Tag: 200-300

Coupling reactions of halobenzenes with alkynes. The synthesis of phenylacetylenes and symmetrical or unsymmetrical 1,2-diphenylacetylenes was written by Stara, Irena G.;Stary, Ivo;Kollarovic, Adrian;Teply, Filip;Saman, David;Fiedler, Pavel. And the article was included in Collection of Czechoslovak Chemical Communications in 1999.Related Products of 61150-57-0 This article mentions the following:

The Pd- or Pd/Cu-catalyzed coupling reactions of halobenzenes bearing the Me, hydroxymethyl, acetoxymethyl, methoxycarbonyl, or both methoxy and 4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl groups in the ortho-position with gaseous or metalated acetylene, (trialkylsilyl)acetylenes, and arylacetylenes were systematically studied. Various functionalized aryl- or diarylacetylenes were synthesized in good to excellent yields. Whereas addnl. fluoro, nitro, or methoxy group attached to the benzene ring does not interfere in the coupling reactions, the presence of a methoxycarbonyl requires a careful optimization of reaction conditions to achieve moderate yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Related Products of 61150-57-0).

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闂佺偨鍎茶ぐ绲﹐mine 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.Related Products of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors was written by Moretto, A. F.;Kirincich, S. J.;Xu, W. X.;Smith, M. J.;Wan, Z.-K.;Wilson, D. P.;Follows, B. C.;Binnun, E.;Joseph-McCarthy, D.;Foreman, K.;Erbe, D. V.;Zhang, Y. L.;Tam, S. K.;Tam, S. Y.;Lee, J.. And the article was included in Bioorganic & Medicinal Chemistry in 2006.Synthetic Route of C8H6BrFO2 This article mentions the following:

A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations The potency of this lead compound has been improved significantly by medicinal chem. guided by x-ray crystallog. and mol. modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Synthetic Route of C8H6BrFO2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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闁艰京鐗梤omine bond is electrophilic in nature. 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 C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors was written by Pan, Liangkun;Zheng, Qiang;Chen, Yu;Yang, Rui;Yang, Yanyan;Li, Zhongjun;Meng, Xiangbao. And the article was included in European Journal of Medicinal Chemistry in 2018.COA of Formula: C8H7BrO2 This article mentions the following:

Indoleamine 2,3-dioxygenase 1 mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure-activity relationship was investigated. Among them, five compounds, e.g., I,displayed potent IDO1 inhibitory activities with IC₅₀ values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clin. trial III evaluation. In addition, three compounds, e.g. II, decreased the kynurenine levels in rat plasma by 30%-50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound II (IDO1 IC₅₀ = 120 nM) showed promising TDO inhibition (IC₅₀ 72 nM) and was identified as an IDO1/TDO dual inhibitor. 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). Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. COA of Formula: C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of fluorescent bisboronic acid sensors and their recognition of mono-/oligo-saccharides was written by Wang, Yan-En;Rong, Rui-Xue;Chen, Hua;Zhu, Meng-Yuan;Wang, Bing-He;Li, Xiao-Liu. And the article was included in Chinese Chemical Letters in 2017.Product Details of 166821-88-1 This article mentions the following:

Sensors capable of recognizing cell surface carbohydrates, such as sialyl Lewis X (sLe^x), are invaluable research tools and for the diagnosis and early detection of many forms of cancer. In this paper, we report the design and synthesis of a series of bisboronic acids 6(a-f) as fluorescent sensors towards mono-/oligosaccharides. Among them, compounds 6d and 6e showed strong binding affinities with glucose and fructose, while compound 6c, in which two anthracene-based boronic acid units were linked by a hexamethylene spacer, was able to recognize sLe^x selectivity and stained HEPG2 cells at 1 婵炴挾鎸紀l/L. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Product Details of 166821-88-1).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) 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. 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.Product Details of 166821-88-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pharmacophore-Based Design of Novel Oxadiazoles as Selective Sphingosine-1-phosphate (S1P) Receptor Agonists with in vivo Efficacy was written by Quattropani, Anna;Sauer, Wolfgang H. B.;Crosignani, Stefano;Dorbais, Jerome;Gerber, Patrick;Gonzalez, Jerome;Marin, Delphine;Muzerelle, Mathilde;Beltran, Fanny;Nichols, Anthony;Georgi, Katrin;Schneider, Manfred;Vitte, Pierre-Alain;Eligert, Valerie;Novo-Perez, Laurence;Hantson, Jennifer;Nock, Sebastien;Carboni, Susanna;Soares de Souza, Adriano Luis;Arrighi, Jean-Francois;Boschert, Ursula;Bombrun, Agnes. And the article was included in ChemMedChem in 2015.Recommanded Product: 107317-58-8 This article mentions the following:

Sphingosine-1-phosphate (S1P) receptor agonists have shown promise as therapeutic agents for multiple sclerosis (MS) due to their regulatory roles within the immune, central nervous system, and cardiovascular system. Here, the design and optimization of novel [1,2,4]oxadiazole derivatives as selective S1P receptor agonists are described. The structure-activity relation exploration was carried out on the three dominant segments of the series: modification of the polar head group (P), replacement of the oxadiazole linker (L) with different five-membered heterocycles, and the use of diverse 2,2′-disubstituted biphenyl moieties as the hydrophobic tail (H). All three segments have a significant impact on potency, S1P receptor subtype selectivity, physicochem. properties, and in vitro absorption, distribution, metabolism, excretion and toxicity (ADMET) profile of the compounds From these optimization studies, a selective S1P₁ agonist, N-methyl-N-(4-{5-[2-methyl-2′-(trifluoromethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)glycine (45), and a dual S1P_1,5 agonist, N-methyl-N-(3-{5-[2′-methyl-2-(trifluoromethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)glycine (49), emerged as frontrunners. These compounds distribute predominantly in lymph nodes and brain over plasma and induce long lasting decreases in lymphocyte count after oral administration. When evaluated head-to-head in an exptl. autoimmune encephalomyelitis mouse model, together with the marketed drug fingolimod, a pan-S1P receptor agonist, S1P_1,5 agonist 49 demonstrated comparable efficacy while S1P₁-selective agonist 45 was less potent. Compound 49 is not a prodrug, and its improved property profile should translate into a safer treatment of relapsing forms of MS. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8Recommanded Product: 107317-58-8).

Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Recommanded Product: 107317-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of compounds allied to rhododendrin was written by Kim, Ki-U. And the article was included in Yakugaku Zasshi in 1943.HPLC of Formula: 57293-19-3 This article mentions the following:

In order to exam. the pharmacol. action of compounds allied to rhododendrin, the following compounds were synthesized. 1-(p-Hydroxyphenyl)-2-propanol: p-MeOC₆H₄CH:CHMe(+ Br) 闂?MeOC₆H₄CHBrCHBrMe (+ CaO) 闂?MeOC₆H₄CH(OH)CHBrMe (+ 2.5% alkali) 闂?MeOC₆H₄CH(OH)CH(OH)Me (heating to 180闁? 闂?MeOC₆H₄CH₂COMe (+ Na + EtOH) 闂?MeOC₆H₄CH₂CH(OH)Me (+ Grignard reagent) 闂?p-HOC₆H₄CH₂CH(OH)Me. 5-(p-Hydroxyphenyl)-2-pentanol: p-MeOC₆H₄CHO + AcOEt (+ Na) 闂?MeOC₆H₄CH:CHCO₂Et (+ H) 闂?MeOC₆H₄CH₂CH₂CO₂Et (+ Na + AmOH) 闂?MeOC₆H₄(CH₂)₃OH (+ PBr₃) 闂?MeOC₆H₄(CH₂)₃Br 闂?MeOC₆H₄(CH₂)₃CN (+ MeMgI) 闂?MeOC₆H₄(CH₂)₃COMe 闂?MeOC₆H₄(CH₂)₃CH(OH)Me 闂?HOC₆H₄(CH₂)₃CH(OH)Me. By similar methods were prepared: 6-(p-hydroxyphenyl)-2-hexanol, from p-MeOC₆H₄CHO and EtCOMe; 1-(m-hydroxyphenyl)-3-butanol, from m-MeOC₆H₄CHO and Me₂CO; 1-(4-hydroxy-3-methoxyphenyl)-3-butanol, from vanillin and Me₂CO; 1-(p-hydroxyphenyl)-3-pentanol, from p-MeOC₆H₄CHO and AcOEt; 1-(4-hydroxy-3-methylphenyl)-3-butanol from 3,4-Me(HO)C₆H₃CHO (prepared from m-MeC₆H₄OH, HCN, AlCl₃, and HCl) and Me₂CO; 1-(4-hydroxy-2-methylphenyl)-3-butanol, from 2,4-Me(HO)C₆H₃CHO and Me₂CO; and 1-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-butanol, from 5,2-Me(Me₂CH)C₆H₃OH through 2,5,4-Me(Me₂CH)(HO)C₆H₂CHO. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3HPLC of Formula: 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. HPLC of Formula: 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Radical 1,4-Aryl Migration Enabled Remote Cross-Electrophile Coupling of 濞?Amino-閻?Bromo Acid Esters with Aryl Bromides was written by Tang, Shi;Xu, Zhen-Hua;Liu, Ting;Wang, Shuo-Wen;Yu, Jian;Liu, Jian;Hong, Yu;Chen, Shi-Lu;He, Jin;Li, Jin-Heng. And the article was included in Angewandte Chemie, International Edition in 2021.Synthetic Route of C8H7BrO2 This article mentions the following:

