Tag: 200-300

Bobileva, Olga; Bobrovs, Raitis; Kanepe, Iveta; Patetko, Liene; Kalnins, Gints; Sisovs, Mihails; Bula, Anna L.; Grinberga, Solveiga; Boroduskis, Martins; Ramata-Stunda, Anna; Rostoks, Nils; Jirgensons, Aigars; Tars, Kaspars; Jaudzems, Kristaps published their research in ACS Medicinal Chemistry Letters in 2021. The article was titled 《Potent SARS-CoV-2 mRNA Cap Methyltransferase Inhibitors by Bioisosteric Replacement of Methionine in SAM Cosubstrate》.Related Products of 1129-28-8 The article contains the following contents:

Viral mRNA cap methyltransferases (MTases) are emerging targets for the development of broad-spectrum antiviral agents. In this work, we designed potential SARS-CoV-2 MTase Nsp14 and Nsp16 inhibitors by using bioisosteric substitution of the sulfonium and amino acid substructures of the cosubstrate S-adenosylmethionine (SAM), which serves as the Me donor in the enzymic reaction. The synthetically accessible target structures were prioritized using mol. docking. Testing of the inhibitory activity of the synthesized compounds showed nanomolar to submicromolar IC50 values for 5 compounds To evaluate selectivity, enzymic inhibition of the human glycine N-methyltransferase involved in cellular SAM/SAH ratio regulation was also determined, which indicated that the discovered compounds are nonselective inhibitors of the studied MTases with slight selectivity for Nsp16. No cytotoxic effects were observed; however, this is most likely a result of the poor cell permeability of all evaluated compounds The experimental part of the paper was very detailed, including the reaction process of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Related Products of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Related Products of 1129-28-8 Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Journal of Medicinal Chemistry included an article by Selvam, Chelliah; Lemasson, Isabelle A.; Brabet, Isabelle; Oueslati, Nadia; Karaman, Berin; Cabaye, Alexandre; Tora, Amelie S.; Commare, Bruno; Courtiol, Tiphanie; Cesarini, Sara; McCort-Tranchepain, Isabelle; Rigault, Delphine; Mony, Laetitia; Bessiron, Thomas; McLean, Heather; Leroux, Frederic R.; Colobert, Francoise; Daniel, Herve; Goupil-Lamy, Anne; Bertrand, Hugues-Olivier; Goudet, Cyril; Pin, Jean-Philippe; Acher, Francine C.. Related Products of 1129-28-8. The article was titled 《Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites》. The information in the text is summarized as follows:

A group III metabotropic glutamate (mGlu) receptor agonist (PCEP) was identified by virtual HTS. This orthosteric ligand is composed by an L-AP4-derived fragment that mimics glutamate and a chain that binds into a neighboring pocket, offering possibilities to improve affinity and selectivity. Herein the authors describe a series of derivatives where the distal chain is replaced by an aromatic or heteroaromatic group. Potent agonists were identified, including some with a mGlu4 subtype preference, e.g., 17m (LSP1-2111) and 16g (LSP4-2022). Mol. modeling suggests that aromatic functional groups may bind at either one of the two chloride regulatory sites. These agonists may thus be considered as particular bitopic/dualsteric ligands. 17m was shown to reduce GABAergic synaptic transmission at striatopallidal synapses. The authors now demonstrate its inhibitory effect at glutamatergic parallel fiber-Purkinje cell synapses in the cerebellar cortex. Although these ligands have physicochem. properties that are markedly different from typical CNS drugs, they hold significant therapeutic potential. In the experimental materials used by the author, we found Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Related Products of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Related Products of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Ramsbeck, Daniel; Hamann, Antje; Richter, Georg; Schlenzig, Dagmar; Geissler, Stefanie; Nykiel, Vera; Cynis, Holger; Schilling, Stephan; Buchholz, Mirko published 《Structure-Guided Design, Synthesis, and Characterization of Next-Generation Meprin β Inhibitors》.Journal of Medicinal Chemistry published the findings.Recommanded Product: Methyl 3-(bromomethyl)benzoate The information in the text is summarized as follows:

The metalloproteinase meprin β emerged as a current drug target for the treatment of a number of disorders, among those fibrosis, inflammatory bowel disease and Morbus Alzheimer. A major obstacle in the development of metalloprotease inhibitors is target selectivity to avoid side effects by blocking related enzymes with physiol. functions. Here, we describe the structure-guided design of a novel series of compounds, based on previously reported highly active meprin β inhibitors. The bioisosteric replacement of the sulfonamide scaffold gave rise to a next generation of meprin inhibitors. Selected compounds based on this novel amine scaffold exhibit high activity against meprin β and also remarkable selectivity over related metalloproteases, i.e., matrix metalloproteases and A disintegrin and metalloproteinases. In the experiment, the researchers used many compounds, for example, Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Recommanded Product: Methyl 3-(bromomethyl)benzoate)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Recommanded Product: Methyl 3-(bromomethyl)benzoate Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Nikodemiak, Paul; Koert, Ulrich published 《Metal-Catalyzed Synthesis of Functionalized 1,2,4-Oxadiazoles from Silyl Nitronates and Nitriles》.Advanced Synthesis & Catalysis published the findings.Electric Literature of C9H9BrO2 The information in the text is summarized as follows:

The metal-catalyzed cycloaddition of silyl nitronates and nitriles leading to 1,2,4-oxadiazoles I [R = Me, 1-cyclohexene, Ph, etc.; R1 = Me, CH2Cl, CO2Me, etc.] was described. Silver(I) triflate (AgOTf) and ytterbium(III) triflate [Yb(OTf)3] were the suitable catalysts. A variety of functional groups was tolerated in the nitrile. The reaction worked well for alkenyl and aryl silyl nitronates while the use of alkyl silyl nitronates was less efficient. Mechanistic studies were in favor of an elimination of tert-butyl(dimethyl)silanol (TBSOH) after the cycloaddition step. This new approach was also applied for the synthesis of the drug ataluren. In the part of experimental materials, we found many familiar compounds, such as Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Electric Literature of C9H9BrO2)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Electric Literature of C9H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Joergensen, Lars; Al-Khawaja, Anas; Kickinger, Stefanie; Vogensen, Stine B.; Skovgaard-Petersen, Jonas; Rosenthal, Emil; Borkar, Nrupa; Loffler, Rebekka; Madsen, Karsten K.; Brauner-Osborne, Hans; Schousboe, Arne; Ecker, Gerhard F.; Wellendorph, Petrine; Clausen, Rasmus P. published 《Structure-Activity Relationship, Pharmacological Characterization, and Molecular Modeling of Noncompetitive Inhibitors of the Betaine/γ-Aminobutyric Acid Transporter 1 (BGT1)》.Journal of Medicinal Chemistry published the findings.Application of 1129-28-8 The information in the text is summarized as follows:

N-(1-Benzyl-4-piperidinyl)-2,4-dichlorobenzamide (BPDBA) is a noncompetitive inhibitor of the betaine/GABA transporter 1 (BGT1). The authors here report the synthesis and structure-activity relationship of 71 analogs. The authors identify I as a more soluble 2,4-Cl substituted 3-pyridine analog with retained BGT1 activity and an improved off-target profile compared to BPDBA. The authors performed radioligand-based uptake studies at chimeric constructs between BGT1 and GAT3, experiments with site-directed mutated transporters, and computational docking in a BGT1 homol. model based on the newly determined x-ray crystal structure of the human serotonin transporter (hSERT). On the basis of these experiments, the authors propose a binding mode involving residues within TM10 in an allosteric site in BGT1 that corresponds to the allosteric binding pocket revealed by the hSERT crystal structure. The study provides first insights into a proposed allosteric binding pocket in BGT1, which accommodates the binding site for a series of novel noncompetitive inhibitors. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Application of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Application of 1129-28-8 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Liang, Guodong; Wang, Huixin; Chong, Huihui; Cheng, Siqi; Jiang, Xifeng; He, Yuxian; Wang, Chao; Liu, Keliang published 《An effective conjugation strategy for designing short peptide-based HIV-1 fusion inhibitors》.Organic & Biomolecular Chemistry published the findings.Product Details of 1129-28-8 The information in the text is summarized as follows:

