3-甲基-1-金刚烷醇 | 702-81-8

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 环烃
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲基-1-金刚烷醇
• 英文名称: 3-methyl-1-adamantanol
• 英文别名: 3-methyladamantan-1-ol
• CAS: 702-81-8
• 化学式: C₁₁H₁₈O
• mdl: MFCD00167798
• 分子量: 166.263
• InChiKey: PJBDPRVLKHVTCY-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131℃
• 沸点：
  245℃
• 密度：
  1.139
• 闪点：
  101℃
• 保留指数：
  1283;1305;1317;1331

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• 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

反应信息

• 作为反应物：
  描述：

  3-甲基-1-金刚烷醇 在 溴 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 30.0h， 生成 N-乙酰基去甲基美金刚
  参考文献：
  名称：

  Structure-anti-Parkinson activity relationships in the aminoadamantanes. Influence of bridgehead substitution

  摘要：

  A limited series of bridgehead alkyl-, dialkyl-, and trialkyl-substituted amantadines was synthesized and tested for potential anti-Parkinson activity as dopamine (DA) agonists. The compounds were evaluated using a battery of three murine bioassays, including stimulation of locomotor activity, induction of circling in animals with unilateral striatal lesions, and reversal of reserpine/alpha-methyltyrosine induced akinesia. Apparent mechanistic differences were seen between the methyl-substituted series and the ethyl-substituted series. While activities in both series increase with increasing liphophilicity, the methyl series (1b--d), as well as amantadine itself (1a), exhibit only indirect DA agonist activity, as evidenced by ipsilateral rotation in the circling model and no significant difference from control in reversal of akinesia. The ethyl series (1e,f) exhibits weak but reproducible direct DA agonist activity, as shown by contralateral rotation in the circling assay for 1e and reversal of akinesia by 1e and 1f. The 3-n-propyl derivative (1g) was devoid of any DA agonist activity.

  DOI：

  10.1021/jm00343a010
• 作为产物：
  描述：

  acetoxy((3-hydroxyadamantan-1-yl)methyl)mercury 在 镍 sodium hydroxide 、 氢气 、 碘 作用下， 生成 3-甲基-1-金刚烷醇
  参考文献：
  名称：

  Stetter,H.; Gaertner,J., Chemische Berichte, 1966, vol. 99, p. 925 - 929

  摘要：

  DOI：

文献信息

• One-pot synthesis of cage alcohols
  作者：Yu. N. Klimochkin、A. V. Yudashkin、E. O. Zhilkina、E. A. Ivleva、I. K. Moiseev、Ya. F. Oshis

  DOI：10.1134/s1070428017070028

  日期：2017.7

  An efficient one-pot procedure has been developed for the synthesis of cage alcohols with hydroxy groups in the bridgehead positions. The procedure includes initial nitroxylation with nitric acid or a mixture of nitric acid with acetic acid and subsequent hydrolysis in the presence of urea.

  已经开发出一种有效的一锅法程序，用于合成在桥头位置具有羟基的笼型醇。该程序包括先用硝酸或硝酸与乙酸的混合物进行硝化，然后在尿素存在下进行水解。
• SALT, ACID GENERATOR, RESIST COMPOSITION AND METHOD FOR PRODUCING RESIST PATTERN
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20210371376A1

  公开（公告）日：2021-12-02

  A salt represented by formula (I): wherein R 1 and R 2 each independently represent a hydroxy group, —O—R 10 , —O—CO—O—R 10 or —O-L 1 -CO—O—R 10 ; L 1 represents an alkanediyl group having 1 to 6 carbon atoms; R 4 , R 5 , R 7 and R 8 each independently represent a halogen atom, an alkyl fluoride group having 1 to 12 carbon atoms or a hydrocarbon group having 1 to 18 carbon atoms, the hydrocarbon group may have a substituent, and —CH 2 — included in the hydrocarbon group may be replaced by —O—, —CO—, —S— or —SO 2 —; R 10 represents an acid-labile group; X 1 and X 2 each independently represent an oxygen atom or a sulfur atom; m1 represents an integer of 1 to 5, m2 and m8 represent an integer of 0 to 5, m4, m5 and m7 represent an integer of 0 to 4; and AI − represents an organic anion.

  一种由化学式（I）表示的盐：其中R1和R2分别代表一个羟基，-O-R10，-O-CO-O-R10或-O-L1-CO-O-R10；L1代表具有1至6个碳原子的烷二基基团；R4、R5、R7和R8分别独立地表示卤素原子，具有1至12个碳原子的烷基氟基团或具有1至18个碳原子的碳氢基团，碳氢基团可能有取代基，并且碳氢基团中包含的-CH2-可被-O-，-CO-，-S-或-SO2-取代；R10代表一个酸敏感基团；X1和X2分别独立地表示一个氧原子或一个硫原子；m1表示1至5的整数，m2和m8表示0至5的整数，m4、m5和m7表示0至4的整数；AI-代表一个有机阴离子。
• Antiviral activity of adamantane series hydroxy derivatives
  作者：Yu. N. Klimochkin、M. V. Leonova、I. R. Korzhev、I. K. Moiseev、G. V. Vladyko、L. V. Korobchenko、E. I. Boreko、S. N. Nikolaeva

  DOI：10.1007/bf00777145

  日期：1992.7

  Previous authors [i] have established the fact that introducing hydroxyl groups into the adamantane framework broadens the scope of antiviral activity as well as reduces toxicity. For example, 3,5-dimethyl-7-ethyladamantanol-i exhibits pronounced activity with respect to herpes, influenza and vaccine viruses [2]. It might be expected that changing the lipophilic capacity of the skeletal fragment when

  以前的作者 [i] 已经确定将羟基引入金刚烷骨架扩大了抗病毒活性的范围并降低了毒性的事实。例如，3,5-二甲基-7-乙基金刚烷醇-i 对疱疹病毒、流感病毒和疫苗病毒具有显着的活性 [2]。可以预期，当分子中存在极性羟基时，改变骨架片段的亲脂能力将揭示结构与抑制病毒传播能力之间的联系，尤其是金刚烷系列制剂的抗病毒活性机制尚未确定。完全确定。
• Synthesis and biological evaluation of memantine nitrates as a potential treatment for neurodegenerative diseases
  作者：Zheng Liu、Si Yang、Xiaoyong Jin、Gaoxiao Zhang、Baojian Guo、Haiyun Chen、Pei Yu、Yewei Sun、Zaijun Zhang、Yuqiang Wang

  DOI：10.1039/c6md00509h

  日期：——

  A series of memantine nitrate derivatives, as dual functional compounds with neuroprotective and vasodilatory activity for neurodegenerative diseases, was designed and synthesized.

  一系列甲基苯胺硝酸盐衍生物被设计和合成，作为具有神经保护和血管舒张活性的双重功能化合物，用于神经退行性疾病。
• Fluorene Compound and Pharmaceutical Use Thereof
  申请人：Motomura Takahisa

  公开号：US20100240634A1

  公开（公告）日：2010-09-23

  The present invention provides an agent for the prophylactic or treatment of diabetes, diabetic complications, insulin resistance syndrome, metabolic syndrome, hyperglycemia, dyslipidemia, atherosclerosis, cardiac failure, cardiomyopathy, myocardial ischemia, brain ischemia, cerebral apoplexy, pulmonary hypertension, hyperlactacidemia, mitochondrial disease, mitochondrial encephalomyopathy or cancer, namely, a PDHK inhibitor and the like. A compound represented by the following formula [I] or a pharmaceutically acceptable salt thereof, or a solvate thereof: wherein each symbol is as defined in the specification.

  本发明提供了一种用于预防或治疗糖尿病、糖尿病并发症、胰岛素抵抗综合征、代谢综合征、高血糖、血脂异常、动脉粥样硬化、心力衰竭、心肌病、心肌缺血、脑缺血、脑卒中、肺动脉高压、高乳酸血症、线粒体疾病、线粒体脑病或癌症的药剂，即PDHK抑制剂等。一种由下式[I]表示的化合物或其药学上可接受的盐，或其溶剂：其中每个符号如规范中所定义。