cyclododecyloxymethyl chloride | 58567-10-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclododecyloxymethyl chloride
• 英文别名: chloromethoxy-cyclododecane；chloromethoxycyclododecane
• CAS: 58567-10-5
• 化学式: C₁₃H₂₅ClO
• 分子量: 232.794
• InChiKey: XCEAJECFWHOIFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cyclododecyloxymethyl chloride 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 6.5h， 生成 1-(Cyclododecyloxymethyl)pyridin-4-one
  参考文献：
  名称：

  1-环烷氧基甲基-4-二甲氨基吡啶鎓和1-[(1-烷氧基)乙基]-4-二甲氨基吡啶鎓氯化物的合成及抗菌活性

  摘要：

  DMAP 很容易与氯甲基环烷基醚和 α-氯乙基烷基醚反应，生成稳定的 (1a – 1e) 和不稳定的 (2a – 2h) 氯化吡啶鎓。这些氯化物与 NaOH 反应生成相应的 4-吡啶酮。所有合成的氯化物都显示出抗生素活性。1- 环十二烷氧基甲基 - 4- 二甲基氨基吡啶鎓氯化物 1d 和 1 - [（1 - 十二烷氧基）乙基] -4 - 二甲基氨基吡啶鎓氯化物 2f 显示出对代表球菌、杆状体、真菌和杆菌的微生物具有特别高的活性。

  DOI：

  10.1002/ardp.19953280611
• 作为产物：
  描述：

  三聚甲醛 、 环十二醇 在 盐酸 作用下， 以 苯 为溶剂， 反应 2.5h， 以74%的产率得到cyclododecyloxymethyl chloride
  参考文献：
  名称：

  Quaternary salts of 2-[(hydroxyimino)methyl]imidazole. 2. Preparation and in vitro and in vivo evaluaton of 1-(alkoxymethyl)-2-[(hydroxyimino)methyl]-3-methylimidazolium halides for reactivation of organophosphorus-inhibited acetylcholinesterases

  摘要：

  A series of structurally related mono- and bis-1,3-disubstituted 2-[(hydroxyimino)methyl]imidazolium halides were evaluated in vitro for their ability to reactivate electric eel, bovine, and human erythrocyte (RBC) acetylcholinesterases (AChE) inhibited by ethyl p-nitrophenyl methylphosphonate (EPMP) and 3,3-dimethyl-2-butyl methyl-phosphonofluoridate (soman, GD). All new compounds were characterized for (hydroxyimino)methyl acid dissociation constant, nucleophilicity, octanol-buffer partition coefficient, reversible AChE inhibition, and kinetics of reactivation of EPMP-inhibited AChEs. For GD-inhibited AChEs, maximal reactivation was used to compare compounds since rapid phosphonyl enzyme dealkylation "aging" complicated interpretation of kinetic constants. For comparison, we also evaluated three known pyridinium therapeutics, 2-PAM, HI-6, and toxogonin. In vivo evaluation in mice revealed that when selected imidazolium compounds were coadministered with atropine sulfate, they were effective in providing lifesaving protection against both GD and EPMP challenges. This was a major accomplishment in the search for effective anticholinesterase therapeutics--the synthesis and preliminary evaluation of the first new monoquaternary soman antidotes with potencies superior to 2-PAM. Significantly, there was an apparent inverse relationship between in vitro and in vivo results; the most potent in vivo compounds proved to be the poorest in vitro reactivators. These results suggested that an alternative and possibly novel antidotal mechanism of protective action may be applicable for the imidazolium aldoximes. Selected compounds were also evaluated for their inhibition of AChE phosphorylation by GD and antimuscarinic and antinicotinic receptor blocking effects.

  DOI：

  10.1021/jm00122a034

文献信息

• Choline-Derivative-Based Ionic Liquids
  作者：Juliusz Pernak、Anna Syguda、Ilona Mirska、Anna Pernak、Jan Nawrot、Aleksandra Pr??dzyńska、Scott T. Griffin、Robin D. Rogers

  DOI：10.1002/chem.200700285

  日期：2007.8.17

  A total of sixty-three choline derivative-based ionic liquids in the forms of chlorides, acesulfamates, and bis(trifluoromethylsulfonyl)imides have been prepared and their physical properties (density, viscosity, solubility, and thermal stability) have been determined. Thirteen of these salts are known chlorides: precursors to the 26 water-soluble acesulfamates, 12 acesulfamates only partially miscible

