AU635653B2 - Self-sticking matrix system for the sustained transcutaneous release of piribedil - Google Patents
Self-sticking matrix system for the sustained transcutaneous release of piribedil Download PDFInfo
- Publication number
- AU635653B2 AU635653B2 AU81213/91A AU8121391A AU635653B2 AU 635653 B2 AU635653 B2 AU 635653B2 AU 81213/91 A AU81213/91 A AU 81213/91A AU 8121391 A AU8121391 A AU 8121391A AU 635653 B2 AU635653 B2 AU 635653B2
- Authority
- AU
- Australia
- Prior art keywords
- piribedil
- self
- sticking
- matrix
- matrix system
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7069—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. polysiloxane, polyesters, polyurethane, polyethylene oxide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Dermatology (AREA)
- Neurology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Biomedical Technology (AREA)
- Hospice & Palliative Care (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Psychiatry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Materials For Medical Uses (AREA)
Abstract
The invention relates to a self-adhesive silicone elastomer matrix system for the sustained release of piribedil, which provides for the continuous and steady transdermal diffusion of piribedil.
Description
COMMONWEALTH OF
AUWRA
PATENTS ACT 19j 3 COMPLETE SPECIFICATION
(ORIGINAL)
Class In Form it. Class Application Number: Lodged: Complete Specification Lodged: Accepted: Published: o oriority 6 so 0 Rblated Art Name of Applicant Atidress of Applicant *.Actual Inventor ADIR ET CCLMPAGNIE 1 rue Carle Hebert F-92415 Courbevoie Cedex, France ALAIN CUINE, JEAN-MARC ROLLOT, IS '\ELLE RAULT, FRANCOISE ARNAUD# YVONNE EVRARD and CLAIRE CHEZAUBERNARD ee Address for Service: WATERMARK PATENT TRADEMARK ATTORNE~YS.
so.: LOCKED BAG NO. 5, HAWTHORN, VICTORIA 3122, AUSTRALIA Complete Specification for the invention entitled: SELF-STICKING MATRIX SYSTEM FOR THE SUSTAINED TRANSCUTANEOUS RELEASE OF
PIRIBEDIL
The following statement is a full description of this invention, including the best method of performing it known to us The present invention relates to a self-sticking matrix system for the sustained release of piribedil, which provides for continuous and gradual transcutaneous diffusion of the active principle.
Piribedil, the compound of formula 0 N N (I) o is a dopamine agonist which stimulates dopamine receptors and cerebral dopaminergic pathways, and is used in the treatment of psycho-behavioral disorders of cerebral senescence, early or late sequelae of stroke and extrapyramidal passive tremor and in the manifestations of arteritis of the lower limbs.
Piribedil was hitherto administered orally or by injection.
The transcutaneous administration of this active principle has the advantage from a pharmacokinetic standpoint of rapidly obtaining high and constant plasma levels, from a metabolic standpoint of avoiding substantial metabolism of the active principle by a hepatic first-pass iffect, and lastly from a clinical standpoint of decreasing the doses administered by improving the efficacy, clinical acceptability S' and compliance on the part of the patient by a single, nontraumatizing application.
The possibilities of administration of a medicinal product through the skin depend on various factors. In Sparticular, the compound must not adversely affect the skin in S any way following prolonged contact and cause irritation, S allergy or sensitization, and must be able to pass through a fairly small area of skin at a sufficient rate of diffusion to obtain plasma levels suited to the therapeutic requirements.
In point of fact, piribedil fulfills all these criteria, More specifically, the subject of the present invention is a self-sticking matrix system which permits the sustained release of piribedil and its transcutaneous passage I I I V -2through a specified area of skin, for a prolonged period and at a sufficient rate to cause the stimulation of dopamine receptors.
Thus, the transdermal piribedil system enables an improvement to be achieved in the psycho-behavioral disorders of cerebral senescence, especially mnestic functions, capacity for memorization, vigilance and capacity for adaptation to the surroundings. It is also useful for the treatment of stroke, extrapyramidal passive tremor, acute retinal ischemic events and cochleovestibular disorders of ischemic origin, and lastly in the manifestations of arteritis of the lower limbs.
For some years, a large number of patents have been describing systems for the transdermal administration of medicinal products to the general circulation.
In particular, there are self-sticking systems in which the active principle is dissolved directly in the adhesive.
Moreover, there are matrix systems in which the S active principle is both dissolved and dispersed in the particulate state; the preparation is then made adhesive by coating with a surface adhesive or by a ring located around the matrix.
The transdermal system for sustained release of Spiribedil has the advantage of combining both of the above features of self-sticking and of a matrix containing dispersed piribedil in one and the same adhesive silicone elastomer C C a base.
Silicone elastomers have the advantage, compared with other polymers, of not containing antioxidants, C plasticizers or stabilizers.
