Organic products containing reactive thiol functions, one method

Details Organic products containing reactive thiol functions, one method Organic products containing reactive thiol functions, one method

1996-03-06

1997-07-08

Mosley, Terressa

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

From sulfur-containing reactant

C08G 7500

Patent

active

056462395

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to novel organic products resulting, for example, from the condensation of a dicarboxylic acid with a sulfur-containing amino acid or one of its derivatives. These products contain reactive thiol SH functions which can be oxidized to form disulfide bridges, resulting in polymers, which may or may not be crosslinked.


PRIOR ART

One of the applications targeted by the invention is the employment of these novel organic products and/or of these optionally crosslinked polymers as biomaterials. These products could, for example, be used as starting materials for the preparation of systems for the controlled release of active principles, of biological adhesives, of sutures, of ligatures, of surgical prostheses or other exogenous structures capable of substituting, at least partially, for the functions, in particular physical or mechanical, of organs and tissues.
Synthetic biodegradable oligomers and polymers are already known which are composed, very often, of simple and hydrolysable chains (esters or amides) of compounds capable of forming metabolites.
Thus, Patent Application EP 0,332,530 describes hydrophilic polymers, with a degree of polymerization of less than 1 000 and preferably of between 20 and 300, composed of polyamides resulting from the condensation of citric acid with diamines, such as lysine, cystamine or cystinc.
The synthesis of these polyamides presents real difficulties related to the protection and then to the deprotection of the citric acid.
These biodegradable polyamides can be used for the preparation of medicinal vehicles, of sutures, of ligatures or of prostheses or alternatively of surgical adhesives.
If, in certain applications, the use of polymers of relatively high mass, of the type of those described in Patent Application EP 0,332,530, is advantageous, the employment of monomers or of oligomers carrying reactive or polymerizable functions (prepolymers) is preferable for other uses. This is the case, in particular, in restorative surgery (bone filler, surgical cements, biological adhesives, and the like) or in dental surgery (dental cements, and the like). In these applications, it is advantageous for the monomer or prepolymer to be able to diffuse very easily into the tissue to be repaired and thus to penetrate into all the cavities. Polymerization can then take place "in situ" and give rise to an intermeshing of polymer chains having the desired filling, cohesive or adhesive properties.
In this state of the art, one of the essential objectives of the invention is to provide organic synthetic products which can, in particular, be used as the basis for the preparation of non-toxic, biocompatible and biofunctional biomaterials which are useful, inter alia, as systems for the controlled release of active principles, sutures, ligatures, surgical adhesives or alternatively as surgical prostheses or implants.
Another essential objective of the invention is to provide organic synthetic products which are in the form of prepolymers and/or of monomers capable of easily diffusing into biological tissues and of polymerizing in situ, indeed in vivo, to satisfactorily provide for the functions of filling, of reinforcing cohesion or of adhesion.


STATEMENT OF THE INVENTION

These objectives and others are achieved by the present invention which relates, in the first place, to a novel organic product containing at least two thiol or derived functions and/or carboxyl functions, which may or may not be protected, and/or carbonyl functions, of following general formula: ##STR2## in which: R is a hydrocarbon chain, preferably an alkyl chain containing from 1 to 50 carbon atoms and, more preferentially still, an aliphatic chain having from 1 to 10 carbon atoms, following groups: ##STR3## R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently represent hydrogen or an aliphatic and/or alicyclic and/or aromatic group, preferably a lower alkyl group and/or an aromatic group and, more preferentially still, one of the following groups: ##STR4## x, y and

Affiliated with

Also associated with

Rating

Organic products containing reactive thiol functions, one method does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Organic products containing reactive thiol functions, one method, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Organic products containing reactive thiol functions, one method will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2409359