Here an unprecedented, efficient nickel-catalyzed radical relay was reported for the remote cross-electrophile coupling of 閻?bromo-濞?benzylamino acid esters with aryl bromides via 1,4-aryl migration/arylation cascades. 閻?Bromo-濞?benzylamino acid esters were considered as unique mol. scaffolds allowing for aryl migration reactions, which were conceptually novel variants for the radical Truce-Smiles rearrangement. This reaction enabled the formation of two new C(sp3)-C(sp2) bonds using a bench-stable Ni/bipyridine/Zn system featuring a broad substrate scope and excellent diastereoselectivity, which provided an effective platform for the remote aryl group migration and arylation of amino acid esters via redox-neutral C(sp3)-C(sp2) bond cleavage. Mechanistically, this cascade reaction was accomplished by combining two powerful catalytic cycles consisting of a cross-electrophile coupling and radical 1,4-aryl migration through the generation of C(sp3)-centered radical intermediates from the homolysis of C(sp3)-Br bonds and the switching of the transient alkyl radical into a robust 濞?aminoalkyl radical. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Synthetic Route of C8H7BrO2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine 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.Synthetic Route of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Efficient Access to Methyl-1-hydroxy-2-naphthoates and Heterocyclic Analogues was written by Podeschwa, Michael A. L.;Rossen, Kai. And the article was included in Organic Process Research & Development in 2015.Quality Control of Methyl 2-bromo-4-fluorobenzoate This article mentions the following:

We report the synthesis of Me 1-hydroxy-2-naphthoate derivatives and heterocyclic analogs using a two-step approach. This short route employs a Heck coupling of a 2-halobenzoate with Me 3-butenoate followed by a Dieckmann cyclization, yielding the 1-hydroxynaphthalene-2-carboxylic acid derivatives in the multigram scale. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Quality Control of Methyl 2-bromo-4-fluorobenzoate).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon闂佺偨鍎茶ぐ绲﹐mine 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. Quality Control of Methyl 2-bromo-4-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium(0) catalyzed cross coupling reactions of hindered, double activated aryl halides with organozinc reagents – the effect of copper(I) cocatalysis was written by Weichert, Andreas;Bauer, Martina;Wirsig, Petra. And the article was included in Synlett in 1996.Safety of Methyl 4-bromo-3-(trifluoromethyl)benzoate This article mentions the following:

Various organozinc reagents undergo palladium(0) catalyzed Negishi-Kumada-type cross coupling reactions, cocatalyzed by copper(I) iodide, with electronically activated aryl halides in the presence of an electron withdrawing ortho or meta substituent and an ester group. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8Safety of Methyl 4-bromo-3-(trifluoromethyl)benzoate).

Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8) 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. 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 Methyl 4-bromo-3-(trifluoromethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis and insecticidal activity of novel anthranilic diamides with benzyl sulfide scaffold was written by Chen, Yin-Bo;Li, Ji-Ling;Shao, Xu-Sheng;Xu, Xiao-Yong;Li, Zhong. And the article was included in Chinese Chemical Letters in 2013.Computed Properties of C8H4BrF3O3 This article mentions the following:

A series of novel anthranilic diamides with benzyl sulfide scaffold were synthesized, in which the N-pyridylpyrazole moiety generally regarded as key pharmacophore was abandoned. Preliminary bioassays indicated that half of the title compounds were endowed with good insecticidal activities against armyworm (Mythimna separata) at 500 mg/L. Exhilaratingly, one of the synthesized compounds was also active against Tetranychus cinnabarinus at 100 mg/L. The difference in activities between the target compounds was influenced by the substituents, which provided some hints for further investigation on structure modifications. In the experiment, the researchers used many compounds, for example, 3-Bromo-5-(trifluoromethoxy)benzoic acid (cas: 453565-90-7Computed Properties of C8H4BrF3O3).

3-Bromo-5-(trifluoromethoxy)benzoic acid (cas: 453565-90-7) 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. 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.Computed Properties of C8H4BrF3O3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary