(2S)-2-bromo-4-oxo-4-phenylmethoxybutanoic acid | 99494-20-9

• 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: (2S)-2-bromo-4-oxo-4-phenylmethoxybutanoic acid
• CAS: 99494-20-9
• 化学式: C₁₁H₁₁BrO₄
• 分子量: 287.11
• InChiKey: YUGFESCLVJNRHB-VIFPVBQESA-N

物化性质

• 沸点：
  392.1±32.0 °C(Predicted)
• 密度：
  1.565±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-bromo-4-oxo-4-phenylmethoxybutanoic acid 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 11.0h， 生成 dibenzyl (2R)-2-[4,10-bis(2-tert-butoxy-2-oxoethyl)-1,4,7,10-tetraazacyclododecan-1-yl]succinate
  参考文献：
  名称：

  Synthesis and characterization of a new lanthanide based MRI contrast agent, potential and versatile tracer for multimodal imaging

  摘要：

  In the present work a modular pathway towards the synthesis of a new versatile MRI contrast agent is reported and its physico-chemical properties are described. Two different functional groups were attached on two arms of the gadolinium 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate (DOTA) in order to get a platform able to bind one probe designed to target specific biological marker and a fluorescent molecule likely to be used for optical imaging. The nuclear magnetic relaxation dispersion (NMRD) profile, the oxygen-17 relaxometric NMR study and stability assessment versus transmetalation of the Gd-complex show that this new contrast agent has a relaxivity and transmetalation stability similar to Gd-DOTA. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.126
• 作为产物：
  描述：

  L-天冬氨酸-4-苄酯 在 氢溴酸 、 sodium bromide 、 sodium nitrite 、 硫酸 作用下， 以 水 为溶剂， 反应 3.0h， 以73%的产率得到(2S)-2-bromo-4-oxo-4-phenylmethoxybutanoic acid
  参考文献：
  名称：

  [EN] 1 , 4 -BIS (CARBOXYMETHYL) -6- ' BIS ( CARBOXYMETHYL) AMINO ! -6 -METHYL- PERHYDRO-1 , 4 DIAZEPINE (AAZTA) DERIVATIVES AS LIGANDS IN HIGH RELAXIVITY CONTRAST AGENTS FOR USE IN MAGNETIC RESONANCE IMAGING (MRI )
  [FR] AGENTS DE CONTRASTE A RELAXIVITE ACCRUE

  摘要：

  公开号：

  WO2006002873A3

文献信息

• Contrast Agents Endowed with High Relaxivity for Use in Magnetic Resonance Imaging (Mri) Which Contain a Chelating Moiety with Polyhydroxylated Substituents
  申请人：Aime Silvio

  公开号：US20070258905A1

  公开（公告）日：2007-11-08

  The present invention relates to a new class of paramagnetic ion-based contrast agents of molecular weight lower than 3.5 kDa that show a pharmacokinetic profile analogous to that of the commonly used T1-general extravascular agents and that are further characterized by a higher relaxivity.

  本发明涉及一种新的顺磁离子基对比剂，其分子量低于3.5 kDa，显示类似于常用的T1通用非血管内对比剂的药代动力学特征，并且具有更高的弛豫度。
• Multidentate AZA Ligands Able to Complex Metal Ions And The Use Thereof In Diagnostics And Therapy
  申请人：Ramalingam Kondareddiar

  公开号：US20100069628A1

  公开（公告）日：2010-03-18

  Compounds of the formula: Wherein R is selected from the group consisting of H, NH2, and NHBoc; and R′ is selected from the group consisting of H, CH 2 Ph and tBu, optionally de-protected. Such compounds may be conjugated with a suitable molecule able to interact with physiological systems; and their chelates with bi-trivalent ions of the metal elements having atomic number ranging between 20 and 31, 39, 42, 43, 44, 49, and between 57 and 83, and radioisotopes chosen among 203 Pb, 67 Ga, 68 Ga, 72 As, 113 In, 90 Y, 97 Ru, 62 Cu, 64 Cu, 52 Fe, 52m Mn, 140 La, 175 Yb, 153 Sm, 166 Ho, 149 Pm, 177 Lu, 142 Pr, 159 Gd, 212 Bi, 47 Sc, 149 Pm, 67 Cu, 111 Ag, 199 Au, 161 Tb, 51 Cr, 167 Tm, 141 Ce, 168 Yb, 88 Y, 165 Dy, 166 Dy, 97 Ru, 103 Ru, 186 Re, 188 Re, 99m Tc, 211 Bi, 212 Bi, 213 Bi, 214 Bi, 105 Rh, 109 Pd, 117m Sn, 177 Sn and 199 Au, as well as the salts thereof with physiologically compatible bases or acids.

  该化合物的分子式为：其中R选择自H、NH2和NHBoc组成的群体；而R'选择自H、CH2Ph和tBu组成的群体，可以选择去保护。这些化合物可以与能够与生理系统相互作用的合适分子结合；并且它们的螯合物可以与具有原子序数在20到31、39、42、43、44、49之间以及57到83之间的金属元素的双价离子以及选择自203Pb、67Ga、68Ga、72As、113In、90Y、97Ru、62Cu、64Cu、52Fe、52mMn、140La、175Yb、153Sm、166Ho、149Pm、177Lu、142Pr、159Gd、212Bi、47Sc、149Pm、67Cu、111Ag、199Au、161Tb、51Cr、167Tm、141Ce、168Yb、88Y、165Dy、166Dy、97Ru、103Ru、186Re、188Re、99mTc、211Bi、212Bi、213Bi、214Bi、105Rh、109Pd、117mSn、177Sn和199Au的放射性同位素形成配合物，以及它们与生理相容的酸或碱盐。
• Contrast agents endowed with high relaxivity
  申请人：Aime Silvio

  公开号：US20110256067A1

  公开（公告）日：2011-10-20

  The present invention relates to a novel class of paramagnetic ion-based contrast agents of formula (I), wherein a chelating backbone moiety is highly functionalized by the presence of one or more polyhydroxylated chain, that show a pharmacokinetic profile analogous to that of the commonly used T1-general extravascular agents (NSA) but are further characterized by a higher relaxivity.

  本发明涉及一种新型的基于顺磁离子的对比剂类别，其化学式为(I)，其中螯合骨架部分通过一个或多个多羟基链的存在高度功能化，表现出与常用的T1通用非血管外用对比剂(NSA)相似的药代动力学特征，但具有更高的弛豫度。
• CONTRAST AGENTS ENDOWED WITH HIGH RELAXIVITY FOR USE IN MAGNETIC RESONANCE IMAGING (MRI) WHICH CONTAIN A CHELATING MOIETY WITH POLYHYDROXYLATED SUBSTITUENTS
  申请人：Bracco Imaging S.p.A

  公开号：EP1765812B1

  公开（公告）日：2009-04-29
• US7893223B2
  申请人：——

  公开号：US7893223B2

  公开（公告）日：2011-02-22