Category: 21101-63-3

Obreque-Balboa, Jose Esteban published the artcileFlavonoid derivatives as selective ABCC1 modulators: Synthesis and functional characterization, HPLC of Formula: 21101-63-3, the publication is European Journal of Medicinal Chemistry (2016), 124-133, database is CAplus and MEDLINE.

A series of chromones, bearing substituted amino groups or N-substituted carboxamide moieties in position 2, was synthesized and characterized in cellular assays for modulation of the ABC transporters ABCC1 (MDCKII-MRP1 cells), ABCB1 (Kb-V1 cells) and ABCG2 (MCF-7/Topo cells). The most potent ABCC1 modulators identified among these flavonoid-type compounds were comparable to the reference compound reversan regarding potency, but superior in terms of selectivity concerning ABCB1 and ABCG2 (2-[4-(Benzo[c][1,2,5]oxadiazol-5-ylmethyl)piperazin-1-yl]-5,7-dimethoxy-4H-chromen-4-one: ABCC1, IC₅₀ 11.3 μM; inactive at ABCB1 and ABCG2). This compound was as effective as reversan in reverting ABCC1-mediated resistance to cytostatics in MDCKII-MRP1 cells and proved to be stable in mouse plasma and cell culture medium. Modulators, such 2-[4-(Benzo[c][1,2,5]oxadiazol-5-ylmethyl)piperazin-1-yl]-5,7-dimethoxy-4H-chromen-4-one, were of potential value as pharmacol. tools for the investigation of the (patho)physiol. role of ABCC1.

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, HPLC of Formula: 21101-63-3.

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

Yoakim, Christiane published the artcileβ-Lactam Derivatives as Inhibitors of Human Cytomegalovirus Protease, COA of Formula: C8H6BrF3S, the publication is Journal of Medicinal Chemistry (1998), 41(15), 2882-2891, database is CAplus and MEDLINE.

The development of novel monobactam inhibitors of HCMV protease incorporating a carbon side chain at C-4 and a urea function at N-1 is described. Substitution with small groups at the C-3 position of the β-lactam ring gave an increase in enzymic activity and in stability; however, a lack of selectivity against other serine proteases was noted. The use of both tri- and tetrasubstituted urea functionalities gave effective inhibitors of HCMV protease. Benzyl substitution of the urea moiety was beneficial, especially when strong electron-withdrawing groups where attached at the para position. Modest antiviral activity was found in a plaque reduction assay.

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 C9H8BNO2, COA of Formula: C8H6BrF3S.

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

Porres, Laurent published the artcileEnhanced two-photon absorption with novel octupolar propeller-shaped fluorophores derived from triphenylamine, HPLC of Formula: 21101-63-3, the publication is Organic Letters (2004), 6(1), 47-50, database is CAplus and MEDLINE.

Novel octupolar fluorophores derived from the sym. functionalization of a triphenylamine core with strong acceptor peripheral groups via phenylene-ethynylene linkers have been synthesized and shown to exhibit high fluorescence quantum yields, very large two-photon-absorption cross-sections in the red-NIR region, and suitable photostability.

Organic 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, HPLC of Formula: 21101-63-3.

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

Gao, Xiu-zheng published the artcileDesign, synthesis and in vitro anticancer research of novel tetrandrine and fangchinoline derivatives, Related Products of bromides-buliding-blocks, the publication is Bioorganic Chemistry (2021), 104694, database is CAplus and MEDLINE.

Cancer treatment is one of the major public health issues in the world. Tetrandrine (Tet) and fangchinoline (d-Tet) are two bis-benzyl isoquinoline alkaloids extracted from Stephania tetrandra S. Moore, and their antitumor activities have been confirmed. However, the ED of Tet and d-Tet were much higher than that of the pos. control and failed to meet clin. standards Therefore, in this study, as a continuation of our previous work to study and develop high-efficiency and low-toxic antitumor lead compounds, twenty new Tet and d-Tet derivatives were designed, synthesized and evaluated as antitumor agents against six cancer cell lines (H460, H520, HeLa, HepG-2, MCF-7, SW480 cell lines) and BEAS-2B normal cells by CCK-8 anal. Ten derivatives showed better cytotoxic effects than the parent fangchinoline, of which I showed the strongest cell growth inhibitory activity with an IC₅₀ value of 0.59μM against A549 cells. Subsequently, the antitumor mechanism of I was studied by flow cytometry, Hoechst 33258, JC-1 staining, cell scratch, transwell migration, and Western blotting assays. These results showed that compound I could inhibit A549 cell proliferation by arresting the G2/M cell cycle and inhibiting cell migration and invasion by reducing MMP-2 and MMP-9 expression. Meanwhile, I could induce apoptosis of A549 cells through the intrinsic pathway regulated by mitochondria. In addition, compound I inhibited the phosphorylation of PI3K, Akt and mTOR, suggesting a correlation between blocking the PI3K/Akt/mTOR pathway and the above antitumor activities. These results suggest that compound I may be a future drug for the development of new potential drug candidates against lung cancer.

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, Related Products of bromides-buliding-blocks.

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

Gao, Xiu-zheng published the artcileDesign, synthesis and in vitro anticancer research of novel tetrandrine and fangchinoline derivatives, Related Products of bromides-buliding-blocks, the publication is Bioorganic Chemistry (2021), 104694, database is CAplus and MEDLINE.

Cancer treatment is one of the major public health issues in the world. Tetrandrine (Tet) and fangchinoline (d-Tet) are two bis-benzyl isoquinoline alkaloids extracted from Stephania tetrandra S. Moore, and their antitumor activities have been confirmed. However, the ED of Tet and d-Tet were much higher than that of the pos. control and failed to meet clin. standards Therefore, in this study, as a continuation of our previous work to study and develop high-efficiency and low-toxic antitumor lead compounds, twenty new Tet and d-Tet derivatives were designed, synthesized and evaluated as antitumor agents against six cancer cell lines (H460, H520, HeLa, HepG-2, MCF-7, SW480 cell lines) and BEAS-2B normal cells by CCK-8 anal. Ten derivatives showed better cytotoxic effects than the parent fangchinoline, of which I showed the strongest cell growth inhibitory activity with an IC₅₀ value of 0.59μM against A549 cells. Subsequently, the antitumor mechanism of I was studied by flow cytometry, Hoechst 33258, JC-1 staining, cell scratch, transwell migration, and Western blotting assays. These results showed that compound I could inhibit A549 cell proliferation by arresting the G2/M cell cycle and inhibiting cell migration and invasion by reducing MMP-2 and MMP-9 expression. Meanwhile, I could induce apoptosis of A549 cells through the intrinsic pathway regulated by mitochondria. In addition, compound I inhibited the phosphorylation of PI3K, Akt and mTOR, suggesting a correlation between blocking the PI3K/Akt/mTOR pathway and the above antitumor activities. These results suggest that compound I may be a future drug for the development of new potential drug candidates against lung cancer.

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, Related Products of bromides-buliding-blocks.

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

Liu, Zhuo published the artcilePh₃P⁺CF₂CO^–₂ as an F^– and :CF₂ source for trifluoromethylthiolation of alkyl halides, COA of Formula: C8H6BrF3S, the publication is Chinese Chemical Letters (2019), 30(3), 714-716, database is CAplus.

Trifluoromethylthiolation of alkyl halides RX (R = naphthalen-1-ylethyl, 5-chlorobenzothiophen-3-yl, phenylpropyl, etc.; X = Br, Cl) by using Ph₃P⁺CF₂CO^–₂ as a fluoride and difluorocarbene source has been described. Difluorocarbene is a versatile intermediate, but its side reactions are usually ignored and byproducts would therefore be discarded. In this work, side reaction of difluorocarbene and generation of a fluoride anion from the difluorocarbene were developed into a synthetic tool. Although the trifluoromethylthiolation reaction involved multi-sequential steps, the cleavage of C-F bond and the formation of CF₂=S bond, F-C(S)F₂ bond, and C-SCF₃ bond were proceeded fast and completed within 10 min.

Chinese Chemical 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, COA of Formula: C8H6BrF3S.

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

Yang, Wu published the artcileLewis acid-assisted Ir(III) reductive elimination enables construction of seven-membered-ring sulfoxides, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Chemical Science (2020), 11(37), 10149-10158, database is CAplus and MEDLINE.

Iridium has played an important role in the evolution of C-H activation chem. over the last half century owing to its high reactivity towards stoichiometric C-H bond cleavage; however, the use of Ir(III) complexes in catalytic C-H functionalization/C-C bond formation appears to have fallen off significantly. The main problem lies in the reductive elimination step, as iridium has a tendency to form stable and catalytically inactive Ir(III) species. Herein, with a rationally designed Lewis acid assisted oxidatively induced strategy, the sluggish Ir(III) reductive elimination is successfully facilitated, enabling the facile C-C bond formation. The X-ray crystal structure of a silver salt adduct of iridacycle and DFT calculations demonstrate that the sulfoxide group acts as a key bridge connecting the Ir(III) metal center with the silver Lewis acid, which facilitates the reductive elimination of the Ir(III) metallacycle. Further identification of oxidants was carried out by performing stoichiometric reactions, which enables the development of catalytic construction of various highly functionalized seven-membered-ring sulfoxides e.g., 5,7-dihydrodibenzo[c,e]thiepine 6-oxide, that are of great interest in medicinal chem. and materials science.

Chemical Science 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 C23H20BN, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

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

Lu, Wenqing published the artcileIridium(I)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate to access fluoroalkylthioethers, Formula: C8H6BrF3S, the publication is Chinese Chemical Letters (2022), 33(11), 4865-4869, database is CAplus.

A new method for the preparation of trifluoromethylthioethers RSCF₃ [R = Ph, 4-BrC₆H₄, 4-MeOC₆H₄, etc.]/difluoromethylthioethers RCF₂H [R = 4-O₂NC₆H₄, 4-BrC₆H₄, 3-ClC₆H₄, etc.] via iridium(I)-catalyzed deoxgenation of fluoroalkylsulfoxides with di-Me diazomalonate was developed. In the reaction system, di-Me diazomalonate was used as reducing reagent and the corresponding fluoroalkylthioethers were produced through oxygen atom transfer from fluoroalkylsulfoxides to diazomalonate. The protocol featuring effective oxygen atom transfer, mild reaction conditions and good functional groups tolerance offered an alternative strategy for the synthesis of fluoroalkylthioethers.

Chinese Chemical 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, Formula: C8H6BrF3S.

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

Wang, Huan published the artcileSynthesis and Evaluation of 1,2,4-Triazolo[1,5-a]pyrimidines as Antibacterial Agents Against Enterococcus faecium, HPLC of Formula: 21101-63-3, the publication is Journal of Medicinal Chemistry (2015), 58(10), 4194-4203, database is CAplus and MEDLINE.

Rapid emergence of antibiotic resistance is one of the most challenging global public health concerns. In particular, vancomycin-resistant Enterococcus faecium infections have been increasing in frequency, representing 25% of enterococci infections in intensive care units. A novel class of 1,2,4-triazolo[1,5-a]pyrimidines, e.g., I [R¹ = C₆H₄R’, 2-thienyl, 3-thienyl, 2-furyl, 2-pyrrolyl, 2-imiazolyl, 3-indolyl, 3-pyridyl, 2-methoxy-3-pyridyl, 4-pyridyl, cyclohexyl; R’ = i-Pr-4, H, Me-4, Et-4, i-Bu-4, OH-4, OMe-4, OH-3-OMe-4, (OMe)₂-3,4, O(Pr-i)-4, OCF₃-4, SMe-4, etc.], II [R¹ = C₆H₄NMe₂-4, R² = OEt,NHMe, R³ = SCH₂Ph; R¹ = 2-thienyl, R² = OEt, R³ = SCH₂C₆H₄CO₂H-4], III [R¹ = C₆H₄NMe₂-4, R³ = SCH₂Ph; R¹ = C₆H₄OMe-4, C₆H₄OEt-2, R³ = SCH₂C₆H₄CO₂H-4; R¹ = C₆H₃(OMe)₂-3,4, R³ = CH₂C₆H₄F-4; R¹ = C₆H₄Cl-4, R³ = SCH₂-(2-naphthyl)],. IV [R¹ = C₆H₄NMe₂-4, R² = H, R³ = SCH₂Ph; R¹ = C₆H₄Me-4, R² = H, R³ = SCH₂C₆H₄Me-2; R¹ = C₆H₄Me-4, R² = Me-2, Me₂-2,4, R³ = SCH₂C₆H₄Me-3; R¹ = C₆H₄Et-4, R² = H, Me-2, R³ = SCH₂C₆H₄OMe-3; etc.], V [R³ = H, NH₂, CO₂Me, CO₂Et, SMe, SCH₂CONH₂, SCH₂CO₂Et, SCH₂CH₂NHCO₂CH₂Ph, SCH₂-(4-pyridyl), S(2-pyridyl), SCH₂C₆H₄R”-4; R” = Me, OMe, SMe, CF₃, OCF₃, SCF₃, NO₂, CN, CO₂H, CO₂Me] and VI [R¹ = 2-thienyl, R³ = H; R¹ = C₆H₄CHMe₂-4, C₆H₄CO₂H-4, R³ = SCH₂CH₂NHCO₂CH₂Ph], active against E. faecium is reported herein. We used a three-component Biginelli-like heterocyclization reaction for the synthesis of a series of these derivatives based on reactions of aldehydes, β-dicarbonyl compounds, and 3-alkylthio-5-amino-1,2,4-triazoles. The resulting compounds were assayed for antimicrobial activity against the ESKAPE panel of bacteria, followed by investigation of their in vitro activities. These analyses identified a subset of 1,2,4-triazolo[1,5-a]pyrimidines that had good narrow-spectrum antibacterial activity against E. faecium and exhibited metabolic stability with low intrinsic clearance. Macromol. synthesis assays revealed cell-wall biosynthesis as the target of these antibiotics.

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 C8H5F3O3, HPLC of Formula: 21101-63-3.

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

Kim, Heejin published the artcileIntegrated One-Flow Synthesis of Heterocyclic Thioquinazolinones through Serial Microreactions with Two Organolithium Intermediates, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Angewandte Chemie, International Edition (2015), 54(6), 1877-1880, database is CAplus and MEDLINE.

An integrated microfluidic synthesis of a biol. active thioquinazolinone library was presented. Generation of o-lithiophenyl isothiocyanate and subsequent reaction with aryl isocyanates was optimized by controlling the residence time in the microreactor to 16 ms at room temperature S-Benzylic thioquinazolinone derivatives I (R¹ = H, F, OMe, NO₂, Cl, R² = H; R¹ = H, R² = F, Cl, OCF₃, SCF₃) were synthesized within 10 s in high yields (75-98 %) at room temperature These three-step reactions involved two organolithium intermediates, an isothiocyanate-functionalized aryllithium intermediate, and a subsequent lithium thiolate intermediate. The gram-scale synthesis of a multifunctionalized thioquinazolinone in the microfluidic device with a high yield (91 %) and productivity (1.25 g in 5 min) was also described.

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, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

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