GB2163956A - Percutaneous anaesthetic composition for topical application - Google Patents

Percutaneous anaesthetic composition for topical application Download PDF

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Publication number
GB2163956A
GB2163956A GB08422759A GB8422759A GB2163956A GB 2163956 A GB2163956 A GB 2163956A GB 08422759 A GB08422759 A GB 08422759A GB 8422759 A GB8422759 A GB 8422759A GB 2163956 A GB2163956 A GB 2163956A
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GB
United Kingdom
Prior art keywords
composition
amethocaine
anaesthetic
total weight
weight based
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.)
Granted
Application number
GB08422759A
Other versions
GB2163956B (en
GB8422759D0 (en
Inventor
Aaron David Woolfson
Dermot Francis Mccafferty
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Etudes Scientifiques Et Industrielles De L'ile-De France Ste
Original Assignee
Etudes Scientifiques Et Industrielles De L'ile-De France Ste
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10566481&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=GB2163956(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority to GB08422759A priority Critical patent/GB2163956B/en
Application filed by Etudes Scientifiques Et Industrielles De L'ile-De France Ste filed Critical Etudes Scientifiques Et Industrielles De L'ile-De France Ste
Publication of GB8422759D0 publication Critical patent/GB8422759D0/en
Priority to IS3035A priority patent/IS3035A7/en
Priority to IL76092A priority patent/IL76092A0/en
Priority to IN643/MAS/85A priority patent/IN165072B/en
Priority to PH32693A priority patent/PH21731A/en
Priority to ZA856501A priority patent/ZA856501B/en
Priority to DE19853531002 priority patent/DE3531002A1/en
Priority to NZ213325A priority patent/NZ213325A/en
Priority to PT81079A priority patent/PT81079B/en
Priority to AU47006/85A priority patent/AU581246B2/en
Priority to LU86068A priority patent/LU86068A1/en
Priority to GR852142A priority patent/GR852142B/el
Priority to ZW142/85A priority patent/ZW14285A1/en
Priority to KR1019850006446A priority patent/KR860002267A/en
Priority to DE8585401721T priority patent/DE3585580D1/en
Priority to IT48529/85A priority patent/IT1182854B/en
Priority to AT85401721T priority patent/ATE73352T1/en
Priority to BE0/215548A priority patent/BE903186A/en
Priority to FR8513184A priority patent/FR2569982B1/en
Priority to ZM61/85A priority patent/ZM6185A1/en
Priority to CS856356A priority patent/CS261887B2/en
Priority to DD85280366A priority patent/DD236876A5/en
Priority to EP85401721A priority patent/EP0175609B1/en
Priority to CH3849/85A priority patent/CH666815A5/en
Priority to DK406785A priority patent/DK406785A/en
Priority to OA58673A priority patent/OA08158A/en
Priority to HU853378A priority patent/HU193611B/en
Priority to NO853504A priority patent/NO853504L/en
Priority to FI853416A priority patent/FI853416L/en
Priority to JP60197484A priority patent/JPS6185316A/en
Priority to MA20745A priority patent/MA20519A1/en
Priority to PL25528585A priority patent/PL255285A1/en
Publication of GB2163956A publication Critical patent/GB2163956A/en
Publication of GB2163956B publication Critical patent/GB2163956B/en
Application granted granted Critical
Expired legal-status Critical Current

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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
    • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • 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
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0014—Skin, i.e. galenical aspects of topical compositions
    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
    • A61K31/24—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group having an amino or nitro group
    • A61K31/245—Amino benzoic acid types, e.g. procaine, novocaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A61K47/38—Cellulose; Derivatives thereof
    • 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
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies

Abstract

A composition for topical percutaneous anaesthesia comprises an anaesthetic e.g. amethocaine, dispersed in an aqueous gel e.g. methylcellulose or sodium carbopol and water. Amethocaine stability is enhanced by the gel matrix.

