cycloheptylideneacetic acid | 1903-29-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cycloheptylideneacetic acid
• 英文别名: cycloheptyliden-acetic acid；Cycloheptyliden-essigsaeure；Suberylidenessigsaeure；Cycloheptan-Δ1,α-essigsaeure；Cycloheptylidenessigsaeure；2-cycloheptylideneacetic Acid
• CAS: 1903-29-3
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: SGRBFWWZPBJZJS-UHFFFAOYSA-N

物化性质

• 熔点：
  91 °C
• 沸点：
  158 °C(Press: 20 Torr)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cycloheptylideneacetic acid 在 permanganate(VII) ion 作用下， 生成 环庚酮
  参考文献：
  名称：

  Wallach, Justus Liebigs Annalen der Chemie, 1906, vol. 345, p. 147

  摘要：

  DOI：
• 作为产物：
  描述：

  (1-Hydroxy-cycloheptyl)-essigsaeure 在 乙酸酐 作用下， 生成 cycloheptylideneacetic acid
  参考文献：
  名称：

  Kon; May, Journal of the Chemical Society, 1927, p. 1554

  摘要：

  DOI：

文献信息

• Synthesis of Succinimides via Intramolecular Alder-Ene Reaction of 1,6-Enynes
  作者：Xia Chen、Yuling Lu、Zhenhua Guan、Lianghu Gu、Chunmei Chen、Hucheng Zhu、Zengwei Luo、Yonghui Zhang

  DOI：10.1021/acs.orglett.1c00888

  日期：2021.4.16

  A novel and convenient method has been developed for the facile synthesis of functionalized succinimide derivatives via intramolecular Alder-ene reaction of 1,6-enynes. This reaction features mild and metal-free reaction conditions, which offers a green and efficient entry to synthetically important succinimide scaffolds. Preliminary mechanistic studies suggest that a diradical intermediate might be

  通过1，6-烯炔的分子内Alder-ene反应，容易合成功能化的琥珀酰亚胺衍生物。该反应具有温和且无金属的反应条件，为合成重要的琥珀酰亚胺支架提供了绿色且有效的入口。初步的机理研究表明，双自由基中间体可能参与了这种转变。
• [EN] SUBSTITUTED PYRIMIDINE COMPOUNDS, COMPOSITIONS AND MEDICINAL APPLICATIONS THEREOF<br/>[FR] COMPOSÉS DE PYRIMIDINE SUBSTITUÉE, COMPOSITIONS ET APPLICATIONS MÉDICINALES CORRESPONDANTES
  申请人：JUBILANT BIOSYS LTD

  公开号：WO2015025197A1

  公开（公告）日：2015-02-26

  The present disclosure relates to pyrimidine compounds of formula (I), their stereoisomers, tautomers, pharmaceutically acceptable salts, polymorphs, solvates, and hydrates thereof. The present disclosure also relates to process of preparation of these pyrimidine compounds, and to pharmaceutical compositions containing them. The compounds of the present disclosure are useful in the treatment, prevention or suppression of diseases and disorders mediated by epidermal growth factor receptor (EGFR) family kinases.

  本公开涉及式(I)的嘧啶化合物，它们的立体异构体、互变异构体、药学上可接受的盐、多型体、溶剂合物和水合物。本公开还涉及制备这些嘧啶化合物的方法，以及含有它们的药物组合物。本公开的化合物在治疗、预防或抑制由表皮生长因子受体（EGFR）家族激酶介导的疾病和紊乱方面具有用途。
• Synthesis of Novel Shikonin Derivatives and Pharmacological Effects of Cyclopropylacetylshikonin on Melanoma Cells
  作者：Christin Durchschein、Antje Hufner、Beate Rinner、Alexander Stallinger、Alexander Deutsch、Birgit Lohberger、Rudolf Bauer、Nadine Kretschmer

  DOI：10.3390/molecules23112820

  日期：——

  Despite much research in the last centuries, treatment of malignant melanoma is still challenging because of its mostly unnoticeable metastatic spreading and aggressive growth rate. Therefore, the discovery of novel drug leads is an important goal. In a previous study, we have isolated several shikonin derivatives from the roots of Onosma paniculata Bureau & Franchet (Boraginaceae) which evolved as

