(1-硝基环戊基)甲醇 | 10316-93-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: (1-硝基环戊基)甲醇
• 英文名称: (1-nitrocyclopentyl)methanol
• 英文别名: 1-hydroxymethyl-1-nitrocyclopentane
• CAS: 10316-93-5
• 化学式: C₆H₁₁NO₃
• 分子量: 145.158
• InChiKey: QEJPCUHHWVOGEK-UHFFFAOYSA-N

物化性质

• 沸点：
  259.7±9.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 1-溴-1-硝基环戊烷 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 4.33h， 以75%的产率得到(1-硝基环戊基)甲醇
  参考文献：
  名称：

  铟介导的活性溴化合物羟甲基化的简便方法：酮转化为 α-羟甲基硝基烷烃

  摘要：

  描述了一种非常简单、安全和有效的方法，用于在 annyarous 条件下避免使用气态甲醛的 hyaroxymethylation 或 2-溴酯和内酯。此外，在这些条件下，溴硝基烷烃转化为相应的 α-单羟甲基化硝基烷烃，它们是相应 α-氨基酸的前体。考虑到酮容易转化为溴硝基烷烃，这代表了一种从酮正式合成 α-氨基酸的方法。

  DOI：

  10.1055/s-0030-1258581

文献信息

• COMPOSITIONS AND METHODS FOR JAMM PROTEIN INHIBITION
  申请人：Cleave Biosciences, Inc.

  公开号：US20140235548A1

  公开（公告）日：2014-08-21

  Compounds, pharmaceutical compositions, and methods of using such compounds to treat or prevent diseases or disorders associated with or mediated by JAMM proteins are disclosed. The compounds and compositions inhibit the enzymatic activity of a JAMM domain, including the JAMM domain of the CSN5 subunit of the COP9-signalsome (CSN), the JAMM domain of the Rpn11/Poh1/Psmd14 subunit of the 26S proteasome, the JAMM domain of AMSH, the JAMM domain of AMSH-LP, the JAMM domain of BRCC36, among other JAMM domains.

  本文介绍了化合物、药物组合物以及使用这些化合物治疗或预防与JAMM蛋白相关或介导的疾病或障碍的方法。这些化合物和组合物抑制JAMM域的酶活性，包括COP9信号体（CSN）的CSN5亚基的JAMM域、26S蛋白酶的Rpn11/Poh1/Psmd14亚基的JAMM域、AMSH的JAMM域、AMSH-LP的JAMM域、BRCC36的JAMM域等其他JAMM域。
• NITRATED HYDROCARBONS AND DERIVATIVES
  申请人：ANGUS CHEMICAL COMPANY

  公开号：EP3121162A1

  公开（公告）日：2017-01-25

  A compound selected from the group consisting of formula I-1, II-1, III-1 and IV-1: or a compound selected from the group consisting of: 2-(hydroxylamino)hexane, 3-(hydroxylamino)hexane, 2-(hydroxylamino)octane, and 3-(hydroxylamino)octane, wherein: R7 and R9 are independently linear C2-C17 alkyl; R11 is an unsubstituted linear C2-C17 alkyl; R8 is H or linear C1-C8 alkyl; R10 and R14 are independently H, linear C1-C8 alkyl, or CH2OH, or R9, R10, and the carbon to which they are attached form an eight membered cycloalkyl ring; R12 is H, an unsubstituted linear C1-C8 alkyl, or CH2OH, or R11, R12, and the carbon to which they are attached form a C9-C11 cycloalkyl ring; R13 is C2-C20 alkyl, C3-C12 cycloalkyl, aryl, or aryl-alkyl-; R14 is H or C1-C12 alkyl, or R13 and R14 together with the carbon to which they are attached form a C3-C12 cycloalkyl ring; R15 is H, or R14, R15, and the atoms to which they are attached form an oxazolidine ring that is optionally substituted with C1-C6 alkyl; and R16 is H, C1-C12 alkyl, C3-C12 cycloalkyl, or aryl; provided that: when the compound is selected from formula I-1, the total number of carbons in R7 and R8, together with the carbon to which they are attached, is 10 to 18; and the compound is not 1-nitrodecane, 2-nitrodecane, 1-nitroundecane, 2-nitroundecane, 3-nitroundecane, 4-nitroundecane, 5-nitroundecane, 6-nitroundecane, 1-nitrododecane, 2-nitrododecane, 3-nitrododecane, 4-nitrododecane, 5-nitrododecane, 6-nitrododecane, 1-nitrotridecane, 2-nitrotridecane, 3-nitrotridecane, 6-nitrotridecane, 1-nitrotetradecane, 1-nitropentadecane, 1-nitrohexadecane, 2-nitrohexadecane, 1-nitroheptadecane, 1-nitrooctadecane, or 2-nitrooctadecane; when the compound is selected from formula II-1, if R10 is H or linear C1-C8 alkyl, the total number of carbons in R9 and R10, together with the carbon to which they are attached, is 5 to 18; or if R10 is CH2OH, R9 is linear C12-C16 alkyl; and the compound is not 2-nitro-1-hexanol, 2-nitro-1-heptanol, 2-nitro-1-octanol, 2-methyl-2-nitro-1-heptanol, or 2-nitro-1-dodecanol; when the compound is selected from formula III-1, if R12 is H or linear C1-C8 alkyl, the total number of carbons in R11 and R12, together with the carbon to which they are attached, is 6 to 18; or if R12 is CH2OH, R11 is linear C7-C17 alkyl; and the compound is not 2-amino-1-heptanol, 2-amino-2-methyl-1-hexanol, 2-amino-1-octanol, 2-amino-2-ethyl-1-hexanol, 2-amino-1-nonanol, 2-amino-2-methyl-1-octanol, 2-amino-1-decanol, 2-amino-2-octyl-1,3-propanediol, 2-amino-2-butyl-1-hexanol, 2-amino-1-undecanol, 2-amino-1-dodecanol, 2-amino-2-decyl-1,3-propanediol, 2-amino-1-tridecanol, 2-amino-2-methyl-1-dodecanol, 2-amino-1-tetradecanol, 2-amino-2-dodecyl-1,3-propanediol, 2-amino-2-methyl-1-tridecanol, 2-amino-1-pentadecanol, 2-amino-2-tridecyl-1,3-propanediol, 2-amino-1-hexadecanol, 2-amino-2-tetradecyl-1,3-propanediol, 2-amino-2-methyl-1-pentadecanol, 2-amino-2-hexyl-1-decanol, 2-amino-1-heptadecanol, 2-amino-2-pentadecyl-1,3-propanediol, 2-amino-1-octadecanol, or 2-amino-2-hexadecyl-1,3-propanediol; and when the compound is selected from formula IV-1, if R13 is an ethyl group, R14 is not H; and the compound is not 5-propyl-1-aza-3,7-dioxabicyclo[3.3.0]octane, 4,4-diethyl-1-oxa-3-azacyclopentane, 3-oxa-1-azaspiro[4.4]nonane, 3-oxa-1-azaspiro[4.5]decane, or 3-oxa-1-azaspiro[4.7]dodecane.

