Category: 21101-63-3

Koehne, Ingo published the artcileSynthesis of Geminal Bis- and Tetrakisphosphonate Ester Derivatives and Their Coordination Behavior Towards Ca(II) Ions, Synthetic Route of 21101-63-3, the publication is European Journal of Inorganic Chemistry (2022), 2022(17), e202200194, database is CAplus.

The preparation and thorough characterization of a variety of (arylmethylene)phosphonate ester derivatives (S1-S7) as well as derived geminal bisphosphonate (BP) ester ligands (L1-L7) is presented. Subsequent complexation reactions of CaCl₂ with selected BPs (L1-L3) and a known aliphatic tetrakisphosphonate ester (L8) yield the resp. Ca(II) coordination compounds [Ca(H₂O)₂(L1-L3)₂]Cl₂ (C1-C3) and [Ca(L8)Cl₂]_n (C4) for potential future application as multi-delivery systems in osteoporosis treatment. Obtained SCXRD and ¹H DOSY-NMR data provide a detailed insight into their solid- as well as solution-state structures extending the so far scarcely found X-ray studies on geminal BP-supported Ca(II) complexes.

European Journal of Inorganic Chemistry published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Synthetic Route of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Marenets, M. S. published the artcile4-Trifluoromethylthiostyrene, HPLC of Formula: 21101-63-3, the publication is Ukrainskii Khimicheskii Zhurnal (Russian Edition) (1968), 34(9), 938-40, database is CAplus.

Addition of Br to refluxing p-F3CSC6H4Me illuminated with a 300-w. lamp formed p-F3CSC6H4CH2Br (I), m. 52-2.5° (aqueous MeOH). I and hexa-methylenetetramine in 50% HOAc refluxed 2 hrs., then refluxed 15 min. with aqueous HCl formed p-F3CSC6H4CHO (II), m. 26-7°, also prepared from p-F3CC6H4CONHPh via reaction with PCl5 in PhMe and reduction in an Et2O solution of SnCl2 saturated with HCl. II and MeMgI formed p-F3CSC6H4CHMeOH (III), b18 124°, d20 1.2854, n20D 1.4938. p-F3CSC6H4CH:CHCO2H (IV), m. 199-200°, was prepared from II and CH2(CO2H)2 in pyridine containing a little piperidine. p-F3CSC6H4CH:CH2, b18 93° [dibromide m. 34-5° (EtOH)], was obtained from III and IV by dehydration and decarboxylation, resp.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, HPLC of Formula: 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Puerstinger, Gerhard published the artcileAntiviral 2,5-disubstituted imidazo[4,5-c]pyridines: Further optimization of anti-hepatitis C virus activity, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(18), 5111-5114, database is CAplus and MEDLINE.

Substituted 5-benzyl-2-phenyl-5H-imidazo[4,5-c]pyridines represent a novel class of compounds with activity against pestiviruses and the hepatitis C virus (HCV). Several series of analogs with modifications of the substituents in positions 2 and 5 were prepared These efforts resulted in the discovery of several compounds with potent antiviral activity of which 2-(2,3-difluorophenyl)-5-[4-(trifluoromethyl)benzyl]-5H-imidazo[4,5-c]pyridine (I) was most potent against HCV (EC₅₀ of 0.10 μM and a selectivity index of 1080).

Bioorganic & Medicinal Chemistry Letters published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Barasa, Leonard published the artcileAn Efficient Chemo-Selective N-Alkylation Methodology for the Structure Diversification of Indolylbenzimidazoles, Quality Control of 21101-63-3, the publication is ChemistrySelect (2020), 5(11), 3173-3178, database is CAplus.

A simple and efficient methodol. for the chemoselective N-alkylation of indolylbenzimidazole scaffolds was reported. This approach took advantage of the pKa differences between indole and benzimidazole nitrogen to achieve desired chemo-selectivity. Using the reported method, one could readily access a selection of mono-N-alkylated indolylbenzimidazoles I [R = Me, CH₂CH=CH₂, Bn, etc.; R¹ = H, OMe] or asym. bis-alkylated indolylbenzimidazoles II [R² = Me, C≡CH, cyclopropyl, Ph; R³ = Me, C≡CH, cyclopropyl] in a simple one-pot operation. Moreover, this method provided the desired products in excellent yield and demonstrated a broad substrate scope.

ChemistrySelect published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Quality Control of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fan, Tian-Yun published the artcileStructure-activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents, Application In Synthesis of 21101-63-3, the publication is Bioorganic Chemistry (2021), 104994, database is CAplus and MEDLINE.

