IP Library Granted Patent US 9,579,295
Granted Patent B2
US 9,579,295 · App. 14/803,757 · Granted Feb 28, 2017

Dosage form for insertion into the mouth

Inventors: Je Phil Ryoo (Princeton, NJ); Chun Kwong Chu (Shatin, HK); Zheng Wang (Bridgewater, NJ)
Assignee: NAL PHARMACEUTICAL GROUP LIMITED
A61K9/7015A61K9/006A61K9/0056A61K9/0095A61K9/2018A61K9/2027A61K9/7007A61K31/00A61K31/192A61K31/196A61K31/4045A61K31/4196A61K31/421A61K31/422A61K31/445A61K31/4439A61K31/4468A61K31/465A61K31/495A61K31/55A61K31/78A61K38/05A61K38/06A61K47/26A61K47/32A61K47/36A61K47/38
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Quick Facts
Patent No.
US 9,579,295
App. No.
14/803,757
Granted
Feb 28, 2017
Kind
B2
Abstract

Oral dosage forms as a biodegradable, water soluble film for delivering pharmaceutically active agents, to patients through insertion into the mouth of patient and methods for administering pharmaceutically active agents to patients by insertion into the mouth to provide selective uptake of said agents through the mucosa and thus avoiding the gastrointestinal tract.

Claims (43)

1. A pharmaceutical composition for application to the oral mucosa comprising:

a water soluble matrix comprising an effective amount of a pharmaceutically active agent and an absorption enhancer having an HLB of about 8 to about 16,

wherein the matrix is a film, the absorption enhancer is one or more sucrose fatty acid esters.

2. The pharmaceutical composition of claim 1 wherein the pharmaceutical active agent is selected from the group consisting of anesthetic agents, antitussive agents, nonnarcotic analgesics such as the nonsteroidal anti-inflammatory agent (NSAIDS), erectile dysfunction agents, female sexual dysfunction agents, antihistamine, colds and allergy agents, cough agents, respiratory disorder agents, sore throat agents, respiratory disorder agents, heartburn and dyspepsia agents, antiemetic agents, sleep aids, diarrhea agents, oral hygiene agents, antagonists of CGRP receptors, drugs for hormone replacement, alzheimer's disease agent, caffeine and caffeine salt compounds.

3. The pharmaceutical composition of claim 2 wherein

a. the anesthetic agent is lidocaine (xylocaine), provacaine, or benzocaine;

b. the antitussive agent is hexylrescinol or dextromorphine;

c. the nonnarcotic analgesics such as the nonsteroidal anti-inflammatory agents (NSAIDS) is acetaminophen, Ibuprofen, ketoprofen, indomethacin, aspirin (low dose for cardiovascular), naproxen sodium, ketorolac, diclofenac, meloxicam, or piroxicam;

d. the erectile dysfunction agent is sildenafil, tadafil, or vardenafil;

e. the female sexual dysfunction agent is sildenafil, tadafil, or vardenafil;

f. the antihistamine, cold and allergy agent is certrizine HCl, loratadine, chlorcyclizine HCl, chlorpheniramine maleate, dextrochlorpheniramine maleate, dexbrompheniramine mealate, diphenhydramine citrate, diphenhydramine HCl, doxylamine succinate, phenindamine tartrate, pheniramine, pyrilamine mealate, triprolidine HCl, thonzylamine HCl, or clemastine fumarate;

g. the cough agent is menthol, camphor, dextromethorphan HBr, guaifenesin, codeine phosphate, or codeine;

h. the respiratory disorder agent is pseudoephedrine HCl, phenylephrine HCl, guaifenesin, dextromethorphan HBr, or ephedrine;

i. the sore throat agent is benzocaine, menthol, dyclonine, or phenol;

j. the heartburn and dyspepsia agent is cimetidine, nizatidine, famotidine, ranitidine, or omeprazole;

k. the antiemetic agent is granisetron, ondansetron, etc. AZ-001, AZ-004, Levadex, Zelrix, VR-147, ROX-828, COL-144, BF-1, diphenhydramine, or scopolamine;

l. the sleep aid is zolpidem, Eszopiclone (Lunesta), Zalepon (Sonata), diphenhydramine, doxylamine, benzodiazepines (such as: Estazolam (ProSom), Flurazepam (Dalmane), Temazepam (Restoril), Triazolam (Halcion), or Ramelteon (Rozerem);

m. the diarrhea agent is loperamide, digestive enzymes (lactase), or bismuth subsalicylate;

n. the oral hygiene agent is cetylpyridinum chloride, domiphen, thymol, eucalyptol, methyl salicylate, menthol, stannous fluoride, sodium fluoride, benzocaine, phenol, or docosanol;

o. the drug for hormone replacement is estradiol, or testosterone; and

p. the Alzheimer's agent is donezapil, galantamine, rivastigmine, tacrin, or memantine.

4. The pharmaceutical composition of claim 1 wherein the pharmaceutically active agent is selected from the group consisting of sildenafil, tadifil, vardenafil, certrizine, donezapil, galantamine, rivastigmine, tacrin, or memantine.

5. The pharmaceutical composition of claim 1 further comprising a nonionic surfactant wherein the combined nonionic surfactant and sucrose fatty acid ester have a combined HLB of about 8 to about 17.

6. The pharmaceutical composition of claim 5 wherein the nonionic surfactant is at least one or more of polysorbate and sorbitan fatty acid ester.

7. The pharmaceutical composition of claim 5 further comprising a secondary absorption enhancer selected from the group consisting of glycerol, ginger oil, cineole and terpenes.

8. The pharmaceutical composition of claim 6 wherein the polysorbate is selected from the group consisting of polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monopalmitate, polyoxyethylene (20) sorbitan and Polyoxyethylene (20) sorbitan monooleate.

9. The pharmaceutical composition of claim 6 wherein the sorbitan fatty acid ester is selected from the group consisting of sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan tristearate and sorbitan monooleate.

10. The pharmaceutical composition of claim 1 further comprising a film forming agent selected from pullulan or a polymeric mixture of polyvinyl pyrrolidone and a polymeric alginate.

11. The pharmaceutical composition of claim 10 wherein the film forming agent is pullulan.

12. The pharmaceutical composition of claim 10 wherein the ratio of polyvinyl pyrrolidone to polymeric alginate in the polymeric mixture is from about 5:1 to about 1:3.

13. The pharmaceutical composition of claim 10 wherein the polymeric mixture contains, from about 5% to about 95% by weight of polyvinyl pyrrolidone and from about 5% to about 95% by weight of an polymeric alginate, both of said weights being based on the weight of said polymeric mixture.

14. The pharmaceutical composition of claim 1 wherein said sucrose fatty acid ester is a C12 to C20 saturated fatty acid ester of sucrose.

15. The pharmaceutical composition of claim 1 wherein the sucrose fatty acid esters are selected from the group consisting of sucrose stearate, sucrose palmitate, sucrose laurate, sucrose behenate, sucrose oleate and sucrose erucate.

16. The pharmaceutical composition of claim 1 wherein said sucrose fatty acid ester is a sucrose stearate.

17. The pharmaceutical composition of claim 1 wherein the sucrose fatty acid esters are sucrose fatty acid esters having a monomer content of from about 20 percent to about 80 percent.

18. The pharmaceutical composition of claim 1 wherein said film has a surface area of from 0.25 cm 2 to 20 cm 2 and a weight of about 1 mg to about 200 mg or a surface area of from 1 cm 2 to 10 cm 2 about 200 mg and a weight of about 10 mg to 200 mg.

19. The pharmaceutical composition of claim 1 wherein said film contains one or more absorption enhancers in an amount of from about 0.1% by weight to about 20%, about 0.1% by weight to about 15%, or about 1% by weight to about 10% by weight of the film.

20. The pharmaceutical composition of claim 1 wherein said matrix contains an absorption enhancer or a combination of absorption enhancers in a total amount of from about 0.1% by weight to about 20% by weight by weight of the matrix.

21. The pharmaceutical composition of claim 1 wherein the pharmaceutical composition dissolves in the oral cavity in about 0.25 minutes to about 15 minutes.

22. The pharmaceutical composition of claim 1 wherein the film when placed in the oral cavity will dissolve in about 0.25 minutes to about 15 minutes.

23. The pharmaceutical composition of claim 1 wherein the film has a thickness of about 0.01 mm to about 5 mm.

24. A method of drug delivery wherein at least a fraction of 1% to 80% or greater of the drug (F1) is delivered to and absorbed by the oral mucosa and absorbed systemically and a second fraction of greater than 1% to 80% is delivered to and absorbed along the continuous length of the esophagus and gastrointestinal tract wherein the first fraction (F1) results in a rapid onset of action and improved bioavailability and wherein the second fraction (F2) results in a longer duration of action and improved bioavailability such that the combined F1 and F2 results in improved bioavailability,

wherein the drug is selected from the group consisting of lidocaine (xylocaine), provacaine, benzocaine, hexylrescinol, dextromorphine, acetaminophen, Ibuprofen, ketoprofen, indomethacin, aspirin (low dose for cardiovascular), naproxen sodium, ketorolac, diclofenac, meloxicam, piroxicam, sildenafil, tadafil, vardenafil, certrizine HCl, loratadine, chlorcyclizine HCl, chlorpheniramine maleate, dextrochlorpheniramine maleate, dexbrompheniramine mealate, diphenhydramine citrate, diphenhydramine HCl, doxylamine succinate, phenindamine tartrate, pheniramine, pyrilamine mealate, triprolidine HCl, thonzylamine HCl, clemastine fumarate, menthol, camphor, dextromethorphan HBr, guaifenesin, codeine phosphate, codeine, pseudoephedrine HCl, phenylephrine HCl, guaifenesin, dextromethorphan HBr, ephedrine, benzocaine, menthol, dyclonine, phenol, cimetidine, nizatidine, famotidine, ranitidine, omeprazole, granisetron, ondansetron, etc. AZ-001, AZ-004, Levadex, Zelrix, VR-147, ROX-828, COL-144, BF-1, diphenhydramine, scopolamine, zolpidem, Eszopiclone (Lunesta), Zalepon (Sonata), diphenhydramine, doxylamine, benzodiazepines (such as: Estazolam (ProSom), Flurazepam (Dalmane), Temazepam (Restoril), Triazolam (Halcion), Ramelteon (Rozerem), loperamide, digestive enzymes (lactase), bismuth subsalicylate, cetylpyridinum chloride, domiphen, thymol, eucalyptol, methyl salicylate, menthol, stannous fluoride, sodium fluoride, benzocaine, phenol, docosanol, estradiol, testosterone, donezapil, galantamine, rivastigmine, tacrin, or memantine.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 22, 2016
From: NAL PHARMACEUTICALS LTD.
To: NAL PHARMACEUTICAL GROUP LIMITED
Reel/Frame 038356/0870 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2016
From: RYOO, JE PHIL; CHU, CHUN KWONG; WANG, ZHENG
To: NAL PHARMACEUTICALS LTD.
Reel/Frame 038176/0153 →
Continuity (5)
Continuation 14280033 · May 16, 2014
Continuation 13655194 · Oct 18, 2012
Division 12608445 · Oct 29, 2009
Provisional Application 61110775 · Nov 3, 2008
Related Publication 20150320695A1 · Nov 12, 2015