ethyl-(3-oxo-butyl)-malonic acid | 859076-13-4

• 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
• 英文别名: Aethyl-(3-oxo-butyl)-malonsaeure；2-Ethyl-2-(3-oxobutyl)propanedioic acid；2-ethyl-2-(3-oxobutyl)propanedioic acid
• CAS: 859076-13-4
• 化学式: C₉H₁₄O₅
• 分子量: 202.207
• InChiKey: SGCNRHSGKMACHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl-(3-oxo-butyl)-malonic acid 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Effect of physical exercise on lipoprotein(a) and low-density lipoprotein modifications in Type 1 and Type 2 diabetic patients

  摘要：

  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.

  DOI：

  10.1016/s0026-0495(00)80041-4
• 作为产物：
  描述：

  ethyl-(3-oxo-but-1-en-t-yl)-malonic acid diethyl ester 在 氢氧化钾 、 palladium-barium carbonate 、 乙醇 作用下， 生成 ethyl-(3-oxo-butyl)-malonic acid
  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

• Novel chiral compounds derived from hexanoic acid esters, preparation process and intermediates, use in the synthesis of chiral 2-(bromomethyl)-2-ethylhexanoic acid
  申请人：Aventis Pharma S.A.

  公开号：US20040147774A1

  公开（公告）日：2004-07-29

  A subject matter of the invention is a chiral compound of formula 1 where R 1 is hydroxyl or a group which activates the carboxyl and R 2 is alkyl optionally substituted by halogen or benzyl, its preparation, its application in the synthesis of chiral 2-bromomethyl-2-ethylhexanoic acid and novel intermediates.

  本发明涉及一种手性化合物，其化学式为1，其中R1为羟基或活化羧基的基团，R2为烷基，可选择地被卤素或苄取代，以及其制备方法、在手性2-溴甲基-2-乙基己酸的合成中的应用以及新的中间体。
• NOVEL PROCESS FOR THE PREPARATION OF CHIRAL COMPOUNDS DERIVED FROM HEXANOIC ACID ESTERS AND INTERMEDIATES USED IN THE SYNTHESIS OF CHIRAL2-(BROMOMETHYL)-2-ETHYLHEXANOIC ACID
  申请人：CROCO-STUERGA Veronique

  公开号：US20080108847A1

  公开（公告）日：2008-05-08

  The present invention comprises a novel process for the preparation of a chiral compound of formula (I) wherein R 1 is hydroxyl or a group which activates the carboxyl and R 2 is alkyl optionally substituted by halogen or benzyl, its preparation, its application in the synthesis of chiral 2-bromomethyl-2-ethylhexanoic acid and novel intermediates.

  该发明涉及一种新的过程，用于制备公式（I）中的手性化合物，其中R1是羟基或活化羧基的基团，R2是烷基，可选地被卤素或苄基取代，其制备方法，其在手性2-溴甲基-2-乙基己酸的合成中的应用以及新的中间体。
• NOVEL PROCESS FOR THE PREPARATION OF CHIRAL COMPOUNDS DERIVED FROM HEXANOIC ACID ESTERS AND INTERMEDIATES USED IN THE SYNTHESIS OF CHIRAL-2-(BROMOMETHYL)-2-ETHYLHEXANOIC ACID
  申请人：Crocq-Stuerga Veronique

  公开号：US20100160670A1

  公开（公告）日：2010-06-24

  The present invention comprises a novel process for the preparation of a chiral compound of formula (I) wherein R 1 is hydroxyl or a group which activates the carboxyl and R 2 is alkyl optionally substituted by halogen or benzyl, its preparation, its application in the synthesis of chiral 2-bromomethyl-2-ethylhexanoic acid and novel intermediates.

  本发明涉及一种新型的制备手性化合物的方法，所述手性化合物的化学式为（I），其中R1为羟基或活化羧基的基团，R2为烷基，可以被卤素或苄基取代，本发明还涉及该手性化合物的制备方法，以及其在合成手性2-溴甲基-2-乙基己酸和新型中间体中的应用。
• NOVEL PROCESS FOR THE PREPARATION OF CHIRAL COMPOUNDS DERIVED FROM HEXANOIC ACID ESTERS AND INTERMEDIATES USED IN THE SYNTHESIS OF CHIRAL 2-(BROMOMETHYL)-2-ETHYLHEXANOIC ACID
  申请人：CROCQ-STUERGA Veronique

  公开号：US20090163737A1

  公开（公告）日：2009-06-25

  The present invention comprises a novel process for the preparation of a chiral compound of formula (I) wherein R 1 is hydroxyl or a group which activates the carboxyl and R 2 is alkyl optionally substituted by halogen or benzyl, its preparation, its application in the synthesis of chiral 2-bromomethyl-2-ethylhexanoic acid and novel intermediates.

  本发明涉及一种新型的制备手性化合物(I)的方法，其中R1为羟基或激活羧基的基团，R2为烷基，可选地被卤素或苄基取代，其制备方法，其在手性2-溴甲基-2-乙基己酸的合成中的应用以及新型中间体。
• NOUVEAUX COMPOSES CHIRAUX DERIVES D'ESTERS DE L'ACIDE HEXANOIQUE, PROCEDE ET INTERMEDIAIRES DE PREPARATION, UTILISATION A LA SYNTHESE DE L'ACIDE 2-(BROMOMETHYL) 2-ETHYL HEXANOIQUE CHIRAL
  申请人：Aventis Pharma S.A.

  公开号：EP1578714B1

  公开（公告）日：2007-08-08