IP Library Granted Patent US 11,013,813
Granted Patent B2
US 11,013,813 · App. 16/981,810 · Granted May 25, 2021

Conjugates of stanozolol and hyaluronic acid

Inventor: Paolo Giulio Predieri (Cavriago, IT)
Assignee: ACME DRUGS S.R.L.
A61K47/61A61K9/0048A61K31/58A61K47/6903
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Quick Facts
Patent No.
US 11,013,813
App. No.
16/981,810
Granted
May 25, 2021
Kind
B2
Abstract

Disclosed are conjugates between stanozolol and hyaluronic acid or a hyaluronic acid salt, characterised in that stanozolol is conjugated with the carboxyl group of hyaluronic acid or the hyaluronic acid salt via a spacer that forms an ester bond with the hydroxyl group of stanozolol and an ester or amide bond with the carboxyl group of hyaluronic acid or the hyaluronic acid salt. The conjugates according to the invention are useful to prepare hydrogels, injectable hydrogels, hydrogels for external use, creams, lotions, foams, aqueous solutions for intra-articular use, emulsions for ophthalmic use, eyedrops, scaffolds, artificial tissues and culture media.

Claims (13)

1. Conjugate between a therapeutic effective amount of stanozolol and hyaluronic acid or a hyaluronic acid salt, wherein stanozolol is conjugated with the carboxylic group of hyaluronic acid or of the hyaluronic acid salt via a spacer which forms an ester bond with the hydroxyl group of stanozolol and an ester or amide bond with the carboxyl group of hyaluronic acid or of the hyaluronic acid salt.

2. Conjugate according to claim 1 , wherein the conjugation degree of hyaluronic acid ranges between 1 and 90% mol/mol with respect to the number of repeating dimeric units of hyaluronic acid or the salt thereof.

3. Conjugate according to claim 1 , of formula (I)

wherein:

n=1-12;

X is a bivalent group selected from —O — and —NH—;

M + is an alkali metal proton or cation;

the group

is the repeating unit of hyaluronic acid or of an alkali metal salt thereof, wherein the symbol * indicates the carbon atom of said repeating unit bonded to the X group.

4. Conjugate according to claim 3 , wherein X is the group —O—.

5. A pharmaceutical and veterinary composition comprising the conjugate of claim 1 in admixture with at least one carrier or excipient.

6. The pharmaceutical and veterinary composition according to claim 5 in the form of hydrogels, injectable hydrogels, hydrogels for external use, creams, lotions, foams, aqueous solutions for intra-articular use, emulsions for ophthalmic use, or eye drops.

7. Scaffolds, artificial tissues and culture media comprising the conjugate of claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 17, 2020
From: PREDIERI, PAOLO GIULIO
To: ACME DRUGS S.R.L.
Reel/Frame 053802/0724 →
Priority Claims (1)
IT 102018000003841 · Mar 21, 2018 · national
Continuity (1)
Related Publication 20210038735A1 · Feb 11, 2021