3-chloromethyl-5-phenylisoxazoline | 80061-95-6

• 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: 3-chloromethyl-5-phenylisoxazoline
• 英文别名: 3-(chloromethyl)-5-phenyl-4,5-dihydroisoxazole；3-chloromethyl-5-phenyl-4,5-dihydroisoxazole；3-(chloromethyl)-5-phenyl-4,5-dihydro-1,2-oxazole
• CAS: 80061-95-6
• 化学式: C₁₀H₁₀ClNO
• 分子量: 195.648
• InChiKey: NFPOZCYAWVJLAF-UHFFFAOYSA-N

物化性质

• 沸点：
  287.0±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloromethyl-5-phenylisoxazoline 在 肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 C-(5-Phenyl-4,5-dihydro-isoxazol-3-yl)-methylamine
  参考文献：
  名称：

  Anti-influenza Virus Activities of 2-Alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides

  摘要：

  A series of 2-alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides and related compounds were synthesized and their antiviral activities against human influenza A virus were assessed. Studies of the structure-activity relationships revealed the strongest antiviral activity when position-5 of the isoxazoline ring was substituted with a tert-butyl group. When the alkoxyimino moiety was substituted with a methyl, ethyl, isopropyl or allyl group, good antiviral activity was obtained. Among the geometrical isomers at the oxime moiety, the E-isomers were more active than the Z-isomers. Among the compounds examined, (E)-2-allyloxyimino-2-cyano-N-(5-tert-butyl-2-iosaxazolin-3-ylmethyl)acetamide (1j) was the most active inhibitor with an EC50 of 3 mug/mL in vitro. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00362-6
• 作为产物：
  描述：

  1-苯基-3-丁烯-1-醇 在 次氯酸叔丁酯 、 偶氮二甲酸二异丙酯 、 一水合肼 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 31.0h， 生成 3-chloromethyl-5-phenylisoxazoline
  参考文献：
  名称：

  O-高烯丙基羟胺衍生物的立体选择性亲电环化

  摘要：

  讨论了各种 O-高烯丙基羟胺衍生物的亲电环化。未受保护的 O-高烯丙基羟胺经历氧化环化为异恶唑啉。新的异恶唑啉合成包括初始亲电环化以形成中间体异恶唑烷，随后将其氧化成异恶唑啉。可以用各种亲电子试剂（t-BuOCl、PhSeBr、NBS 和 NIS）进行环化。如果起始 O-高烯丙基羟胺是 N-磺酰化的，则可以抑制氧化。然后亲电环化提供具有中等顺式选择性（高达 7:1）的 N-磺酰化异恶唑烷。N-酰化的 O-高烯丙基羟胺的亲电环化根据反应条件（试剂）提供异恶唑啉或异恶唑烷。

  DOI：

  10.1055/s-2002-34385

文献信息

• [EN] SUBSTITUTED HETEROCYCLIC COMPOUNDS USEFUL IN THE TREATMENT OF CARDIOVASCULAR DISEASES<br/>[FR] COMPOSES HETEROCYCLIQUES SUBSTITUES UTILES POUR LE TRAITEMENT DE MALADIES CARDIO-VASCULAIRES
  申请人：CV THERAPEUTICS INC

  公开号：WO2004069818A1

  公开（公告）日：2004-08-19

  wherein: a.o. T is oxygen, sulfur, or NR11 , in which R11 is hydrogen or lower alkyl; V is -N<, -CH<, or -NH-CH<; X1 is hydrogen, optionally substituted lower alkyl, optionally substituted cycloalkyl, optionally substituted aryl, or optionally substituted heteroaryl; X2 is optionally substituted aryl or optionally substituted heteroaryl; Y is optionally substituted dihydroheteroarcyl; and Z1 and Z2 are independently optionally substituted alkylene of 1-4 carbon atoms, useful for the treatment of various disease states, in particular cardiovascular diseases such as atrial and ventricular arrhythmias, intermittent claudication, Prinzmetal’s (variant) angina, stable and unstable angina, exercise induced angina, congestive heart disease, and myocardial infarction. The compounds are also useful in the treatment of diabetes.

