3a,4,5,9b-Tetrahydro-3H-cyclopenta[c]quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3a,4,5,9b-Tetrahydro-3H-cyclopenta[c]quinoline
• 化学式: C₁₂H₁₃N
• 分子量: 171.242
• InChiKey: CMOFOUIMDZYRPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环戊二烯 、 N-methoxymethylaniline 在 lithium tetrafluoroborate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以78%的产率得到3a,4,5,9b-Tetrahydro-3H-cyclopenta[c]quinoline
  参考文献：
  名称：

  亚芳基亚胺的分子间[4π+2π]-环加成反应

  摘要：

  芳族亚甲基胺与二烯（以反电子需求的Diels-Alder环加成反应）与简单的活化烯烃反应。观察到的区域化学和立体化学表明了该反应的协调机制。©1997爱思唯尔科学有限公司。

  DOI：

  10.1016/s0040-4039(97)01541-4

文献信息

• Compounds for binding to ERalpha/beta and GPR30, methods of treating disease states and conditions mediated through these receptors and identification thereof
  申请人：Prossnitz Eric R.

  公开号：US20080167334A1

  公开（公告）日：2008-07-10

  The current invention is in the field of molecular biology/pharmacology and provides compounds which modulate the effects of GPR30 as well as the classical estrogen receptors alpha and beta (ERα and ERβ). These compounds may function as agonists and/or antagonists of one or more of the disclosed estrogen receptors. Diseases which are mediated through one or more of these receptors include cancer (particularly breast, reproductive and other hormone-dependent cancers, leukemia, colon cancer, prostate cancer), reproductive (genito-urological) including endometritis, prostatitis, polycystic ovarian syndrome, bladder control, hormone-related disorders, hearing disorders, cardiovascular conditions including hot flashes and profuse sweating, hypertension, stroke, obesity, osteoporosis, hematologic diseases, vascular diseases or conditions such as venous thrombosis, atherosclerosis, among numerous others and disorders of the central and peripheral nervous system, including depression, insomnia, anxiety, multiple sclerosis, neuropathy, neurodegenerative disorders such as Parkinson's disease and Alzheimer's disease, as well as inflammatory bowel disease, Crohn's disease, coeliac (celiac) disease and related disorders of the intestine. A contraceptive indication to prevent or reduce the likelihood of pregnancy after intercourse is a further aspect of the present invention.

  当前的发明涉及分子生物学/药理学领域，并提供调节GPR30以及经典雌激素受体α和β（ERα和ERβ）效应的化合物。这些化合物可能作为抗原或/和拮抗剂作用于所披露的一个或多个雌激素受体。通过这些受体中的一个或多个介导的疾病包括癌症（特别是乳腺、生殖和其他激素依赖性癌症、白血病、结肠癌、前列腺癌）、生殖（泌尿生殖系统）包括子宫内膜炎、前列腺炎、多囊卵巢综合征、膀胱控制、激素相关疾病、听力障碍、心血管疾病包括潮热和大量出汗、高血压、中风、肥胖、骨质疏松症、血液学疾病、血管疾病或情况如静脉血栓形成、动脉粥样硬化等，以及中枢和外周神经系统的疾病，包括抑郁症、失眠、焦虑、多发性硬化、神经病、帕金森病和阿尔茨海默病等神经退行性疾病，以及炎症性肠病、克罗恩病、乳糜泻病和相关肠道疾病。避孕指示以预防或减少性交后怀孕的可能性是本发明的另一个方面。
• Imino Diels-Alder Reaction: Application to the Synthesis of Diverse Cyclopenta[c]Quinoline Derivatives
  作者：Helène Posson、Jean-Pierre Hurvois、Claude Moinet

  DOI：10.1055/s-2000-6487

  日期：2000.2

  Several unreported tetrahydrocyclopenta[c]quinoline derivatives have been prepared employing an imino Diels-Alder cycloaddition as the key ring forming step. The tetrahydroquinoline 10 can be directly oxidized into the cyanoamine 15 which upon treatment with LDA and propyl bromide is easily converted into the propyl derivative. On direct treatment with NaBH4 in methanol the reductive decyanation occurred, leading stereospecifically to 17.