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein and its deficiency markedly enhances the survival rate of patients with cardiovascular diseases (CVDs). Forty berberine (BBR) derivatives I (R¹ = H, MeO, R² = MeO, OH, PhCH₂O, EtO, R³ = MeO, OH, EtO, R²R³ = OCH₂O, R⁴ = H, MeO, R⁵ = H, Cl, MeO, PhCH₂O, cyclobutylmethoxy, etc., R⁶ = MeO, OH, R⁷ = MeO, EtO, H) were synthesized and evaluated for their activity on down-regulating the transcription of PCSK9 in HepG2 cells, taking BBR as the lead. Structure-activity relationship (SAR) anal. revealed that the 2,3-dimethoxy moiety might be beneficial for activity. Among them, I (R¹ = R⁴ = R⁷ = H, R² = R³ = R⁶ = MeO, R⁵ = p-F₃CSC₆H₄CH₂O) (II) displayed the most potent activity with an IC₅₀ value of 9.5 ± 0.5μM, better than that of BBR. Also, it significantly decreased the PCSK9 protein level at the cellular level, as well as in the liver and serum of mice in vivo. Furthermore, II markedly increased LDLR expression and LDL-C clearance via down-regulating PCSK9 protein. The mechanism of action of II is targeting HNF1α and/or Sp1 cluster modulation upstream of PCSK9, a different one from BBR. Therefore, II might have the potential to be a novel PCSK9 transcriptional inhibitor for the treatment of atherosclerosis, worthy for further investigation.

Bioorganic Chemistry published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Application In Synthesis of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kolycheva, M. T. published the artcileFluorine-containing amino acids. VII. Polyfluoroalkoxy and polyfluoromethylthio derivatives of phenylalanine, COA of Formula: C8H6BrF3S, the publication is Zhurnal Organicheskoi Khimii (1989), 25(6), 1306-11, database is CAplus.

Condensation of benzyl bromides p-RC₆H₄CH₂Br (R = polyfluoroalkoxy or polyfluoromethylthio) with OCHNHCH(CO₂Et)₂, followed by saponification and acidolytic decarboxylation, afforded phenylalanine derivatives p-RC₆H₄CH₂CH(NH₂)CO₂H. Benzaldehydes p-RC₆H₄CHO (R = F₂CHO, C₂F₅O) condensed with acylglycines R¹CO-Gly-OH (R¹ = Me, Ph) to give oxazolinones I, which were cleaved to the amino acids by hydrogenolysis in the presence of PdCl₂ and Et₃N or by HI-P in AcOH.

Zhurnal Organicheskoi Khimii published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, COA of Formula: C8H6BrF3S.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Orda, V. V. published the artcileTransmission of inductive effect of substituents SCF₃, SOCF₃, and SO₂CF₃, through a methylene group, Application of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Zhurnal Obshchei Khimii (1965), 35(9), 1628-36, database is CAplus.

cf. CA 63, 1684g. From N.M.R. spectral shifts and pK_a values of substituted toluic, acetic, and phenylacetic acids the following values were deduced for the Taft-Hammett substituents constants: CF₃SCH₂, 0.12 for m- and 0.15 for p-; CF₃SOCH₂, 0.24 for p-; CF₃SO₂CH₂, 0.29 for m- and 0.31 for p-group. The major contribution to these is from the inductive effect but a small and usual negative contribution of the conjugation effect was displayed. The following pK_a values were obtained for: m-CF₃SCH₂C₆H₄CO₂H 5.52, p-isomer 5.48; CF₃SO₂CH₂ m-isomer 5.26, p-isomer 5.23. pK_a values for: CF₃SCH₂CO₂H 2.95; CF₃SOCH₂CO₂H 2.06; CF₃SO₂CH₂CO₂H 1.88. A good agreement was obtained for pK_a of these acids by the rule suggested by Charton (CA 60, 15717h). The pK_a values were calculated from pH data at half neutralization points. ICH₂CO₂Me and CF₃SAg in Me₂CO 6 days gave 70% CF₃SCH₂CO₂Me (I), b. 128°, b₈₀ 71°, n²²_D 1.3896, which with 2N, NaOH at 50° gave the free acid, b₃₁ 101° n²⁰_D 1.3990, d₂₀ 1.4953. PhPCl₂ treated with Cl₂, followed by CF₃SCH₂CO₂H at 70-80°, gave 97% CF₃SCH₂COCl, b. 113-14°; amide m. 89-90°; anilide m. 93-4°. I and 27% H₂O₂ in AcOH refluxed 2 hrs. gave 53% CF₃SOCH₂CO₂Me, b₆ 75-6°, n²⁶_D 1.4089, d₁₆ 1.4877, which with 2N NaOH gave the free acid, m. 78-9.5°. PhCH₂I and CF₃SAg in Me₂CO 4 days gave PhCH₂SCF₃, 66%, b₃₀ 76-7°; similarly were prepared: 68% m-FC₆H₄CH₂SCF₃, b₃₀ 79-80°; p-isomer b₂₆ 78-9°. Oxidation with H₂O₂ gave: 52% PhCH₂SOCF₃, m. 78-9°; 62% m-FC₆H₄CH₂SOCF₃, m. 49-50°; p-isomer, 64%, m. 81-2°. More drastic oxidation with H₂O₂ gave: PhCH₂SO₂CF₃, 74%, m. 103-4°; m-fluoro analog m. 94-5.5°; p-isomer m. 113-14°. Br₂ and p-MeC₆H₄SCF₃ under uv light in C₆H₆ gave 73% p-BrCH₂C₆H₄SCF₃, m. 54-5.5°, b₁₃ 115-18°, which with KCN in aqueous EtOH 1 hr. gave p-NCCH₂C₆H₄SCF₃, m. 22-4°, b₁₃ 135-7°. This heated with aqueous NaOH gave p-CF₃SC₆H₄CH₂CO₂H, m. 116-17.5°, also formed from: p-CF₃SC₆H₄COMe and S in morpholine in 16 hrs. at 160°, followed by treatment with aqueous HCl, to yield the morpholide of above acid, m. 72-3°, which refluxed with 10% NaOH 5 hrs. gave the above free acid. The acid heated with 24% H₂O₂ gave 51% p-CF₃SO₂C₆H₄CH₂CO₂H, m. 124-5°. p-CF₃OC₆H₄CO₂Et reduced with LiAlH₄ at room temperature to 76% p-CF₃OC₆H₄C₂OH, b₁₀ 95-6°, which with saturated HBr 4 hrs. at 80° gave 80% p-CF₃OC₆H₄CH₂Br, b₉ 78-9°, m. 23-4°, which with KCN gave the corresponding nitrile, 63%, b₁₀ 112-13°, which with 20% NaOH gave p-CF₃OC₆H₄CH₂CO₂H, m. 86-7°. The following acids were also reported: m-HO₂CC₆H₄CH₂SCF₃, m. 107-8°; p-isomer m. 159-60°; m-HO₂CC₆H₄CH₂SO₂CF₃, m. 176-7.5°; p-isomer m. 234-5.5°. The following substituent constant values were obtained from pK_a data for: CF₃O group, 0.32-0.4; CF₃S, 0.46-0.49; CF₃SO₂, 0.96-1.04. The NHCOCF₃ group had substituent constant 0.42 for the purely inductive effect from pK_a data and 0.38 from N.M.R. shifts. The conjugation effect contribution is about -0.21.

Zhurnal Obshchei Khimii published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Application of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fan, Tian-Yun published the artcileSynthesis and antibacterial evaluation of 13-substituted cycloberberine derivatives as a novel class of anti-MRSA agents, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is European Journal of Medicinal Chemistry (2018), 877-886, database is CAplus and MEDLINE.

A series of new 13-substituted cycloberberine (CBBR) derivatives I [R = H, 2-Me, 4-iso-Pr, 3′,5′-(CF₃)₂, etc.], II (R = 3′-pyridyl, 4′-pyridyl), and III (R = Me, CO₂Me) were prepared and evaluated for their antibacterial activities against Gram-pos. bacteria taking CBBR as the lead. Structure-activity relationship revealed that the introduction of a suitable electron-donating group at the 13-position in CBBR might be beneficial for the antibacterial potency. Among them, compounds I (R = 2-Me) (IV) and III (R = Me) exhibited high potency against methicillin-sensitive (MSSA) and resistant strains of S. aureus (MRSA) with MIC values of 1-4 μg/mL. Both of them also displayed high stabilities in blood, and good in vivo safety profiles with LD₅₀ values of 65.6 and 41.2 mg kg^-1 in i.v. route, resp. Mol. docking anal. indicated that compound IV might target FtsZ protein that could inhibit cell division, with the advantage of activity against multidrug resistant S. aureus. Therefore, we consider 13-substituted CBBR derivatives to be a novel class of anti-MRSA agents worthy of further investigation.

European Journal of Medicinal Chemistry published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zheng, Jian published the artcileDifluorocarbene-Derived Trifluoromethylthiolation and [¹⁸F]Trifluoromethylthiolation of Aliphatic Electrophiles, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Angewandte Chemie, International Edition (2015), 54(45), 13236-13240, database is CAplus and MEDLINE.

The first trifluoromethylthiolation and [¹⁸F]trifluoromethylthiolation of alkyl electrophiles with in situ generated difluorocarbene in the presence of elemental sulfur and external (radioactive) fluoride ion is described. This transition-metal-free approach is high yielding, compatible with a variety of functional groups, and operated under mild reaction conditions. The conceptual advantage of this exogenous-fluoride-mediated transformation enables unprecedented syntheses of [¹⁸F]CF₃S-labeled mols. from most commonly used [¹⁸F]fluoride ions. The rapid radiochem. reaction time (≤1 min) and high functional-group tolerance allow access to a variety of aliphatic [¹⁸F]CF₃S compounds in high yields.

Angewandte Chemie, International Edition published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C10H10O2, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ghiringhelli, Francesca published the artcileDirect β- and γ-C(sp³)-H Alkynylation of Free Carboxylic Acids, Computed Properties of 21101-63-3, the publication is Angewandte Chemie, International Edition (2020), 59(51), 23127-23131, database is CAplus and MEDLINE.

The authors report the identification of a novel class of ligands for palladium-catalyzed C(sp³)-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α-quaternary and challenging α-non-quaternary can be used as substrates. Addnl., the alkynylation in the distal γ-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained.

Angewandte Chemie, International Edition published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Computed Properties of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary