Tag: M.W=250-300

Chen, Xin published the artcileDesign and synthesis of potent and selective aldose reductase inhibitors based on pyridylthiadiazine scaffold, Quality Control of 76283-09-5, the publication is European Journal of Medicinal Chemistry (2011), 46(5), 1536-1544, database is CAplus and MEDLINE.

A series of pyrido[2,3-e]-[1,2,4]-thiadiazine 1,1-dioxide acetic acid derivatives were synthesized and tested for their inhibitory activity against aldose reductase (ALR2). These derivatives were found to be potent aldose reductase inhibitors with IC₅₀ values ranging from 0.038 μM to 11.29 μM. Most but not all of them showed a strong ALR2 inhibition activity and significant selectivity, which were further supported by docking studies. Of these inhibitors, compound I exhibited highest inhibition activity. Structure-activity relationship studies indicate the requirement of N2-benzyl group with electron-withdrawing substituents and N4-acetic acid group in the pyridothiadiazine scaffold.

European Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Quality Control of 76283-09-5.

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

Wu, Bobin published the artcileSynthesis and Structure-Activity Relationship Studies of Quinoxaline Derivatives as Aldose Reductase Inhibitors, COA of Formula: C7H5Br2F, the publication is ChemMedChem (2013), 8(12), 1913-1917, database is CAplus and MEDLINE.

Neuropathy, nephropathy, retinopathy, and cataracts are common complications in people with chronic diabetes caused by insulin deficiency or insulin resistance. Previous studies have suggested that the polyol pathway becomes activated under hyperglycemic conditions, leading to accumulation of sorbitol and then to diabetic complications. Aldose reductase 2 inhibition could be a key to decreasing the accumulation of sorbitol. Aldose reductase inhibitors have attracted great attention for their potential to treat diabetic complications. This study focuses on new series of quinoxaline derivatives, their synthesis, Aldose reductase 2 inhibition and structure-activity relationships.

ChemMedChem published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H13NO2, COA of Formula: C7H5Br2F.

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

Sriram, D. published the artcileNovel pthalazinyl derivatives: synthesis, antimycobacterial activities, and inhibition of Mycobacterium tuberculosis isocitrate lyase enzyme, Formula: C7H5Br2F, the publication is Medicinal Chemistry (2009), 5(5), 422-433, database is CAplus and MEDLINE.

Novel 2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydro-1-phthalazinyl]acetic acid hydrazones were synthesized from phthalic anhydride by a six step synthesis and evaluated for in vitro, in vivo activities against eight mycobacterial species and Mycobacterium tuberculosis (MTB) isocitrate lyase (ICL) enzyme inhibition studies. Among twenty six compounds N’1-[(4-nitrophenyl)methylene]-2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-1,2,3,4-tetrahydro-1-phthalazinyl]ethanohydrazide (I) was found to be the most active compound in-vitro with MIC’s of 0.18 and <0.09 μM against log-phase cultures of MTB and multi-drug resistant MTB resp. Compound I inhibited all the eight mycobacterial species with MIC ranging from <0.09-12.25 μM and was not toxic to Vero cell lines till 122.5 μM. Seven compounds were tested against starved culture of MTB and they inhibited with MIC’s ranging from 2.88-8.91 μM. Some compounds showed 45-61% inhibition against MTB ICL enzyme at 10 μM. In the in vivo animal model I decreased the bacterial load in lung and spleen tissues with 1.87 and 3.03-log10 protections resp. at 25 mg/kg body weight dose.

Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C16H20N2, Formula: C7H5Br2F.

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

Sriram, Dharmarajan published the artcileSynthesis and antimycobacterial evaluation of novel phthalazin-4-ylacetamides against log- and starved phase cultures, COA of Formula: C7H5Br2F, the publication is Chemical Biology & Drug Design (2010), 75(4), 381-391, database is CAplus and MEDLINE.

Twenty four novel 2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydro-1-phthalazinyl]acetic acid amides were synthesized from phthalic anhydride and were subjected to in vitro and in vivo evaluation against log- and starved phase of mycobacterial species and Mycobacterium tuberculosis isocitrate lyase enzyme inhibition studies. Among the compounds screened, 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxophthalazin-4-yl)-N-(2,6- dimethylphenyl)acetamide (I) inhibited all eight mycobacterial species with MIC’s ranging from 0.08 to 5.05 μM and was non-toxic to Vero cells till 126.43 μM. Four compounds were tested against starved culture of Mycobacterium tuberculosis and they inhibited with MIC’s ranging from 3.78 to 23.2 μM. Some compounds showed 40-66% inhibition against Mycobacterium tuberculosis isocitrate lyase enzyme at 10 μM. The docking studies also confirmed the binding potential of the compounds at the isocitrate lyase active site. In the in vivo animal model, I reduced the mycobacterial load in lung and spleen tissues with 1.38 and 2.9-log10 protections, resp., at 25 mg/kg body weight dose.

Chemical Biology & Drug Design published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C16H20N2, COA of Formula: C7H5Br2F.

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

Li, Yao published the artcileSimple non-fullerene electron acceptors with unfused core for organic solar cells, Recommanded Product: 2-Bromo-3-(2-ethylhexyl)thiophene, the publication is Chinese Chemical Letters (2019), 30(1), 222-224, database is CAplus.

Two simple electron acceptors based on unfused bithiophene core and 1,1-dicyanomethylene-3-indanone end group were easily prepared via three synthetic steps. These acceptors exhibited broad absorption in the range of 300 nm to 800 nm, aligned energy levels and high crystallinity. When combined with a wide band gap donor polymer in non-fullerene solar cells, an initial power conversion efficiency of 2.4% was achieved. The relatively low efficiencies were due to the large phase separation in blended thin films, which is originated from their high aggregation tendency in thin films. Our results suggest that these electron acceptors with unfused core are promising candidates for com. application of solar cells due to the low cost starting materials and facile synthesis.

Chinese Chemical Letters published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, Recommanded Product: 2-Bromo-3-(2-ethylhexyl)thiophene.

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

Fan, Bingbing published the artcileHigh-performance conjugated terpolymer-based organic bulk heterojunction solar cells, SDS of cas: 303734-52-3, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2016), 4(36), 13930-13937, database is CAplus.

Recently, conjugated terpolymers comprising 3 components have attracted tremendous attention. However, quite a few examples of high-performance terpolymers have been reported. We present 2 terpolymers named PtDDA and PtDAA, in which bithiophene (BT) and benzo[1,2-c:4,5-c’]dithiophene-4,8-dione (T1) were chosen as the donor and acceptor units, resp. Thieno[3,2-b]thiophene (TT) and thiazolo[5,4-d]thiazole (TTz) were used as the third component. It is interesting to find that the PtDDA terpolymer shows a typical D1-D2-D1-A1 structure while PtDAA shows a D1-A1-D1-A2 structure. Without using additives or post-annealing processes, PtDAA-based solar cells show a high PCE of 8.1%, with an unprecedented fill factor (FF) of 0.74, which is much higher than those of PtDDA-based devices (PCE =3.4%, FF =0.55). The high efficiency of 8.1% is one of the highest values reported so far for organic solar cells based on conjugated terpolymers. The high performance is mainly ascribed to the efficient carrier transport in the PtDAA:PC₇₁BM active layer, high crystallinity of PtDAA, and high domain purity. The results suggest that constructing conjugated terpolymers with one donor and two acceptor units is an effective strategy for designing high-performance solar cell materials.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, SDS of cas: 303734-52-3.

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

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

Delbosc, Nicolas published the artcileSynthesis, optoelectronic and photovoltaic properties of conjugated alternating copolymers incorporating 2,1,3-benzothiadiazole or fluorenone units: a comparative study, Formula: C12H19BrS, the publication is RSC Advances (2014), 4(29), 15236-15244, database is CAplus.

A series of p-type alternating copolymers based on oligothiophene and fluorene electron-donating units, and fluorenone or benzothiadiazole electron-withdrawing units was synthesized via Suzuki coupling reaction. Their optical, electrochem. and photovoltaic properties were investigated in detail allowing rational rules to be drawn on the structure-property relationships. We highlight in this work the crucial role of the side solubilizing groups attached to the polymer backbones that have a significant impact on the morphol. of the blends and the solar cell’s power conversion efficiency. Devices with an active area of 0.28 cm², based on fluorenone-copolymers and [70]PCBM blends showed V_oc up to 0.95 V and Power Conversion Efficiencies (PCE) up to 1.82% under AM1.5 simulated sunlight (100 mW cm^-2) conditions. These values are improved compared to the ones reported to date for this class of materials.

RSC Advances published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, Formula: C12H19BrS.

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