3-氟-5-(4-甲基-3-吡啶基)苯胺 | 83916-01-2

• 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
• 中文名称: 3-氟-5-(4-甲基-3-吡啶基)苯胺
• 中文别名: (Lys7)-鬼笔环肽
• 英文名称: biphalin
• 英文别名: (Tyr-D-Ala-Gly-Phe-NH-)2；(2S)-2-amino-N-[(2R)-1-[[2-[[(2S)-1-[2-[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]hydrazinyl]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-1-oxopropan-2-yl]-3-(4-hydroxyphenyl)propanamide
• CAS: 83916-01-2
• 化学式: C₄₆H₅₆N₁₀O₁₀
• 分子量: 909.012
• InChiKey: DESSEGDLRYOPTJ-VRANXALZSA-N

物化性质

• 沸点：
  1395.6±65.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  66
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  325
• 氢给体数：
  12
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (Boc-Tyr-D-Ala-Gly-Phe-NH-)2 在 盐酸 、 溶剂黄146 作用下， 生成 3-氟-5-(4-甲基-3-吡啶基)苯胺
  参考文献：
  名称：

  Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin

  摘要：

  The synthesis and biological activity of two fragments of the very potent opioid peptide biphalin, showed that Tyr-D-Ala-Gly-Phe-NH-NH<-Phe is the minimal fragment necessary to express equal affinities and the same biological activity profile as the parent biphalin. The replacement of N'-Phe with other L or D- lipophilic amino acids showed the possibility of modification of receptor efficacy of the analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00464-3

文献信息

• Solution-Phase-Peptide Synthesis without Purification of Column Chromatography and Recrystallization by Protecting Amino Acid Esters with Phosphinyl Chloride
  作者：Guigen Li、Guanghui An、Wei Zhou、Xiaokang Xu、Yi Pan

  DOI：10.3987/com-14-s(k)99

  日期：——

  Biphenyl phosphinyl chloride (Bpp-Cl) has been successfully applied for the amino acid GAP (Group-Assisted Purification) protection. The resulting N-protected amino acid esters have been readily converted into the corresponding amino acids and peptides through GAP operation. Biphalin, enkephalin derivatives and the fragments of surfaxin have also been synthesized via GAP work-up by avoiding column chromatography. The GAP protecting group (Bpp) can be recovered and can implement the former phosphonyl groups in peptide synthesis.
• LIPKOWSKI, A. W.
  作者：LIPKOWSKI, A. W.

  DOI：——

  日期：——
• Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin
  作者：Andrzej W. Lipkowski、Aleksandra Misicka、Peg Davis、Dagmar Stropova、Jacqueline Janders、Magdalena Lachwa、Frank Porreca、Henry I. Yamamura、Victor J. Hruby

  DOI：10.1016/s0960-894x(99)00464-3

  日期：1999.9

  The synthesis and biological activity of two fragments of the very potent opioid peptide biphalin, showed that Tyr-D-Ala-Gly-Phe-NH-NH<-Phe is the minimal fragment necessary to express equal affinities and the same biological activity profile as the parent biphalin. The replacement of N'-Phe with other L or D- lipophilic amino acids showed the possibility of modification of receptor efficacy of the analogues. (C) 1999 Elsevier Science Ltd. All rights reserved.