3-hydroxyoctanenitrile | 64250-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxyoctanenitrile
• 英文别名: 3-Hydroxycaprylonitrile
• CAS: 64250-18-6
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: CNXAYZCPQRIELB-UHFFFAOYSA-N

物化性质

• 沸点：
  83 °C(Press: 0.34 Torr)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-hydroxyoctanenitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 1-Amino-octan-3-ol
  参考文献：
  名称：

  Synthesis of hexahydrocyclopentimidazol-2-(1H)-one derivatives displaying selective DP-receptor agonist properties

  摘要：

  The rationale for investigating conformationally restricted analogues of BW245C as DP-receptor ligands and the syntheses of three such racemic bicyclic imidazolidinone analogues are described. Compounds 7 (BW587C), 8 (BW480C85), and 9 (BW572C85) were found to be potent inhibitors of human platelet aggregation and selective DP-receptor agonists in washed platelet and jugular vein isolated tissue assays.

  DOI：

  10.1016/0968-0896(95)00173-5
• 作为产物：
  描述：

  正己醛 在 盐酸 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 以92%的产率得到3-hydroxyoctanenitrile
  参考文献：
  名称：

  Interphenylene 9-thia-11-oxo-12-aza-prostanoic acids

  摘要：

  这项发明涉及新型的间苯二酚9-硫-11-酮-12-氮代前列腺酸化合物、盐和衍生物。这些化合物在口服后表现出异常强大的肾脏扩血管作用和降压作用，但其生物活性比许多天然前列腺素及其合成类似物或衍生物具有更特定的类型。

  公开号：

  US04225609A1

文献信息

• Ruthenium-catalyzed formation of pyrazoles or 3-hydroxynitriles from propargyl alcohols and hydrazines
  作者：Julia Kaufmann、Elisabeth Jäckel、Edgar Haak

  DOI：10.24820/ark.5550190.p010.893

  日期：——

  Functionalized pyrazoles are generated from secondary propragyl alcohols and hydrazines in a rutheniumcatalyzed cascade process, consisting of redox isomerization, Michael addition, cyclocondensation and dehydrogenation steps. The same bifunctional catalyst mediates the conversion of tertiary propargyl alcohols with hydrazine to 3-hydroxynitriles via anti-Markovnikov hydroamination followed by elimination

  官能化吡唑是在钌催化的级联过程中由仲丙醇和肼生成的，包括氧化还原异构化、迈克尔加成、环缩合和脱氢步骤。相同的双功能催化剂通过反马尔可夫尼科夫加氢胺化随后消除氨来介导炔丙醇叔醇与肼的转化为 3-羟基腈。
• The Preparation of 2-Isoxazolines from <i>O</i>-Propargylic Hydroxylamines via a Tandem Rearrangement-Cyclisation Reaction
  作者：Stephen Lindell、Lewis Pennicott

  DOI：10.1055/s-2006-926232

  日期：——

  A method for the conversion of O-propargylic hydroxylamines into 2-isoxazolines in 60-84% yield is described. For 3-alkylpropargyl or 3-arylpropargyl hydroxylamines this was achieved by heating a methanolic solution of the hydrochloride salt in the presence of K2CO3. In the case of the 3-unsubstituted compounds, the hydrochloride salts were first converted to the free bases, which rearranged upon heating

  描述了一种以 60-84% 的产率将 O-炔丙基羟胺转化为 2-异恶唑啉的方法。对于3-烷基炔丙基或3-芳基炔丙基羟胺，这是通过在K 2 CO 3 存在下加热盐酸盐的甲醇溶液来实现的。在 3-未取代化合物的情况下，盐酸盐首先转化为游离碱，在甲醇中加热后重新排列。在一个案例中，通过在室温下用甲基肼处理超过 19 小时，该方法被扩展为能够以 65% 的产率将邻炔丙基邻苯二甲酰亚胺直接转化为 2-异恶唑啉。
• Novel analogs of prostaglandins with 4-oxo-thiazolidinyl nucleus and
  申请人：Merck & Co., Inc.

  公开号：US04022794A1

  公开（公告）日：1977-05-10

  This invention relates to novel 9-thia-, 9-oxothia-, and 9-dioxothia-11-oxo-12-azaprostanoic acid compounds, salts, and derivatives thereof and also to processes for the preparation of such compounds. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, as platelet aggregation inhibitors, and for the treatment of certain autoimmune diseases.

  本发明涉及新型9-硫代、9-氧代硫代和9-二氧代硫代-11-氧代-12-氮杂前列腺酸化合物、盐及其衍生物，以及制备这样的化合物的方法。这些化合物具有类似前列腺素的生物活性，特别适用于作为肾脏血管扩张剂、血小板聚集抑制剂以及治疗某些自身免疫性疾病。
• Interphenylene 9-thia-11-oxo-12-azaprostanoic acid compounds
  申请人：Merck & Co., Inc.

  公开号：US04260771A1

  公开（公告）日：1981-04-07

  This invention relates to novel interphenylene 9-thia-11-oxo-12-azaprostanoic acid compounds, salts, and derivatives thereof. These compounds have prostaglandin-like biological activity and are particularly useful as renal vasodilators, as platelet aggregation inhibitors, and for the treatment of certain autoimmune diseases.

  该发明涉及新型的间苯基9-硫-11-酮-12-氮杂-前列腺酸类化合物、盐及其衍生物。这些化合物具有类前列腺素的生物活性，特别适用于作为肾血管扩张剂、血小板聚集抑制剂，并用于治疗某些自身免疫性疾病。
• 9-Thia-12-azaprostanoic acid derivatives and compositions containing them
  申请人：Merck & Co., Inc.

  公开号：EP0001900A1

  公开（公告）日：1979-05-16

  This invention provides novel interphenylene 9- this-11-oxo- 12-azaprostanoic acid compounds and salts and other derivatives thereof. These compounds are exceptionally potent renal vasodilators and antihypertensives which are active when administered orally but which have a more specific type of bilogical activity than that of many of the natural prostaglandins and their synthetic analogs or derivatives. They are therefore made into pharmaceutical compositions. The compounds have the formula : where R is caboxy or a carboxy ester or amide. A is a monocyclic ring, n is 3 or 4; m is 0.1 or 2; R'is hydrogen, deuterium, or methyl, Z ic a C2-3 chain, R2 is hydrogen or alkenoyl, R3 is hydrogen or alkyl and R4 is an optionally substituted aliphatic I hydrocarbon radical or R3 and R4 form a ring. Certain of the above definitions are broader than those in the specification.

  本发明提供了新型间苯 9-本-11-氧代-12-氮杂前列腺酸化合物及其盐和其他衍生物。这些化合物是非常有效的肾血管扩张剂和抗高血压药，口服时具有活性，但与许多天然前列腺素及其合成类似物或衍生物相比，它们具有更特殊的生物活性。因此，它们被制成药物组合物。 这些化合物的化学式为 其中 R 为卡巴氧或羧基酯或酰胺。A 是单环，n 是 3 或 4；m 是 0.1 或 2；R'是氢、氘或甲基，Z ic 是 C2-3 链，R2 是氢或烯酰基，R3 是氢或烷基，R4 是任选取代的脂族 I 烃基或 R3 和 R4 形成一个环。上述某些定义比说明书中的定义更宽泛。