Tag: 200-300

Novel 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as potent selective human monoamine oxidase B inhibitors: Design, SAR development, and biological evaluation was written by Kong, Haiyan;Meng, Xianshe;Hou, Rui;Yang, Xiaoxiao;Han, Jihong;Xie, Zhouling;Duan, Yajun;Liao, Chenzhong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.Application of 14425-64-0 This article mentions the following:

Successes have been achieved in developing human monoamine oxidase B (hMAO-B) inhibitors as anti-Parkinson’s disease (PD) drugs. However, low efficiency and unwanted side effects of the marketed hMAO-B inhibitors hamper their medical applications, therefore, novel potent selective hMAO-B inhibitors are still of great interest. Herein we report 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as hMAO-B inhibitors, which were designed by employing a fragment-based drug design strategy to link rasagiline to hydrophobic fragments. Among the synthesized 31 compounds, I and II demonstrated very encouraging hMAO-B inhibitory activities and selectivity over hMAO-A, better than rasagiline and safinamide. In vitro studies indicated that K8 and K24 are nontoxic to nervous tissue cells and they have considerable effects against ROS formation and potential neuroprotective activity. Further mice behavioral tests demonstrated these two compounds have good therapeutic effects on MPTP-induced PD model mice. All these experiment results suggest that compounds K8 and K24 can be promising candidates for further research for treatment of PD. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application of 14425-64-0).

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. 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.Application of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of DHQ-based chemical biology probe to profile cellular targets for HBV was written by Zhang, Qing;Huang, Jianzhou;Chow, Hoi Yee;Wang, Jinzheng;Zhang, Yingjun;Fung, Yi Man Eva;Ren, Qingyun;Li, Xuechen. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Safety of Methyl 4-bromo-2-fluorobenzoate This article mentions the following:

Chronic hepatitis B virus (HBV) infection has been a serious public health burden worldwide. Current anti-HBV therapies could not eliminate HBV ultimately. Considering the characteristics of HBV, it is impossible to be entirely cured based on current therapies. Therefore, it is urgently needed to develop novel therapeutic agents with new mechanism of action. The dihydroquinolizinone (DHQ) derivatives exhibited potent anti-HBV activity by decreasing HBV DNA and HBsAg level in an obscure mechanism of action. In this study, we have optimized the DHQ scaffold, developed the photoaffinity probe, with which to identify potential binding proteins. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Safety of Methyl 4-bromo-2-fluorobenzoate).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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). 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 Methyl 4-bromo-2-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium-Catalyzed Enantioselective C(sp²)-H Imidoylation by Desymmetrization was written by Wang, Jian;Gao, De-Wei;Huang, Jinbo;Tang, Shi;Xiong, Zhuang;Hu, Huaanzi;You, Shu-Li;Zhu, Qiang. And the article was included in ACS Catalysis in 2017.Recommanded Product: 61150-57-0 This article mentions the following:

An efficient palladium-catalyzed enantioselective isocyanide insertion/desymmetrizing C(sp²)-H bond activation reaction allowed by a SPINOL-derived phosphoramidite ligand was developed. 3,4-Dihydroisoquinolines containing C3 quaternary stereogenic centers, e.g., I, were obtained in high yields with good enantioselectivity under mild conditions. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 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). 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: 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

C-H Bond Functionalization in the Synthesis of Fused 1,2,3-Triazoles was written by Panteleev, Jane;Geyer, Karolin;Aguilar-Aguilar, Angelica;Wang, Letian;Lautens, Mark. And the article was included in Organic Letters in 2010.Name: 2-Bromo-4-methyl-6-nitroaniline This article mentions the following:

A highly modular approach to fused 1,2,3-triazoles, e.g. I, has been developed featuring a one-pot procedure combining copper(I) catalyzed azide-alkyne cycloaddition and palladium-catalyzed C-H bond functionalization. A class of structurally unique heterocycles was synthesized in good yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7Name: 2-Bromo-4-methyl-6-nitroaniline).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) 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.Name: 2-Bromo-4-methyl-6-nitroaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bicyclic Heterocyclic Replacement of an Aryl Amide Leading to Potent and Kinase-Selective Adaptor Protein 2-Associated Kinase 1 Inhibitors was written by Hartz, Richard A.;Ahuja, Vijay T.;Nara, Susheel J.;Kumar, C. M. Vijaya;Manepalli, Raju K. V. L. P.;Sarvasiddhi, Sarat Kumar;Honkhambe, Swarnamba;Patankar, Vidya;Dasgupta, Bireshwar;Rajamani, Ramkumar;Muckelbauer, Jodi K.;Camac, Daniel M.;Ghosh, Kaushik;Pokross, Matthew;Kiefer, Susan E.;Brown, Jeffrey M.;Hunihan, Lisa;Gulianello, Michael;Lewis, Martin;Lippy, Jonathan S.;Surti, Neha;Hamman, Brian D.;Allen, Jason;Kostich, Walter A.;Bronson, Joanne J.;Macor, John E.;Dzierba, Carolyn D.. And the article was included in Journal of Medicinal Chemistry in 2022.Recommanded Product: 2-Amino-5-bromo-4-methoxybenzoic acid This article mentions the following:

