1-chloroethyl benzyl ether | 50436-46-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-chloroethyl benzyl ether
• 英文别名: benzyl chloroformate；1-Chloroethoxymethylbenzene
• CAS: 50436-46-9
• 化学式: C₉H₁₁ClO
• 分子量: 170.639
• InChiKey: AGGPGYQJSCKFDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1-chloroethyl benzyl ether 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 1-(1-benzyloxy-ethyl)-7-chloro-5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one
  参考文献：
  名称：

  Neurotropic and psychotropic agents. VI. 1-Alkoxymethyl-1,3-dihydro-2H-1,4-benzodiazepin-2-ones.

  摘要：

  1-烷氧基甲基-1, 3-二氢-2H-1, 4-苯二氮卓-2-酮(II)通过两种方法制备：一种是1, 4-苯二氮卓-2-酮(I)与烷氧基甲基氯直接烷基化另一种是通过2-[N-(烷氧基甲基)邻苯二甲酰亚氨基乙酰胺]二苯甲酮(IV)，其由相应的2-(邻苯二甲酰亚氨基乙酰胺)二苯甲酮(III)和烷氧基甲基氯化物制备。在小鼠驯服和抗惊厥试验中，制备的某些化合物具有与地西泮和利氯氮卓相当的活性。

  DOI：

  10.1248/cpb.30.1477
• 作为产物：
  描述：

  benzyl 1-ethylthioethyl ether 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-chloroethyl benzyl ether
  参考文献：
  名称：

  Pyrimidinones as reversible metaphase arresting agents

  摘要：

  5-Halo-N(1)-substituted 2(1H)-pyrimidinones have the ability to cause reversible arrest of mitosis during metaphase, Highly active compounds have a heteroatom (O, S or N) in the beta-position of the N(1)-carbon chain which is further substituted by an aryl group. In vitro data have been provided. It is suggested that reversible metaphase inhibitors can be used as synchronizing agents of cell-cycles by applying them in a sequential manner when a phase-specific cytotoxic drug is used in the treatment of diseases caused by uncontrolled rapidly proliferating cells. The active compounds are prepared from 2-pyrimidinones by alkylation reactions. The key reactants are alpha-chloroalkyl ethers, sulfides and amides; methods for their syntheses have been described.

  DOI：

  10.1016/0223-5234(93)90014-6

文献信息

• Stereocontrolled Cyanohydrin Ether Synthesis through Chiral Brønsted Acid-Mediated Vinyl Ether Hydrocyanation
  作者：Chunliang Lu、Xiaoge Su、Paul E. Floreancig

  DOI：10.1021/jo4016002

  日期：2013.9.20

  Vinyl ethers can be protonated to generate oxocarbenium ions that react with Me3SiCN to form cyanohydrin alkyl ethers. Reactions that form racemic products proceed efficiently upon conversion of the vinyl ether to an α-chloro ether prior to cyanide addition in a pathway that proceeds through Brønsted acid-mediated chloride ionization. Enantiomerically enriched products can be accessed by directly protonating

  乙烯基醚可以质子化以生成氧代碳正离子，该离子与 Me 3 SiCN反应形成氰醇烷基醚。在通过布朗斯台德酸介导的氯离子电离进行的途径中，在加入氰化物之前将乙烯基醚转化为 α-氯醚后，形成外消旋产物的反应有效进行。可以通过用手性布朗斯台德酸直接质子化乙烯基醚以形成手性离子对来获得对映体富集的产品。Me 3 SiCN 作为亲核试剂，PhOH 在不对称双分子亲核加成到氧碳鎓离子的罕见例子中作为化学计量质子源。计算研究为催化剂和氧代碳正离子之间的相互作用提供了模型。
• Partial and full agonists of A1 adenosine receptors
  申请人：——

  公开号：US20040043960A1

  公开（公告）日：2004-03-04

  Disclosed are novel compounds that are partial and full A 1 adenosine receptor agonists, useful for treating various disease states, in particular the supraventricular tachycardias, emesis, angina, myocardial infarction and hyperlipidemia.

  本发明涉及一种新型化合物，它们是A1腺苷受体的部分和完全激动剂，可用于治疗各种疾病状态，特别是上室性心动过速、呕吐、心绞痛、心肌梗塞和高脂血症。
• Neurotropic and psychotropic agents. VII. Synthesis and pharmacological properties of 2-(alkoxyalkylamino)-3H-1,4-benzodiazepines.
  作者：MASAAKI MATSUO、KIYOSHI TANIGUCHI、IKUO UEDA

  DOI：10.1248/cpb.30.1481

  日期：——

  The synthesis and pharmacological properties of some 2-(alkoxyalkylamino)-3H-1, 4-benzodiazepine derivatives (I and II) are described. Compounds I were prepared from the corresponding 2-methylthio-1, 4-benzodiazepines and primary amines. Compounds II were prepared by alkylation of the corresponding 2-monoalkylamino-1, 4-benzodiazepines with alkyl or alkoxyalkyl halides. The compounds (I and II) showed tranquilizing profiles like that of chlordiazepoxide in taming and anticonvulsant tests in mice.