  其中：a.o. T是氧、硫或NR11，其中R11是氢或较低的烷基；V是-N<，-CH<或-NH-CH<；X1是氢，可选择取代的较低烷基，可选择取代的环烷基，可选择取代的芳基或可选择取代的杂芳基；X2是可选择取代的芳基或可选择取代的杂芳基；Y是可选择取代的二氢杂芳基；Z1和Z2分别是1-4个碳原子的可选择取代的烷基，用于治疗各种疾病状态，特别是心血管疾病，如心房和心室心律失常、间歇性跛行、普林兹梅塔（变异）心绞痛、稳定和不稳定心绞痛、运动诱发性心绞痛、充血性心脏病和心肌梗死。这些化合物还可用于治疗糖尿病。
• Isoxazole derivatives
  申请人：Yoshitomi Pharmaceutical Industries Ltd.

  公开号：US04397853A1

  公开（公告）日：1983-08-09

  Isoxazole derivatives represented by the formula ##STR1## wherein Ar, R.sup.1, R.sup.2 and Am are as defined in the specification, or salts thereof. These compounds are useful as drugs such as psychotropic agent, antiemetic agent, etc.

  该式中，Ar、R.sup.1、R.sup.2和Am的定义如规范中所述，或其盐，代表异噁唑衍生物。这些化合物可用作药物，如精神药物、止吐药等。
• Substituted heterocyclic compounds
  申请人：——

  公开号：US20040186109A1

  公开（公告）日：2004-09-23

  Disclosed are novel heterocyclic derivatives, useful for the treatment of various disease states, in particular cardiovascular diseases such as atrial and ventricular arrhythmias, intermittent claudication, Prinzmetal's (variant) angina, stable and unstable angina, exercise induced angina, congestive heart disease, and myocardial infarction. The compounds are also useful in the treatment of diabetes.

  本发明涉及新型杂环衍生物，可用于治疗各种疾病状态，特别是心血管疾病，如心房和心室心律失常、间歇性跛行、普林兹梅特尔（变异性）心绞痛、稳定和不稳定性心绞痛、运动诱发性心绞痛、充血性心力衰竭和心肌梗塞。该化合物还可用于治疗糖尿病。
• ISOXAZOLE DERIVATIVES
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0040639A1

  公开（公告）日：1981-12-02

  Isoxazole derivatives represented by the following general formula: [wherein Ar represents a phenyl or pyridyl group optionally substituted by halogen or lower alkoxy, R1 represents a hydrogen atom, a lower alkyl group oi a group of Ar, R2 represents a hydrogen atom or, when R1 and R2 are taken together, they form a carbon-to-carbon bond, and Am represents an amine residue selected from the following: wherein R3 represents a hydrogen atom or a lower alkyl- group, X1 and X2 each represent a hydrogen atom, a halogen atom or a trifluoromethyl group, and Y represents 0 or S] and the salts thereof. These are useful as psychotropic drugs and antimetics.

  由以下通式代表的异噁唑衍生物： [其中 Ar 代表任选被卤素或低级烷氧基取代的苯基或吡啶基，R1 代表氢原子、低级烷基或 Ar 的基团，R2 代表氢原子或当 R1 和 R2 结合在一起时，它们形成碳-碳键，Am 代表选自以下的胺残基： 其中 R3 代表氢原子或低级烷基，X1 和 X2 各自代表氢原子、卤素原子或三氟甲基，Y 代表 0 或 S]及其盐类。这些药物可用作精神药物和抗抑郁剂。
• KAWAKITA, TAKESHI;MURO, TOMIO;SETOGUCHI, MICHIHIDE
  作者：KAWAKITA, TAKESHI、MURO, TOMIO、SETOGUCHI, MICHIHIDE

  DOI：——

  日期：——

表征谱图