Investigation of the structure-activity relationships (SARs) of substituents on the resultant quinazoline and quinoline ring systems led to the identification of (S)- I =[R¹ = CN, R² = H], a brain-penetrant, AAK1-selective inhibitor with improved enzyme and cellular potency. The synthesis, SAR, and in vivo evaluation of a series of quinazoline and quinoline-based AAK1 inhibitors were described herein. In the experiment, the researchers used many compounds, for example, 2-Amino-5-bromo-4-methoxybenzoic acid (cas: 169045-04-9Recommanded Product: 2-Amino-5-bromo-4-methoxybenzoic acid).

2-Amino-5-bromo-4-methoxybenzoic acid (cas: 169045-04-9) 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. Recommanded Product: 2-Amino-5-bromo-4-methoxybenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of novel sulfone derivatives containing 1,3,4-oxadiazole moiety was written by Su, Shihu;Zhou, Xia;Zhou, Yan;Liao, Guoping;Shi, Li;Yang, Xia;Zhang, Xian;Jin, Linhong. And the article was included in World Journal of Organic Chemistry in 2014.Recommanded Product: 653-92-9 This article mentions the following:

Series of novel sulfone derivatives containing 1,3,4-oxadiazole moiety I [R¹ = 4-F-2-Me, 2,5-Cl₂, 2-Br-4-F, etc.; R² = Me, Et, CH(CH₃)₂, n-propyl] and II [R² = Me, Et, CH₂Ph] were synthesized. All the target compounds were characterized by ¹H and ¹³C NMR, IR spectroscopy and elemental anal. Their antifungal activities were tested in vitro with six important phytopathogenic fungi, namely, Gibberella zeae, Fusarium oxysporum, Cytospora mandshurica, Phytophthora infestans, Paralepetopsis sasakii and Sclerotinia sclerotiorum using the mycelium growth inhibition method. Their antibacterial activities were tested in vitro with two important phytopathogenic bacteria, namely, Xanthomonas oryzae and Ralstonia solanacearum from tobacco bacterial by the turbid meter test. Compounds I [R¹ = 2-Cl-4-F, 4-CF₃; R² = Me] and II [R² = Me, Et] exhibited the most potent inhibition against R. solanacearum and X. oryzae with 50% inhibition concentration (EC₅₀) from 1.97 to 7.75 μg/mL and 0.45 to 0.52 μg/mL, resp. Their antifungal tests indicated that among target compounds exhibited good antifungal activities against six kinds of fungi, especially against S. sclerotiorum with EC₅₀ from 3.71 to 17.44 μg/mL. In vivo antibacterial activities tests demonstrated that the controlling effect of compound II [R² = Me] (81.9%) against rice bacterial leaf blight were better than that of bismerthiazol (50.8%) and thiodiazole-copper (44.7%). The results also demonstrated that compounds I [R¹ = 2-Cl-4-F; R² = Me] and II [R² = Me, Et] had a better antifungal and antibacterial activity, with good characteristics of broad spectrum. The structure-activity relationships were also discussed. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Recommanded Product: 653-92-9).

