Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

8-(2-hydroxyphenoxy) octyldiethanolamine and salts thereof for delivery of active agents

A technology of octyldiethanolamine and hydroxyphenoxy, applied in the field of 8-(2-hydroxyphenoxy)octyldiethanolamine and its salts for delivery of active agents, which can solve the problem of changing active agents and short shelf life , the system is difficult to manufacture and other problems

Inactive Publication Date: 2007-05-23
EMISPHERE TECH INC
View PDF14 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, widespread application of such drug delivery systems is not possible because: (1) such systems require toxic amounts of adjuvants or inhibitors; (2) no suitable low molecular weight cargo, i.e. active agent, is available; (3) This type of system has poor stability and short storage period; (4) This type of system is difficult to manufacture; (5) This type of system cannot protect the active agent (load); (6) This type of system adversely changes the active agent; or (7) systems such that the active agent cannot be absorbed or cannot facilitate the absorption of the active agent

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 8-(2-hydroxyphenoxy) octyldiethanolamine and salts thereof for delivery of active agents
  • 8-(2-hydroxyphenoxy) octyldiethanolamine and salts thereof for delivery of active agents
  • 8-(2-hydroxyphenoxy) octyldiethanolamine and salts thereof for delivery of active agents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0093] Embodiment 1: the preparation of compound

[0094] 1a: Preparation of 8-(2-hydroxyphenoxy)octyldiethanolamine) free acid

[0095] The free acid of HPOD was prepared as follows. The free acid of HPOD (i.e., 8-(2-hydroxyphenoxy)octyldiethanolamine) was prepared by the method described in Example 1 of International Publication No. WO 00 / 59863 with suitable starting materials, This international publication is incorporated herein by reference in its entirety.

[0096] The free acid of HPOD was prepared by preparing a solution of 27.5ml (31.4g, 157mmol) of 2-benzyloxyphenol, 80.0ml (118.82g, 434mmol) of 1,8-dibromooctane and 100ml of ethanol. This was treated with 23.18 g (168 mmol) of potassium carbonate and heated to reflux for 5.5 hours. The cooled reaction mixture was stirred at 25°C for 20 hours, filtered and concentrated. The residue was diluted with 100 mL 2:1 hexane / ethyl acetate and decolorized with charcoal. The solution was concentrated. The residue was puri...

Embodiment 2

[0105] Example 2: Oral absorption of ibandronate

[0106] overview

[0107] Oral absorption studies in rats were performed to evaluate the delivery of the bisphosphonate ibandronate when co-administered with the delivery agent compounds of the present invention. Sprague-Dawley rats were administered ibandronate alone or in combination with delivery agent compounds by oral gavage. Urine samples were collected up to 16 hours post-dose for ibandronate quantification. The data show that the levels of ibandronate obtained after co-administration with the delivery agent compounds of the present invention by the oral route are much higher than those obtained with oral administration of ibandronate alone. Formulations containing HPOD mesylate resulted in 5.7-fold higher urinary ibandronate levels and 5-fold lower doses compared to ibandronate alone.

[0108] Materials and methods

[0109] Dosing and Dosing Solutions

[0110] For four delivery agents: monosodium N-[8-(2-hydroxyben...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
molecular weightaaaaaaaaaa
molecular weightaaaaaaaaaa
Login to View More

Abstract

The present invention provides 8-(2-hydroxyphenoxy)octyldiethanolamine) and salts thereof, compositions containing the same and one or more active agents, and methods of administering active agents with the same. The delivery agents of the present invention are well suited for forming non-covalent mixtures with active agents for oral, intracolonic, pulmonary, and other routes of administration to animals.

Description

[0001] This application claims priority to US Provisional Application No. 60 / 575,320, filed May 28, 2004, and US Provisional Application No. 60 / 563,281, filed April 16, 2004. Each of these applications is hereby incorporated by reference. technical field [0002] The present invention provides 8-(2-hydroxyphenoxy)octyldiethanolamine and salts thereof, compositions comprising them and one or more active agents, and methods of administering active agents using them. The delivery agents of the invention are well suited for use with active agents to form non-covalent mixtures for oral, intracolonic, pulmonary and other routes of administration to animals. Background technique [0003] Conventional means for delivering active agents are often severely limited by biological, chemical and physical barriers. Typically, these barriers are imposed by the environment through which delivery takes place, the environment of the delivery target, and / or the target itself. Biologically and...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/02
Inventor D·克施内德纳
Owner EMISPHERE TECH INC
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com