Description

SPECIFICATION Percutaneous anaesthetic composition for topical application and associated method This invention relates to amethocaine containing compositions.
Amethocaine (2-dimethyl aminoethyl p-butyl-aminobenzoate) is used in topical preparations to provide surface anaesthesia. Attempts to produce topical percutaneous anaesthesia in which the anaesthetic agent is required to penetrate the stratum corneum, have suffered from a number of disadvantages: (1) High concentrations of the drug have been required (up to 33%).(2) Previous compositions produced unacceptable side effects. (3) Previous compositions required occlusive dressings to be used. (4) Previous compositions required prolonged time periods for effective percutaneous anaesthesia.
Heretofore amethocaine has been dispersed in ethanol or isopropyl alcohol (45%), glycerine (10%) and water (45%) or hydrophilic ointment (95%) or petrolatum (95%) or DMSO (dimethyl sulphoxide). The formulations containing ethanol or isopropyl alcohol, glycerine and water tend to be very mobile in nature and hence delineation of the site is difficult. Furthermore, these solutions have only limited stability. The other formulations suffer from the same disadvantage. Formulations containing hydrophilic ointment or petrolateum retard the onset of anaesthetic effect while compositions containing DMSO cause painful disruption to the skin surface.
According to one aspect of the present invention, there is provided a composition for topical application comprising: amethocaine; an aqueous gelling agent and water in which the said gels are formed; the amethocaine being substantially completely retained as the discontinuous solid phase, whereby when in said composition the amethocaine is protected from hydrolysis during storage but when the composition is applied to the skin the amethocaine melts and is made available for sorption According to another aspect of the present invention, there is provided a composition for use as a topical percutaneous anaesthetic comprising an anaesthestic, an aqueous gelling agent for stabilising the anaesthetic and water, the composition being such that, in use, the anaesthetic melts and disperses throughout the gel to promote penetration.
The invention also comprises the method of providing topical percutaneous anaesthesia by applying an effective amount of the above defined composition to an intact skin area.
The present invention provides an amethocaine containing composition which spreads little or not at all after application to the skin surface. The formulation is protected by the application of a suitable nonabsorbent dressing (occlusive or non-occlusive) and is left in contact with the skin for a minimu period of 20 minutes. Thereafter, the dressing and application are removed before the surgical procedure takes place. The composition provides a profound anaesthetic effect sufficiently deep to block the underlying nociceptors (pain receptors) and hence allows the painless removal of full thickness skin grafts, penetration of the skin by injection needles (e.g. venepuncture) and other such minor surgical procedures. The composition obviates the use of local infiltration anaesthesia under these circumstances and can be easily applied by non-medical personnel.
The amethocaine-containing composition of the present invention for topical percutaneous anaesthesia may comprise 1 to 7% preferably 4% amethocaine, dispersed in an aqueous gel such as 0.5 to 2% carbomer or 3 to 10% methylcellulose, 81 to 94.5% water; the said percentages being by weight based on the total weight of the composition. The amethocaine powder is distributed throughout the gel which must not contain any extraneous lipophilic phase. The large crystal structure in the viscous gel matrix stabilises amethocaine by retarding its dissolution and consequent alkaline hydrolysis of the ester group, provided a temperature of 30 degrees centigrade is not exceeded. Amethocaine melts at approximately 41 degrees centrigrade, however in the composition its melting point is lowered to 30-32 degrees centigrade. Skin temperature is usually about 30 degrees centigrade.When the composition is applied to the skin surface the large crystals of amethocaine gradually melt and become dispersed as small oil droplets throughout the gel. Amethocaine is therefore present in molecular form and, provided no other lipophilic phase is present, these oil droplets are highly penetrative with respect to the skin and its underlying structures. The presence of extraneous lipophilic phases will require increased concentrations of amethocaine to be present so that a similar therapeutic efficacy can be maintained. It is not necessary to include a preservative in the composition due to the inherent antimicrobial properties of amethocaine.
The composition may be made by conventional techniques. Thus, amethocaine may be added to the formed carbomer or methylcellulose gel and then thoroughly mixed. Alternatively, the sodium salt of the carbomer can be preformed as per manufacturers instructions. Under these circumstances the composition can be made as before or amethocaine can be added to and dispersed in water whereupon the sodium salt of carbopol is then added and the composition thoroughly mixed until the gel has formed.
The compositions of the invention are both easily spread and removed from the skin and leave no greasiness on the skin surface due to the aqueous base of the composition.
The following are preferred formulations in accordance with the present invention: Example 1 The following ingredients are mixed together in the manner already described: amethocaine 4.0% Sodium Carbopol 934 1.2% water 94.8% Example 2 amethocaine 4.0% methylcellulose 450 7.0% water 89.0% The compositions of this invention are applied to intact skin as a thick covering which is then protected by a non-absorbant dressing. The composition should be left in place for a minimum period of 20 minutes or up to one hour, preferably 30 minutes, whereafter the dressing and composition can be removed.
Complete anaesthetic effect may have taken place at this time or may require a further time lapse (up to 50 minutes), depending on individual variation, to fully develop. The anaesthetic effect remains from 2 to 8 hours again depending on individual variation.