  几种未报道的四氢环戊[c]喹啉衍生物已通过亚胺Diels-Alder环化反应作为关键环形成步骤制备。四氢喹啉10可以直接氧化为氰胺15，随后与LDA和溴丙烷反应，轻松转化为丙基衍生物。在甲醇中直接用NaBH4处理时，发生还原性去氰反应，立体特异性地生成17。
• [EN] SELENOPHENE AND SELENAZOLE CARBOXYLIC ACID DERIVATIVES<br/>[FR] DÉRIVÉS D'ACIDES SÉLÉNOPHÈNE ET SÉLÉNAZOLE CARBOXYLIQUES
  申请人：IRONWOOD PHARMACEUTICALS INC

  公开号：WO2009148564A1

  公开（公告）日：2009-12-10

  Derivatives of selenophene and selenazole heterocycles are disclosed. The compounds are useful as inhibitors of D-amino acid oxidase (DAO) and in the treatment of neurodegenerative and psychiatric diseases and disorders.

  本文披露了硒吲哚和硒唑杂环的衍生物。这些化合物可用作D-氨基酸氧化酶（DAO）的抑制剂，并用于治疗神经退行性和精神疾病和障碍。
• Novel pyrrolidine compound and a process for preparing the same
  申请人：Moritani Yasunori

  公开号：US20070167440A1

  公开（公告）日：2007-07-19

  The present invention relates to a novel pyrrolidine compound, which has a potent antagonistic activity against central cannabinoid (CB1) receptor, having the formula [I]: wherein each of R 1 and R 2 is (A) optionally substituted aryl (or heteroaryl) group, or (B) both of the groups combine to form a group of the formula: one of R 3 and R 4 is hydrogen and another is hydrogen, hydroxyl, hydroxyalkyl, etc., or both of R 3 and R 4 combine to form oxo group, R 5 is hydrogen or alkyl, Y is single bond, oxygen atom or a group of the formula: —N(R 7 )—, R 6 is optionally substituted hydrocarbon group or optionally substituted cyclic group, R 7 is alkyl or alkyloxycarbonylalkyl, provided that R 6 is not 4-amino-5-chloro-2-methoxyphenyl group when Y is single bond and one of the R 3 and R 4 is hydrogen and another is hydroxymethyl, or a pharmaceutically acceptable salt thereof.

  本发明涉及一种新型吡咯烷化合物，其具有对中枢大麻素（CB1）受体的强烈拮抗活性，其化学式为[I]：其中，R1和R2中的每一个是（A）可选取的取代芳基（或杂环芳基）基团，或者（B）两个基团结合形成式的基团：R3和R4中的一个是氢，另一个是氢、羟基、羟基烷基等，或者R3和R4结合形成氧代基团，R5是氢或烷基，Y是单键、氧原子或式的基团：—N(R7)—，R6是可选取的取代的碳氢基团或可选取的取代的环状基团，R7是烷基或烷氧羰基烷基，但当Y为单键且R3和R4中的一个为氢，另一个为羟甲基时，R6不是4-氨基-5-氯-2-甲氧基苯基团，或其药学上可接受的盐。
• Selenophene and Selenazole Carboxylic Acid Derivatives
  申请人：Graul Regina

  公开号：US20110275683A1

  公开（公告）日：2011-11-10

  Derivatives of selenophene and selenazole heterocycles are disclosed. The compounds are useful as inhibitors of D-amino acid oxidase (DAO) and in the treatment of neurodegenerative and psychiatric diseases and disorders.

  本发明揭示了硒杂苯和硒杂唑杂环的衍生物。这些化合物可用作D-氨基酸氧化酶（DAO）的抑制剂，并用于治疗神经退行性和精神疾病和障碍。