2-[2,6,6-三甲基-1-(2-甲基丙基)-4-氧代-5,7-二氢吲哚-3-基]乙酸 | 121625-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 2-[2,6,6-三甲基-1-(2-甲基丙基)-4-氧代-5,7-二氢吲哚-3-基]乙酸
• 英文名称: 1-isobutyl-2,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-3-indoleacetic acid
• 英文别名: GO9001；1-iso-butyl-2,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindole-3-acetic acid；2-[2,6,6-trimethyl-1-(2-methylpropyl)-4-oxo-5,7-dihydroindol-3-yl]acetic acid
• CAS: 121625-72-7
• 化学式: C₁₇H₂₅NO₃
• 分子量: 291.39
• InChiKey: VTUCUFBISPCBQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2,6,6-三甲基-1-(2-甲基丙基)-4-氧代-5,7-二氢吲哚-3-基]乙酸 在 重氮甲烷 、 一水合肼 作用下， 生成 2-((Z)-4-hydrazineylidene-1-isobutyl-2,6,6-trimethyl-4,5,6,7-tetrahydro-1H-indol-3-yl)acetohydrazonic acid
  参考文献：
  名称：

  Nagarajan, Kuppuswamy; Talwalker, Purnachard K.; Goud, A. Nagana, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 1113 - 1123

  摘要：

  DOI：
• 作为产物：
  描述：

  β-acetyl-2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexene-1-propionic acid 、 异丁胺 以 溶剂黄146 为溶剂， 反应 3.0h， 以60%的产率得到2-[2,6,6-三甲基-1-(2-甲基丙基)-4-氧代-5,7-二氢吲哚-3-基]乙酸
  参考文献：
  名称：

  Nagarajan; Talwalker; Goud, Arzneimittel-Forschung/Drug Research, 1989, vol. 39, # 5, p. 548 - 550

  摘要：

  DOI：

文献信息

• NAGARAJAN, K.;TALWALKER, P. K.;NAGANA, GOUD A.;SHAH, R. K.;SHENOY, S. J., ARZNEIM.-FORSCH., 39,(1989) N, C. 548-550
  作者：NAGARAJAN, K.、TALWALKER, P. K.、NAGANA, GOUD A.、SHAH, R. K.、SHENOY, S. J.

  DOI：——

  日期：——
• NAGARAJAN, KUPPUSWAMY;TALWALKER, PURNACHAND K.;GOUD, A. NAGANA;SHAH, RASH+, INDIAN J. CHEM. B, 27B,(1988) N2, C. 1113-1123
  作者：NAGARAJAN, KUPPUSWAMY、TALWALKER, PURNACHAND K.、GOUD, A. NAGANA、SHAH, RASH+

  DOI：——

  日期：——
• 1-Isobutyl-2,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-3-indoleacetic acid
  作者：S. Deepthi、V. Pattabhi、K. Nagarajan

  DOI：10.1107/s0108270198010373

  日期：1999.1.15

  The title compound (C17H25NO3) is a perhydro-indoleacetic acid which exhibits hypoglycemic activity. The cyclohexyl ring adopts a sofa conformation. The molecule contains an intramolecular O-H ... O hydrogen bond.
• Crystal and Molecular Structure of Synthetic Antidiabetic Compound: Derivatives of Tetrahydro Indoles-(1-N-Butyl-2,6,6′-Trimethyl-4-Oxo-4,5,6,7-Tetrahydro-3 Indole Acetic Acid) and Modeling Studies
  作者：K. Rajalakshmi、S. Deepthi、Vasantha Pattabhi、K. Nagarajan

  DOI：10.1080/10587250108028260

  日期：2001.3.1

  The crystal and molecular structure of (1-n-butyl-2,6,6'-trimethyl-4-oxo-4,5,6,7 - tetrahydro - 3 indole acetic acid) with desirable anti hyperglycemic properties is reported. The title compound crystallises in orthorhombic space group Pbca with z = 8. The unit cell dimensions are a=15.698(13)Angstrom, b=11.639(2)Angstrom. c = 18.506(3)Angstrom. V = 3381.2(29)Angstrom (3), Deal = 1.145Mg/m(3). The cyclohexane ring adopts a sofa conformation. The structure is stabilized by C-H---O and O-H---O hydrogen bonds. Molecular modeling studies on this class of compounds and the classical antidiabetic agent tolbutamide reveal a structural basis for the similar biological activity exhibited by two totally structurally unrelated compounds.
• Nagarajan, Kuppuswamy; Talwalker, Purnachard K.; Goud, A. Nagana, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 1113 - 1123
  作者：Nagarajan, Kuppuswamy、Talwalker, Purnachard K.、Goud, A. Nagana、Shah, Rashmi K.、Shenoy, Sharada J.、Desai, Narasimha D.

  DOI：——

  日期：——