Claims (15)

1. A composition for topical application comprising: amethocaine; an aqueous gelling agent; and water in which the said gels are formed; the amethocaine being substantially completely retained as the discontinuous solid phase, whereby when in said composition the amethocaine is protected from hydrolysis during storage but when the composition is applied to the skin the amethocaine melts and is made available for sorption.
2. A composition as claimed in claim 1, comprising 1 to 7% of amethocaine by weight based on the total weight of the composition.
3. A composition as claimed in claim 1 or 2, comprising 0.5% to 10% of an aqueous gelling agent by weight based on the total weight of the composition.
4. A composition as claimed in claim 1, 2 or 3, comprising 81 to 945% water by weight based on the total weight of. the composition.
5. A composition for use as a topical percutaneous anaesthetic comprising an anaesthetic, an aqueous gelling agent for stabilizing the anaesthetic and water, the composition being such that, in use, the anaesthetic melts and disperses throughout the gel to promote penetration.
6. A composition as claimed in claim 5, in which the anaesthetic is amethocaine.
7. A composition as claimed in claim 5 or 6, comprising 1 to 7% of anaesthetic by weight based on the total weight of the composition.
8. A composition as claimed in claim 5, 6 or 7 comprising 0.5 to 10% of an aqueous gelling agent by weight based on the total weight of the composition.
9. A composition as claimed in claim 5,6,7 or 8, comprising 81 to 94.5% water by weight based on the total weight of the composition.
10. A composition according to any preceding claim,in which the aqueous gelling agent is carbomer.
11. A composition according to any of ciaims 1 to 7 in which the aqueous gelling agent is methylcellulose.
12. A composition according to claim 8 comprising: 0.5 to 2% of carbomer by weight based on the total weight of the composition.
13. A composition according to claim 9, comprising 3 to 10% of methylcellulose by weight based on the total weight of the composition.
14. A composition for topical application in accordance with example 1 or 2.
15. A method of providing topical percutaneous anaesthesia which comprises applying to an intact skin area an effective amount of a composition as claimed in any preceding claim.
GB08422759A 1984-09-08 1984-09-08 Percutaneous anaesthetic composition for topical application Expired GB2163956B (en)

Priority Applications (32)

