2-(5-oxo-5H-dibenzo[a,d]cycloheptan-2-yl)butyric acid | 58452-81-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 2-(5-oxo-5H-dibenzo[a,d]cycloheptan-2-yl)butyric acid
• 英文别名: 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)butyric acid；2-(2-oxo-6-tricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,9,11,13-heptaenyl)butanoic acid
• CAS: 58452-81-6
• 化学式: C₁₉H₁₆O₃
• 分子量: 292.334
• InChiKey: AWEQLPUHWLIXIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2-methoxycarbonylbenzyl)triphenylphosphonium bromide 在 盐酸 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 PPA 、 硫酸 、 丙酮氰醇 作用下， 以 环丁砜 、 甲醇 、 四氯化碳 、 苯 为溶剂， 生成 2-(5-oxo-5H-dibenzo[a,d]cycloheptan-2-yl)butyric acid
  参考文献：
  名称：

  Dibenztroponeacetic and- propionic acids. Potent new antiinflammatory agents

  摘要：

  The syntheses and antiinflammatory assays of some dibenztroponeacetic and -propionic acids and derivatives are described. The most potent compound, d-2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)propionic acid, has a potency of ca, 70 times phenylbutazone in the rat carrageenan paw assay and two to three times indomethacin in long-term animal assays. Some beta-dialkylaminoethyl esters of this compound also show high antiinflammatory activity.

  DOI：

  10.1021/jm00222a004

文献信息

• 2-Substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes, the salts and esters
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04020094A1

  公开（公告）日：1977-04-26

  2-Substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes represented by the following formula: ##STR1## where R' is hydrogen, alkyl having 1 to 12 carbon atoms, or ##STR2## where n is an integer from 2 to 4, inclusive, and R.sup.4 and R.sup.5 are independently lower alkyl having 1 to 6 carbon atoms or together R.sup.4 and R.sup.5 and the nitrogen atom to which they are attached form a heterocyclic ring having 5 or 6 total ring atoms; one of R.sup.2 and R.sup.3 is hydrogen and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene; and the pharmaceutically acceptable salts thereof. The compounds have anti-inflammatory, analgesic, and antipyretic activities and, accordingly, are useful in the treatment of inflammation, pain and/or pyrexia.

  以下是2-取代-5-氧代-5H-二苯并[a，d]环庚烯的化学式表示：其中R'是氢，具有1至12个碳原子的烷基，或其中n是一个整数，范围从2到4，包括，R^4和R^5独立地是具有1至6个碳原子的较低烷基，或者R^4和R^5一起，并且它们连接的氮原子形成具有5或6个总环原子的杂环环；R^2和R^3中的一个是氢，另一个是氢，甲基或乙基，或者R^2和R^3一起是亚甲基；以及其药用盐。这些化合物具有抗炎、镇痛和退热活性，因此在治疗炎症、疼痛和/或发热方面具有用处。
• 2-Substituted-5-oxo-5H-dibenzo(a,d)cycloheptenes, and derivatives
  申请人：Syntex (U.S.A.) Inc.

  公开号：US03975540A1

  公开（公告）日：1976-08-17

  2-Substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes represented by the following formula: ##SPC1## Where one of R.sup.2 and R.sup.3 is hydrogen, and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene; and R' and R.sup.4 are alkoxy, or together R' and R.sup.4 are =O, =NOH, =NNHCONH.sub.2, or alkylenedioxy of the formula --O--CH.sub.2 --(CR.sup.5.sub.2).sub.n --CH.sub.2 --O-- where n.sub.5 is O--2, R.sup.5 is hydrogen or methyl when n is 1, and R.sup.5 is hydrogen when n is 2, or one of R' and R.sup.4 is --OH and the other is (SO.sub.3 Y) where Y is sodium or potassium. The compounds have anti-inflammatory, analgesic and anti-pyretic activities and, accordingly, are useful in the treatment of inflammation, pain and pyrexia.