Lengthy peptides corresponding to the C-terminal heptad repeat (C-peptides) of human immunodeficiency virus type 1 (HIV-1) gp41 are potent inhibitors against virus-cell fusion. Designing short C-peptide-based HIV-1 fusion inhibitors could potentially redress the physicochem. and tech. liabilities of a long-peptide therapeutic. However, designing such inhibitors with high potency has been challenging. We generated a conjugated architecture by incorporating small-mol. inhibitors of gp41 into the N-terminus of a panel of truncated C-peptides. Among these small mol.-capped short peptides, the 26-residue peptide Indole-T26 inhibited HIV-1 Env-mediated cell-cell fusion and viral replication at low nanomolar levels, reaching the potency of the only clin. used 36-residue peptide T20 (enfuvirtide). Collectively, our work opens up a new avenue for developing short peptide-based HIV-1 fusion inhibitors, and may have broad applicability to the development of modulators of other class I fusion proteins. The results came from multiple reactions, including the reaction of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Product Details of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.Product Details of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2015,Pogrebnoi, Vsevolod published 《New N-glucosylated substituted anilines》.Chemistry Journal of Moldova published the findings.Quality Control of 3,5-Dibromoaniline The information in the text is summarized as follows:

The reaction of (+)-D-glucose 1 with 4-chloroaniline 6b or 3,5-dibromoaniline 12 leads almost exclusively to the β-configuration of N-glucosylated anilines 7b and 13. Acetylated derivatives 8b, 14 and 15 were obtained by dissolving/suspending substances 7b and 13 in Ac2O/Py mixture The acetylation of 2-(3,5-dibromophenylamino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 13 is less selective than in the case of the 2-(4-chlorophenylamino)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 7b and leads to compounds 2-(acetoxymethyl)-6-(3,5-dibromophenylamino)tetrahydro-2H-pyran-3,4,5-triyl triacetate 14 and 2-(acetoxymethyl)-6-(3,5-dibromophenylamino)-5-hydroxytetrahydro-2H-pyran-3,4-diyl diacetate 15 in a 2:1 ratio. The product 14 is formed with greater selectivity and in a higher yield (up to 80%) when the reaction is catalyzed by DMAP and stored for one week at +4°C. The results came from multiple reactions, including the reaction of 3,5-Dibromoaniline(cas: 626-40-4Quality Control of 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Quality Control of 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2014,Carbain, Benoit; Paterson, David J.; Anscombe, Elizabeth; Campbell, Allyson J.; Cano, Celine; Echalier, Aude; Endicott, Jane A.; Golding, Bernard T.; Haggerty, Karen; Hardcastle, Ian R.; Jewsbury, Philip J.; Newell, David R.; Noble, Martin E. M.; Roche, Celine; Wang, Lan Z.; Griffin, Roger J. published 《8-Substituted O6-Cyclohexylmethylguanine CDK2 Inhibitors: Using Structure-Based Inhibitor Design to Optimize an Alternative Binding Mode》.Journal of Medicinal Chemistry published the findings.HPLC of Formula: 76006-33-2 The information in the text is summarized as follows:

