX QDs with strong stability against the attack of polar solvents and shed more light on their surface chem.4-Bromobutanoic acid(cas: 2623-87-2Application of 2623-87-2) was used in this study.

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Application of 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Lei; Zhu, Yuqin; Liu, Mengyuan; Xie, Leipeng; Liang, Jimin; Shi, Haoran; Meng, Xiao; Chen, Zhengyang; Han, Jian; Wang, Chao published an article in 2022. The article was titled 《Ligand-Controlled NiH-Catalyzed Regiodivergent Chain-Walking Hydroalkylation of Alkenes》, and you may find the article in Angewandte Chemie, International Edition.Computed Properties of C4H7Br The information in the text is summarized as follows:

A NiH-catalyzed migratory hydroalkylation of alkenyl amines with predictable and switchable regioselectivity is reported. By utilizing a ligand-controlled, directing group-assisted strategy, various alkyl units are site-selectively installed at inert sp3 C-H sites far away from the original C=C bonds. A range of structurally diverse α- and β-branched protected amines are conveniently synthesized via stabilization of 5- and 6-membered nickelacycles resp. This method exhibits broad scope and high functional group tolerance, and can be applied to late-stage modification of medicinally relevant mols. In the experiment, the researchers used (Bromomethyl)cyclopropane(cas: 7051-34-5Computed Properties of C4H7Br)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Computed Properties of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tropmann, Katharina; Bresinsky, Merlin; Forster, Lisa; Moennich, Denise; Buschauer, Armin; Wittmann, Hans-Joachim; Huebner, Harald; Gmeiner, Peter; Pockes, Steffen; Strasser, Andrea published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Abolishing Dopamine D2long/D3 Receptor Affinity of Subtype-Selective Carbamoylguanidine-Type Histamine H2 Receptor Agonists》.Formula: C4H7BrO2 The article contains the following contents:

3-(2-Amino-4-methylthiazol-5-yl)propyl-substituted carbamoylguanidines are potent, subtype-selective histamine H2 receptor (H2R) agonists, but their applicability as pharmacol. tools to elucidate the largely unknown H2R functions in the central nervous system (CNS) is compromised by their concomitant high affinity toward dopamine D2-like receptors (especially to the D3R). To improve the selectivity, a series of novel carbamoylguanidine-type ligands containing various heterocycles, spacers, and side residues were rationally designed, synthesized, and tested in binding and/or functional assays at H1-4 and D2long/3 receptors. This study revealed a couple of selective candidates (among others 31 and 47), and the most promising ones were screened at several off-target receptors, showing good selectivities. Docking studies suggest that the amino acid residues (3.28, 3.32, E2.49, E2.51, 5.42, and 7.35) are responsible for the different affinities at the H2- and D2long/3-receptors. These results provide a solid base for the exploration of the H2R functions in the brain in further studies. In the experiment, the researchers used 4-Bromobutanoic acid(cas: 2623-87-2Formula: C4H7BrO2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Formula: C4H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Chen, Yan-yan; Chen, Zhen-yu; Zhang, Niu-niu; Chen, Jia-hua; Zhang, Xue-jing; Yan, Ming published 《Intramolecular Addition of Triarylmethanes to Alkynes Promoted by KOtBu/DMF: A Synthetic Approach to Indene Derivatives》.European Journal of Organic Chemistry published the findings.Application In Synthesis of 1-Bromo-2-isopropylbenzene The information in the text is summarized as follows:

A method for the intramol. addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives, e.g., I, were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives The reaction is proposed to proceed through the generation of a triphenylmethyl radical. In the experimental materials used by the author, we found 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Application In Synthesis of 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application In Synthesis of 1-Bromo-2-isopropylbenzene Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Synthesis of bis(aryloxy)fluoromethanes using a heterodihalocarbene strategy》 were Recsei, Carl; Barda, Yaniv. And the article was published in Beilstein Journal of Organic Chemistry in 2021. Reference of Ethylbromofluoroacetate The author mentioned the following in the article:

A simple and new procedure was developed for the construction of a bis(aryloxy)fluoromethane moiety I and ROCH(F)OR [R = 4-O2NC6H4, 2,5-di-ClC6H4], for which no existing method was available. The results came from multiple reactions, including the reaction of Ethylbromofluoroacetate(cas: 401-55-8Reference of Ethylbromofluoroacetate)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Reference of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary