Category: 76283-09-5

Chen, Xin published the artcileAcetic Acid Derivatives of 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-Dioxide as a Novel Class of Potent Aldose Reductase Inhibitors, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Journal of Medicinal Chemistry (2010), 53(23), 8330-8344, database is CAplus and MEDLINE.

A series of novel benzothiadiazine 1,1-dioxide derivatives were synthesized and tested for their inhibitory activity against aldose reductase. Of these derivatives, 17 compounds, having a substituted N2-benzyl group and a N4-acetic acid group on the benzothiadiazine, were found to be potent and selective aldose reductase inhibitors in vitro with IC₅₀ values ranging from 0.032 to 0.975 μM. I (R¹=Cl, R²=2,4,5-F₃) proved to be the most active in vitro. The eight top-scoring compounds coming from the in vitro test for ALR2 inhibition activity were then tested in vivo, whereby three derivatives, I (R¹=F, R²=2,4,5-F₃; R¹=Cl, R²=2-F,4-Br; R¹=Cl, R²=2,4,5-F₃) demonstrated a significantly preventive effect on sorbitol accumulation in the sciatic nerve in the 5-day streptozotocin-induced diabetic rats in vivo. Structure-activity relationship and mol. docking studies highlighted the importance of substitution features of N4-acetic acid group and halogen-substituted N2-benzyl group in the benzothiadiazine scaffold and indicated that substitution with halogen at C-7 had a remarkably strong effect on ALR2 inhibition potency.

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, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Luo, Yin published the artcileSynthesis and antimicrobial evaluation of a novel class of 1,3,4-thiadiazole: Derivatives bearing 1,2,4-triazolo[1,5-a]pyrimidine moiety, Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is European Journal of Medicinal Chemistry (2013), 54-61, database is CAplus and MEDLINE.

A series of novel 1,3,4-thiadiazole derivatives bearing 1,2,4-triazolo[1,5-a]pyrimidine moiety were synthesized by the method of splicing active substructures. All the compounds were assayed for antimicrobial activities against five fungi strains and four bacteria strains. The preliminary results indicated that some compounds showed good antifungal activities against Physaclospora piricola and Rhizoctonia solani. Compound I [R = 3-NO₂-4-Me-Bn] exhibited good antifungal activities against Cercospora beticola and R. solani. Most of the compounds showed better antibacterial activities against Gram-neg. bacteria strains than Gram-pos. bacteria strains. Compounds I [R = 2-NO₂-4-Me-Bn, 2,6-F₂-Bn] showed the best activities against Pseudomonas fluorescence while compounds I [R = 2,4-F₂-Bn, 2-F-4-Br-Bn] showed good activities against Escherichia coli.

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, Name: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Chen, Xin published the artcile1,2-Benzothiazine 1,1-dioxide carboxylate derivatives as novel potent inhibitors of aldose reductase, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Bioorganic & Medicinal Chemistry (2011), 19(23), 7262-7269, database is CAplus and MEDLINE.

Due to the importance of aldose reductase (ALR2) as a potential drug target in the treatment of diabetic complications, there are increasing interests in design and synthesis of ALR2 inhibitors. 1,2-Benzothiazine-4-acetic acid 1,1-dioxide derivatives were prepared and investigated for their inhibition activity. Most of these derivatives were active with IC₅₀ values ranging from 0.11 μM to 10.42 μM, and 2-[2-(4-bromo-2-fluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid showed the most potent inhibition activity. Further, SAR and docking studies suggest that in comparison with the α,β-unsaturated derivatives, the saturated carboxylic acid derivatives had a greater binding affinity with the enzyme and thus an enhanced inhibition activity. Therefore, development of more powerful ARIs based on benzothiazine 1,1-dioxide by stereo-controlled synthesis could be expected.

Bioorganic & 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, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Li, Penghui published the artcileDesign, synthesis and biological evaluation of benzimidazole-rhodanine conjugates as potent topoisomerase II inhibitors, Category: bromides-buliding-blocks, the publication is MedChemComm (2018), 9(7), 1194-1205, database is CAplus and MEDLINE.

In this study, a series of benzimidazole-rhodanine conjugates were designed, synthesized and investigated for their topoisomerase II (Topo II) inhibitory and cytotoxic activities. The results from Topo II-mediated pBR322 DNA relaxation and cleavage assays showed that the synthesized compounds might act as Topo II catalytic inhibitors. Certain compounds displayed potent Topo II inhibition at 10 muM. The cytotoxic activities of these compounds against HeLa, A549, Raji, PC-3, MDA-MB-201, and HL-60 cancer cell lines were evaluated. The results indicated that these compounds exhibited strong antiproliferative activity. A good relationship was observed between the Topo II inhibitory potency and the cytotoxicity of these compounds The structure-activity relationship revealed that the electronic effects, the Ph group, and the rhodanine moiety were particularly important for the Topo II inhibitory potency and cytotoxicity.

MedChemComm 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, Category: bromides-buliding-blocks.

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

Jiang, Hong published the artcileSynthesis and biological evaluation of novel carbazole-rhodanine conjugates as topoisomerase II inhibitors, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(8), 1320-1323, database is CAplus and MEDLINE.

In this study, a series of carbazole-rhodanine conjugates was synthesized and evaluated for their Topoisomerase II inhibition potency as well as cytotoxicity against a panel of four human cancer cell lines. Among these thirteen compounds, I (R = 2-F-4-Br, 4-NO₂, 4-CN, 4-CF₃) possessed Topoisomerase II inhibition potency at 20μM. Mechanism study revealed that these compounds may function as Topo II catalytic inhibitors. It was found that the electron-withdrawing groups on the Ph ring of compounds played an important role on enhancing both enzyme inhibition and cytotoxicity.

Bioorganic & Medicinal Chemistry Letters 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, Recommanded Product: 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

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

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

Chen, W. published the artcileSynthesis and antifungal evaluation of 1,2,4-triazolo[1,5-α]pyrimidine bearing 1,2,4-triazole heterocycle derivatives, Computed Properties of 76283-09-5, the publication is Asian Journal of Chemistry (2011), 23(2), 602-608, database is CAplus.

Preparation of 28 new 1,2,4-triazolo[1,5-α]pyrimidine derivatives bearing 1,2,4-triazole heterocycle is reported. Structures were characterized by ¹H NMR spectroscopy, mass spectrometry and elemental analyses. With triadimefon, validamycin and carbendazim as pos. controls, the antifungal activities of 28 compounds against Fusarium oxysporum f. sp. vasinfectum, Gibberella sanbinetti, Cercospora beticola Sacc., Physaclospora piricola and Rhizoctonia solani were evaluated. Compound 2-[(5-(2,6-difluorobenzylthio)-4-phenyl-4H-1,2,4-triazol-3-yl)methylthio]-5,7-dimethyl[1,2,4]triazolo[1,5-α]pyrimidine (I) showed potent antifungal activities against G. sanbinetti, C. beticola, P. piricola and R. solani. On the basis of the biol. results, structure activity relationships of these compounds were also discussed.

Asian Journal of 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, Computed Properties of 76283-09-5.

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