6,7-bis(benzyloxy)-2,2-dimethyl-2H-chromene | 108354-11-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6,7-bis(benzyloxy)-2,2-dimethyl-2H-chromene
• 英文别名: 6,7-dibenzyloxy-2,2-dimethyl-2H-chromene；2H-1-Benzopyran, 2,2-dimethyl-6,7-bis(phenylmethoxy)-；2,2-dimethyl-6,7-bis(phenylmethoxy)chromene
• CAS: 108354-11-6
• 化学式: C₂₅H₂₄O₃
• 分子量: 372.464
• InChiKey: DAEGRMCFFPVKAH-UHFFFAOYSA-N

物化性质

• 沸点：
  507.1±50.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6,7-二甲氧基-2,2-二甲基-4-色满酮 在 盐酸 、 sodium tetrahydroborate 、 三溴化硼 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 生成 6,7-bis(benzyloxy)-2,2-dimethyl-2H-chromene
  参考文献：
  名称：

  Discovery of Small Molecules as Multi-Toll-like Receptor Agonists with Proinflammatory and Anticancer Activities

  摘要：

  Therapies based on activation of multiple Toll-like receptors (TLRs) may offer superior therapeutic profiles than that of single TLR activation. To, discover new small molecules that could activate multiple TLRs, we performed a cell-based high-throughput, screening of a small-molecule library based on TLR3-mediated NF-kappa B activation. Subsequent structural optimization and counterscreening of other TLRs produced the first small molecule 17e (CU-CPT17e), capable of simultaneously activating TLRs 3) 8, and 9. Biochemical studies demonstrated that 17e could induce a strong immune response via the production of various cytokines in human monocytic THP-1 cells. Furthermore, 17e inhibited the proliferation of HeLa cancer cells by triggering apoptosis and arresting the-cell. cycle at the S phase. These results Showcase potential therapeutic applications of 17e it both vaccine adjuvants and anticancer therapies based on multi-TLR activation.

  DOI：

  10.1021/acs.jmedchem.7b00419

文献信息

• Chromene derivatives useful as insecticides
  申请人：Alkaloida Vegyeszeti Gyar

  公开号：US04716238A1

  公开（公告）日：1987-12-29

  The invention relates to pesticidal compositions comprising as active ingredient a compound of the general Formula I ##STR1## wherein R.sup.1 and R.sup.2 stand for hydrogen, optionally halogenosubstituted C.sub.1-6 alkyl or aryl; R.sup.3 and R.sup.4 are hydrogen, halogen or C.sub.1-6 alkyl; R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are hydrogen, hydroxy, mercapto, amino, C.sub.1-10 alkyl; a group containing a methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec. butoxy, isobutoxy, tert. butoxy, n-pentyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cycloheptyloxy, cyclooctyloxy, allyloxy, crotyloxy, prenyloxy, propargyloxy, substituted propargyloxy, C.sub.1-3 alkylenedioxy, aralkoxy, substituted aralkoxy, hydroxyalkoxy, alkoxyalkoxy, mercaptoalkoxyalkoxy, halogenoalkoxy, dihalogenoalkoxy, trihalogenoalkoxy, polyhalogenoalkoxy, N,N-dialkylaminoalkoxy, cycloalkylaminoalkoxy, alkylenoxy-alkyleneoxy, alkylene-thia-alkylenoxy or alkylene-aza-alkylenoxy unit or C.sub.2-6 acyl or a salt thereof and to a process for the preparation of the active ingredient.

  该发明涉及杀虫剂组合物，其活性成分为一般式I的化合物 其中R.sup.1和R.sup.2代表氢，可选择卤代的C.sub.1-6烷基或芳基；R.sup.3和R.sup.4为氢，卤素或C.sub.1-6烷基；R.sup.5，R.sup.6，R.sup.7和R.sup.8为氢，羟基，巯基，氨基，C.sub.1-10烷基；含有甲氧基，乙氧基，正丙氧基，异丙氧基，正丁氧基，丁基，异丁氧基，叔丁氧基，正戊氧基，环丙氧基，环丁氧基，环戊氧基，环己氧基，环庚氧基，丙烯氧基，丁烯氧基，戊烯氧基，取代丙炔氧基，C.sub.1-3烷二氧基，芳基氧基，取代芳基氧基，羟基烷氧基，烷氧基烷氧基，巯基烷氧基烷氧基，卤代烷氧基，二卤代烷氧基，三卤代烷氧基，多卤代烷氧基，N，N-二烷基氨基烷氧基，环烷基氨基烷氧基，烷氧基-烷二氧基，烷基硫-烷氧基或烷基-氮-烷氧基单元或C.sub.2-6酰基或其盐，以及制备活性成分的方法。
• Neue Chromen-Derivate
  申请人：ALKALOIDA VEGYéSZETI GYáR