Application Number Priority Date Filing Date Title
GB08422759A GB2163956B (en) 1984-09-08 1984-09-08 Percutaneous anaesthetic composition for topical application
IS3035A IS3035A7 (en) 1984-09-08 1985-08-13 Chemical composition for topical anesthesia and method of preparation.
IL76092A IL76092A0 (en) 1984-09-08 1985-08-14 Percutaneous anaesthetic composition for topical application and its preparation
IN643/MAS/85A IN165072B (en) 1984-09-08 1985-08-16
PH32693A PH21731A (en) 1984-09-08 1985-08-26 Percutaneous anaesthetic composition for topical application and associated method
ZA856501A ZA856501B (en) 1984-09-08 1985-08-27 Percutaneous anaestic composition for topical application and associated method
DE19853531002 DE3531002A1 (en) 1984-09-08 1985-08-30 TOPICAL, PERCUTANEAN, ANESTHETIC COMPOSITION
NZ213325A NZ213325A (en) 1984-09-08 1985-09-02 Topical percutaneous anaesthetic containing gelling agent
PT81079A PT81079B (en) 1984-09-08 1985-09-03 A process for the preparation of a composition containing 2-dimethylaminopyridine (ametocain) -butylamine benzoate for percutaneous nesthesia for topical use.
AU47006/85A AU581246B2 (en) 1984-09-08 1985-09-03 Percutaneous anaesthetic composition for topical application and associated method
LU86068A LU86068A1 (en) 1984-09-08 1985-09-04 PERCUTANEOUS ANESTHETIC COMPOSITION FOR TOPICAL USE AND METHOD OF APPLICATION
GR852142A GR852142B (en) 1984-09-08 1985-09-04
ZW142/85A ZW14285A1 (en) 1984-09-08 1985-09-04 Percutaneous anaesthetic composition for topical application and associated method
KR1019850006446A KR860002267A (en) 1984-09-08 1985-09-04 Method of producing topical transdermal anesthetic composition
EP85401721A EP0175609B1 (en) 1984-09-08 1985-09-05 Transdermal anaesthetic composition for topical use and process for its application
IT48529/85A IT1182854B (en) 1984-09-08 1985-09-05 PERCUTANEOUS ANESTHESIC COMPOSITION FOR TOPICAL USE AND APPLICATION PROCEDURE
DE8585401721T DE3585580D1 (en) 1984-09-08 1985-09-05 TRANSDERMAL ANESTHETIC FOR LOCAL USE AND METHOD FOR USE THEREOF.
AT85401721T ATE73352T1 (en) 1984-09-08 1985-09-05 TRANSDERMAL ANESTHETICAL FOR TOPICAL USE AND METHODS OF ADMINISTRATION.
BE0/215548A BE903186A (en) 1984-09-08 1985-09-05 PERCUTANEOUS ANESTHETIC COMPOSITION FOR TOPICAL USE AND METHOD OF APPLICATION
FR8513184A FR2569982B1 (en) 1984-09-08 1985-09-05 PERCUTANEOUS ANESTHETIC COMPOSITION FOR TOPICAL USE AND PREPARATION METHOD THEREOF
ZM61/85A ZM6185A1 (en) 1984-09-08 1985-09-05 Percutaneous anaesthetic composition for tropical application and associated method
CS856356A CS261887B2 (en) 1984-09-08 1985-09-05 Method of amethocaine containing aqueous agent stabilization
DD85280366A DD236876A5 (en) 1984-09-08 1985-09-05 METHOD FOR PRODUCING A PERCUTANEOUS ANESTHETIC COMPOSITION
PL25528585A PL255285A1 (en) 1984-09-08 1985-09-06 Method of obtaining an anaesthetic composition capable of acting through skin
OA58673A OA08158A (en) 1984-09-08 1985-09-06 Percutaneous anesthetic composition for topical use and method of application.
DK406785A DK406785A (en) 1984-09-08 1985-09-06 PERCUTANT EFFECTIVE LOCAL ANESTHETIC PREPARATION AND PROCEDURE FOR PREPARING THEREOF
CH3849/85A CH666815A5 (en) 1984-09-08 1985-09-06 PERCUTANEOUS ANESTHETIC COMPOSITION FOR TOPICAL USE.
HU853378A HU193611B (en) 1984-09-08 1985-09-06 Process for producing local anaesthetic compositions absorbing through the leather
NO853504A NO853504L (en) 1984-09-08 1985-09-06 PROCEDURE FOR PREPARING A PERCUTANT ANAESTHETIC PREPARATION.
FI853416A FI853416L (en) 1984-09-08 1985-09-06 FOERFARANDE FOER FRAMSTAELLNING AV EN PERKUTANISK ANESTETISK KOMPOSITION FOER LOKAL APPLIKATION.
JP60197484A JPS6185316A (en) 1984-09-08 1985-09-06 Percutaneous anesthetic composition for local application
MA20745A MA20519A1 (en) 1984-09-08 1985-09-06 PERCUTANEOUS ANESTHETIC COMPOSITION FOR TROPICAL USE AND METHOD OF APPLICATION

