3-(2-苯并噻唑基)-7-(二乙氨基)-2-氧代-2H-1-苯并吡喃-4-腈 | 70546-25-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 3-(2-苯并噻唑基)-7-(二乙氨基)-2-氧代-2H-1-苯并吡喃-4-腈
• 中文别名: 溶剂橙112
• 英文名称: 3-benzothiazol-2-yl-7-diethylamino-2-oxo-2H-chromene-4-carbonitrile
• 英文别名: 3-(benzothiazol-2-yl)-7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carbonitrile；3-(1,3-benzothiazol-2-yl)-7-(diethylamino)-2-oxochromene-4-carbonitrile
• CAS: 70546-25-7
• 化学式: C₂₁H₁₇N₃O₂S
• 分子量: 375.451
• InChiKey: NDKYYKABKLOOAP-UHFFFAOYSA-N

物化性质

• 密度：
  1.41[at 20℃]
• LogP：
  5.2 at 25℃

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  94.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2-苯并噻唑基)-7-(二乙氨基)-2-氧代-2H-1-苯并吡喃-4-腈 在 sodium azide 、 zinc dibromide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以76%的产率得到3-benzothiazol-2-yl-7-diethylamino-4-(1H-tetrazol-5-yl)-chromen-2-one
  参考文献：
  名称：

  Inhibition of amyloid-β aggregation by coumarin analogs can be manipulated by functionalization of the aromatic center

  摘要：

  Aggregation of the amyloid-beta protein (A beta) plays a pathogenic role in the progression of Alzheimer's disease, and small molecules that attenuate A beta aggregation have been identified toward a therapeutic strategy that targets the disease's underlying cause. Compounds containing aromatic structures have been repeatedly reported as effective inhibitors of A beta aggregation, but the functional groups that influence inhibition by these aromatic centers have been less frequently explored. The current study identifies analogs of naturally occurring coumarin as novel inhibitors of A beta aggregation. Derivatization of the coumarin structure is shown to affect inhibitory capabilities and to influence the point at which an inhibitor intervenes within the nucleation dependent A beta aggregation pathway. In particular, functional groups found within amyloid binding dyes, such as benzothiazole and triazole, can improve inhibition efficacy. Furthermore, inhibitor intervention at early or late stages within the amyloid aggregation pathway is shown to correlate with the ability of these functional groups to recognize and bind amyloid species that appear either early or late within the aggregation pathway. These results demonstrate that functionalization of small aromatic molecules with recognition elements can be used in the rational design of A beta aggregation inhibitors to not only enhance inhibition but to also manipulate the inhibition mechanism. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.010
• 作为产物：
  描述：

  2-(2-苯并噻唑)乙酸乙酯 在 哌啶 、 lead(IV) acetate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 14.0h， 生成 3-(2-苯并噻唑基)-7-(二乙氨基)-2-氧代-2H-1-苯并吡喃-4-腈
  参考文献：
  名称：

  Synthesis and anti-angiogenesis activity of coumarin derivatives

  摘要：

  A series of 7-diethylaminocoumarin compounds were synthesized and the cytotoxicities were tested against human umbilical vein endothelial cell (HUVEC) and some cancer cells. We found that the introduction of cyano groups at the 4-position will promote the bioactivity. In particular, compounds 9 and 10 strongly inhibited the proliferation of various cancer cell lines, and 12 and 15 showed a high selectivity for HUVEC. Therefore, these coumarin molecules can be utilized as lead compounds to develop potential nontoxic angiogenesis inhibitors and small molecular ligands to target HUVEC. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.007

文献信息

• 4-Carbonyl-substituted coumarin compound
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0435261A2

  公开（公告）日：1991-07-03

  A novel 4-carbonyl-substituted coumarin compound which is substituted with a carbonyl group in the position-4 of a 7-alkylaminocoumarin derivative and has photosensitivity in the visible region.

  一种新型 4-羰基取代香豆素化合物，它在 7-烷基氨基香豆素衍生物的第 4 位被一个羰基取代，在可见光区域具有光敏性。
• Visible radiation sensitive composition
  申请人：KANSAI PAINT CO., LTD.

  公开号：EP0435262A2

  公开（公告）日：1991-07-03

  A visible radiation sensitive composition comprising: (A) a photosetting resin containing a photosensitive group capable of crosslinking or polymerizing by photoirradiation, (B) a sensitizer represented by the formula (i): wherein R₁ and R₂ are the same or different lower alkyl, and R₃ is a hydrogen atom, lower alkyl group, alkoxyalkyl group, hydroxyalkoxyalkyl group or alkoxycarbonylalkyl group, and (C) a polymerization initiator.

  一种对可见辐射敏感的组合物，包括 (A) 一种光固化树脂，含有能在光照射下交联或聚合的光敏基团、 (B) 由式(i)表示的敏化剂： 其中 R₁ 和 R₂ 是相同或不同的低级烷基，R₃ 是氢原子、低级烷基、烷氧基烷基、羟基烷氧基烷基或烷氧基羰基烷基，以及 (C) 聚合引发剂。
• Visible-ray polymerization initiator and visible-ray polymerizable composition
  申请人：TOKUYAMA CORPORATION

  公开号：EP0738928B1

  公开（公告）日：2001-06-20
• Liminescent Silicon Oxide Flakes
  申请人：Hoppe Holger

  公开号：US20070221884A1

  公开（公告）日：2007-09-27

  The present invention relates to luminescent SiO z , flakes, especially porous luminescent SiO z flakes, wherein 0.70≦z≦2.0, especially 0.95≦z≦2.0, comprising an organic, or inorganic luminescent compound, or composition, which can provide enhanced (long term) luminescent efficacy.
• COLOURED ORGANOPOLYSILOXANES
  申请人：Barbieru Roxana

  公开号：US20090209743A1

  公开（公告）日：2009-08-20

  The present invention relates to colored organopolysiloxanes comprising units of the formula R 1 a (RO) b A c R 2 d SiO (4-a-b-c-d)/2 (I), in which R can be identical or different and is hydrogen or a monovalent, unsubstituted or substituted hydrocarbon radical; R 1 can be identical or different and is hydrogen or a monovalent, SiC-bonded, unsubstituted or substituted hydrocarbon radical; R 2 can be identical or different and is a substituted monovalent hydrocarbon radical; A can be identical or different and is an organic dye radical free from sulfonic acid groups and sulfonate groups; a is 0, 1, 2 or 3; b is 0, 1, 2 or 3; d is 0, 1, 2 or 3; and c is 0, 1 or 2; with the proviso that the sum a+b+c+d is ≦3, the organopolysiloxane has at least one radical A per molecule, and in the units of the formula (I) where c is other than 0 when d is 0. The invention also relates to a process to the color organopolysiloxane.