  本文描述了2-(烷氧基烷基氨基)-3H-1,4-苯并二氮杂卓衍生物（I和II）的合成和药理特性。化合物I由相应的2-甲硫基-1,4-苯并二氮杂卓和伯胺制备。化合物II通过用烷基或烷氧基烷基卤化物对相应的2-单烷基氨基-1,4-苯并二氮杂卓进行烷基化制备。化合物（I和II）在小鼠驯化和抗惊厥测试中表现出与氯氮卓类似的镇静效果。
• Dual Substrate Specificity of <i>Bacillus subtilis</i> PBP4a
  作者：Venkatesh V. Nemmara、S. A. Adediran、Kinjal Dave、Colette Duez、R. F. Pratt

  DOI：10.1021/bi400211q

  日期：2013.4.16

  Bacterial dd-peptidases are the targets of the β-lactam antibiotics. The sharp increase in bacterial resistance toward these antibiotics in recent years has stimulated the search for non-β-lactam alternatives. The substrates of dd-peptidases are elements of peptidoglycan from bacterial cell walls. Attempts to base dd-peptidase inhibitor design on peptidoglycan structure, however, have not been particularly

  细菌DD -peptidases是的β内酰胺类抗生素的目标。近年来，细菌对这些抗生素的耐药性急剧增加，促使人们寻求非β-内酰胺替代品。的基板DD -peptidases从细菌细胞壁肽聚糖的元件。尝试基DD上的肽聚糖结构1-肽酶抑制剂的设计，然而，并没有特别成功迄今因为对于大多数的这些酶的特异性底物是未知的。然而，已知的是，低分子量（LMM）类B和C的优选底物DD -peptidases包含相关肽的游离N末端。两种非常相似的LMMC酶，例如ActinomaduraR39 DD 1-肽和枯草芽孢杆菌PBP4a，识别d -α-aminopimelyl末端。然而，处于营养阶段的枯草芽孢杆菌的肽聚糖具有N-末端的d -α-氨基庚基羧酸酰胺化。现在的问题是，因此，是否DD的-peptidases枯草芽孢杆菌是分别专用于羧酸酯或羧酰胺或具有双重特异性。本文介绍了枯草芽孢杆菌PBP4a对这一问题的调查。实
• Substituted pyrimidin-2-ones and the salts thereof
  申请人：NYCOMED AS

  公开号：EP0087326A1

  公开（公告）日：1983-08-31

  ompounds of the general formula :- wherein X represents halogen or trifluoromethyl; R1 and R2, independently represent hydrogen or lower alkyl; R3, R4 and R5, which may be the same or different, each represent hydrogen, lower alkyl, lower alkenyl, lower alkynyl, lower alkanoyl, lower alkenoyl, C7-16 aralkyl or C6-10 aryl or a 5-9 membered unsaturated or aromatic heterocyclic ring: one or both of R4 and R5 may also represent aroyl groups; Z represents an oxygen atom or a sulfur atom or oxide thereof or a group NR6 (wherein R6 is as defined for R hereinafter or represents the group COR7 in which R7 represents hydrogen or optionally substituted aryl, heterocyclic, aralkyl, lower alkyl or lower alkoxy group; and R represents a C6-10 carbocyclic aromatic group or a heterocyclic group containing a 5-9 membered unsaturated or aromatic heterocyclic ring which ring contains one or more heteroatoms selected from O. N and S and optionally carries a fused ring which carbocyclic or heterocyclic group may carry one or more C1-4 alkyl or phenyl groups said groups being optionally substituted; and where acid or basic groups are present, the salts thereof are useful in combating abnormal cell proliferation. The compounds of the invention are prepared by inter alia alkylation, ring closure and oxidation.

  通式如下的化合物 其中 X 代表卤素或三氟甲基； R1 和 R2 各自代表氢或低级烷基； R3、R4 和 R5（可以相同或不同）各自代表氢、低级烷基、低级烯基、低级炔基、低级烷酰基、低级烯酰基、C7-16 芳基或 C6-10 芳基或 5-9 分子不饱和或芳香杂环：R4 和 R5 中的一个或两个还可以代表芳基； Z 代表氧原子或硫原子或其氧化物或基团 NR6（其中 R6 与下文中 R 的定义相同）或代表基团 COR7（其中 R7 代表氢或任选取代的芳基、杂环基、芳烷基、低级烷基或低级烷氧基）；以及 R代表C6-10碳环芳香基团或含有5-9个成员的不饱和或芳香杂环的杂环基团，该环含有一个或多个选自O、N和S的杂原子，并可选择带有一个融合环，该碳环或杂环基团可带有一个或多个C1-4烷基或苯基，所述基团可选择被取代；当存在酸性或碱性基团时，其盐类可用于对抗异常细胞增殖。 本发明的化合物可通过烷基化、闭环和氧化等方法制备。