fluoren-9-yl-methyl pyrazolidine-1-carboxylate hydrochloride | 1093755-81-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: fluoren-9-yl-methyl pyrazolidine-1-carboxylate hydrochloride
• 英文别名: (9H-Fluoren-9-yl)methyl pyrazolidine-1-carboxylate hydrochloride；9H-fluoren-9-ylmethyl pyrazolidine-1-carboxylate;hydrochloride
• CAS: 1093755-81-7
• 化学式: C₁₈H₁₈N₂O₂*ClH
• 分子量: 330.814
• InChiKey: AHUBTDCFCKIOJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  41.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 fluoren-9-yl-methyl pyrazolidine-1-carboxylate hydrochloride
  参考文献：
  名称：

  Azapeptide Analogues of the Growth Hormone Releasing Peptide 6 as Cluster of Differentiation 36 Receptor Ligands with Reduced Affinity for the Growth Hormone Secretagogue Receptor 1a

  摘要：

  The synthetic hexapeptide growth hormone releasing peptide-6 (GHRP-6) exhibits dual affinity for the growth hormone secretagogue receptor la (GHS-R1a) and the cluster of differentiation 36 (CD36) receptor. Azapeptide GHRP-6 analogues have been synthesized, exhibiting micromolar affinity to the CD36 receptor with reduced affinity toward the GHS-R1a. A combinatorial split-and-mix approach furnished aza-GHRP-6 leads, which were further examined by alanine scanning. Incorporation of an aza-amino acid residue respectively at the D-Trp(2) Ala(3), or Trp(4) position gave aza-GHRP-6 analogues with reduced affinity toward the GHS-R1a by at least a factor of 100 and in certain cases retained affinity for the CD36 receptor. In the latter cases, the D-Trp2 residue proved important for CD36 receptor affinity; however, His' could be replaced by Ala' without considerable loss of binding. In a microvascular sprouting assay using a choroid explant, [azaTyr(4)]-GHRP-6 (15), [Ala(1), azaPhe(2)]-GHRP-6 (16), and [azaLeu(3), Ala(6)]-GHRP-6 (33) all exhibited antiangiogenic activity.

  DOI：

  10.1021/jm300557t

文献信息

• AZAPEPTIDES AS CD36 BINDING COMPOUNDS
  申请人：Ong Huy

  公开号：US20130203686A1

  公开（公告）日：2013-08-08

  An azapeptide compound of Formula I: A-(Xaa) a -N(R A )—N(R B )—C(O)-(Xaa′) b —B  I.

  公式I的azapeptide化合物：A-(Xaa)a-N（RA）-N（RB）-C（O）-（Xaa'）b-B。
• US9115171B2
  申请人：——

  公开号：US9115171B2

  公开（公告）日：2015-08-25
• US9708370B2
  申请人：——

  公开号：US9708370B2

  公开（公告）日：2017-07-18
• [EN] AZAPEPTIDES AS CD36 BINDING COMPOUNDS<br/>[FR] AZAPEPTIDES COMME COMPOSÉS SE LIANT AU CD36
  申请人：UNIV MONTREAL

  公开号：WO2008154738A1

  公开（公告）日：2008-12-24

  [EN] An azapeptide derivative of growth hormone releasing peptide (GHRP) of Formula I: A-(Xaa)a-N(RA)-N(RB)-C(O)-(Xaa')b-B which binds to CD 36.
  [FR] La présente invention concerne un dérivé azapeptide d'un peptide libérant une hormone de croissance (GHRP) de formule I : A-(Xaa)a-N(RA)-N(RB)-C(O)-(Xaa')b-B qui se lie au CD36.