  尽管在过去的几个世纪中进行了大量研究，但恶性黑色素瘤的治疗仍然具有挑战性，因为其转移扩散和侵袭性生长速度几乎不明显。因此，发现新的药物先导是一个重要的目标。在之前的一项研究中，我们从 Onosma paniculata Bureau & Franchet（紫草科）的根中分离出几种紫草素衍生物，这些紫草素进化为有希望的抗癌候选物。β,β-二甲基丙烯酰紫草素 (1) 是最具细胞毒性的衍生物，表现出强烈的肿瘤生长抑制活性，尤其是对黑色素瘤细胞。在这项研究中，我们合成了 18 种新型紫草素衍生物，以获得比 1 种具有更高细胞毒性的化合物。我们研究了它们对各种黑色素瘤细胞系和幼年皮肤成纤维细胞的细胞毒性潜力。最活跃的化合物是 (R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl cyclopropylacetate
• A new and efficient general method for the synthesis of 2-spirobenzopyrans: First synthesis of cyclic analogues of precocene I and related compounds
  作者：Suneel Y Dike、Jaysukhlal R Merchant、Niteen Y Sapre

  DOI：10.1016/s0040-4020(01)86481-4

  日期：1991.1

  A new synthesis of spirobenzopyran has been accomplished by Friedel- Crafts reaction of various m-dihydroxybenzenes and cycloalkylidene acetic acid in the presence of a Lewis acid.

  在路易斯酸的存在下，各种间二羟基苯与环亚烷基乙酸的弗里德尔工艺合成反应完成了螺并苯并吡喃的新合成。
• HETEROCYCLIDENE-N-(ARYL) ACETAMIDE DERIVATIVE
  申请人：UCHIDA Hideharu

  公开号：US20100016285A1

  公开（公告）日：2010-01-21

  The blow-described formula (I) [Ch. 1] a compound represented by formula (I) (wherein k, m, n, and p each represent 0 to 2; j and q represents 0 or 1; R 1 represents a halogen atom, a hydrocarbon group, a heterocyclic group, an alkoxy group, an alkoxycarbonyl group, NH 2 , OH, a carboxyl group, an alkanoyl group, CN, NO 2 , or the like; R 2 represents a halogen atom, an amino group, a hydrocarbon group, an aromatic heterocyclic group, an oxo group, or the like; represents an oxygen atom, —NR 3 —, or —S(O)r- (wherein r is an integer of 0 to 2); X 2 represents a methylene group, an oxygen atom, —NR 3 — (wherein R 3 is a hydrogen atom, a hydrocarbon group, or the like), or S(O)r- (wherein r is an integer of 0 to 2); W represents a methylene group, a carbonyl group, or a sulfonyl group; R 7 represents a hydrogen atom, a hydrocarbon group, a heterocyclic group, or the like; R 8 represents a hydrogen atom, a halogen atom, a hydrocarbon group, a heterocyclic group, the broken line in the ring containing X 1 and X 2 represents a condensation of two rings; cycle moiety represents a five- or six-membered aryl ring or heteroaryl ring; and the solid line and the broken line between L 1 and L 2 are a single bond or double bond, and the wavy line represents an E-isomer or a Z-isomer), a salt thereof, or solvates thereof, and a pharmaceutical composition containing the compound as an active ingredient.

  以下是所描述的公式(I)[Ch. 1]的化合物，由公式(I)表示（其中k、m、n和p各自表示0到2；j和q表示0或1；R1表示卤素原子、碳氢基团、杂环基团、烷氧基、烷氧羰基基团、NH2、OH、羧基、烷酰基、CN、NO2或类似物；R2表示卤素原子、氨基基团、碳氢基团、芳香杂环基团、氧代基团或类似物；表示氧原子、-NR3-或-S（O）r-（其中r为0至2的整数）；X2表示亚甲基基团、氧原子、-NR3-（其中R3为氢原子、碳氢基团或类似物）或S（O）r-（其中r为0至2的整数）；W表示亚甲基基团、羰基基团或磺酰基基团；R7表示氢原子、碳氢基团、杂环基团或类似物；R8表示氢原子、卤素原子、碳氢基团、杂环基团，环中的X1和X2之间的断线表示两个环的缩合；环基表示五元或六元芳基环或杂芳基环；实线和L1和L2之间的断线是单键或双键，波浪线表示E-异构体或Z-异构体），其盐或溶剂化物，以及含有该化合物作为活性成分的药物组成物。