  以下式子表示的2-取代基-5-氧代-5H-二苯并[a，d]环庚烯：##SPC1## 其中R.sup.2和R.sup.3中的一个是氢，另一个是氢，甲基或乙基，或者R.sup.2和R.sup.3在一起是亚甲基；R'和R.sup.4是烷氧基，或者一起是=O，=NOH，=NNHCONH.sub.2，或者是式子--O--CH.sub.2--(CR.sup.5.sub.2).sub.n--CH.sub.2--O--的烷二氧基，其中n.sub.5是O-2，当n为1时，R.sup.5是氢或甲基，当n为2时，R.sup.5是氢，或者R'和R.sup.4中的一个是--OH，另一个是(SO.sub.3Y)，其中Y是钠或钾。这些化合物具有抗炎，镇痛和退热活性，因此在治疗炎症，疼痛和发热方面有用。
• 2-Substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes, and derivatives
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04051260A1

  公开（公告）日：1977-09-27

  2-Substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes represented by the following formula: ##STR1## where one of R.sup.2 and R.sup.3 is hydrogen, and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene; and R' and R.sup.4 are alkoxy, or together R' and R.sup.4 are .dbd.O, .dbd.NOH, .dbd.NNHCONH.sub.2, or alkylenedioxy of the formula --O--CH.sub.2 --(CR.sup.5.sub.2).sub.n --CH.sub.2 --O-- where n.sub.5 is O-2, R.sup.5 is hydrogen or methyl when n is 1, and R.sup.5 is hydrogen when n is 2, or one of R' and R.sup.4 is --OH and the other is (SO.sub.3 Y) where Y is sodium or potassium. The compounds have anti-inflammatory, analgesic and anti-pyretic activities and, accordingly, are useful in the treatment of inflammation, pain and pyrexia.

  以下式子表示的2-取代-5-氧代-5H-二苯并[a,d]环庚烯，其中R.sup.2和R.sup.3中的一个是氢，另一个是氢、甲基或乙基，或者R.sup.2和R.sup.3在一起是亚甲基；而R'和R.sup.4是烷氧基，或者一起是.dbd.O、.dbd.NOH、.dbd.NNHCONH.sub.2或式子--O--CH.sub.2 --(CR.sup.5.sub.2).sub.n --CH.sub.2 --O--的烷基二氧基，其中n.sub.5是O-2，当n为1时，R.sup.5是氢或甲基，当n为2时，R.sup.5是氢，或者R'和R.sup.4中的一个是--OH，另一个是(SO.sub.3Y)，其中Y是钠或钾。这些化合物具有抗炎、镇痛和退热活性，因此在治疗炎症、疼痛和发热方面有用。
• Esters of 2-substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes having
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04112114A1

  公开（公告）日：1978-09-05

  Esters of 2-substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes represented by the following formula: ##STR1## where R' is --CH.sub.2 --CH.dbd.CH.sub.2, --CH.sub.2 --CH(OH)--CH.sub.2 OH, ##STR2## where Y is either O or S, or ##STR3## where R.sup.4 and R.sup.5 are independently hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, or benzyl, or together R.sup.4 and R.sup.5 form an alkylene bridge having 4, 5 or 6 carbon atoms; one of R.sup.2 and R.sup.3 is hydrogen and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene. The compounds have anti-inflammatory, analgesic, and antipyretic activities and, accordingly, are useful in the treatment of inflammation, pain and/or pyrexia.

  以下是2-取代-5-氧代-5H-二苯并[a,d]环庚烯酯的化学式：##STR1## 其中R'是--CH.sub.2 --CH.dbd.CH.sub.2，--CH.sub.2 --CH(OH)--CH.sub.2 OH，##STR2## 其中Y为O或S，或##STR3## 其中R.sup.4和R.sup.5分别为氢、1至6个碳原子的烷基、苯基或苄基，或者R.sup.4和R.sup.5一起形成一个具有4、5或6个碳原子的烷基桥；R.sup.2和R.sup.3中的一个为氢，另一个为氢、甲基或乙基，或者R.sup.2和R.sup.3一起为亚甲基。这些化合物具有抗炎、镇痛和退热活性，因此可用于治疗炎症、疼痛和/或发热。
• DUNN J. P.; GREEN D. M.; NELSON P. H.; ROOKS W. H.; TOMOLONIS A.; UNTCH K+, J. MED. CHEM., 1977, 20, NO 12, 1557-1562
  作者：DUNN J. P.、 GREEN D. M.、 NELSON P. H.、 ROOKS W. H.、 TOMOLONIS A.、 UNTCH K+

  DOI：——

  日期：——