US2013096081A1PendingUtilityA1
Dermal filler compositions
Individually held — no corporate assignee on recordPriority: Jun 3, 2011Filed: Dec 5, 2012Published: Apr 18, 2013
Est. expiryJun 3, 2031(~4.9 yrs left)· nominal 20-yr term from priority
A61K 8/042A61Q 19/08A61L 27/52A61K 2800/91A61L 2430/34A61L 2400/06A61L 27/20A61K 8/735A61Q 19/00C08B 37/0072
54
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Claims
Abstract
The present invention provides highly injectable, long-lasting hyaluronic acid-based hydrogel dermal filler compositions made with a di-amine or multiamine crosslinker in the presence of a carbodiimide coupling agent.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . A method of making an injectable dermal filler composition for treating wrinkles in skin, the method comprising the steps of crosslinking hyaluronic acid (HA) with a di-amine or multiamine crosslinker in the presence of a carbodiimide coupling agent.
2 . The method of claim 1 wherein the crosslinker is a linear di-amine crosslinker.
3 . The method of claim 2 wherein the crosslinker is hexamethylene di-amine (HMDA).
4 . The method of claim 1 wherein the crosslinker is 3-[3-(3-amino propoxy)-2,2-bis(3-amino-propoxymethyl)-propoxy]-propylamine (4 AA).
5 . The method of claim 1 wherein the crosslinker is made up of at least three polyethylene glycol (PEG) chains and no more than eight PEG chains emanating from a central point.
6 . The method of claim 1 wherein the crosslinker is made up of at least three polyethylene glycol (PEG) chains and no more than eight PEG chains emanating from a central point, each chain having a terminal amine group.
7 . The method of claim 1 wherein the crosslinker contains polyethylene glycol (PEG) chains having a least one ethylene glycol unit and not more than 55 ethylene glycol units.
8 . The method of claim 1 wherein the crosslinker is lysine methyl ester.
9 . The method of claim 1 wherein the coupling agent is 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC).
10 . The method of claim 1 wherein the crosslinking takes place in the presence of 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC).
11 . The method of claim 10 wherein the crosslinking takes place in the presence of N-hydroxysuccinimide (NHS) or N-hydroxysulfosuccinimide (sulfoNHS).
12 . A dermal filler composition for treatment of superficial wrinkles in skin, the composition comprising:
a hyaluronic acid component crosslinked with a di-amine or multiamine crosslinker; and a carbodiimide coupling agent;
the composition being substantially optically transparent; and
the composition exhibiting reduced or no perceptible blue discoloration when administered into a dermal region of a patient.
13 . The composition of claim 12 wherein the dermal region is a tear trough region, a glabellar line, a periorbital region or a forehead region.
14 . The composition of claim 12 which exhibits reduced or no perceptible blue discoloration when administered at a depth of no greater than about 1.0 mm into the dermal region.
15 . The composition of claim 12 which exhibits reduced or no perceptible blue discoloration when administered at a depth of no greater than about 0.8 mm into the dermal region.
16 . The composition of claim 12 which exhibits reduced or no perceptible blue discoloration when administered at a depth of no greater than about 0.6 mm into the dermal region.
17 . The composition of claim 12 wherein the crosslinker is a linear di-amine crosslinker.
18 . The composition of claim 12 wherein the crosslinker is hexamethylene di-amine (HMDA).
19 . The composition of claim 12 wherein the crosslinker is 3-[3-(3-amino propoxy)-2,2-bis(3-amino-propoxymethyl)-propoxy]-propylamine (4 AA).
20 . The composition of claim 12 wherein the crosslinker is present in the composition at a concentration between about 10 μM to about 50 μM.
21 . The composition of claim 12 wherein the crosslinker is made up of at least three polyethylene glycol (PEG) chains and no more than eight PEG chains.
22 . The composition of claim 12 wherein the crosslinker is made up of at least three polyethylene glycol (PEG) chains and no more than eight PEG chains emanating from a central point.
23 . The composition of claim 12 wherein the crosslinker is made up of at least three polyethylene glycol (PEG) chains and no more than eight PEG chains emanating from a central point, each chain having a terminal amine group.
24 . The composition of claim 12 wherein the crosslinker contains polyethylene glycol (PEG) chains having a least one ethylene glycol unit and not more than 55 ethylene glycol units.
25 . The composition of claim 12 wherein the crosslinker is lysine methyl ester.
26 . The composition of claim 12 wherein the coupling agent is a water soluble carbodiimide.
27 . The composition of claim 12 wherein the coupling agent is 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC).
28 . The composition of claim 12 wherein the coupling agent is present in the composition at a concentration between about 20 μM to 100 μM.
29 . A method of treating fine lines in skin comprising administering a dermal filler composition made by a method of claim 12 into a dermal region of a patient.Join the waitlist — get patent alerts
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