  从式 I-1、II-1、III-1 和 IV-1 所组成的组中选出的化合物： 或选自以下组别的化合物2-(羟基氨基)己烷、3-(羟基氨基)己烷、2-(羟基氨基)辛烷和 3-(羟基氨基)辛烷，其中：R7 和 R9 独立地是线性 C2-C17 烷基；R11 是未取代的线性 C2-C17 烷基；R8 是 H 或线性 C1-C8 烷基；R10 和 R14 独立地是 H、线性 C1-C8 烷基或 CH2OH，或 R9、R10 和它们所连接的碳形成八位环烷基环；R12 是 H、未取代的线性 C1-C8 烷基或 CH2OH，或 R11、R12 和它们所连接的碳形成 C9-C11 环烷基环；R13 是 C2-C20 烷基、C3-C12 环烷基、芳基或芳基烷基；R14 是 H 或 C1-C12 烷基，或 R13 和 R14 与它们连接的碳一起形成 C3-C12 环烷基环；R15 是 H，或 R14、R15 和它们连接的原子形成任选被 C1-C6 烷基取代的噁唑烷环；以及 R16 是 H、C1-C12 烷基、C3-C12 环烷基或芳基； 条件是当化合物选自式 I-1 时，R7 和 R8 中的碳原子总数连同它们所连接的碳原子数为 10 至 18；且该化合物不是 1-硝基十二烷、2-硝基十二烷、1-硝基十四烷、2-硝基十四烷、3-硝基十四烷、4-硝基十四烷、5-硝基十四烷、6-硝基十四烷、1-硝基十二烷、2-硝基十二烷、3-硝基十二烷、4-硝基十二烷、5-硝基十二烷6-硝基十二烷、1-硝基十三烷、2-硝基十三烷、3-硝基十三烷、6-硝基十三烷、1-硝基十四烷、1-硝基十五烷、1-硝基十六烷、2-硝基十六烷、1-硝基十七烷、1-硝基十八烷或 2-硝基十八烷；当化合物选自式 II-1 时，如果 R10 是 H 或直链 C1-C8 烷基，则 R9 和 R10 中的碳原子总数连同它们所连接的碳原子数为 5 至 18；或者如果 R10 是 CH2OH，则 R9 是直链 C12-C16 烷基；并且化合物不是 2-硝基-1-己醇、2-硝基-1-庚醇、2-硝基-1-辛醇、2-甲基-2-硝基-1-庚醇或 2-硝基-1-十二烷醇；当化合物选自式 III-1，如果 R12 是 H 或线型 C1-C8 烷基，则 R11 和 R12 中的碳原子总数连同它们所连接的碳原子数为 6 至 18；或者如果 R12 是 CH2OH，则 R11 是线型 C7-C17 烷基；且化合物不是 2-氨基-1-庚醇、2-氨基-2-甲基-1-己醇、2-氨基-1-辛醇、2-氨基-2-乙基-1-己醇、2-氨基-1-壬醇、2-氨基-2-甲基-1-辛醇、2-氨基-1-癸醇、2-氨基-2-辛基-1、3-丙二醇、2-氨基-2-丁基-1-己醇、2-氨基-1-十一醇、2-氨基-1-十二醇、2-氨基-2-癸基-1,3-丙二醇、2-氨基-1-十三醇、2-氨基-2-甲基-1-十二醇、2-氨基-1-十四醇、2-amino-2-dodecyl-1,3-propanediol, 2-amino-2-methyl-1-tridecanol, 2-amino-1-pentadecanol, 2-amino-2-tridecyl-1,3-propanediol, 2-amino-1-hexadecanol, 2-amino-2-tetradecyl-1,3-propanediol、2-amino-2-methyl-1-pentadecanol, 2-amino-2-hexyl-1-decanol, 2-amino-1-heptadecanol, 2-amino-2-pentadecyl-1,3-propanediol, 2-amino-1-octadecanol, 或 2-amino-2-hexadecyl-1,3-propanediol；当化合物选自式 IV-1 时，如果 R13 是乙基，R14 不是 H；且化合物不是 5-丙基-1-氮杂-3,7-二氧杂环[3.3.0]辛烷、4,4-二乙基-1-氧杂-3-氮杂环戊烷、3-氧杂-1-氮杂螺[4.4]壬烷、3-氧杂-1-氮杂螺[4.5]癸烷或 3-氧杂-1-氮杂螺[4.7]十二烷。
• PROCESSES FOR THE MANUFACTURE OF NITROBUTANE AND ITS DERIVATIVES
  申请人：ANGUS Chemical Company

  公开号：EP2280927B1

  公开（公告）日：2016-11-02
• PROCESS FOR PREPARING NITRATED HYDROCARBONS AND THEIR DERIVATIVES
  申请人：ANGUS CHEMICAL COMPANY

  公开号：EP3121162B1

  公开（公告）日：2021-05-26
• Compositions and Methods Comprising Zingiber Species
  申请人：Li Dan

  公开号：US20080160116A1

  公开（公告）日：2008-07-03

  An aspect of the present invention relates to compositions comprising a gingerol, for example, compositions comprising gingerol in an amount greater than about 2% by weight. In some aspects of the invention, the composition comprises 6-gingerol, 8-gingerol, 10-gingerol, 6-shagaol, or combinations thereof. Another aspect of the invention relates to a method for extracting a ginger species comprising, sequentially extracting a ginger species plant material to yield an essential oil fraction, a gingerol fraction, a phenolic fraction, and a polysaccharide fraction, wherein the essential oil and gingerol fractions are derived by extracting plant feedstock material by supercritical carbon dioxide extraction, the phenolic fraction is extracted from the plant feedstock material or from the remainder of the essential oil and gingerol extractions by hydroalcoholic extraction, and the polysaccharide fraction is derived by water extraction of the remainder of the phenolic extraction.