Month: February 2023

Desulfonylative Coupling of Alkylsulfones with gem-Difluoroalkenes by Visible-Light Photoredox Catalysis was written by Nambo, Masakazu;Ghosh, Koushik;Yim, Jacky C.-H.;Tahara, Yasuyo;Inai, Naoto;Yanai, Takeshi;Crudden, Cathleen M.. And the article was included in ACS Catalysis in 2022.HPLC of Formula: 18791-79-2 This article mentions the following:

The desulfonylative radical addition of tertiary alkyl groups I [R¹ = 2-phenylethyl, 1,3-dioxolan-2-ylmethyl, prop-2-en-1-yl, etc. R² = Me, 3-chloropropyl, 2-(tert-butoxy)-2-oxoethyl, etc.; R¹ = R² = -(CH₂)₅-, -(CH₂)₂O(CH₂)₂-, 2,3-dihydro-1H-inden-2-ylidene; R³ = H, Me] to gem-difluoroalkenes F₂C=CHR⁴ (R⁴ = 4-(4-chlorophenyl)phenyl, naphthalen-2-yl, 1-benzothiophen-3-yl, etc.) by photoredox Ir-catalyst was described. This method exhibits broad substrate scope, affording structurally diverse (E)-fluoroalkene derivatives (R¹)(R²)R³CC(F)=CHR⁴ in a highly stereoselective manner. The resulting (E)-fluoroalkenes were converted into complex fused cyclic compounds e.g., II by intramol. cyclization reactions. Control experiments and theor. calculations are consistent with a single Ir catalyst playing the dual role of generating radical species from sulfones via single electron transfer and mediating Z/E isomerization via energy transfer. A subset of fluoroalkenes provided Z stereoisomers with <90% selectivity, but the same alkenes could also be obtained as E isomers (R¹)(R²)R³CC(F)=CHR⁴ (R¹ = 2-phenylethyl, R² = R³ = Me, R⁴ = m-OMe, m-Br, p-Me.) with high selectivity by taking advantage of a secondary Z to E photoisomerization. In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2HPLC of Formula: 18791-79-2).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) 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 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.HPLC of Formula: 18791-79-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery and structure-activity relationships of spiroindolines as novel inducers of oligodendrocyte progenitor cell differentiation was written by Katayama, Katsushi;Arai, Yoshikazu;Murata, Kenji;Saito, Shoichi;Nagata, Tsutomu;Takashima, Kouhei;Yoshida, Ayako;Masumura, Makoto;Koda, Shuichi;Okada, Hiroyuki;Muto, Tsuyoshi. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Name: 4-Amino-3-bromophenol This article mentions the following:

A novel series of spiroindoline derivatives was discovered for use as inducers of oligodendrocyte progenitor cell (OPC) differentiation, resulting from optimization of screening hit 1. Exploration of structure-activity relationships led to compound 18, which showed improved potency (rOPC EC₅₀ = 0.0032娓璏). Furthermore, oral administration of compound 18 significantly decreased clin. severity in an exptl. autoimmune encephalomyelitis (EAE) model. In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Name: 4-Amino-3-bromophenol).

4-Amino-3-bromophenol (cas: 74440-80-5) 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. 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.Name: 4-Amino-3-bromophenol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Efficient perfacial derivatization of cyclodextrins at the primary face was written by Gorin, Boris I.;Riopelle, Richard J.;Thatcher, Greogory R. J.. And the article was included in Tetrahedron Letters in 1996.Name: Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin This article mentions the following:

Synthesis of thirteen cyclodextrin (CD) derivatives via the per-6-bromo-6-deoxy-CD is reported in order to demonstrate the efficiency and ease of perfacial functionalization of 浼? 灏?and 绾珻D employing a Vilsmeier-haack reagent. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin (cas: 53784-83-1Name: Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin).

Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin (cas: 53784-83-1) 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. 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.Name: Heptakis(6-Bromo-6-Deoxy)-灏?Cyclodextrin

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of 6,7-Dibromoflavone and Its Regioselective Diversification via Suzuki-Miyaura Reactions was written by Jordan, Sandor;Pajtas, David;Patonay, Tamas;Langer, Peter;Konya, Krisztina. And the article was included in Synthesis in 2017.Computed Properties of C8H7BrO2 This article mentions the following:

The first synthesis pathway to 6,7-dibromoflavone and its transformations to 7-aryl-6-bromo- and 6,7-diarylflavones by Suzuki-Miyaura reactions are presented. Due to the different electronic effects of bromo substituents, the first attack proceeded with good site selectivity at position 7. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Computed Properties of C8H7BrO2).

3-Bromophenyl acetate (cas: 35065-86-2) 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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 C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Ladder-Type 9,9′-Bifluorenylidene-Based Conjugated Oligomers via a Pd-Catalyzed Tandem Suzuki Coupling/Heck Cyclization Approach was written by Zhu, Xiaoyan;Liu, Feng;Ba, Xinwu;Wu, Yonggang. And the article was included in Organic Letters in 2022.Computed Properties of C4H4BrNO2 This article mentions the following:

For new ladder-type oligomers and polymers with versatile and robust synthetic strategies, in this study, four fully conjugated ladder-type overcrowded 9,9′-bifluorenylidene-based compounds and oligomers (BFY1, BFY2, BFY3, and BFY4) were synthesized via a Pd-catalyzed tandem Suzuki coupling/Heck cyclization reaction. By monomer screening and route optimization, the target products were obtained in high yields and characterized by ¹H and ¹³C NMR spectroscopy and high resolution mass spectroscopy. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Computed Properties of C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. 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 C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of a new antidepressant, fluvoxamine maleate was written by Yu, Bing;Wu, Fanhong. And the article was included in Zhongguo Yaowu Huaxue Zazhi in 2004.SDS of cas: 4457-67-4 This article mentions the following:

Fluvoxamine maleate was synthesized using Et benzoate as the starting material via four steps: substitution reaction, aminolysis, hydrolysis and salt formation. The target compound was identified by IR and ¹H-NMR, and the overall yield was 51%. The preparative method of N-(2-bromoethyl) phthalimide was improved. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4SDS of cas: 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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. SDS of cas: 4457-67-4

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閳ユ彽romine 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 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 娓璵ol/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

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

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鑱砨romine 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