In addition, this adhesive silicone elastomer system is new.
Lastly, the release of piribedil takes place continuously and constantly throughout the period of application of the system to the skin.
The transdermal device consists of an occlusive support film made of polyethylene/aluminum/polyester complex I I I -3coated with a self-sticking silicone elastomer matrix covered with a peelable protective film.
The matrix forms a polymer network capable of dissolving piribedil, having a self-sticking performance enabling the system to be maintained in place for a period of between 1 and 7 days.
The polymer skeleton consists of a medical grade silicone elastomer of general formula: C3 CH3 MH3- Si- Si- -OM CH3 n CH CH2 n in which iM and M' are the groups: I
CH
3 CH3 S1
CH
3 Si
S
CH3 CH2 CH Si
I
99 99 o C13 The crosslinking of this polysiloxane is performed in the heated state by hydrosilylation using polysiloxane containing an SiH group in the presence of platinum as a catalyst, in a heated oven or using infrared radiation.
The self-sticking power of the matrix is imparted by the incorporation of a second silicone elastomer dissolved in a suitable organic solvent such as, for example, heptane, hexane or trichlorotrifluoroethane at a specified concentration.
This adhesive consists of a mixture in defined proportions of a low viscosity (12,000 to 15,000 mPa.s) polymer possessing terminal silanol groups Si-OH and a threedimensional trimethylsiloxy silicate silicone resin.
In solution in a suitable solvent, the adhesive is produced by condensation between the silanol groups of the two polymers. The adhesive properties are evinced on evaporation of the solvent.
The self-sticking properties of the matrix may be enhanced by the joint use of an elastomer matrix exhibiting some degree of adhesiveness in itself and an adhesive silicone elastomer in a suitable organic solvent.
Absorption promoters may lastly be added to the matrix. These absorption promoters can be sodium lauryl sulfate, propylene glycol or dimethyl isosorbide.
The quantities of piribedil in the matrix vary in accordance with the doses necessary for a particular type of patient, and are between 10 and 500 mg.
The polysiloxanes used are biologically and pharmaceutically acceptable, non-allergenic, insoluble in the body and non-irritant to the tissues with which they are in contact.
The examples which follow illustrate the invention but in no way limit the latter.
EXAMPLE 1: 12 g of piribedil are gradually incorporated into 42 g of medical grade silicone elastomer (MDX4-4210) containing its crosslinking agent, with slow stirring. The mixture obtained is then homogenized by passage through a three- roll mill.
66 g of medical grade adhesive silicone elastomer (in 60% solution in hexane) are then introduced into the above mixture.
When the viscosity of the mixture has reached the appropriate value by evaporation of the hexane, the occlusive support film made of polyethylene/aluminum/polyester complex is coated with this mixture by means of an adjustablethickness spreader.
Crosslinking is then carried out in a ventilated oven for 1 h at 800 C.
A peelable protective film of polyvinyl chloride is applied to the crosslinked adhesive system.
The self-sticking matrix is then cut up so as to obtain round transdermal devices of area equalling 20 cm 2 corresponding to 40 mg of active principle per system.
EXAMPLE 2: 12 g of piribedil are incorporated into 42 g of medical grade silicone elastomer (MDX4-4210) containing its crosslinking agent, with alow stirring in the presence of 0.6 g of sodium lauryl sulfate. The matrix is obtained in the same manner as that described in Example 1.
The self-sticking matrix is then cut up so as to obtain square transdermal devices of area equalling 20 cm 2 corresponding to 40 mg of active principle per system.
EXAMPLE 3: The production of the transdermal system is identical to that described in Example 1.
A peelable protective film of siliconized polyester is then applied to the crosslinked adhesive system.
The self-sticking matrix is lastly cut up so as to obtain round transdermal devices of area equal ing 80 cm 2 corresponding to 160 mg of active principle per system.
EXAMPLE 4: o 4 g of micronized piribedil are incorporated into 10 g of heptane. The mixture is subjected to ultrasound. When the piribedil is completely dispersed, 20 g of medical gradd silicone elastomer containing its crosslinking agent (MDX4- 4210) are added to the mixture and the whole is homogenized.
14 g of medical grade adhesive silicone elastomer (in 74% solution in heptane) and 2 g of propylene glycol are then introduced into the above mixture. Coating is identical to that described in Example 1.
Crosslinking is carried out in a few minutes, after passage under an infrared radiation device.
-6- After cooling of the matrix, a peelable protective film of polyester is applied to the crosslinked adhesive system.
The matrix is then cut up so as to obtain square transdermal devices having rounded corners, of area 20 cm 2 corresponding to 80 mg of piribedil per system.
PHARMACOLOGICAL STUDY OF THE DEVICES OF THE INVENTION EXAMPLE To determine the availability of piribedil transdermally, in vivo studies in healthy human subjects were performed.
The transcutaneous absorption of piribedil was Sdetermined by GC-MS assay of the plasma concentrations of the active principle during application of the device described in Example 3 for 72 hours.
•The results of the absorption of piribedil are shown in Diagram I.
The appearance of the curve in Diagram I shows that, for a given transdermal device, the plasma concentration of piribedil is constant during the 72 hours of application of the device, and is established very rapidly.
e*
S
Claims (6)
1. A self-sticking matrix system for the sustained transcutaneous release of piribedil, which comprises an occlusive support film coated with a self-sticking matrix covered with a peelable protective film.
2. The self-sticking piribedil matrix system as claimed in claim 1, in which the polymer skeleton of the matrix consists of a medical grade silicone elastomer in which piribedil, and optionally absorption promoters, are dispersed.
3. The self-sticking piribedil matrix system as claimed claim 1, in which the matrix is made self-sticking by the incorporation of a second silicone elastomer dissolved in an organic solvent.
4. The self-sticking piribedil matrix system as claimed in claim 1, in which the crosslinking of the polymer skeleton of the matrix is carried out by passage under an infrared radiation device.
The self-sticking piribedil matrix system as claimed in claim 1, permitting the sustained release of piribedil for a period of between 1 and 7 days.
6. The self-sticking piribedil matrix system as claimed No in any one of claims 1 to 5, which is useful in the treatment of psycho-behavioral disorders of cerebral senescence, stroke, extrapyramidal passive tremor, acute retinal ischemic events, cochleovestibular disorders of ischemic origin and the manifestations of arteritis uf the lower limbs. DATED this 19th day of July 1991. ADIR ET COMPAGNIE WATERMARK PATENT TRADEMARK ATTORNEYS "THE ATRIUM" 290 BURWOOD ROAD HAWTHORN. VIC. 3122. ABSTRACT SELF-STICKING MATRIX SYSTEM FOR THE SUSTAINED TRANSCU~TANEOUS RELEASE OF PIRIBEDIL 41 ADIR ET COMPAGNIE 1 RUE CARLE HEBERT F-92415 COURBEVOIE CEDEX Me i ia.r d c s
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9009361A FR2664815B1 (en) | 1990-07-23 | 1990-07-23 | SELF-ADHESIVE MATRIX SYSTEM FOR THE EXTENDED RELEASE OF THE PIRIBEDIL BY TRANSCUTANEOUS ROUTE. |
FR9009361 | 1990-07-23 |
Publications (2)
Publication Number | Publication Date |
---|---|
AU8121391A AU8121391A (en) | 1992-01-30 |
AU635653B2 true AU635653B2 (en) | 1993-03-25 |
Family
ID=9398984
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU81213/91A Ceased AU635653B2 (en) | 1990-07-23 | 1991-07-22 | Self-sticking matrix system for the sustained transcutaneous release of piribedil |
Country Status (15)
Country | Link |
---|---|
EP (1) | EP0468875B1 (en) |
JP (1) | JPH04234322A (en) |
AT (1) | ATE124271T1 (en) |
AU (1) | AU635653B2 (en) |
CA (1) | CA2047508A1 (en) |
DE (1) | DE69110781T2 (en) |
DK (1) | DK0468875T3 (en) |
ES (1) | ES2075942T3 (en) |
FR (1) | FR2664815B1 (en) |
GR (1) | GR3017276T3 (en) |
IE (1) | IE912577A1 (en) |
NZ (1) | NZ239074A (en) |
OA (1) | OA09384A (en) |
PT (1) | PT98416B (en) |
ZA (1) | ZA915769B (en) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2675383B1 (en) * | 1991-04-18 | 1995-05-12 | Bernard Aranda | USE OF A MEDICINAL PRODUCT FOR THE MANUFACTURE OF A MEDICINAL PRODUCT FOR THE TREATMENT OF HYPERACTIVE OR UNSTABLE BLADDER. |
FR2691361B1 (en) | 1992-05-19 | 1994-07-08 | Adir | SELF-ADHESIVE MATRIX SYSTEM FOR THE EXTENDED RELEASE OF THE PIRIBEDIL BY TRANSCUTANEOUS ROUTE. |
DE19512181C2 (en) | 1995-03-31 | 2003-11-06 | Hexal Pharma Gmbh | Transdermal system with ramipril and / or trandolapril as an ACE inhibitor |
US5785991A (en) * | 1995-06-07 | 1998-07-28 | Alza Corporation | Skin permeation enhancer compositions comprising glycerol monolaurate and lauryl acetate |
EP1150661B1 (en) * | 1999-02-05 | 2003-10-22 | Cipla Ltd. | Topical sprays comprising a film forming composition |
AU2002320038B2 (en) | 2001-06-18 | 2007-07-05 | Noven Pharmaceuticals, Inc. | Enhanced drug delivery in transdermal systems |
US6805878B2 (en) | 2001-09-13 | 2004-10-19 | Noven Pharmaceuticals, Inc. | Transdermal administration of ACE inhibitors |
CN105267173A (en) * | 2014-05-30 | 2016-01-27 | 北京星昊医药股份有限公司 | Piribedil sustained-release tablets and preparation method thereof |
BR112017007942A2 (en) | 2014-10-30 | 2017-12-19 | Textile Based Delivery Inc | release systems |
CN105232475A (en) * | 2015-11-19 | 2016-01-13 | 哈尔滨圣吉药业股份有限公司 | Piribedil controlled-release pellets and preparing method thereof |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0196769A2 (en) * | 1985-02-25 | 1986-10-08 | Rutgers, The State University of New Jersey | A novel transdermal pharmaceutical absorption dosage unit |
AU1950388A (en) * | 1987-06-22 | 1989-01-19 | Biogal Gyogyszergyar | Pharmaceutical formulation ensuring the transdermal absorption of the active ingredient and process for preparing same |
EP0304381A2 (en) * | 1987-08-14 | 1989-02-22 | Rhone-Poulenc Chimie | Flexible laminated fabric for a transfer adhesive system |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2519986A1 (en) * | 1982-01-21 | 1983-07-22 | Adir | NOVEL BENZODIOXINE DERIVATIVES, PROCESSES FOR PREPARING THEM AND PHARMACEUTICAL COMPOSITIONS COMPRISING SAME |
DE3344691A1 (en) * | 1983-12-10 | 1985-06-20 | Bayer Ag, 5090 Leverkusen | ACTIVE GAS EXHAUST SYSTEMS |
-
1990
- 1990-07-23 FR FR9009361A patent/FR2664815B1/en not_active Expired - Fee Related
-
1991
- 1991-07-22 NZ NZ239074A patent/NZ239074A/en unknown
- 1991-07-22 AU AU81213/91A patent/AU635653B2/en not_active Ceased
- 1991-07-22 PT PT98416A patent/PT98416B/en not_active IP Right Cessation
- 1991-07-22 JP JP3180719A patent/JPH04234322A/en active Pending
- 1991-07-22 CA CA002047508A patent/CA2047508A1/en not_active Abandoned
- 1991-07-23 DE DE69110781T patent/DE69110781T2/en not_active Expired - Fee Related
- 1991-07-23 DK DK91402036.7T patent/DK0468875T3/en active
- 1991-07-23 IE IE257791A patent/IE912577A1/en unknown
- 1991-07-23 OA OA60046A patent/OA09384A/en unknown
- 1991-07-23 EP EP91402036A patent/EP0468875B1/en not_active Expired - Lifetime
- 1991-07-23 ZA ZA915769A patent/ZA915769B/en unknown
- 1991-07-23 AT AT91402036T patent/ATE124271T1/en not_active IP Right Cessation
- 1991-07-23 ES ES91402036T patent/ES2075942T3/en not_active Expired - Lifetime
-
1995
- 1995-08-31 GR GR950402394T patent/GR3017276T3/en unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0196769A2 (en) * | 1985-02-25 | 1986-10-08 | Rutgers, The State University of New Jersey | A novel transdermal pharmaceutical absorption dosage unit |
AU1950388A (en) * | 1987-06-22 | 1989-01-19 | Biogal Gyogyszergyar | Pharmaceutical formulation ensuring the transdermal absorption of the active ingredient and process for preparing same |
EP0304381A2 (en) * | 1987-08-14 | 1989-02-22 | Rhone-Poulenc Chimie | Flexible laminated fabric for a transfer adhesive system |
Also Published As
Publication number | Publication date |
---|---|
PT98416A (en) | 1994-01-31 |
ATE124271T1 (en) | 1995-07-15 |
FR2664815B1 (en) | 1994-11-04 |
EP0468875B1 (en) | 1995-06-28 |
CA2047508A1 (en) | 1992-01-24 |
JPH04234322A (en) | 1992-08-24 |
NZ239074A (en) | 1992-10-28 |
DE69110781D1 (en) | 1995-08-03 |
PT98416B (en) | 1999-01-29 |
OA09384A (en) | 1992-09-15 |
IE912577A1 (en) | 1992-01-29 |
ZA915769B (en) | 1992-05-27 |
EP0468875A2 (en) | 1992-01-29 |
AU8121391A (en) | 1992-01-30 |
GR3017276T3 (en) | 1995-11-30 |
DK0468875T3 (en) | 1995-11-20 |
ES2075942T3 (en) | 1995-10-16 |
DE69110781T2 (en) | 1995-11-23 |
EP0468875A3 (en) | 1992-04-01 |
FR2664815A1 (en) | 1992-01-24 |
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