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB08422759A GB2163956B (en) 1984-09-08 1984-09-08 Percutaneous anaesthetic composition for topical application

Publications (3)

Publication Number Publication Date
GB8422759D0 GB8422759D0 (en) 1984-10-10
GB2163956A true GB2163956A (en) 1986-03-12
GB2163956B GB2163956B (en) 1988-03-30

Family

ID=10566481

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08422759A Expired GB2163956B (en) 1984-09-08 1984-09-08 Percutaneous anaesthetic composition for topical application

Country Status (31)

Country Link
EP (1) EP0175609B1 (en)
JP (1) JPS6185316A (en)
KR (1) KR860002267A (en)
AT (1) ATE73352T1 (en)
AU (1) AU581246B2 (en)
BE (1) BE903186A (en)
CH (1) CH666815A5 (en)
CS (1) CS261887B2 (en)
DD (1) DD236876A5 (en)
DE (2) DE3531002A1 (en)
DK (1) DK406785A (en)
FI (1) FI853416L (en)
FR (1) FR2569982B1 (en)
GB (1) GB2163956B (en)
GR (1) GR852142B (en)
HU (1) HU193611B (en)
IL (1) IL76092A0 (en)
IN (1) IN165072B (en)
IS (1) IS3035A7 (en)
IT (1) IT1182854B (en)
LU (1) LU86068A1 (en)
MA (1) MA20519A1 (en)
NO (1) NO853504L (en)
NZ (1) NZ213325A (en)
OA (1) OA08158A (en)
PH (1) PH21731A (en)
PL (1) PL255285A1 (en)
PT (1) PT81079B (en)
ZA (1) ZA856501B (en)
ZM (1) ZM6185A1 (en)
ZW (1) ZW14285A1 (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0322197A1 (en) * 1987-12-22 1989-06-28 Drythanol Ltd. New dithranol compositions
WO1992013533A1 (en) * 1991-01-30 1992-08-20 Smith & Nephew Plc Pharmaceutical compositions containing amethocaine
US5658583A (en) * 1995-07-28 1997-08-19 Zhang; Jie Apparatus and methods for improved noninvasive dermal administration of pharmaceuticals
US6245347B1 (en) 1995-07-28 2001-06-12 Zars, Inc. Methods and apparatus for improved administration of pharmaceutically active compounds
US6261595B1 (en) 2000-02-29 2001-07-17 Zars, Inc. Transdermal drug patch with attached pocket for controlled heating device
US6284266B1 (en) 1995-07-28 2001-09-04 Zars, Inc. Methods and apparatus for improved administration of fentanyl and sufentanil
US6453648B1 (en) 1999-07-06 2002-09-24 Zars, Inc. Method for manufacturing a heat generating apparatus
US6955819B2 (en) 1998-09-29 2005-10-18 Zars, Inc. Methods and apparatus for using controlled heat to regulate transdermal and controlled release delivery of fentanyl, other analgesics, and other medical substances
US8337883B2 (en) 2006-11-03 2012-12-25 Durect Corporation Transdermal delivery systems

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GB8712518D0 (en) * 1987-05-28 1987-07-01 Univ Belfast Unit-dose film composition
SE9402453D0 (en) * 1994-07-12 1994-07-12 Astra Ab New pharmaceutical preparation
KR20030083316A (en) * 2002-04-20 2003-10-30 김성수 Solid lidocaine pharmaceutical for local anesthesia of pharynx
US9186334B2 (en) 2009-05-04 2015-11-17 Nuvo Research Inc. Heat assisted lidocaine and tetracaine for transdermal analgesia
JP5648174B2 (en) 2009-05-04 2015-01-07 ヌボ リサーチ インコーポレイテッド Methods of treating pain associated with neuromas, nerve strangulation, and other conditions

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GB633062A (en) * 1945-02-01 1949-12-12 Benjamin Clayton Improvements in or relating to ointment bases
GB948838A (en) * 1961-12-04 1964-02-05 Lucien Harnist Hemorrhoidal compositions containing topical anesthetics
GB1464975A (en) * 1973-03-13 1977-02-16 Astra Laekemedel Ab Composition having local anesthetic effect
GB2007090A (en) * 1977-11-07 1979-05-16 Toko Yakuhin Kogyo Kk Composition for topical preparations and process for producing the same

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US3337406A (en) * 1963-12-12 1967-08-22 Mar Sal Inc Treatment of arteriosclerotic diseases
DE2413143A1 (en) * 1974-03-19 1975-10-09 Inst Chimii Drevesiny Akademii Local anaesthetic soln or ointment - contains high molecular deriv of para-amino-benzoic acid 2-diethyl-amino ethyl ester hydrochloride
SE7713618L (en) * 1977-12-01 1979-06-02 Astra Laekemedel Ab LOCAL ANESTHETIC MIXTURE
DE3234350A1 (en) * 1982-09-16 1984-03-22 Roland 3400 Göttingen Hemmann Process for the preparation of a germicidal and surface-anaesthetic medicinal composition

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB633062A (en) * 1945-02-01 1949-12-12 Benjamin Clayton Improvements in or relating to ointment bases
GB948838A (en) * 1961-12-04 1964-02-05 Lucien Harnist Hemorrhoidal compositions containing topical anesthetics
GB1464975A (en) * 1973-03-13 1977-02-16 Astra Laekemedel Ab Composition having local anesthetic effect
GB2007090A (en) * 1977-11-07 1979-05-16 Toko Yakuhin Kogyo Kk Composition for topical preparations and process for producing the same

