IP Library Granted Patent US 10,022,396
Granted Patent B2
US 10,022,396 · App. 15/145,918 · Granted Jul 17, 2018

Compositions and methods for treating conditions of compromised skin barrier function

Inventors: Betty Yu (Cambridge, MA); Joseph Lomakin (Cambridge, MA); Soo-Young Kang (Cambridge, MA); Benjamin W. Adams (Somerville, MA)
Assignee: Shiseido Americas Corporation
A61K31/80A61K9/0014A61K9/7015A61K45/06
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Quick Facts
Patent No.
US 10,022,396
App. No.
15/145,918
Granted
Jul 17, 2018
Kind
B2
Abstract

Compositions and methods useful in treating dermatological disorders are described. The methods include applying to the skin a composition comprising a reactive reinforcing component and a cross-linking component, wherein the cross-linking component facilitates a reaction to form a film in situ on the skin.

Claims (62)

1. A method for treating a dermatological disorder in a subject in need thereof, comprising:

applying to the skin of the subject a composition comprising

a) a reactive reinforcing component comprising

1) a reactive constituent comprising at least one alkenyl functionalized organopolysiloxane and at least one hydride functionalized polysiloxane; and

2) a reinforcing constituent; and

b) a cross-linking component comprising at least one catalyst;

wherein the cross-linking component facilitates a reaction to form a film in situ on the skin,

wherein the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component comprises vinyl groups, and

wherein the reactive reinforcing component has a molar ratio of vinyl to hydride functional groups of between about 1:10 and about 1:100.

2. The method of claim 1 , wherein the dermatological disorder is lichen simplex chronicus, cutaneous lupus, psoriasis, eczema, chronic dry skin, xeroderma, rosacea, ichthyosis, an ulcer, or any combination thereof.

3. The method of claim 1 , wherein the dermatological disorder is a condition of compromised skin barrier function.

4. The method of claim 1 , wherein the composition is used in combination with one or more additional therapeutic agents.

5. The method of claim 4 , wherein the one or more additional therapeutic agent is a moisturizer, mineral oil, petroleum jelly, coal tar, anthralin, corticosteroids, fluocinonide, vitamin D3 analoges, retinoids, methotrexate, cyclosporine, a monoclonal antibody, pimecrolimus, tacrolimus, azathioprine, fluoruracil, salicylic acid, benzoyl peroxide, antibiotics, alpha-hydroxy acids, or a combination thereof.

6. The method of claim 2 , wherein the dermatological disorder is eczema.

7. The method of claim 1 , wherein said reactive reinforcing component and said cross-linking component are prevented from coming into contact prior to use.

8. The method of claim 1 , wherein said reactive reinforcing component has a viscosity of between about 5,000 and about 1,000,000 cSt or cP at 25° C.

9. The method of claim 1 , wherein the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component has a viscosity of at least about 100,000 cSt or cP at 25° C.

10. The method of claim 1 , wherein the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is selected from the group consisting of vinyl terminated polydimethylsiloxane; vinyl terminated diphenylsiloxane-dimethylsiloxane copolymers; vinyl terminated polyphenylmethylsiloxane, vinylphenylmethyl terminated vinylphenylsiloxane-phenylmethylsiloxane copolymer; vinyl terminated trifluoropropylmethylsiloxane-dimethylsiloxane copolymer; vinyl terminated diethylsiloxane-dimethylsiloxane copolymer; vinylmethylsiloxane-dimethylsiloxane copolymer, trimethylsiloxy terminated; vinylmethylsiloxane-dimethylsiloxane copolymers, silanol terminated; vinylmethylsiloxane-dimethylsiloxane copolymers, vinyl terminated; vinyl gums; vinylmethylsiloxane homopolymers; vinyl T-structure polymers; monovinyl terminated polydimethylsiloxanes; vinylmethylsiloxane terpolymers; vinylmethoxysilane homopolymers and combinations thereof.

11. The method of claim 1 , wherein at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is vinyl terminated polydimethylsiloxane.

12. The method of claim 1 , wherein the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component has a weight percent of vinyl of between about 0.01 and about 0.1.

13. The method of claim 11 , wherein the vinyl terminated polydimethylsiloxane of the reactive reinforcing component is of formula IIa:

wherein:

R 1a, , R 3a′ , R 4a′ , R 5a′ , R 6a′ , R 8a′ , R 9a′ and R 10a′ are each independently selected from the group consisting of hydrogen, C 1-20 alkyl, C 2-20 alkenyl, C 5-10 aryl, hydroxyl and C 1-20 alkoxyl; and

p and q are each independently an integer from between 10 and about 6000.

14. The method of claim 1 , wherein the at least one hydride functionalized polysiloxane has a viscosity of at least about 5 cSt or cP at 25° C.

15. The method of claim 1 , wherein the at least one hydride functionalized polysiloxane is selected from the group consisting of hydride terminated polydimethylsiloxane; polyphenyl-(dimethylhydrosiloxy)siloxane, hydride terminated; methylhydrosiloxane-phenylmethylsiloxane copolymer, hydride terminated; methylhydrosiloxane-dimethylsiloxane copolymers, trimethylsiloxy terminated; polymethylhydrosiloxanes, trimethylsiloxy terminated; polyethylhydrosiloxane, triethylsiloxane, methylhydrosiloxane-phenyloctylmethylsiloxane copolymer; methylhydrosiloxane-phenyloctylmethylsiloxane terpolymer and combinations thereof.

16. The method of claim 1 , wherein the at least one hydride functionalized polysiloxane has a percent SiH content of between about 3 and about 45%.

17. The method of claim 1 , wherein the at least one hydride functionalized polysiloxane has a SiH content of between about 0.5 and about 10 mmol/g.

18. The method of claim 1 , wherein the at least one hydride functionalized polysiloxane is methylhydrosiloxane-dimethylsiloxane copolymers, trimethylsiloxy terminated.

19. The method of claim 1 , wherein the cross-linking component further comprises at least one alkenyl functionalized organopolysiloxane.

20. The method of claim 19 , wherein the at least one alkenyl functionalized organopolysiloxane of the cross-linking component comprises at least two vinyl groups.

21. The method of claim 1 , wherein the reactive reinforcing component has a molar ratio of vinyl to hydride functional groups of between about 1:25 and about 1:70.

22. The method of claim 1 , wherein the reactive reinforcing component has a molar ratio of vinyl to hydride functional groups of between about 1:30 and about 1:60.

23. The method according to claim 1 , wherein the composition is used in combination with phototherapy.

24. The method of claim 1 , wherein the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is of formula II:

wherein:

R 1a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a , R 8a , R 9a and R 10a are each independently selected from the group consisting of hydrogen, C 1-20 alkyl, C 2-20 alkenyl, C 5-10 aryl, hydroxyl and C 1-20 alkoxyl; and

p and q are each independently an integer from between 10 and about 6000.

25. The method of claim 21 , wherein:

the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is vinyl terminated polydimethylsiloxane; and

the at least one hydride functionalized polysiloxane is methylhydrosiloxane-dimethylsiloxane copolymers, trimethylsiloxy terminated.

26. The method of claim 25 , wherein the cross-linking component further comprises at least one alkenyl functionalized organopolysiloxane.

27. The method of claim 21 , wherein:

the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is a polymer of formula IIa:

and wherein:

R 1a′ , R 3a′ , R 4a′ , R 5a′ , R 6a′ , R 8a′ , R 9a′ , and R 10a′ are each independently C 1-20 alkyl; and

p and q are each independently an integer from between 10 and 6000.

28. The method of claim 21 , wherein:

the reactive reinforcing component comprises a vinyl terminated organopolysiloxane having a viscosity between about 150,000 and about 185,000 cSt or cP at 25° C., and an alkyl terminated hydride functionalized polysiloxane having a viscosity of between about 30 and about 100 cSt or cP at 25° C.; and

the cross-linking component comprises a platinum catalyst.

29. The method of claim 22 , wherein:

the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is vinyl terminated polydimethylsiloxane; and

the at least one hydride functionalized polysiloxane is methylhydrosiloxane-dimethylsiloxane copolymers, trimethylsiloxy terminated.

30. The method of claim 29 , wherein the cross-linking component further comprises at least one alkenyl functionalized organopolysiloxane.

31. The method of claim 22 , wherein:

the at least one alkenyl functionalized organopolysiloxane of the reactive reinforcing component is a polymer of formula IIa:

and wherein:

R 1a′ , R 3a′ , R 4a′ , R 5a′ , R 6a′ , R 8a′ , R 9a′ , and R 10a′ are each independently C 1-20 alkyl; and

p and q are each independently an integer from between 10 and 6000.

32. The method of claim 22 , wherein:

the reactive reinforcing component comprises a vinyl terminated organopolysiloxane having a viscosity between about 150,000 and about 185,000 cSt or cP at 25° C., and an alkyl terminated hydride functionalized polysiloxane having a viscosity of between about 30 and about 100 cSt or cP at 25° C.; and

the cross-linking component comprises a platinum catalyst.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2019
From: SHISEIDO AMERICAS CORPORATION
To: SHISEIDO COMPANY, LIMITED
Reel/Frame 050330/0435 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2018
From: OLIVO LABORATORIES, LLC
To: SHISEIDO AMERICAS CORPORATION
Reel/Frame 044984/0920 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2017
From: YU, BETTY; LOMAKIN, JOSEPH; KANG, SOO-YOUNG; ADAMS, BENJAMIN W.
To: LIVING PROOF, INC.
Reel/Frame 042378/0362 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2017
From: LIVING PROOF, INC.
To: OLIVO LABORATORIES, LLC
Reel/Frame 042378/0381 →
Continuity (5)
Division 13624483 · Sep 21, 2012
Provisional Application 61537307 · Sep 21, 2011
Provisional Application 61607905 · Mar 7, 2012
Provisional Application 61607908 · Mar 7, 2012
Related Publication 20160317574A1 · Nov 3, 2016
Cited By (3)
US 12,257,338 US 12,419,906 US 12,599,623