α-Methyloxepin | 16479-77-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环化合物
• 英文名称: α-Methyloxepin
• 英文别名: 2-methyloxepin；2-methyl-oxepine；2-methyloxepine
• CAS: 16479-77-9
• 化学式: C₇H₈O
• 分子量: 108.14
• InChiKey: DMRHPVNNCCKLPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  α-Methyloxepin 在 ammonium cerium (IV) nitrate 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 (2E,4Z)-6-oxo-hepta-2,4-dienal
  参考文献：
  名称：

  Modeling the formation and reactions of benzene metabolites

  摘要：

  One or more of the muconaldehyde isomers is a putative product of benzene metabolism. As muconaldehydes are highly reactive dienals and potentially mutagenic they might be relevant to the carcinogenicity of benzene. Muconaldehydes may be derived through the action of a cytochrome P450 monooxygenase on benzene oxide-oxepin, which are established metabolites of benzene. Oxidation of benzene oxide-oxepin either by the one-electron oxidant cerium(IV) ammonium nitrate (CAN) or by iron(III) tris(1,10-phenanthroline) hexafluorophosphate in acetone at -78 degrees C or acetonitrile at -40 degrees C gave (E,Z)-muconaldehyde, which was a single diastereoisomer according to analysis by H-1 NMR spectroscopy. Reaction of toluene-1,2-oxide/2-methyloxepin with CAN gave (2E,4Z)-6-oxo-hepta-2,4-dienal. Similarly, the action of CAN on 1,6-dimethylbenzene oxide-2,7-dimethyloxepin gave (3Z,5E)-octa-3,5-diene-2,7-dione. In vivo, benzene oxide-oxepin could suffer one-electron oxidation by cytochrome P450 mono-oxygenase giving (E,Z)-muconaldehyde. The observations presented may be relevant to the toxicology of benzene oxide-oxepin and other arene oxide-oxepins as we have previously shown that (E,Z)-muconaldehyde, analogously to (Z,Z)-muconaldehyde, affords pyrrole adducts with the exocyclic amino groups of the DNA bases adenine and guanine. Independent of their possible toxicological significance, the experiments described provide preparatively useful routes to (E,Z)-muconaldehyde and its congeners. Methods are also described for the trapping and analysis of reactive benzene metabolites, e.g. using the Diels-Alder reaction with the dienophile 4-phenyl-1,2,4-triazoline-3,5-dione to trap arene oxides and with the diene 1,3-diphenylisobenzofuran to trap enals. (C) 2010 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.cbi.2010.01.001

文献信息

• Enzymatic process for the preparation of butyrolactones
  申请人：Lonza Ltd

  公开号：EP2634180A1

  公开（公告）日：2013-09-04

  The invention relates to a process for the preparation of a compound of formula wherein R1 is selected from the group consisting of hydrogen, C2-11-acyl, C4-9-cycloalkanoyl, aryl, aralkyl, aroyl, hetaryl, hetaralkyl and hetaroyl, comprising a biotransformation of a compound of formula wherein R1 is as defined above, wherein said biotransformation is carried out using a polypeptide having aldo-keto reductase activity or a microorganism containing same.

  这项发明涉及一种制备下式化合物的方法 其中R1选自羟基、C2-11-酰基、C4-9-环烷酰基、芳基、芳基烷基、芳酰基、杂芳基、杂芳基烷基和杂芳酰基的群组，包括利用下式化合物的生物转化 其中R1如上定义，所述生物转化是利用具有醛酮还原酶活性的多肽或含有该多肽的微生物进行的。
• halogen-substituted compounds
  申请人：Maue Michael

  公开号：US20110301181A1

  公开（公告）日：2011-12-08

  The invention relates to compounds of the general formula (I), in which the radicals A 1 , A 2 , A 3 , A 4 , Lm, Q, R 1 , T and U have the meaning given in the description and to the use of the compounds for controlling animal pests. In addition, the invention relates to processes and intermediates for the preparation of the compounds according to formula (I).

  该发明涉及一般式(I)的化合物，其中基团A1、A2、A3、A4、Lm、Q、R1、T和U的含义如描述中所示，以及该化合物用于控制动物害虫。此外，该发明涉及根据一般式(I)制备化合物的工艺和中间体。
• NOVEL HALOGEN-SUBSTITUTED COMPOUNDS
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20160002208A1

  公开（公告）日：2016-01-07

  The invention relates inter alia to halogen-substituted compounds of the general formula (I) in which the radicals A 1 -A 4 , T, n, W, Q, R 1 and Z 1 -Z 3 have the meanings given in the description. Also described are processes for preparing the compounds of the formula (I). The compounds according to the invention are particularly suitable for controlling insects, arachnids and nematodes in agriculture and ectoparasites in veterinary medicine.

  该发明涉及一般式(I)的卤素取代化合物，其中基团A1-A4、T、n、W、Q、R1和Z1-Z3具有描述中给定的含义。还描述了制备一般式(I)化合物的方法。根据该发明的化合物特别适用于在农业中控制昆虫、蜘蛛和线虫以及在兽医学中控制外寄生虫。
• NOVEL COMPOUNDS FOR CONTROLLING ARTHROPODS
  申请人：Bayer CropScience Aktiengesellschaft

  公开号：US20180289007A1

  公开（公告）日：2018-10-11

  The invention relates inter alia to compounds of the general formula (I). Also described are methods for preparing the compounds of the formula (I). The compounds according to the invention are especially suitable for controlling insects, arachnids and nematodes in agriculture, and ectoparasites in veterinary medicine and also as herbicides.

  该发明涉及一般式(I)的化合物。还描述了制备一般式(I)化合物的方法。根据该发明的化合物特别适用于农业中控制昆虫、蜘蛛和线虫，以及兽医学中控制外寄生虫和除草剂。
• HALOGEN-SUBSTITUTED COMPOUNDS
  申请人：BAYER ANIMAL HEALTH GMBH

  公开号：US20170114021A1

  公开（公告）日：2017-04-27

  The invention encompasses inter alia halogen-substituted compounds of the general formula (I) in which the radicals A 1 -A 4 , T, W, Q, R 1 and Z 1 -Z 3 have the meanings given in the description. Also described are processes for preparing the compounds of the formula (I). The compounds according to the invention are especially suitable for controlling insects, arachnids and nematodes in agriculture, and ectoparasites in veterinary medicine.

  本发明涵盖了一般式（I）的卤素取代化合物，其中基团A1-A4、T、W、Q、R1和Z1-Z3的含义如描述所示。还描述了制备式（I）化合物的方法。本发明的化合物特别适用于控制农业中的昆虫、蜘蛛和线虫，以及兽医学中的外寄生虫。