(S)-(7-nitro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol | 546072-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: (S)-(7-nitro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol
• 英文别名: (S)-(7-nitro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol；((2S)-7-nitro-2H,3H-benzo[e]1,4-dioxan-2-yl)methan-1-ol；(S)-(7-Nitro-2,2-dihydro-benzo[1,4]dioxin-2-yl)methanol；[(2S)-7-nitro-2,3-dihydro-1,4-benzodioxin-2-yl]methanol；[(3S)-6-nitro-2,3-dihydro-1,4-benzodioxin-3-yl]methanol
• CAS: 546072-97-3
• 化学式: C₉H₉NO₅
• 分子量: 211.174
• InChiKey: OTKMWYJAIRWTNV-ZETCQYMHSA-N

物化性质

• 沸点：
  371.7±42.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-(7-nitro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol 在 sodium tetrahydroborate 、 偶氮二甲酸二异丙酯 、 palladium 10% on activated carbon 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、2.5 MPa 条件下， 反应 49.5h， 生成 4-[[(3S)-6-amino-2,3-dihydro-1,4-benzodioxin-3-yl]methoxy]benzonitrile
  参考文献：
  名称：

  Towards dual antithrombotic compounds – Balancing thrombin inhibitory and fibrinogen GPIIb/IIIa binding inhibitory activities of 2,3-dihydro-1,4-benzodioxine derivatives through regio- and stereoisomerism

  摘要：

  Enantiomers of 2,3-dihydro-1,4-benzodioxine derivatives possessing both thrombin and fibrinogen GPIIb/IIIa binding inhibitory activities were prepared from (R)- and (S)-glycidol as potential dual antithrombotic compounds. The influence of chirality and substitution pattern on thrombin inhibition and on inhibition of fibrinogen binding to GPIIb/IIIa was analyzed. Docking studies were used in an attempt to rationalize the results. The (S)-isomers of both 2,3-dihydro-1,4-benzodioxine regioisomers at positions 6 and 7 were found to be better thrombin inhibitors than the corresponding (R)-enantiomers, whereas we observed that stereochemistry does not display a consistent influence on fibrinogen GPIIb/IIIa binding inhibitory activity. Compound 11b, the (S)-isomer of the 6-substituted regioisomer, possessed the best balanced dual activity, with K-i(thrombin) = 1.67 +/- 0.27 mu M and IC50(GPIIb/IIIa) = 0.665 +/- 0.26 mu M, raising the hope that merging anticoagulant and platelet antiaggregatory activities in the same molecule could lead to successful multitarget antithrombotic agents. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.002
• 作为产物：
  描述：

  2-甲氧基-5-硝基苯酚 在 palladium 10% on activated carbon 1,4-环己二烯 、 碳酸氢钠 、 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 (S)-(7-nitro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol
  参考文献：
  名称：

  WO2008/118935

  摘要：

  公开号：

文献信息

• Vanilloid receptor ligands and their use in treatments
  申请人：——

  公开号：US20030195201A1

  公开（公告）日：2003-10-16

  Compounds having the general structure 1 and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritis, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

  具有一般结构1的化合物以及含有它们的组合物，用于治疗急性疼痛、炎症性和神经性疼痛、牙痛、普通头痛、偏头痛、丛集性头痛、混合性血管和非血管综合症、紧张性头痛、一般炎症、关节炎、风湿病、骨关节炎、炎症性肠病、炎症性眼病、炎症性或不稳定的膀胱病、银屑病、具有炎症成分的皮肤疾病、慢性炎症状况、炎症性疼痛及其相关的过度疼痛和异常疼痛、神经性疼痛及其相关的过度疼痛和异常疼痛、糖尿病性神经病疼痛、灼痛、交感神经维持的疼痛、去神经综合症、哮喘、上皮组织损伤或功能障碍、单纯疱疹、在呼吸、生殖泌尿、胃肠或血管区域的内脏运动障碍、伤口、烧伤、过敏性皮肤反应、瘙痒、白癜风、一般胃肠病、胃溃疡、十二指肠溃疡、腹泻、由坏死性剂引起的胃部病变、毛发生长、血管运动性或过敏性鼻炎、支气管障碍或膀胱障碍。
• 不对称C-O偶联化合物的合成方法及其应用
  申请人：中国科学院广州生物医药与健康研究院

  公开号：CN105524039B

  公开（公告）日：2018-01-26

  本发明公开了一种不对称C‑O偶联化合物的合成方法及其应用，属于化学合成技术领域。该方法在催化剂、配体L的存在下，使式Ⅰ化合物反应生成式Ⅱ化合物。并且该方法无论对一级醇、二级醇或三级醇均有很好的作用，具有底物适用范围广、收率高、反应条件简单的优点，能够广泛的用于含手性芳醚及氧杂环结构的化合物合成中，如可用于制备奥沙莫唑坦、WB4101和派罗克生中，得到高光学纯度的产物。
• Dihydro[1,4]dioxino[2,3-e]indazole derivatives as 5-hydroxytryptamine-6 ligands
  申请人：Greenfield Alexander Alexei

  公开号：US20070244179A1

  公开（公告）日：2007-10-18

  The present invention provides a compound of formula I and the use thereof for the treatment of a central nervous system disorder related to or affected by the 5-HT6 receptor.

  本发明提供一种I式化合物及其用于治疗与5-HT6受体有关或受其影响的中枢神经系统疾病的用途。
• VANILLOID RECEPTOR LIGANDS AND THEIR USE IN TREATMENTS
  申请人：Bo Yunxin Y.

  公开号：US20090264424A1

  公开（公告）日：2009-10-22

  Compounds having the general structure and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritis, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

  具有一般结构和组成的化合物，用于治疗急性、炎症性和神经病性疼痛、牙痛、普通头痛、偏头痛、群集性头痛、混合型血管性和非血管性综合症、紧张性头痛、一般炎症、关节炎、风湿性疾病、骨关节炎、炎症性肠病、炎症性眼疾、炎症性或不稳定的膀胱疾病、牛皮癣、具有炎症成分的皮肤疾病、慢性炎症状况、炎症性疼痛和相关的高敏感性和触痛、神经病性疼痛和相关的高敏感性和触痛、糖尿病性神经病疼痛、烧伤后神经病疼痛、交感神经维持的疼痛、去神经化综合症、哮喘、上皮组织损伤或功能障碍、单纯疱疹、呼吸、泌尿、胃肠或血管区域的内脏运动障碍、创伤、烧伤、过敏性皮肤反应、瘙痒、白癜风、一般胃肠疾病、胃溃疡、十二指肠溃疡、腹泻、坏死性剂引起的胃病变、毛发生长、血管运动或过敏性鼻炎、支气管疾病或膀胱疾病。
• Oxindoledioxans, synthesis thereof, and intermediates thereto
  申请人：Galante J. Rocco

  公开号：US20070293686A1

  公开（公告）日：2007-12-20

  The present invention provides methods for preparing compounds having activity as dopamine autoreceptor agonists and partial agonists at the postsynaptic dopamine D 2 receptor. These compounds are useful for treating dopaminergic disorders, such as schizophrenia, schizoaffective disorder, Parkinson's disease, Tourette's syndrome, hyperprolactinemia, and drug addiction.

  本发明提供了制备具有多巴胺自主受体激动剂活性和部分多巴胺D2受体后突触激动剂活性的化合物的方法。这些化合物可用于治疗多巴胺能紊乱疾病，如精神分裂症、情感性精神障碍、帕金森病、抽动症、高催乳素血症和药物成瘾等。