10-[2-[6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-1-yl]-1-pentylamino]-1-hexylamino]-2-oxoethyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid | 451478-45-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 10-[2-[6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-1-yl]-1-pentylamino]-1-hexylamino]-2-oxoethyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid
• 英文别名: Cabiotraxetan；2-[4-[2-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentylamino]hexylamino]-2-oxoethyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 451478-45-8
• 化学式: C₃₂H₅₈N₈O₈S
• 分子量: 714.927
• InChiKey: VIBJRSVZPSGVKI-LNFMTQTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.6
• 重原子数：
  49
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  232
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  N-BOC-6-生物素酰氨基己胺 在 盐酸 、 sodium hydroxide 、 硼烷 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N-hydroxysulfosuccinimide sodium salt 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 2.83h， 生成 10-[2-[6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-1-yl]-1-pentylamino]-1-hexylamino]-2-oxoethyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid
  参考文献：
  名称：

  A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors

  摘要：

  The synthesis of a new biotin derivative, the (CO) reduced N-aminohexyl biotinamido derivative, designed to be serum biotinidase resistant, and its conjugation to the chelator DOTA through an amide bond at one of the four carboxymethyl chains are described. The Y-90-labeled conjugate was able to bind avidin at different Av/conjugate molar ratios with good results. The preclinical results indicate that this new biotin-DOTA conjugate is a good candidate for pretargeted diagnosis and therapy of tumors.

  DOI：

  10.1021/jm030789z

文献信息

• SYNTHESIS OF DEOXYBIOTINYL HEXAMETHYLENEDIAMINE-DOTA
  申请人：Marzi Mauro

  公开号：US20100184972A1

  公开（公告）日：2010-07-22

  A process for the synthesis of deoxybiotinyl hexamethylenediamine0-DOTA is herein described. Said process comprises reacting biotinyl hexamithylenediamine with tri-t-butyl DOTA in the presence of benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, as the condensing agent, and triethylamine, as a base.
• US7851621B2
  申请人：——

  公开号：US7851621B2

  公开（公告）日：2010-12-14
• A New Biotin Derivative−DOTA Conjugate as a Candidate for Pretargeted Diagnosis and Therapy of Tumors
  作者：Giuseppina Sabatino、Marco Chinol、Giovanni Paganelli、Stefano Papi、Mario Chelli、Giuseppe Leone、Anna Maria Papini、Angelo De Luca、Mauro Ginanneschi

  DOI：10.1021/jm030789z

  日期：2003.7.1

  The synthesis of a new biotin derivative, the (CO) reduced N-aminohexyl biotinamido derivative, designed to be serum biotinidase resistant, and its conjugation to the chelator DOTA through an amide bond at one of the four carboxymethyl chains are described. The Y-90-labeled conjugate was able to bind avidin at different Av/conjugate molar ratios with good results. The preclinical results indicate that this new biotin-DOTA conjugate is a good candidate for pretargeted diagnosis and therapy of tumors.