(S)-2-norborneol | 497-36-9

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (S)-2-norborneol
• 英文别名: Bicyclo<2.2.1>-2-heptanol, endo；endo-Norborneol；Norbornan-2exo-ol；opt.-akt. Norborneol；norbornan-2endo-ol；(2S)-bicyclo[2.2.1]heptan-2-ol
• CAS: 497-36-9；497-37-0；1632-68-4；24325-44-8；29583-34-4；36779-79-0；60133-16-6；61277-90-5；61277-93-8
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: ZQTYQMYDIHMKQB-AHXFUIDQSA-N

物化性质

• 熔点：
  149 °C
• 沸点：
  176-177℃ (760 Torr)
• 密度：
  1.097±0.06 g/cm3 (20 ºC 760 Torr)
• 闪点：
  74.4±10.9℃
• 保留指数：
  1544

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  3
• 海关编码：
  29061900

反应信息

• 作为反应物：
  描述：

  (S)-2-norborneol 、 5-溴-2-甲氧基苯酚 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-(5-Bromo-2-methoxy-phenoxy)-bicyclo[2.2.1]heptane
  参考文献：
  名称：

  Biarylcarboxamide inhibitors of phosphodiesterase IV and tumor necrosis factor-α

  摘要：

  Tumor necrosis factor-alpha (TNF-alpha) has been implicated as a key mediator in the progression of rheumatoid arthritis. Inhibitors of phosphodiesterase IV (PDE IV) have been shown to inhibit the production of TNF-alpha by elevating intracellular levels of cyclic adenosine monophosphate (cAMP). Our efforts in a series of biarylcarboxamides have led to the identification of 8j (CP-353,164) as a potent inhibitor of PDE IV and TNF-alpha production. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00097-8

文献信息

• Androgen modulators
  申请人：Hu Lain-Yen

  公开号：US20060009427A1

  公开（公告）日：2006-01-12

  The present invention is directed to a new class of 4-cycloalkoxy benzonitriles and to their use as androgen receptor modulators. Other aspects of the invention are directed to the use of these compounds to decrease excess sebum secretions and to stimulate hair growth.

  本发明涉及一种新型的4-环烷氧基苯甲腈类化合物，以及它们作为雄激素受体调节剂的用途。本发明的其他方面涉及使用这些化合物来减少多余的皮脂分泌并刺激头发生长。
• Processes and intermediates in the synthesis of 5-(3-{exo-bicyclo{2.2.1}hept-2-yloxy]-4-methoxyphenyl)-3,4,5,6- tetrahydropyrimidin-2(1H)-one
  申请人：——

  公开号：US20010041798A1

  公开（公告）日：2001-11-15

  This invention relates to novel processes for preparing the pharmaceutically active compound 5-(3-[(2S)-exo-bicyclo[2.2.1]hept-2-yloxy]-4-methoxyphenyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one and its corresponding 2R enantiomer and for preparing certain intermediates used in the synthesis of these compounds. It also relates to novel intermediates used in the synthesis of such pharmaceutically active compounds and to other novel compounds that are related to such intermediates.

  本发明涉及制备药用活性化合物5-(3-[(2S)-exo-双环[2.2.1]庚-2-氧基]-4-甲氧基苯基)-3,4,5,6-四氢嘧啶-2(1H)-酮及其对应的2R对映体的新型制备工艺，并制备了用于合成这些化合物的某些中间体。本发明还涉及用于合成这种药物活性化合物的新型中间体和与这些中间体相关的其他新型化合物。
• Oxime-carbamates and oxime-carbonates as bronchodilators and
  申请人：American Home Products Corporation

  公开号：US05124455A1

  公开（公告）日：1992-06-23

  There are disclosed compounds of the formula ##STR1## wherein R is ##STR2## R.sup.1 is hydrogen, lower alkyl or ##STR3## a is 1-3; b is 1-3; c is 0-2; X, Y and Z are each, independently, a bond, O, S. or NH, with the proviso that if one of X or Y is O, S or NH, the other must be a bond; R.sup.2 is amino, loweralkylamino, arylamino, loweralkoxy or aryloxy; R.sup.3 is hydrogen, halo, hydroxy, lower alkoxy, aryloxy, loweralkanoyloxy, amino, lower alkylamino, arylamino or loweralkanoylamino; R.sup.4 and R.sup.5 are each, independently hydrogen or lower alkyl; m is 0-4; n is 1-4; and o is 1-4; and, which by virtue of their ability to selectively inhibit an isoenzyme of 3':5'-cyclic AMP phosphodiesterase located in pulmonary smooth muscle tissue and inflammatory cells, are bronchodilatory and antinflammatory and so are useful in the treatment of acute and chronic bronchial asthma and associated pathologies.

  该文披露了化合物的结构式，其中R是，R1是氢，低碳基或，a为1-3；b为1-3；c为0-2；X、Y和Z各自独立地是键，O，S或NH，但是如果X或Y中的一个是O，S或NH，则另一个必须是键；R2是氨基，低碳基氨基，芳基氨基，低碳基氧基或芳基氧基；R3是氢，卤素，羟基，低碳基氧基，芳基氧基，低碳基酰氧基，氨基，低碳基氨基，芳基氨基或低碳基酰胺基；R4和R5各自独立地是氢或低碳基；m为0-4；n为1-4；o为1-4；由于它们能够选择性地抑制定位于肺平滑肌组织和炎症细胞中的3'：5'-环磷酸腺苷磷酸二酯酶的同工酶，因此具有支气管扩张和抗炎作用，因此可用于治疗急性和慢性支气管哮喘及相关病理状况。
• ANDROGEN MODULATORS
  申请人：Hu Lain-Yen

  公开号：US20100048517A1

  公开（公告）日：2010-02-25

  The present invention is directed to a new class of 4-cycloalkoxy benzonitriles and to their use as androgen receptor modulators. Other aspects of the invention are directed to the use of these compounds to decrease excess sebum secretions and to stimulate hair growth.

  本发明涉及一种新的4-环烷氧基苯甲腈类化合物，以及它们作为雄激素受体调节剂的用途。本发明的其他方面涉及使用这些化合物来减少多余的皮脂分泌和刺激头发生长。
• <i>S</i>-<i>endo</i>-2-Norbornyl-<i>N</i>-<i>n</i>-butylcarbamate as a Potential<i>Pseudomonas</i>Lipase Inhibitor to Probe the Enantioselectivity of the Enzyme by Kinetic and Molecular Docking Evaluation
  作者：Yu-Fang Shen、Gan-Hong Chen、Shu-Hsien Lin、Gialih Lin

  DOI：10.1002/jccs.201600005

  日期：2016.8

  Previous studies reported that lipase is a main target for obesity treatment. We synthesized R‐exo‐2‐norbornyl‐N‐n‐butylcarbamate and S‐exo‐2‐norbornyl‐N‐n‐butylcarbamate as potential pseudomonas lipase inhibitors to probe the enantioselectivity of the enzyme and demonstrated that R‐exo‐2‐norbornyl‐N‐n‐butylcarbamate had better enzyme enantioselectivity, ki and the docking model with Pseudomonas species

  肥胖是一个复杂的健康问题，它可能导致许多健康和社会问题。先前的研究报道脂肪酶是肥胖症治疗的主要目标。我们合成了[R -外型-2- norbornyl- ñ - ñ -butylcarbamate和小号-外型-2- norbornyl- ñ - ñ -butylcarbamate作为脂肪酶抑制剂潜在假单胞菌探测酶的对映选择性，并证明了[R -外型-2- norbornyl- ñ - ñ -butylcarbamate最好酶的对映选择性，き和与对接模型假单胞菌我们以前的研究中的种脂肪酶。在本文中，我们报道了的属性假单胞菌物种脂肪酶抑制剂，- [R -和小号-内-2- norbornyl- ñ - ñ -butylcarbamate并与这两种化合物的对接模型- [R -和小号-外型-2- norbornyl- ñ - ñ通过AUTODOCK -butylcarbamates。我们发现，小号-内-2-