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. 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.Recommanded Product: 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of HIV NNRTI Doravirine Analogues via Visible-Light Photoredox Decarboxylative Cross-Coupling was written by Suen, Linda M.;Wang, Cheng;Hunter, David N.;Mitchell, Helen J.;Converso, Antonella;ElMarrouni, Abdellatif. And the article was included in Synthesis in 2018.Safety of Methyl 4-bromo-2-fluorobenzoate This article mentions the following:

A C(sp ²)-C(sp ³) decarboxylative cross-coupling reaction utilizing dual nickel and photoredox catalysis for rapid parallel synthesis of diverse C-ring analogs of the HIV NNRTI clin. candidate doravirine is developed and described herein. This protocol features an alkylation with readily available and inexpensive Me bromoacetate followed by hydrolysis to prepare an advanced doravirine intermediate, which undergoes decarboxylative cross-coupling with a variety of aryl and heteroaryl bromides. The mildness, broad applicability, and sustainability of the current methodol. are improvements over previously reported procedures and allow for rapid parallel synthesis of analogs. The optimization and scope of this method are reported. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Safety of Methyl 4-bromo-2-fluorobenzoate).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Safety of Methyl 4-bromo-2-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Facile access to 4-aryl-2(5H)-furanones by Suzuki cross coupling: efficient synthesis of rubrolides C and E was written by Boukouvalas, John;Lachance, Nicolas;Ouellet, Michel;Trudeau, Martin. And the article was included in Tetrahedron Letters in 1998.Recommanded Product: 3,5-Dibromo-4-methoxybenzaldehyde This article mentions the following:

The Pd(0)-catalyzed cross coupling between 4-bromo-2(5H)-furanones and arylboronic acids provides the corresponding 4-aryl-2(5H)-furanones in yields of 61-85%. By using this method in conjunction with furanolate chem., the marine antibiotics rubrolides C (I; X = Br) and E (I; X = H) were synthesized in highly efficient fashion (4 steps, 61 and 56% overall yield, resp.) from β-tetronic acid. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Recommanded Product: 3,5-Dibromo-4-methoxybenzaldehyde).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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. 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.Recommanded Product: 3,5-Dibromo-4-methoxybenzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Water enables an asymmetric cross reaction of α-keto acids with α-keto esters for the synthesis of quaternary isotetronic acids was written by Chen, Ping;Wang, Kai;Zhang, Boyu;Guo, Wengang;Liu, Yan;Li, Can. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Recommanded Product: 57293-19-3 This article mentions the following:

A water promoted asym. aldol/lactonization/enolization cascade reaction of α-keto acids R¹CH₂C(O)C(O)OH (R¹ = H, Me) and α-keto esters R²C(O)C(O)OC(CH₃)₃ [R² = 4-FC₆H₄(CH₂)₂, CH₂=CH(CH₂)₂, C₆H₅CH₂O(CH₂)₃, etc.] was developed, affording the first general protocol for the construction of chiral quaternary isotetronic acids I with excellent enantioselectivity. Theor. results indicate that intramol. ionized enamine intermediates stabilized by water generate zwitterionic transition states in a lower activation energy and higher face selectivity, resulting in high activity and chemo- and enantioselectivity. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Recommanded Product: 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Substituent effects. 6. Charged groups: a simple extension of the Hammett equation was written by Hoefnagel, A. J.;Hoefnagel, M. A.;Wepster, B. M.. And the article was included in Journal of Organic Chemistry in 1978.COA of Formula: C8H7BrO2 This article mentions the following:

Extensive exptl. data show that the Hammett equation fails for charged substituents (poles); variations of σ over >1 unit are common. Addition of the Bjerrum field effect term, δ^B, yields a more general equation which holds satisfactorily for poles (at zero ionic strength) and dipoles; δ^B is a Coulombic term from classical equations, characteristically containing the dielec. constant of the solvent, D_s. Examples are given where only the Bjerrum term counts, among which are acidic ester hydrolysis and 4-CH₂CH₂NMe₃⁺ substitution. Where δ^B â‰?0 the general equation reduces to the form of the Hammett equation. With dipoles this holds almost generally (gas-phase data being 1 of the exceptions); with poles this holds, for instance, for S_N1 reactions and for reactivities at high ionic strengths. The data are also discussed in relation to the meta/para ratio of the inductive effect, the Kirkwood-Westheimer model, the Hine equation, through-resonance effects (σ^L+ and σ^L-), naphthalene derivatives and ortho substitution. The applicability of δ^B in aliphatic systems is illustrated and an extended Taft equation is given. The dichotomous general equation is compatible with a 2-stage model of reactivities. For example, in the first (ionization) stage of the dissociation of XH the X-H distance increases to give a pair of ions or a discrete ion pair X^–H⁺; in the second stage the proton goes to infinity. The 1st stage is structure dependent and equally so for poles and dipoles, and the 2nd stage is structure independent and D_s is applicable. The Kirkwood-Westheimer cavity model can be parametrized so as to conform with the Bjerrum model. This reevaluation of the cavity model is supported by exptl. evidence. 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. 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). 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.COA of Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary