N-phthalimide l-glutamic acid γ-ethyl ester | 405112-66-5

• 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: N-phthalimide l-glutamic acid γ-ethyl ester
• 英文别名: N-phthaloyl-L-glutamic acid 5-ethyl ester；(2S)-2-(1,3-dioxoisoindol-2-yl)-5-ethoxy-5-oxopentanoic acid
• CAS: 405112-66-5
• 化学式: C₁₅H₁₅NO₆
• 分子量: 305.287
• InChiKey: PLULWAHYICGVGH-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-phthalimide l-glutamic acid γ-ethyl ester 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 tetraethyl 2-N-phthalimide-4-ethoxycarbonyl-1-hydroxybutylidene-1,1-bisphosphonate
  参考文献：
  名称：

  α-AMINO ACID DERIVED BISPHOSPHONATES. SYNTHESIS AND ANTI-RESORFTIVE ACTIVITY

  摘要：

  Eleven new bisphosphonates were prepared from naturally-occurring I-amino acids. The synthesis required special attention to amino and side-chain protections. The novel compounds were tested in TPTX (thyroparathyroidectomized) rats against arotinoid-induced hypercalcemia and were compared to alendronate. Most of the compounds showed moderate to no anti-resorptive activity. Two compounds were more active than clodronate, but less than alendronate. Limited SAR conclusions were drawn.

  DOI：

  10.1080/10426500108045257

文献信息

• Amine derivatives of anthracycline antibiotics
  申请人：CYTOGEN CORPORATION

  公开号：EP0294294A2

  公开（公告）日：1988-12-07

  Novel antineoplastic amine-containing derivatives and methods for synthesizing such derivatives of anthracycline antibiotics are disclosed. The derivatives are useful to prepare site-selectively attached therapeutic antibody-anthracycline antibiotic conjugates which retain substantial immunospecificity of the unconjugated antibody molecule. Using the conjugates, targeted delivery of the attached antineoplastic amine derivatives of anthracycline antibiotics is achieved in vivo. Such conjugates are thus therapeutically effective against a variety of neoplastic cellular disorders when administered in vivo. Methods for preparing the antibody conjugates and for use of the conjugates in vivo are also disclosed.

  本研究公开了蒽环类抗生素的新型抗肿瘤含胺衍生物和合成此类衍生物的方法。这些衍生物可用于制备位点选择性连接的治疗性抗体-蒽环类抗生素共轭物，该共轭物保留了未共轭抗体分子的大量免疫特异性。利用这种共轭物，可在体内实现蒽环类抗生素的抗肿瘤胺衍生物的靶向递送。因此，这种共轭物在体内给药时对多种肿瘤细胞疾病具有治疗效果。此外，还公开了制备抗体共轭物和在体内使用共轭物的方法。
• Process for the Preparation of N(5)-Ethylglutamine
  申请人：Lee Ho Seong

  公开号：US20080234508A1

  公开（公告）日：2008-09-25

  Disclosed relates to a process for preparing N(5)-ethylglutamines economically without a specific purification process via a simplified and safe process, in which glutamic acid derivatives, represented by formula 1, protected by phthaloyl groups react with ethylamine to cause an amidation and a deprotection reaction in turn under the same reaction condition, thus preparing N(5)-ethylglutamines.
• US4950738A
  申请人：——

  公开号：US4950738A

  公开（公告）日：1990-08-21
• US5162512A
  申请人：——

  公开号：US5162512A

  公开（公告）日：1992-11-10
• [EN] AMINE DERIVATIVES OF ANTHRACYCLINE ANTIBIOTICS AND ANTIBODY CONJUGATES THEREOF
  申请人：CYTOGEN CORPORATION

  公开号：WO1988009823A1

  公开（公告）日：1988-12-15

  (EN) Novel antineoplastic amine-containing derivatives and methods for synthesizing such derivatives of anthracycline antibiotics are disclosed. The derivatives are useful to prepare site-selectively attached therapeutic antibody-anthracycline antibiotic conjugates which retain substantial immunospecificity of the unconjugated antibody molecule. Using the conjugates, targeted delivery of the attached antineoplastic amine derivatives of anthracycline antibiotics is achieved $i(in vivo). Such conjugates are thus therapeutically effective against a variety of neoplastic cellular disorders when administered $i(in vivo). Methods for preparing the antibody conjugates and for use of the conjugates $i(in vivo) are also disclosed.(FR) Nouveaux dérivés antinéoplastiques contenant des amines et procédés de synthèse de ces dérivés d'antibiotiques à base d'anthracycline. Les dérivés sont utiles pour préparer des conjugués d'antibiotiques à base d'anthracycline et d'anticorps thérapeutiques fixés sélectivement sur un site, lesquels conjugués retiennent une immunospécificité sensible de la molécule d'anticorps non conjuguée. En utilisant les conjugués, l'apport ciblé des dérivés aminés antinéoplastiques attachés d'antibiotiques à base d'anthracycline s'effectue $i(in vivo). Ces conjugués ont donc un effet thérapeutique contre une variété de troubles cellulaires néoplastiques lorsqu'ils sont administrés $i(in vivo). Des procédés de préparation des conjugués anticorps et d'utilisation des conjugués $i(in vivo) sont également décrits.