ethyl-(3-oxo-butyl)-malonic acid diethyl ester | 10297-74-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl-(3-oxo-butyl)-malonic acid diethyl ester
• 英文别名: Aethyl-(3-oxo-butyl)-malonsaeure-diaethylester；diethyl 2-ethyl-2-(3-oxobutyl)propanedioate
• CAS: 10297-74-2
• 化学式: C₁₃H₂₂O₅
• 分子量: 258.315
• InChiKey: GDLDCIXXSSSRLH-UHFFFAOYSA-N

物化性质

• 沸点：
  136-138 °C(Press: 2 Torr)
• 密度：
  1.0499 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  18.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl-(3-oxo-butyl)-malonic acid diethyl ester 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 生成 2-Ethyl-5-hydroxyhexanoic acid lactone
  参考文献：
  名称：

  Metabolism of 2-ethylhexanol administered orally and dermally to the female Fischer 344 rat

  摘要：

  1. Excretion balance studies were conducted with 2-ethylhexanol (2-EH) in female Fischer 344 rats following single high (500 mg/kg) and low (50 mg/kg) oral doses of [C-14]2-EH, following repeated oral dosing with unlabelled 2-EH at the low level, following dermal exposure for 6 h with a 1 g/kg applied dose of [C-14]2-EH, and following a 1 mg/kg i.v. dose of [C-14]2-EH.2. The high, low and repeated low oral dose studies with 2-EH showed similar excretion balance profiles of [C-14], With some evidence of metabolic saturation at the high dose.3. No evidence of metabolic induction was seen following the repealed low oral dosing.4. All of the oral doses were eliminated rapidly, predominantly in the urine during the first 24 h following dosing.5. The dermal dosing resulted in only about 5% absorption of the 1 g/kg dose, with the major portion of the dose recovered unabsorbed from the dermal exposure cell at 6 h.6. Urinary metabolites eliminated following the oral and dermal doses were predominately glucuronides of oxidized metabolites of 2-EH, including glucuronides of 2-ethyladipic acid, 2-ethylhexanoic acid, 5-hydroxy-2-ethylhexanoic acid and 6-hydroxy-2-ethylhexanoic acid.

  DOI：

  10.3109/00498259409043246
• 作为产物：
  描述：

  ethyl-(3-oxo-but-1-en-t-yl)-malonic acid diethyl ester 在 palladium-barium carbonate 、 乙醇 作用下， 生成 ethyl-(3-oxo-butyl)-malonic acid diethyl ester
  参考文献：
  名称：

  Kotschetkow; Kudrjaschow, Zhurnal Obshchei Khimii, 1956, vol. 26, p. 851,854; engl. Ausg. S. 971, 973

  摘要：

  DOI：

文献信息

• Semicarbazones of Certain Ketones
  作者：Herbert S. Rhinesmith

  DOI：10.1021/ja01295a017

  日期：1936.4
• Mass spectrometric determination of butobarbitone and its metabolites in man
  作者：J. N. T. Gilbert、J. W. Powell

  DOI：10.1002/bms.1200010211

  日期：1974.4
• SARKISYAN O. A.; ARUTYUNYAN V. S.; ZALINYAN M. G.; DANGYAN M. T., AJKAKAN KIMIAKAN AMSAGIR, ARM. XIM. ZH., 1980, 33, HO 5, 426-429
  作者：SARKISYAN O. A.、 ARUTYUNYAN V. S.、 ZALINYAN M. G.、 DANGYAN M. T.

  DOI：——

  日期：——
• ARUTYUNYAN V. S.; SARKISYAN O. A.; ZALINYAN M. G., AJASTANI KIMIAKAN AMSAGIR, ARM. XIM. ZH., 1980, 33, HO 9, 748-754
  作者：ARUTYUNYAN V. S.、 SARKISYAN O. A.、 ZALINYAN M. G.

  DOI：——

  日期：——
• Effect of physical exercise on lipoprotein(a) and low-density lipoprotein modifications in Type 1 and Type 2 diabetic patients
  作者：Mercedes Rigla、Jose L. Sánchez-Quesada、Jordi Ordóñez-Llanos、Teresa Prat、Assumpta Caixàs、Oscar Jorba、Josep R. Serra、Alberto de Leiva、Antonio Pérez

  DOI：10.1016/s0026-0495(00)80041-4

  日期：2000.5

  To evaluate the effect of physical exercise on blood pressure, the lipid profile, lipoprotein(a) (Lp(a)), and low-density lipoprotein (LDL) modifications in untrained diabetics, 27 diabetic patients (14 type 1 and 13 type 2) under acceptable and stable glycemic control were studied before and after a supervised 8-month physical exercise program. Anthropometric parameters, insulin requirements, blood pressure, the lipid profile, Lp(a), LDL composition, size, and susceptibility to oxidation, and the proportion of electronegative LDL (LDL(-)) were measured. After 3 months of physical exercise, physical fitness improved (maximal O-2 consumption [Vo(2max)], 29.6 +/- 6.8 v 33.0 +/- 8.4 ml/kg/min, P < .01). The body mass index (BMI) did not change, but the waist circumference (83.2 +/- 11.8 to 81.4 +/- 11.2 cm, P < .05) decreased significantly. An increase in the subscapular to triceps skinfold ratio (0.91 +/- 0.37 v 1.12 +/- 0.47 cm, P < .01) and midarm muscle circumference ([MMC], 23.1 +/- 3.4 v 24.4 +/- 3.7 cm, P < .001) were observed after exercise. Insulin requirements (0.40 +/- 0.18 v 0.31 +/- 0.19 U/kg/d, P < .05) and diastolic blood pressure (80.2 +/- 10 v 73.8 +/- 5 mm Hg, P < .01) decreased in type 2 diabetic patients. High-density lipoprotein cholesterol (HDL-C) increased in type 1 patients (1.48 +/- 0.45 v1.66 +/- 0.6 mmol/L, P < .05), while LDL cholesterol (LDL-C) decreased in type 2 patients (3.6 +/- 1.0 v 3.4 +/- 0.9 mmol/L, P < .01). Although Lp(a) levels did not vary in the whole group, a significant decrease was noted in patients with baseline Lp(a) above 300 mg/L (mean decrease, -13%). A relationship between baseline Lp(a) and the change in Lp(a) (r = -.718, P < .0001) was also observed. After the exercise program, 3 of 4 patients with LDL phenotype B changed to LDL phenotype A, and the proportion of LDL(-) tended to decrease (16.5% +/- 7.4% v 14.0% +/- 5.1%, P = .06). No changes were observed for LDL composition or susceptibility to oxidation. In addition to its known beneficial effects on the classic cardiovascular risk factors, regular physical exercise may reduce the risk of cardiovascular disease in diabetic patients by reducing Lp(a) levels in those with elevated Lp(a) and producing favorable qualitative LDL modifications. Copyright (C) 2000 by W.B. Saunders Company.