3-methyl-2-cyclohexaneacetic acid | 303155-17-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methyl-2-cyclohexaneacetic acid
• 英文别名: (3-methyl-2-oxo-cyclohexyl)-acetic acid；(3-Methyl-2-oxo-cyclohexyl)-essigsaeure；2-(3-Methyl-2-oxocyclohexyl)acetic acid；2-(3-methyl-2-oxocyclohexyl)acetic acid
• CAS: 303155-17-1
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: ALRDUILTAXQJGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-2-cyclohexaneacetic acid 在 盐酸 、 乙醇 作用下， 生成 ethyl 2-(3-methyl-2-oxocyclohexyl)acetate
  参考文献：
  名称：

  Monoclonal anti-EGFreceptor antibody (ior-R3) pharmacokinetic study in tumor bearing nude mice: Role of the receptor-mediated endocytosis on drug clearance

  摘要：

  With the purpose of describing the MAb ior-R3's kinetic behavior in disease state, this paper is focused on the study of this response using a human cancer (lung carcinoma cell line, H 125) bearing nude mice animal model. This MAb was administered by a single 16 mg/Kg intravenous bolus dose and the blood samples were collected at several times ranging from 0 to 72 hours for serum drug quantification. The experimental data set was best fitted using a classical two- compartment mammilary pharmacokinetic (PK) model and the corresponding PK parameters were determined. Comparativel, the analysis of the more relevant physiologically-based PK parameters showed a significant enhancing of clearance as compound with the earlier reported study on healthy mice, increasing from 0.09 to 0.19 mL/h (p<0.01). However, the corresponding distribution volumes don't seem to be altered by the tumor xenograft. We conclude that all of these evidences suggest a possible mechanism of receptor- mediated endocytosis (RME) as a major cause of this increased drug clearance which also contributed to the faster decrease of the drug disposition.

  DOI：

  10.1007/bf03190423
• 作为产物：
  描述：

  ethyl 2-(3-methyl-2-oxocyclohexyl)acetate 在 氢氧化钾 作用下， 以 水 为溶剂， 生成 3-methyl-2-cyclohexaneacetic acid
  参考文献：
  名称：

  铑与对苯二酚生成的羰基烷基化物：氧杂桥联多环系统的合成

  摘要：

  使用重氮甲烷溶液或甲磺酰叠氮合成了一系列具有不同系链长度的α-重氮羰基化合物，这些化合物被束缚在取代的环戊酮和环己酮单元上。上述具有乙酸铑（II）二聚体的合成的α-重氮羰基化合物提供环状的五元或六元环羰基内立德偶极，其与对苯二酚进行容易的1,3-偶极环加成，从而提供各种新颖的氧杂桥联多环化合物系统10，13和11，14作为CC和CO加成产物p -quinones。非常有趣的异常环化产物，三氧杂多环化合物12和15也获得了。据报道，对11a，12d和14a进行单晶X射线分析可牢固地确定氧杂桥联多环系统的结构和立体化学。分子11a和14a在晶体结构中显示出新颖的C–H⋯O氢键基序。另一方面，分子12d在固态结构中同时显示O–H⋯O和C–H⋯O基序。

  DOI：

  10.1016/s0040-4020(01)00657-3

文献信息

• Facile Synthesis of Oxatricyclic Systems with Various Ring Sizes and Substituents
  作者：Sengodagounder Muthusamy、Srinivasarao Arulananda Babu、Chidambaram Gunanathan、Eringathodi Suresh、Parthasarathi Dastidar、Raksh Vir Jasra

  DOI：10.1016/s0040-4020(00)00569-x

  日期：2000.8

  α-diazo carbonyl compounds with rhodium(II) acetate dimer furnish cyclic five- or six-ring carbonyl ylide dipoles, which undergo facile 1,3-dipolar cycloaddition with different dipolarophiles to furnish the substituted and functionalized oxatricyclic systems having various ring sizes. Two X-ray crystallographic analyses of compounds 8b and 15a are reported to firmly establish the stereochemistry of the

  使用重氮甲烷溶液或甲磺酰基叠氮化物已经合成了一系列具有不同束缚长度的具有环戊酮，环己酮和取代的环己酮单元的α-重氮羰基化合物。上述具有乙酸铑（II）二聚体的合成的α-重氮羰基化合物提供了环状的五环或六环羰基内酯偶极子，该环偶合了容易的1，3-偶极环加成而具有不同的偶极亲电子，以提供具有各种环的取代的和官能化的氧三环体系大小。据报道，对化合物8b和15a进行了两次X射线晶体学分析，以牢固地确定环加合物的立体化学。
• Rhodium generated carbonyl ylides with p -quinones: synthesis of oxa-bridged polycyclic systems
  作者：Sengodagounder Muthusamy、Srinivasarao Arulananda Babu、Chidambaram Gunanathan、Eringathodi Suresh、Parthasarathi Dastidar、Raksh Vir Jasra

  DOI：10.1016/s0040-4020(01)00657-3

  日期：2001.8

  cycloaddition with p-quinones to furnish various novel oxa-bridged polycyclic systems 10, 13 and 11, 14 as CC and CO addition products of p-quinones. Very interesting unusual cyclization product, tri-oxapolycyclic compounds 12 and 15 were also obtained. Single-crystal X-ray analyses of 11a, 12d and 14a are reported to firmly establish the structure and stereochemistry of the oxa-bridged polycyclic systems.

  使用重氮甲烷溶液或甲磺酰叠氮合成了一系列具有不同系链长度的α-重氮羰基化合物，这些化合物被束缚在取代的环戊酮和环己酮单元上。上述具有乙酸铑（II）二聚体的合成的α-重氮羰基化合物提供环状的五元或六元环羰基内立德偶极，其与对苯二酚进行容易的1,3-偶极环加成，从而提供各种新颖的氧杂桥联多环化合物系统10，13和11，14作为CC和CO加成产物p -quinones。非常有趣的异常环化产物，三氧杂多环化合物12和15也获得了。据报道，对11a，12d和14a进行单晶X射线分析可牢固地确定氧杂桥联多环系统的结构和立体化学。分子11a和14a在晶体结构中显示出新颖的C–H⋯O氢键基序。另一方面，分子12d在固态结构中同时显示O–H⋯O和C–H⋯O基序。
• Monoclonal anti-EGFreceptor antibody (ior-R3) pharmacokinetic study in tumor bearing nude mice: Role of the receptor-mediated endocytosis on drug clearance
  作者：J. Duconge、E. Fernández-Sánchez、A. Macías、R. Castillo、I. Garcia、I. Beausoleil、J. F. Amador、J. Matheu

  DOI：10.1007/bf03190423

  日期：2002.6

  With the purpose of describing the MAb ior-R3's kinetic behavior in disease state, this paper is focused on the study of this response using a human cancer (lung carcinoma cell line, H 125) bearing nude mice animal model. This MAb was administered by a single 16 mg/Kg intravenous bolus dose and the blood samples were collected at several times ranging from 0 to 72 hours for serum drug quantification. The experimental data set was best fitted using a classical two- compartment mammilary pharmacokinetic (PK) model and the corresponding PK parameters were determined. Comparativel, the analysis of the more relevant physiologically-based PK parameters showed a significant enhancing of clearance as compound with the earlier reported study on healthy mice, increasing from 0.09 to 0.19 mL/h (p<0.01). However, the corresponding distribution volumes don't seem to be altered by the tumor xenograft. We conclude that all of these evidences suggest a possible mechanism of receptor- mediated endocytosis (RME) as a major cause of this increased drug clearance which also contributed to the faster decrease of the drug disposition.