DL-色氨酸辛酯盐酸盐 | 6278-90-6

• 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: DL-色氨酸辛酯盐酸盐
• 中文别名: D,L-色氨酸正辛酯盐酸盐
• 英文名称: DL-tryptophan octyl ester hydrochloride
• 英文别名: Octyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride；octyl 2-amino-3-(1H-indol-3-yl)propanoate;hydrochloride
• CAS: 6278-90-6
• 化学式: C₁₉H₂₈N₂O₂*ClH
• 分子量: 352.904
• InChiKey: IASIBURGMIVLIA-UHFFFAOYSA-N

物化性质

• 溶解度：
  DMF：15mg/mL； DMSO：25mg/mL； DMSO:PBS(pH7.2)(1:1)：0.5mg/ml；乙醇：1mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  68.1
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  氯化烟碱盐酸盐 、 DL-色氨酸辛酯盐酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以94%的产率得到N-nicotinoyl-DL-tryptophan octyl ester
  参考文献：
  名称：

  Improved delivery through biological membranes. 50. Antihypertensive activity of redox derivatives of tryptophan

  摘要：

  The essential amino acid, tryptophan, has been shown to lower blood pressure in rats when administered orally or intravenously. In order to potentially enhance this action, a brain-targeting chemical delivery system (CDS) approach was applied to this compound. The CDS is based on a dihydropyridine----pyridinium ion redox system, chemically analogous to the naturally occurring NADH----NAD+ system. The dihydropyridine moiety containing carrier is chemically attached to the amino group by an amide-type bonding while the carboxylic acid functionality is esterified to various alcohols. Physicochemical studies of the new derivatives were performed. The determined chromatographic Rm values indicate an increased lipophilicity for the CDSs compared to the parent compound. Oxidation stability studies performed on selected compounds using a ferricyanide-mediated method showed that the CDSs are oxidized to the respective quaternary salt forms. Activity studies performed in deoxycorticosterone acetate induced hypertensive rats, demonstrated that the delivery system for tryptophan reduced blood pressure more efficiently for a longer time than did the parent compound.

  DOI：

  10.1021/jm00170a028

文献信息

• [EN] USE OF ESTER DERIVATIVE OF TRYPTOPHAN AS DEODORANT AND/OR PERFUME AGENT<br/>[FR] UTILISATION D'UN DÉRIVÉ D'ESTER DE TRYPTOPHANE EN TANT QUE DÉSODORISANT ET/OU PARFUM DE TOILETTE
  申请人：OREAL

  公开号：WO2016097398A1

  公开（公告）日：2016-06-23

  This invention relates to the use of at least one following compound having formula (I), as well as the salts thereof, the optical and geometric isomers thereof, and the solvates thereof, as deodorant agent for treating body odor, preferably underarm odor:

  本发明涉及使用至少一种具有以下化合物（I）的公式，以及其盐，光学和几何异构体以及溶剂合物，作为治疗体味，特别是腋下味的除臭剂：
• LAVENDAMYCIN ANALOGS, QUINOLINE-5,8-DIONES AND METHODS OF USING THEM
  申请人：Ball State University

  公开号：US20040248922A1

  公开（公告）日：2004-12-09

  The invention provides novel lavendamycin analogs having the following general formula: 1 and quinoline-5,8-diones having the following formula: 2 Methods of making and using and compositions containing these compounds are also disclosed.

  本发明提供了具有以下一般式的新型薰衣草霉素类似物：1，以及具有以下式子的喹啉-5,8-二酮：2。还公开了制备和使用这些化合物以及含有这些化合物的组合物的方法。
• PREPARATIONS STABILIZED OVER LONG TIME
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：EP1260230A1

  公开（公告）日：2002-11-27

  A stable protein formulation containing tryptophan or a tryptophan derivative or a salt thereof as a stabilizer.

  一种含有色氨酸或色氨酸衍生物或其盐作为稳定剂的稳定蛋白质制剂。
• Use of ester derivative of tryptophan as deodorant and/or perfume agent
  申请人：L'oreal

  公开号：US11517516B2

  公开（公告）日：2022-12-06

  This invention relates to the use of at least one following compound having formula (I), as well as the salts thereof, the optical and geometric isomers thereof, and the solvates thereof, as deodorant agent for treating body odor, preferably underarm odor:

  本发明涉及以下至少一种具有式（I）的化合物及其盐类、光学异构体和几何异构体以及其溶解物作为除臭剂的用途，用于治疗体臭，最好是腋臭：
• Preparation stabilized over long time
  申请人：——

  公开号：US20030092622A1

  公开（公告）日：2003-05-15

  A stable protein formulation containing tryptophan or a tryptophan derivative or a salt thereof as a stabilizer.

  一种含有色氨酸或色氨酸衍生物或其盐作为稳定剂的稳定蛋白质制剂。