Evaluation of the effects of purine C-8 substitution within a series of CDK1/2-selective O6-cyclohexylmethylguanine derivatives revealed that potency decreases initially with increasing size of the alkyl substituent. Structural anal. showed that C-8 substitution is poorly tolerated, and to avoid unacceptable steric interactions, these compounds adopt novel binding modes. Thus, 2-amino-6-cyclohexylmethoxy-8-isopropyl-9H-purine adopts a “”reverse”” binding mode where the purine backbone has flipped 180°. This provided a novel lead chemotype from which we have designed more potent CDK2 inhibitors using, in the first instance, quantum mech. energy calculations Introduction of an ortho-tolyl or ortho-chlorophenyl group at the purine C-8 position restored the potency of these “”reverse”” binding mode inhibitors to that of the parent 2-amino-6-cyclohexylmethoxy-9H-purine. By contrast, the corresponding 8-(2-methyl-3-sulfamoylphenyl)-purine derivative exhibited submicromolar CDK2-inhibitory activity by virtue of engineered addnl. interactions with Asp86 and Lys89 in the reversed binding mode, as confirmed by X-ray crystallog. In addition to this study using 3-Bromo-2-methylbenzoic acid, there are many other studies that have used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2HPLC of Formula: 76006-33-2) was used in this study.

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. HPLC of Formula: 76006-33-2 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of C11H13BrO2On September 30, 1991 ,《Interphenylene 7-oxabicyclo[2.2.1]heptane thromboxane A2(TxA2)antagonists. Semicarbazone ω-chains》 was published in Journal of Medicinal Chemistry. The article was written by Misra, Raj N.; Brown, Baerbel R.; Han, Wen Ching; Harris, Don N.; Hedberg, Anders; Webb, Maria L.; Hall, Steven E.. The article contains the following contents:

A series of chiral interphenylene oxabicycloheptane semicarbazones I [n = 1, 2; X = CH2, OCH2, (CH2)2, (CH2)3] were prepared and evaluated for their in vitro thromboxane (TxA2) antagonist activity and in vivo duration of action. The potency of I was highly dependent on the substitution pattern of the interphenylene ring and decreased in the order ortho > meta > para. (S)-I [n = 1; X = (CH2)2 (II)] (SQ 35,091) was identified as a potent and long-acting TxA2 antagonist. In human platelet rich plasma II inhibited arachidonic acid (800 μM) and U-46,619 (10 μM) induced aggregation with T50 values of 3 and 12 nM, resp. In contrast, no inhibition of ADP (20 μM) induced aggregation was observed at >1000 μM. Receptor binding studies with [3H]-SQ 29,548 showed II was a competitive antagonist with a Kd value of 1.0 ± 0.1 nM in human platelet membranes. In vivo II (0.2 mg/kg po) showed extended protection (T50 = 16 h) from U-46,619 (2 mg/kg i.v.) induced death in mice. These compounds have for the 1st time demonstrated that a metabolically stable interphenylene α side chain can be introduced into a prostanoid-like series of TxA2 antagonists with the maintenance of potent antagonist activity. In the experimental materials used by the author, we found Ethyl 3-(2-bromophenyl)propanoate(cas: 135613-33-1Synthetic Route of C11H13BrO2)

Ethyl 3-(2-bromophenyl)propanoate(cas: 135613-33-1) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties. Synthetic Route of C11H13BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Oxidation of Substituted Toluenes by Nitric Acid》 was written by Kazakov, P. V.; Gorelenko, S. V.; Derevyagina, I. D.; Lukashov, O. I.; Mirzabekova, N. S.. Electric Literature of C7H5BrO2This research focused ontoluene nitric acid oxidation; benzoic acid preparation. The article conveys some information:

Oxidation by HNO3 at atm. pressure of toluenes with electroneg. substituents on the benzene ring was studied. A method enabling the corresponding benzoic acids to be obtained in high yields with minimal wastes was developed. The method could be used in the laboratory and in production of medicines. The results came from multiple reactions, including the reaction of 4-Bromobenzoic acid(cas: 586-76-5Electric Literature of C7H5BrO2)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Electric Literature of C7H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary