hydroxyhomosildenafil | 139755-85-4

• 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: hydroxyhomosildenafil
• 英文别名: 5-[2-ethoxy-5-[4-(2-hydroxyethyl)-1-piperazinyl-sulphonyl]phenyl}-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one；Lodenafil；5-[2-ethoxy-5-[4-(2-hydroxyethyl)piperazin-1-yl]sulfonylphenyl]-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
• CAS: 139755-85-4
• 化学式: C₂₃H₃₂N₆O₅S
• 分子量: 504.61
• InChiKey: NEYKRKVLEWKOBI-UHFFFAOYSA-N

物化性质

• 熔点：
  183-185?C
• 密度：
  1.42±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  9

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

生物活性

Lodenafil（Hydroxyhomosildenafil）是一种有效的磷酸二酯酶 5 型 (PDE5) 抑制剂，可用于研究勃起功能障碍。

靶点

PDE5

反应信息

• 作为反应物：
  描述：

  (5S)-5,6-bis(nitrooxy)hexanoic acid 、 hydroxyhomosildenafil 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到(S)-2-(4-((4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl)sulfonyl)piperazin-1-yl)ethyl (S)-5,6-bis(nitrooxy)hexanoate
  参考文献：
  名称：

  WO2020030489A5

  摘要：

  公开号：

  WO2020030489A5
• 作为产物：
  描述：

  邻乙氧基苯甲酰氯 在 氯磺酸 、 4-二甲氨基吡啶 、 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 hydroxyhomosildenafil
  参考文献：
  名称：

  Sildenafil (VIAGRATM), a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction

  摘要：

  5-(2'-Alkoxyphenyl)pyrazolo[4,3-d]pyrimidin-7-ones, and in particular our preferred compound, sildenafil (VIAGRA(TM)), discovered through a rational drug design programme, are potent and selective inhibitors of the type 5 cGMP phosphodiesterase from both rabbit platelets and human corpus cavernosum. Sildenafil is currently in the clinic for the oral treatment of male erectile dysfunction. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00323-x

文献信息

• PROCESSES FOR PREPARING AMINE SALTS OF SILDENAFIL-ANALOGUES AND USE THEREOF
  申请人：Chen Ing-Jun

  公开号：US20120108604A1

  公开（公告）日：2012-05-03

  A series of amine salts including a structure of formula (I) and formula (III) have provided. In formula I or formula (III), R 1 , R a and RX are as defined in the specification. The amine complex salts disclosed in the present invention are characterized in a pro-drug active form and various pharmaceutical function.

  提供了一系列包括公式(I)和公式(III)结构的胺盐。在公式I或公式(III)中，R1、Ra和RX如说明书中所定义。本发明公开的胺络合盐具有前药活性形式和多种药理功能。
• BRADYKININ RECEPTOR AGONISTS AND USES THEREOF TO TREAT OCULAR HYPERTENSION AND GLAUCOMA
  申请人：Combrink Keith D.

  公开号：US20120046285A1

  公开（公告）日：2012-02-23

  The invention provides compositions and methods for treating and/or preventing ocular disorders associated with increased intraocular pressure. In particular, the compounds are bradykinin agonists.

  这项发明提供了用于治疗和/或预防与眼内压增高相关的眼部疾病的组合物和方法。具体来说，这些化合物是激肽酶激动剂。
• Phosphodiesterase type 5 (PDE5) inhibitors for the treatment of selective serotonin reuptake inhibitor (SSR) induced sexual dysfunction
  申请人：——

  公开号：US20030055070A1

  公开（公告）日：2003-03-20

  This invention is directed to the use phosphodiesterase type 5 (PDE5) inhibitors in the treatment of selective serotonin reuptake inhibitor (SSRI) induced sexual dysfunction. Specifically, this invention is directed to a method for treating an animal to cure; prevent or ameliorate SSRI induced sexual dysfunction which comprises administering to the animal an effective amount of the inhibitor. The animal may be a male or a female human. The invention also includes the use of such inhibitors in the manufacture of a medicament to prevent; cure or ameliorate SSRI induced sexual dysfunction. Moreover, the invention includes a kit comprising a SSRI, such as sertraline, fluoxetine, paroxetine, and a PDE5 inhibitor, such as sildenafil citrate, for the treatment or prevention of serotonergic associated disorders such as depression, obsessive compulsive disorder or panic disorder, while reducing or preventing sexual dysfunction.

  该发明涉及使用磷酸二酯酶-5（PDE5）抑制剂治疗选择性血清素再摄取抑制剂（SSRI）引起的性功能障碍。具体而言，该发明涉及一种治疗动物以治愈、预防或改善SSRI引起的性功能障碍的方法，包括向动物施用有效量的抑制剂。该动物可以是男性或女性人类。该发明还包括将这些抑制剂用于制造药物以预防、治愈或改善SSRI引起的性功能障碍。此外，该发明还包括一种套装，其中包括SSRI（如舍曲林、氟西汀、帕罗西汀）和PDE5抑制剂（如西地那非）用于治疗或预防血清素相关疾病，如抑郁症、强迫症或惊恐症，同时减少或预防性功能障碍。
• Methods and compositions for treating diseases and conditions of the eye
  申请人：——

  公开号：US20020119974A1

  公开（公告）日：2002-08-29

  Methods for the prevention and treatment of diseases and conditions of the eye including, but are not limited to: central retinal artery occlusion; central retinal vein occlusion; optic neuropathy including, but not limited to, anterior ischemic optic neuropathy and glaucomatous optic neuropathy; and macular (dry) degeneration are disclosed. These methods comprise administering to a patient a prophylactically or therapeutically effective amount of a cyclic guanosine 3′,5′-monophosphate phosphodiesterase type 5 inhibitor. Pharmaceutical compositions and dosage forms comprising cyclic guanosine 3′,5′-monophosphate phosphodiesterase type 5 inhibitors are also disclosed.

  披露了预防和治疗眼部疾病和病况的方法，包括但不限于：中央视网膜动脉阻塞；中央视网膜静脉阻塞；视神经病变，包括但不限于前部缺血性视神经病变和青光眼性视神经病变；以及黄斑（干性）变性。这些方法包括向患者投予预防性或治疗性有效量的环鸟苷3′,5′-单磷酸磷酸二酯酶类型5抑制剂。还披露了含有环鸟苷3′,5′-单磷酸磷酸二酯酶类型5抑制剂的药物组合物和剂型。
• [EN] SAA DERIVATIVE COMPOUND RESTORES ENOS AND INHIBITS OXIDATIVE STRESS-INDUCED DISEASES IN HYPOXIA<br/>[FR] COMPOSÉ DÉRIVÉ DE SAA PERMETTANT LE RÉTABLISSEMENT DE L'ENOS ET INHIBANT LES AFFECTIONS INDUITES PAR LE STRESS OXYDATIF DANS L'HYPOXIE
  申请人：JANSFAT BIOTECHNOLOGY CO LTD

  公开号：WO2015161510A1

  公开（公告）日：2015-10-29

  The Substituted Amine Analogs (SAA) derivative compounds and SAA complex compounds disclosed are characterized as compositions having the functions of inhibiting disorders caused by oxidative stress, and more particularly to those SAA derivative compounds capable of inhibiting disorders caused by oxidative stress consisting of neurodegenerative diseases, lung diseases, oxidative stress-induced heart disease and carvenosus dysfunction.

  所披露的取代胺类似物（SAA）衍生物化合物和SAA复合物化合物被描述为具有抑制由氧化应激引起的疾病的功能的组合物，更特别地是那些能够抑制由氧化应激引起的神经退行性疾病、肺部疾病、氧化应激诱导的心脏疾病和心脏功能障碍的SAA衍生物化合物。