  已经制备了总共六十三种氯化物，乙酰氨基磺酸盐和双（三氟甲基磺酰基）酰亚胺形式的基于胆碱衍生物的离子液体，并且已经确定了它们的物理性质（密度，粘度，溶解度和热稳定性）。这些盐中有13种是已知的氯化物：26种水溶性乙酰氨基磺酸盐的前体，12种仅与水部分混溶的乙酰氨基磺酸盐和12种不溶于水的酰亚胺。确定了两种氯化物盐-（2-羟乙基）二甲基十一烷基氧基甲基铵和氯化环十二烷氧基甲基（2-羟乙基）二甲基铵的晶体结构。测量了新的基于乙酰氨基磺酸酯的亲水性IL的抗菌（球菌，杆和真菌）活性，发现其中12种具有活性。乙酰氨基磺酸烷氧基甲基（2-羟乙基）二甲基铵已被证明是昆虫摄食的威慑剂，因此开辟了基于离子液体的新一代合成威慑剂。双（三氟甲基磺酰基）酰亚胺的烷氧基甲基（2-癸酰氧基乙基）二甲基铵也已被证明可以用作软组织的固定剂，并且还可以用作福尔马林的替代品以及血液的防腐剂。
• Synthesis and antimicrobial activities of new quats
  作者：A Skrzypczak、B Brycki、I Mirska、J Pernak

  DOI：10.1016/s0223-5234(97)83292-8

  日期：1997.7

  (Alkoxymethyl)dodecyldimethylammonium, (cycloalkoxymethyl)dodecyidimethylammonium, (alkylthiomethyl)dodecyldimethylammonium, (alkoxymethyl)dimethyloctylammonium, (cycloalkoxymethyl)dimethyloctylammonium and (alkylthiomethyl)dimethyloctylammonium chlorides were prepared in high yield. All the chlorides studied showed antimicrobial activity. The relationship between the chemical structure and antimicrobial activity was analyzed using the rough sets method.

  制备了高产率的（烷氧甲基）十二烷基二甲基铵、（环烷氧甲基）十二烷基二甲基铵、（烷基硫甲基）十二烷基二甲基铵、（烷氧甲基）二甲基辛基铵、（环烷氧甲基）二甲基辛基铵和（烷基硫甲基）二甲基辛基铵的氯化物。所研究的所有氯化物均表现出抗菌活性。利用粗糙集方法分析了化学结构与抗菌活性之间的关系。
• Synthesis and Antimicrobial Activity of New Quaternary Ammonium Chlorides
  作者：Bogumil Brycki、Andrzej Skrzypczak、Ilona Mirska、Juliusz Pernak

  DOI：10.1002/ardp.19963290603

  日期：——

  ethers or sulfides, chloromethylbezyl ethers or sulfides and chloromethylcycloalkyl ethers to give quaternary ammonium chlorides in very good yields. All the chlorides studied showed antimicrobial activity. The relationship between the chemical structure and antimicrobial activity was analyzed by rough sets.

  癸基二甲胺很容易与氯甲基烷基醚或硫化物、氯甲基苄基醚或硫化物和氯甲基环烷基醚反应，以非常好的收率得到季铵氯化物。所研究的所有氯化物均显示出抗微生物活性。通过粗糙集分析化学结构与抗菌活性之间的关系。
• Synthesis and Antimicrobial Activity of New 1-Benzylbenzimidazolium Chlorides
  作者：Juliusz Pernak、Anita Arndt、Bogumil Brycki

  DOI：10.1002/ardp.19973300805

  日期：——

  3‐alkylthiomethyl‐1‐benzylbenzimidazolium or 1‐benzyl‐3‐cycloalkoxymethylbenzimidazolium chlorides in very good yields. All the 1‐benzylbenzimidazolium chlorides showed antimicrobial activity. The relationship between chemical structure and antimicrobial activity was analyzed by quantitative structure‐activity relationships (QSAR).

  1-苄基苯并咪唑与氯甲基烷基醚或硫化物或氯甲基环烷基醚反应，以非常好的收率生成 3-烷氧基-甲基-1-苄基苯并咪唑鎓或 3-烷硫基甲基-1-苄基苯并咪唑鎓或 1-苄基-3-环烷氧基甲基苯并咪唑鎓氯化物。所有 1-苄基苯并咪唑氯化物均表现出抗菌活性。通过定量构效关系(QSAR)分析化学结构与抗菌活性之间的关系。
• Odoriferous cycloalkyl acetals
  申请人：Henkel & Cie G.m.b.H.

  公开号：US03993697A1

  公开（公告）日：1976-11-23

  An odoriferous acetal having the formula ##EQU1## wherein R is a cycloalkyl having from 8 to 12 carbon atoms, R.sub.1 is a member selected from the group consisting of hydrogen and methyl, and R.sub.2 is a member selected from the group consisting of methyl, ethyl, propyl, isopropyl, allyl and propargyl. These compounds have a woody amber odor and are useful in the preparation of scents.

  这是一种具有以下分子式的气味醛的化合物：##EQU1## 其中R是具有8到12个碳原子的环烷基，R.sub.1是从氢和甲基中选择的成员，R.sub.2是从甲基，乙基，丙基，异丙基，烯丙基和丙炔基中选择的成员。这些化合物具有木质琥珀气味，并可用于制备香料。