syn-4-(6-bromo-benzo[1,3]dioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline | 1005086-82-7

• 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: syn-4-(6-bromo-benzo[1,3]dioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
• 英文别名: 4-(6-bromo-1,3-benzodioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
• CAS: 1005086-82-7
• 化学式: C₁₉H₁₆BrNO₂
• 分子量: 370.246
• InChiKey: YOLTZIVRJAPVPH-UHFFFAOYSA-N

物化性质

• 沸点：
  462.7±45.0 °C(Predicted)
• 密度：
  1.472±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-溴-3,4-亚甲基二氧苯甲醛 、 环戊二烯 、 苯胺 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 1.45h， 以98%的产率得到syn-4-(6-bromo-benzo[1,3]dioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
  参考文献：
  名称：

  Compounds for binding to ERalpha/beta and GPR30, methods of treating disease states and conditions mediated through these receptors and identification thereof

  摘要：

  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。

  公开号：

  US20080167334A1

文献信息

• COMPOUNDS FOR BINDING TO ER ALPHA/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：US20110092533A1

  公开（公告）日：2011-04-21

  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 endometreitis, 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 disoders 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.

  当前发明属于分子生物学/药理学领域，提供了调节GPR30及经典雌激素受体α和β（ERα和ERβ）效应的化合物。这些化合物可以作为所披露的一个或多个雌激素受体的激动剂和/或拮抗剂。通过这些受体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、肥胖症、骨质疏松症、血液学疾病、血管疾病或条件如静脉血栓、动脉粥样硬化等等，以及中枢和周围神经系统的疾病，包括抑郁症、失眠、焦虑症、多发性硬化症、神经病、神经退行性疾病如帕金森病和阿尔茨海默病，以及炎症性肠病、克隆病、乳糜泻和相关的肠道疾病。预防或减少性行为后怀孕的避孕适应症是本发明的另一个方面。
• METHOD FOR TREATING OBESITY, DIABETES, CARDIOVASCULAR AND KIDNEY DISEASES BY REGULATING GPR30/GPER ACTIVITY
  申请人：STC. UNM

  公开号：US20180055826A1

  公开（公告）日：2018-03-01

  The current invention is in the field of molecular biology/pharmacology and provides methods of using compounds that modulate the effects of GPR30/GPER for treating obesity and diabetes (preferably agonists) as well as disease states and/or conditions that result from excessive formation of reactive oxygen species (preferably antagonists). These compounds may function as agonists and/or antagonists of the disclosed estrogen receptor and/or modulate the expression/upregulation of nox and nox-associated reactive oxygen species (ROS).
• US7875721B2
  申请人：——

  公开号：US7875721B2

  公开（公告）日：2011-01-25
• US8487100B2
  申请人：——

  公开号：US8487100B2

  公开（公告）日：2013-07-16
• [EN] COMPOUNDS FOR BINDING TO ERALPHA/BETA AND GPR30, METHODS OF TREATING DISEASE STATES AND CONDITIONS MEDIATED THROUGH THESE RECEPTORS AND IDENTIFICATION THEREOF<br/>[FR] COMPOSES DESTINES A SE FIXER AUX ERALPHA/BETA ET GPR30, METHODES DESTINEES AU TRAITEMENT DE MALADIES ET DE TROUBLES INDUITS PAR CES RECEPTEURS ET A LEUR IDENTIFICATION
  申请人：STC UNM

  公开号：WO2007019180A2

  公开（公告）日：2007-02-15

  [EN] 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 (ERa and ERß). 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 endometreitis, 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.
  [FR] La présente invention concerne le domaine de la biologie moléculaire et de la pharmacologie et, plus précisément, des composés qui modulent les effets du GPR30 et des récepteurs oestrogéniques classiques (ERalpha et ERbêta). Ces composés peuvent servir d'agonistes et/ou d'antagonistes d'un ou plusieurs récepteurs oestrogéniques. Les maladies qui sont induites par un ou plusieurs de ces récepteurs comprennent le cancer (en particulier le cancer du sein, les cancers du système reproducteur et les cancers hormonodépendants, la leucémie, le cancer du côlon, le cancer de la prostate), le cancer du système reproducteur (urogénital), y compris l'endométrite et la prostatite, le syndrome des ovaires polykystiques, les troubles du contrôle de la vessie, les troubles hormonodépendants, les troubles de l'ouïe, les troubles cardiovasculaires, y compris les bouffées de chaleur et la diaphorèse, l'hypertension, l'accident vasculaire cérébral, l'obésité, l'ostéoporose, les maladies hématologiques, les maladies ou les troubles vasculaires, tels que la thrombose veineuse et l'athérosclérose, notamment, et des troubles du système nerveux central et périphérique, y compris la dépression, l'insomnie, l'anxiété, la sclérose en plaques, la neuropathie, les troubles neurodégénératifs, tels que la maladie de Parkinson et la maladie d'Alzheimer, ainsi que la maladie intestinale inflammatoire, la maladie de Crohn, la maladie coeliaque et des troubles associés de l'intestin. La présente invention concerne également une indication contraceptive pour prévenir ou réduire les chances d'une grossesse après un rapport sexuel.