3-nitro-2-(2'-aminoethyldisulfanyl)pyridine hydrochloride

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3-nitro-2-(2'-aminoethyldisulfanyl)pyridine hydrochloride
• 英文别名: 2-[(3-Nitropyridin-2-yl)disulfanyl]ethanamine;hydrochloride
• 化学式: C₇H₉N₃O₂S₂*ClH
• 分子量: 267.76
• InChiKey: PPGUFXVXIYEWFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-nitro-2-(2'-aminoethyldisulfanyl)pyridine hydrochloride 、 丝裂霉素 A 在 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以64%的产率得到[(4S,6S,7R,8S)-7-methoxy-12-methyl-11-[2-[(3-nitropyridin-2-yl)disulfanyl]ethylamino]-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
  参考文献：
  名称：

  An Assembly Concept for the Consecutive Introduction of Unsymmetrical Disulfide Bonds:  Synthesis of a Releasable Multidrug Conjugate of Folic Acid

  摘要：

  We describe the development of methodology which allows for the introduction of a second disulfide bond into a molecular framework with a pre-existing disulfide linker system. Compounds which contain an S-9-fluorenylmethyl-protected thiol and an additional disulfide linkage are deprotected in situ and trapped with an activated thiophile. This methodology allowed for the synthesis of the first molecule possessing two different biologically active agents covalently attached to a folate receptor targeting ligand unit via two disulfide-based release systems.

  DOI：

  10.1021/jo070411z
• 作为产物：
  描述：

  Methyl (2-aminoethyldisulfanyl)formate;hydrochloride 、 3-硝基-2-吡啶硫醇 生成 3-nitro-2-(2'-aminoethyldisulfanyl)pyridine hydrochloride
  参考文献：
  名称：

  VYAS, DOLATRAI M.;BENIGNI, DANIEL E. A., J. ANTIBIOTICS, 42,(1989) N, C. 1199-1201

  摘要：

  DOI：

文献信息

• 7-(Diphenylmethyl)oxy-9a-methoxymitosane and the preparation and use thereof
  申请人：Bristol-Myers Squibb Company

  公开号：EP0445813A1

  公开（公告）日：1991-09-11

  7-(Diphenylmethyl)oxy-9a-methoxymitosane is a novel intermediate for conversion into 7-amino and 7-oxy-9a-methoxymitosanes and is also useful for inhibiting mammalian tumor growth. The compound is prepared by reacting 7-hydroxy-9a-methoxymitosane with diazodiphenylmethane. In a preferred reaction, the compound is prepared from mitomycin C via 7-hydroxy-9a-methoxymitosane without drying (water removal). The intermediate is advantageously converted to the very effective anti-tumor agent 7-[2-(4-nitrophenyldithio)ethylamino]-9a-methoxymitosane in unexpectedly high yields using a two step process where the first step constitutes conversion to 7-[2-(2-pyridyldithio) ethylamino]-9a-methoxymitosane or 7-[2-(3-nitro-2-pyridyldithio)ethylamino]-9a-methoxymitosane.

  7-(Diphenylmethyl)oxy-9a-methoxymitosane 是一种新型中间体，可转化为 7- 氨基和 7-oxy-9a-methoxymitosanes，还可用于抑制哺乳动物肿瘤的生长。该化合物是通过 7-羟基-9a-甲氧基米托索烷与重氮二苯甲烷反应制备的。在一种优选反应中，该化合物是由丝裂霉素 C 通过 7-羟基-9a-甲氧基甲胺基乙烷制备而成，无需干燥（脱水）。采用两步法将中间体转化为非常有效的抗肿瘤药物 7-[2-（4-硝基苯基二硫代）乙基氨基]-9a-甲氧基甲氧磷烷，收率出乎意料地高，其中第一步是转化为 7-[2-（2-吡啶基二硫代）乙基氨基]-9a-甲氧基甲氧磷烷或 7-[2-（3-硝基-2-吡啶基二硫代）乙基氨基]-9a-甲氧基甲氧磷烷。
• Prodrugs comprising an GLP-1/glucagon dual agonist linker hyaluronic acid conjugate
  申请人：SANOFI

  公开号：US10806797B2

  公开（公告）日：2020-10-20

  The present invention relates to a prodrug or a pharmaceutically acceptable salt thereof comprising an GLP-1/Glucagon agonist linker conjugate Z-L1-L2-L-Y—R20, wherein Y represents an GLP-1/Glucagon agonist moiety; and -L is a linker moiety—by formula (Ia), wherein the dashed line indicates the attachment to one of the amino groups of the GLP-1/Glucagon agonist moiety by forming an amide bond. The invention further relates to pharmaceutical compositions comprising said prodrugs as well as their use as a medicament for treating or preventing diseases or disorders which can be treated by GLP-1/Glucagon agonist.

  本发明涉及一种原药或其药学上可接受的盐，其包含GLP-1/胰高血糖素激动剂连接体共轭物Z-L1-L2-L-Y-R20，其中Y代表GLP-1/胰高血糖素激动剂分子；和-L是连接体分子-式(Ia)，其中虚线表示通过形成酰胺键连接到GLP-1/胰高血糖素激动剂分子的氨基之一。本发明还涉及包含上述原药的药物组合物，以及它们作为药物治疗或预防可由 GLP-1/Glucagon 激动剂治疗的疾病或紊乱的用途。
• PRODRUGS COMPRISING AN GLP-1/GLUCAGON DUAL AGONIST LINKER HYALURONIC ACID CONJUGATE
  申请人：SANOFI

  公开号：EP3302567A1

  公开（公告）日：2018-04-11
• US4904768A
  申请人：——

  公开号：US4904768A

  公开（公告）日：1990-02-27
• US5041424A
  申请人：——

  公开号：US5041424A

  公开（公告）日：1991-08-20