  公开号：EP0118794A1

  公开（公告）日：1984-09-19

  Gegenstand der Erfindung sind neue 2H-Chromene der Formel I, worin bedeuten: R' und R2 Wasserstoff, gegebenenfalls durch Halogen substituiertes Alkyl mit 1 bis 6 Kohlenstoffatomen oder Aryl, R3 und R4 Wasserstoff, Halogen oder Alkyl mit 1 bis 6 Kohlenstoffatomen und R5, RB, R7 und R8 Wasserstoff, Hydroxyl, Mercapto, Amino, Alkyl mit 1 bis 10 Kohlenstoffatomen, Methoxy, Ethoxy, n-Propoxy, i-Propoxy, n-Butoxy, sec-Butoxy, i-Butoxy, tert.-Butoxy, n-Pentyloxy, Cyclopropyloxy, Cylcobutyloxy, Cyclopentyloxy, Cyclohexyloxy, Cycloheptyloxy, Cyclooctyloxy, Allyloxy, Crotyloxy, Prenyloxy, Propargyloxy, substituiertes Propargyloxy, Alkylendioxy mit 1 bis 3 Kohlenstoffatomen, Aralkyloxy, substituierters Aralkyloxy, Hydroxyalkyloxy, Alkoxyalkoxy, Mercaptoalkoxyalkyloxy, Halogenalkyloxy, Dihalogenalkyloxy, Trihalogenalkyloxy, Polyhalogenalkyloxy, N,N-Dialkylaminoalkoxy. Cycloalkylaminoalkyloxy, Alkylenoxyalkylenoxy, Alkylenthiaalkylenoxy, Alkylenazaalkylenoxy und Acyl mit 2 bis 6 Kohlenstoffatomen. Die Erfindung betrifft ferner Verfahren zur Herstellung dieser Verbindungen sowie Schädlingsbekämpfungsmittel, die als Wirkstoffe Verbindungen der Formel I enthalten.

  本发明涉及式 I 的新 2H -铬烯、 其中 R' 和 R2 是氢、可选的卤素取代的具有 1 至 6 个碳原子的烷基或芳基、 R3 和 R4 是氢、卤素或具有 1 至 6 个碳原子的烷基，以及 R5、RB、R7 和 R8 为氢、羟基、巯基、氨基、具有 1 至 10 个碳原子的烷基、甲氧基、乙氧基、正丙氧基、一丙氧基、正丁氧基、仲丁氧基、一丁氧基、叔丁氧基、正戊氧基、叔丁氧基丁氧基、正戊氧基、环丙氧基、环丁氧基、环戊氧基、环己氧基、环庚氧基、环辛氧基、烯丙基氧基、丙基氧基、取代丙基氧基、含 1 至 3 个碳原子的亚烷基二氧基、烷氧基、烷氧基烷氧基、巯基烷氧基、卤代烷氧基、二卤代烷氧基、三卤代烷氧基、多卤代烷氧基、N,N-二烷基氨基烷氧基。环烷基氨基烷氧基、亚烷氧基、亚烷氧基、亚烷氮基烷氧基和含有 2 至 6 个碳原子的酰基。 本发明还涉及这些化合物的制备工艺和含有式 I 化合物作为活性成分的农药。
• REPASI, JANOS;BORSOS, GYOZONE;TIMAR, TIBOR;ZSUPAN, KALMAN;FODOR, ANDRAS;M+
  作者：REPASI, JANOS、BORSOS, GYOZONE、TIMAR, TIBOR、ZSUPAN, KALMAN、FODOR, ANDRAS、M+

  DOI：——

  日期：——
• US4716238A
  申请人：——

  公开号：US4716238A

  公开（公告）日：1987-12-29
• Discovery of Small Molecules as Multi-Toll-like Receptor Agonists with Proinflammatory and Anticancer Activities
  作者：Lei Zhang、Varun Dewan、Hang Yin

  DOI：10.1021/acs.jmedchem.7b00419

  日期：2017.6.22

  Therapies based on activation of multiple Toll-like receptors (TLRs) may offer superior therapeutic profiles than that of single TLR activation. To, discover new small molecules that could activate multiple TLRs, we performed a cell-based high-throughput, screening of a small-molecule library based on TLR3-mediated NF-kappa B activation. Subsequent structural optimization and counterscreening of other TLRs produced the first small molecule 17e (CU-CPT17e), capable of simultaneously activating TLRs 3) 8, and 9. Biochemical studies demonstrated that 17e could induce a strong immune response via the production of various cytokines in human monocytic THP-1 cells. Furthermore, 17e inhibited the proliferation of HeLa cancer cells by triggering apoptosis and arresting the-cell. cycle at the S phase. These results Showcase potential therapeutic applications of 17e it both vaccine adjuvants and anticancer therapies based on multi-TLR activation.