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5061486A (en) * 1987-12-22 1991-10-29 Drythanol Ltd. Dithranol composition containing no oily ingredients
EP0322197A1 (en) * 1987-12-22 1989-06-28 Drythanol Ltd. New dithranol compositions
US5733930A (en) * 1991-01-30 1998-03-31 Boardman; David Graham Pharmaceutical compositions containing amethocaine
WO1992013533A1 (en) * 1991-01-30 1992-08-20 Smith & Nephew Plc Pharmaceutical compositions containing amethocaine
GB2258397A (en) * 1991-01-30 1993-02-10 Smith & Nephew Pharmaceutical compositions containing amethocaine
GB2258397B (en) * 1991-01-30 1994-11-09 Smith & Nephew Pharmaceutical compositions containing amethocaine
US5580901A (en) * 1991-01-30 1996-12-03 T. J. Smith & Newphew Limited Pharmaceutical compositions of amethocaine free base
US6303142B1 (en) 1995-07-28 2001-10-16 Zars, Inc. Methods and apparatus for improved administration of pharmaceutically active compounds
US6465006B1 (en) 1995-07-28 2002-10-15 Zars, Inc. Method for facilitating absorption of pharmaceutically active compounds
US6245347B1 (en) 1995-07-28 2001-06-12 Zars, Inc. Methods and apparatus for improved administration of pharmaceutically active compounds
EP2279713A2 (en) 1995-07-28 2011-02-02 Zars, Inc. Apparatus and methods for improved noninvasive dermal administration of pharmaceuticals
US6284266B1 (en) 1995-07-28 2001-09-04 Zars, Inc. Methods and apparatus for improved administration of fentanyl and sufentanil
US5658583A (en) * 1995-07-28 1997-08-19 Zhang; Jie Apparatus and methods for improved noninvasive dermal administration of pharmaceuticals
US6306431B1 (en) 1995-07-28 2001-10-23 Zars, Inc. Apparatus for heating to a desired temperature for improved administration of pharmaceutically active compounds
US6340472B1 (en) 1995-07-28 2002-01-22 Zars, Inc. Method for reducing onset time of pharmaceutically active compounds
US6780426B2 (en) 1995-07-28 2004-08-24 Zars, Inc. Method and apparatus for improved heat controlled administration of pharmaceuticals
US5919479A (en) * 1995-07-28 1999-07-06 Zars, Inc. Noninvasive dermal anesthetics
US6613350B1 (en) 1995-07-28 2003-09-02 Zars, Inc. Electrical apparatus for heating to a desired temperature for improved administration of pharmaceutically active compounds
US6546281B1 (en) 1995-07-28 2003-04-08 Zars, Inc. Integrated apparatus for controlled heat aided dermal drug delivery
US6955819B2 (en) 1998-09-29 2005-10-18 Zars, Inc. Methods and apparatus for using controlled heat to regulate transdermal and controlled release delivery of fentanyl, other analgesics, and other medical substances
US6453648B1 (en) 1999-07-06 2002-09-24 Zars, Inc. Method for manufacturing a heat generating apparatus
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US8337883B2 (en) 2006-11-03 2012-12-25 Durect Corporation Transdermal delivery systems

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Publication number Publication date
ATE73352T1 (en) 1992-03-15
JPS6185316A (en) 1986-04-30
DE3531002A1 (en) 1986-03-20
GB2163956B (en) 1988-03-30
PH21731A (en) 1988-02-10
KR860002267A (en) 1986-04-24
EP0175609A2 (en) 1986-03-26
FR2569982A1 (en) 1986-03-14
IT8548529A0 (en) 1985-09-05
FI853416L (en) 1986-03-09
IN165072B (en) 1989-08-12
IT1182854B (en) 1987-10-05
IS3035A7 (en) 1986-03-09
IL76092A0 (en) 1985-12-31
DK406785A (en) 1986-03-09
EP0175609A3 (en) 1987-01-28
AU4700685A (en) 1986-03-13
ZW14285A1 (en) 1986-01-29
OA08158A (en) 1987-03-31
FR2569982B1 (en) 1988-03-25
HU193611B (en) 1987-11-30
LU86068A1 (en) 1986-03-11
GR852142B (en) 1985-12-24
CH666815A5 (en) 1988-08-31
BE903186A (en) 1986-03-05
ZA856501B (en) 1986-05-28
PT81079B (en) 1987-10-20
NZ213325A (en) 1989-06-28
MA20519A1 (en) 1986-04-01
DK406785D0 (en) 1985-09-06
AU581246B2 (en) 1989-02-16
CS635685A2 (en) 1988-06-15
CS261887B2 (en) 1989-02-10
DE3585580D1 (en) 1992-04-16
NO853504L (en) 1986-03-10
ZM6185A1 (en) 1986-01-23
FI853416A0 (en) 1985-09-06
PT81079A (en) 1985-10-01
PL255285A1 (en) 1988-03-31
GB8422759D0 (en) 1984-10-10
DD236876A5 (en) 1986-06-25
EP0175609B1 (en) 1992-03-11
HUT39360A (en) 1986-09-29

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PCNP Patent ceased through non-payment of renewal fee

Effective date: 20020908