2-bromohexanoic acid benzhydryl ester | 56834-30-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromohexanoic acid benzhydryl ester
• 英文别名: Diphenylmethyl α-bromohexanoate；Diphenylmethyl alpha-bromohexanoate；benzhydryl 2-bromohexanoate
• CAS: 56834-30-1
• 化学式: C₁₉H₂₁BrO₂
• 分子量: 361.279
• InChiKey: LDKYOPFWADHTHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromohexanoic acid benzhydryl ester 在 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 48.0h， 生成 di-tert-butyl 2,2'-(7-(1-(benzhydryloxy)-1-oxohexan-2-yl)-1,4,7-triazonane-1,4-diyl)diacetate
  参考文献：
  名称：

  Triaza-based amphiphilic chelators: Synthetic route, in vitro characterization and in vivo studies of their Ga(III) and Al(III) chelates

  摘要：

  Radiogallium chelates are important for diagnostic imaging in nuclear medicine (PET (positron emission tomography) and gamma-scintigraphy). Micelles are adequate colloidal vehicles for the delivery of therapeutic and diagnostic agents to organs and tissues. In this paper we describe the synthesis and in vitro and in vivo studies of a series of micelles-forming Ga(III) chelates targeted for the liver. The amphiphilic ligands are based on NOTA (NOTA = 1,4,7-triazacyclonoane-N,N'N ''-triacetic acid) and bear a alpha-alkyl chain in one of the pendant acetate arms (the size of the chain changes from four to fourteen carbon atoms). A multinuclear NMR study (H-1, C-13, Al-27 and Ga-71) gave some insights into the structure and dynamics of the metal chelates in solution, consistent with their rigidity and octahedral or pseudo-octahedral geometry. The critical micellar concentration of the chelates was determined using a fluorescence method and Al-27 NMR spectroscopy (Al (III) was used as a surrogate of Ga(III)), both showing similar results and suggesting that the chelates of NOTAC6 form pre-micellar aggregates. The logP (octanol-water) determination showed enhancement of the lipophilic character of the Ga(III) chelates with the increase of the number of carbons in the alpha-alkyl chain. Biodistribution and gamma-scintigraphic studies of the Ga-67(III) labeled chelates were performed on Wistar rats, showing higher liver uptake for [Ga-67](NOTAC8) in comparison to [Ga-67](NOTAC6), consistent with a longer alpha-alkyl chain and a higher lipophilicity. After 24 h both chelates were completely cleared off from the tissues and organs with no deposition in the bones and liver/spleen. [Ga-67](NOTAC8) showed high kinetic stability in blood serum. (c) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2010.06.002
• 作为产物：
  描述：

  2-溴己酸 、 二苯基重氮甲烷 在 碳酸氢钠 作用下， 以 petroleum 、 乙酸乙酯 为溶剂， 生成 2-bromohexanoic acid benzhydryl ester
  参考文献：
  名称：

  3-Acetoxymethyl cephalosporins having at position-7 a carboxy

  摘要：

  这种3-乙酰氧甲基头孢菌素抗生素，其中7-β-酰胺基团具有结构##STR1## 其中R是噻吩基、呋喃基或苯基；R.sup.a是C.sub.1-4烷基、C.sub.2-4烯基、C.sub.3-7环烷基或苯基，R.sup.b是氢、羧基、C.sub.2-C.sub.5羰基酯或R.sup.a指定的任何基团，或R.sup.a和R.sup.b与它们连接的碳原子一起形成C.sub.3-7环烷基亚甲基或环烯基亚甲基团；表现出广谱抗生素活性，特别是对革兰氏阴性微生物具有极高的活性，包括那些产生β-内酰胺酶的。这些化合物是同构体或存在至少90%同构体的同和反异构体的混合物，对大肠杆菌、流感嗜血杆菌和变形杆菌菌株表现出特别高的体外活性；并且还表现出对铜绿假单胞菌具有异常高的活性。

  公开号：

  US04144393A1

文献信息

• 3-Carbamoyloxymethyl or
  申请人：Glaxo Laboratories Limited

  公开号：US04095021A1

  公开（公告）日：1978-06-13

  Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## (where R is thienyl or furyl; R.sup.a and R.sup.b are each selected from hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.3-7 cycloalkyl, phenyl, naphthyl, thienyl, furyl, carboxy, C.sub.2-5 alkoxycarbonyl and cyano, or R.sup.a and R.sup.b together with the carbon atom to which they are attached form a C.sub.3-7 cycloalkylidene or cycloalkenylidene group; and m and n are each 0 or 1 such that the sum of m and n is 0 or 1) exhibit broad spectrum antibiotic activity characterized by particularly high activity against gram negative microorganisms, including those which produce .beta.-lactamases. The compounds, which are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer, have particularly high in vitro activity against strains of Escherichia coli, Haemophilus influenzae and Proteus organisms; compounds wherein at least one of R.sup.a and R.sup.b is other than hydrogen have also shown unusually high activity against Pseudomonas organisms. Important compounds of the above type include those in which the 7.beta.-acylamido group is a syn-2-carboxymethoxy-2-(fur-2-yl)acetamido, syn-2-(2-carboxyprop-2-yloxyimino)-2-(fur-2-yl)acetamido or syn-2-(1-carboxycyclopent-1-yloxyimino)-2-(fur-2-yl)acetamido group.

