2-氯甲基-1,4-二哑螺[4.5]癸烷 | 5503-32-2

• 物质功能分类: 有机原料 - 螺环化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氯甲基-1,4-二哑螺[4.5]癸烷
• 中文别名: 2-(氯甲基)-1,4-二噁螺[4.5]癸烷；2-(氯甲基)-1,4-二氧杂螺[4.5]癸烷
• 英文名称: chloromethyl-2 dioxa-1,4 spiro 4,5 decane
• 英文别名: 1-chloro-2,3-O-cyclohexylidene-propane；2-1,4-dioxaspiro<4,5>decane；2-chloromethyl-1,4-dioxa-spiro[4.5]decane；2-Chlormethyl-1,4-dioxa-spiro[4.5]decan；2-(Chloromethyl)-1,4-dioxaspiro[4.5]decane；3-(chloromethyl)-1,4-dioxaspiro[4.5]decane
• CAS: 5503-32-2
• 化学式: C₉H₁₅ClO₂
• 分子量: 190.67
• InChiKey: XGQRXAWHKWEULC-UHFFFAOYSA-N

物化性质

• 沸点：
  272℃
• 密度：
  1.15
• 闪点：
  106℃

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099
• 储存条件：
  2-8℃，干燥且密封保存。

反应信息

• 作为反应物：
  描述：

  2-氯甲基-1,4-二哑螺[4.5]癸烷 在 氢氧化钾 、 偶氮二异丁腈 作用下， 反应 0.5h， 生成 2-(1,4-Dioxa-spiro[4.5]dec-2-ylmethylsulfanyl)-ethanol
  参考文献：
  名称：

  Etlis, V. S.; Shomina, F. N.; Tsareva, L. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 10, p. 1978 - 1982

  摘要：

  DOI：
• 作为产物：
  描述：

  环己酮 、 3-氯-1,2-丙二醇 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以100%的产率得到2-氯甲基-1,4-二哑螺[4.5]癸烷
  参考文献：
  名称：

  1,3-Dioxolane-Based Ligands as a Novel Class of α₁-Adrenoceptor Antagonists

  摘要：

  1,3-Dioxolane-based compounds (2-14) were synthesized, and the pharmacological profiles at alpha(1)-adrenoceptor subtypes were assessed by functional experiments in isolated rat vas deferens (alpha(1A)), spleen (alpha(1B)), and aorta (alpha(1D)). Compound 9, with a pA(2) of 7.53, 7.36, and 8.65 at alpha(1A), alpha(1B), and alpha(1D)), respectively, is the most potent antagonist of the series, while compound 10 with a pA(2) of 8.37 at alpha(1D) subtype and selectivity ratios of 162 (alpha(1D)/alpha(1A)) and 324 (alpha(1D))/alpha(1B)) is the most selective. Binding assays in CHO cell membranes expressing human cloned alpha(1)-adrenoceptor subtypes confirm the pharmacological profiles derived from functional experiments, although the selectivity values are somewhat lower. Therefore, it is concluded that 1,3-dioxolane-based ligands are a new class of alpha(1)-adrenoceptor antagonists.

  DOI：

  10.1021/jm021078o

文献信息

• Synthesis, biological evaluation and molecular modeling of 1-oxa-4-thiaspiro- and 1,4-dithiaspiro[4.5]decane derivatives as potent and selective 5-HT1A receptor agonists
  作者：Silvia Franchini、Leda Ivanova Manasieva、Claudia Sorbi、Umberto M. Battisti、Paola Fossa、Elena Cichero、Nunzio Denora、Rosa Maria Iacobazzi、Antonio Cilia、Lorenza Pirona、Simone Ronsisvalle、Giuseppina Aricò、Livio Brasili

  DOI：10.1016/j.ejmech.2016.09.050

  日期：2017.1

  reported as a potent 5-HT1AR agonist with a moderate 5-HT1AR selectivity. In an extension of this work a series of derivatives of 1, obtained by combining different heterocyclic rings with a more flexible amine chain, was synthesized and tested for binding affinity and activity at 5-HT1AR and α1 adrenoceptors. The results led to the identification of 14 and 15 as novel 5-HT1AR partial agonists, the first

  最近，据报道1-（1,4-二氧杂螺并[4,5]癸-2-基甲基）-4-（2-甲氧基苯基）哌嗪（1）是有效的5-HT 1A R激动剂，具有中等的5-HT 1A R选择性。在这项工作中的一系列的衍生物的延伸1，通过不同的杂环与一个更灵活的胺链合成而获得，合成并在5-HT的结合亲和力和活性进行测试1A R和α 1种肾上腺素受体。结果导致鉴定出14和15种新颖的5-HT 1A R部分激动剂，其中第一种在选择性方面非常出色（5-HT 1A / α1d = 80），后者的效价（pD 2  = 9.58）和功效（E max  = 74％）。ADME性质的理论研究表明，整个系列具有良好的分布，而MDCKII-MDR1细胞的通透性数据预测化合物15具有良好的BBB通透性，具有良好的神经保护活性。此外，在小鼠福尔马林测试中，化合物15显示出有效的抗伤害感受活性，表明了一种新的疼痛控制策略。
• Imidazole derivatives and salts thereof and pharmaceutical formulations
  申请人：Burroughs Wellcome Co.

  公开号：US04328234A1

  公开（公告）日：1982-05-04

  Imidazoles of formula (I) ##STR1## wherein A is a chemical bond or a straight or branched, saturated or unsaturated, aliphatic residue having from 1 to 6 carbon atoms wherein 1, 2 or 3 of such carbon atoms may be replaced by a corresponding number of heteroatoms selected from oxygen, sulphur and nitrogen providing (in the case of 2 or 3 heteroatoms) that any such heteroatom is not located adjacent to a further such heteroatoms or heteroatoms R is a fused, saturated or unsaturated, non-aromatic carbocyclic, polycyclic ring system; a saturated or unsaturated, carbocyclic spirocyclic ring system, optionally containing one or more ring heteroatoms selected from oxygen, sulphur and nitrogen; or a saturated or unsaturated, carbocyclic bridged-polycyclic ring system, optionally containing one or more ring heteroatoms selected from oxygen, sulphur and nitrogen and having one or more bridges; or AR together represent a straight or branched, saturated or unsaturated, aliphatic residue having 3 to 6 carbon atoms, wherein 1, 2 or 3 of such carbon atoms may be replaced by a corresponding number of heteroatoms selected from oxygen, sulphur and nitrogen providing (in the case of 2 or 3 heteroatoms) that any such heteroatom is not located adjacent to a further such heteroatom or heteroatoms; which aliphatic residue is substituted by at least two groups, which may be the same or different, selected from the groups specified for R above. and acid addition salts and pharmaceutically acceptable bioprecursors thereof. Methods of preparing the imidazoles are disclosed. The imidazoles and their acid addition salts and bioprecursors are useful in the treatment or prophylaxis of thrombo-embolic conditions.

  Imidazoles的化学式（I）##STR1##其中A是化学键或直链或支链、饱和或不饱和的、具有1至6个碳原子的脂肪残基，其中这些碳原子中的1、2或3个可以被氧、硫和氮等异原子取代，提供（在2或3个异原子的情况下）任何这样的异原子不位于另一个这样的异原子或异原子旁边R是融合的、饱和的或不饱和的、非芳香性碳环多环环系统；一个饱和或不饱和的、碳环螺环系统，可选地含有一个或多个氧、硫和氮等环异原子；或者是一个饱和或不饱和的、碳环桥联多环环系统，可选地含有一个或多个氧、硫和氮等环异原子并具有一个或多个桥梁；或者AR一起表示一个直链或支链、饱和或不饱和、具有3至6个碳原子的脂肪残基，其中这些碳原子中的1、2或3个可以被氧、硫和氮等异原子取代，提供（在2或3个异原子的情况下）任何这样的异原子不位于另一个这样的异原子或异原子旁边；这种脂肪残基被至少两个可能相同或不同的从上述R中指定的基团取代。其酸盐和药学上可接受的生物前体。揭示了制备咪唑的方法。咪唑及其酸盐和生物前体在治疗或预防血栓栓塞症方面是有用的。
• 2,2-disubstituted 1,3-dioxolanes as antitussive agents
  申请人：——

  公开号：US20030176446A1

  公开（公告）日：2003-09-18

  (±) 3-(4-Phenyl-1-piperazinyl)-1,2-propanediol cyclic acetals, a process for the optical resolution thereof and their use as intermediates for the preparation of (−) 3-(4-phenyl-1-piperazinyl)-1,2-propanediol (levodropropizine) and salts thereof.

  (±) 3-(4-苯基-1-哌嗪基)-1,2-丙二醇环状缩醛，其光学分辨过程以及它们作为(−) 3-(4-苯基-1-哌嗪基)-1,2-丙二醇(左旋氢溴酸左多普利辛)及其盐的制备中间体的用途。
• 1,3-dioxolanes with antitussive activity
  申请人：——

  公开号：US20040038989A1

  公开（公告）日：2004-02-26

  (S)-3-(4-Phenyl-1-piperazinyl)-1,2-propanediol cyclic acetals useful as antitussive agents and as intermediates for the preparation of levodropropizine and the salts thereof, as well as a process for the preparation of said acetals, are disclosed.

  本发明公开了一种作为镇咳剂和左氨氯地平及其盐的制备中间体有用的(S)-3-(4-苯基-1-哌嗪基)-1，2-丙二醇环状缩醛，以及制备上述缩醛的方法。
• METHOD FOR PRODUCING METHYLENE-1,3-DIOXOLANES
  申请人：Bayer Intellectual Property GMBH

  公开号：US20140378690A1

  公开（公告）日：2014-12-25

  The present invention relates to a novel method for preparing methylene-1,3-dioxolanes of the general formula (1) in which R 1 and R 2 have the meanings stated in the description. Methylene-1,3-dioxolanes are important intermediates for preparing pyrazoles and anthranilic acid amides, which may be used as insecticides.

  本发明涉及一种制备通式（1）中R1和R2具有所述含义的亚甲基-1,3-二氧兰的新方法。亚甲基-1,3-二氧兰是制备吡唑和蒽酰胺的重要中间体，可用作杀虫剂。