  7-β-酰胺基头孢菌素，其结构中的7-β-酰胺基团具有以下结构：##STR1##（其中R为噻吩基或呋喃基；R.sup.a和R.sup.b分别选自氢，C.sub.1-4烷基，C.sub.2-4烯基，C.sub.3-7环烷基，苯基，萘基，噻吩基，呋喃基，羧基，C.sub.2-5烷氧基羰基和氰基，或R.sup.a和R.sup.b与它们附着的碳原子形成C.sub.3-7环烷基亚甲基或环烯基亚甲基基团；m和n各为0或1，使m和n的和为0或1），表现出广谱抗生素活性，特别是对革兰氏阴性微生物，包括产生β-内酰胺酶的微生物具有特别高的活性。这些化合物是同构体或存在于至少90％为同构体的同和反异构体混合物，对大肠杆菌，流感嗜血杆菌和变形杆菌的菌株具有特别高的体外活性；其中至少有一个R.sup.a和R.sup.b不是氢的化合物也表现出对铜绿假单胞菌的异常高活性。上述类型的重要化合物包括其中7-β-酰胺基团为同-2-羧甲氧基-2-（呋喃-2-基）乙酰氨基，同-2-（2-羧基丙-2-氧基亚氨基）-2-（呋喃-2-基）乙酰氨基或同-2-（1-羧环戊-1-氧基亚氨基）-2-（呋喃-2-基）乙酰氨基基团的化合物。
• 7-(Carboxy substituted .alpha.-etherified oximino arylacetamido)
  申请人：Glaxo Laboratories Limited

  公开号：US04103084A1

  公开（公告）日：1978-07-25

  Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## (where R is thienyl or furyl; R.sup.a and R.sup.b are each selected from hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.3-7 cycloalkyl, phenyl, naphthyl, thienyl, furyl, carboxy, C.sub.2-5 alkoxycarbonyl and cyano, or R.sup.a and R.sup.b together with the carbon atom to which they are attached form a C.sub.3-7 cycloalkylidene or cycloalkenylidene group; and m and n are each 0 or 1 such that the sum of m and n is 0 or 1) exhibit broad spectrum antibiotic activity characterized by particularly high activity against gram negative microorganisms, including those which produce .beta.-lactamases. The compounds, which are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer, have particularly high in vitro activity against strains of Escherichia coli, Haemophilus influenzae and Proteus organisms; compounds wherein at least one of R.sup.a and R.sup.b is other than hydrogen have also shown unusually high activity against Pseudomonas organisms. Important compounds of the above type include those in which the 7.beta.-acylamido group is a syn-2-carboxymethoxy-2-(fur-2-yl)acetamido, syn-2-(2-carboxyprop-2-yloxyimino)-2-(fur-2-yl)acetamido or syn-2-(1-carboxycyclopent-1-yloxyimino)-2-(fur-2-yl)acetamido group.

  7-β-酰胺基头孢菌素，其结构中7-β-酰胺基团具有以下结构：##STR1##（其中R为噻吩基或呋喃基；R.sup.a和R.sup.b分别选自氢，C.sub.1-4烷基，C.sub.2-4烯基，C.sub.3-7环烷基，苯基，萘基，噻吩基，呋喃基，羧基，C.sub.2-5烷氧羰基和氰基，或R.sup.a和R.sup.b与它们附着的碳原子形成C.sub.3-7环烷基亚甲基或环烯基亚甲基；m和n分别为0或1，使m和n的和为0或1），表现出广谱抗生素活性，其特点是对革兰氏阴性微生物特别高效，包括产生β-内酰胺酶的微生物。这些化合物是同构体或存在至少90％的同构体和反构体的混合物，对大肠杆菌，流感嗜血杆菌和变形杆菌菌株的体外活性特别高；其中R.sup.a和R.sup.b中至少有一个不是氢的化合物也显示出对假单胞菌的异常高活性。上述类型的重要化合物包括其中7-β-酰胺基团为syn-2-羧甲氧基-2-（呋喃-2-基）乙酰胺基，syn-2-（2-羧基丙-2-氧基亚胺）-2-（呋喃-2-基）乙酰胺基或syn-2-（1-羧基环戊-1-氧基亚胺）-2-（呋喃-2-基）乙酰胺基团的化合物。
• US4103084A
  申请人：——

  公开号：US4103084A

  公开（公告）日：1978-07-25
• US4144393A
  申请人：——

  公开号：US4144393A

  公开（公告）日：1979-03-13