WO2004012701A2 - Nouveau contenant polymere enterique robuste dependant du ph, ameliore par rapport aux formes posologiques existantes - Google Patents

Nouveau contenant polymere enterique robuste dependant du ph, ameliore par rapport aux formes posologiques existantes Download PDF

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Publication number
WO2004012701A2
WO2004012701A2 PCT/IN2003/000263 IN0300263W WO2004012701A2 WO 2004012701 A2 WO2004012701 A2 WO 2004012701A2 IN 0300263 W IN0300263 W IN 0300263W WO 2004012701 A2 WO2004012701 A2 WO 2004012701A2
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WO
WIPO (PCT)
Prior art keywords
enteric
novel
solution
coating
cap
Prior art date
Application number
PCT/IN2003/000263
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English (en)
Other versions
WO2004012701A3 (fr
Inventor
Ajit Singh
Meena Parashuraman
Original Assignee
Scitech Centre
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
Application filed by Scitech Centre filed Critical Scitech Centre
Priority to AU2003274683A priority Critical patent/AU2003274683A1/en
Publication of WO2004012701A2 publication Critical patent/WO2004012701A2/fr
Publication of WO2004012701A3 publication Critical patent/WO2004012701A3/fr

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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
    • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
    • A61K9/4816—Wall or shell material

Definitions

  • the present invention relates to enteric polymeric capsules and more
  • capsules for pharmaceutical applications consists of capsule
  • Such capsules contain two parts: a capsule
  • plasticizer particularly triethyl citrate
  • JP62016432A2 titled ENTERIC COATING COMPOSITION also teaches
  • composition as disclosed by JP62016432A2 consists essentially of a
  • composition Various plasticizers are known in the art for use in the capsules.
  • plasticizers are known in the art for use in the capsules.
  • time is sometimes recognized with time. If triacetin is used, there is a problem of acetic acid smell formation with time.
  • Triethyl citrate as plasticizer in the shell composition.
  • the soft gelatin capsule is prepared along with the inside
  • the present invented capsule can be supplied as empty
  • German Patent No. DE 322 22476 describes a pharmaceutical
  • composition in which a soft gelatin capsule that is resistant to digestive
  • crotonic acid copolymer and an alkali metal salt, ammonia salt, or amino
  • the capsules are further treated
  • polymer in the shell reacts with the active ingredient and reduces the
  • plasticizer glycerin and propylene glycol as plasticizers. Further, the patent claims
  • plasticizer is not just optional, but it is mandatory requirement in
  • the primary object of the present invention is to overcome the above
  • Still most important object of the present invention is to eliminate the step
  • Another object of the present invention is to provide a process for
  • the present invention essentially resides in a surprising discovery that triethyl citrate (TEC) in particular and other plasticizers in general when
  • polymeric composition especially gelatin and other compositions like HPMC, modified starch, modified polyvinyl acetate
  • substances which can substitute triethyl citrate are dibutyl pthalate, diethyl pthalate, benzyl phenyl formate, sorbitol and others.
  • the present invention gives an answer to the coating problems and gives
  • the present invention comprises the use of enteric polymers such as
  • methacrylic acid copolymer cellulose acetate phthalate, hydroxy propyl methylcellulose and hydroxypropyl methylcellulose phthalate, Polyvinyl acetate phthalate and other gastro resistant polymers and combinations thereof.
  • the present invention provides a novel pH dependent robust enteric polymeric container consisting of a body and a cap such as hard capsules and the like and a process of manufacturing the same comprising the steps of:
  • the alkaline solution used for neutralizing enteric polymer is prepared by
  • the enteric polymer is selected in the range 1 % to 60%.
  • the plasticizer is selected in the range of 0.5% to 7% preferably 1 to 5%.
  • the aqueous gelatin solution is in the range of 3 to 35% preferably in the range 5 to 25%.
  • the gelatin solution was added at a temperature in the range 45°C to 55° C, preferably in the range 46°C to 52°C.
  • the enteric polymer is selected from a group consisting methacrylic acid
  • Methacrylic acid copolymer comprises 5% W/W to 60% W/W preferably it
  • Cellulose acetate phthalate is to be used in the range of 2 to 12%,
  • Hydroxypropyl methylcellulose pthalate is to be used within the range of 1
  • Gelatin is used in the range of 3 to 35% in the composition, preferably
  • Colourants surfactants, opacifiers, silicon dioxide, preservatives like
  • capsule body shell and cap shell like any other regular capsule.
  • the containers may or may not be sealed either by applying an enteric
  • the above said containers can be printed both axially and radially in one
  • the present invention also teaches an improved process for reducing the
  • Triethyl citrate to optimize the correct desired concentration.
  • citrate was used in 0.5, 1 .0, 1 .5, 2, 3, 4, 5, 6 and 7% addition level.
  • Triethyl citrate finds use in this invention as mentioned herein:
  • Methacrylic acid polymer was added in ammoniated water and stirred for
  • the TEC floats on top and does not give uniform solution.
  • the containers of the present invention are made by the conventional dip
  • the containers such as injection- moulding and the like.
  • Methacrylic acid copolymer 7.86 g.
  • Methacrylic acid copolymer 13.79 g.
  • Methacrylic acid copolymer C slowly to above solution under stirring deareate the solution on the water bath. Gelatin solution is added to the polymer solution under stirring at temp 52°C and deareate the final solution at temp 52°C.
  • Hard gelatin capsules are molded in conventional dip molding process. Propylene glycol is a plasticizer and gives capsules that are not sturdy. The capsules were soft and pliable.
  • Methacrylic acid copolymer C To Methacrylic acid copolymer C Suspension slowly add ammonia solution under stirring de-aerate the solution on the water bath. Add triethyl citrate to the polymer solution under stirring. Gelatin solution is added to the polymer solution under stirring at temp 52°C and de-aerate the final solution at temp 52°C. Hard gelatin capsules are molded in conventional dip molding process.
  • Gelatin solution is added to the polymer solution under stirring at temp 52°C and de-aerate the final solution at temp 52°C.
  • Hard gelatin capsules are molded in conventional dip molding process. Capsules were not brittle for 10 days and retained the mechanical strength. But cellulose acetate phthalate (CAP) did not give good result in stability studies.
  • Example-16
  • Example 20 Added water to sodium bicarbonate and mixed, well. Added methacrylic acid copolymer to the above and stirred. Gelatin solution was added to above solution and mixed well. De-aerated the solution at 40 deg. C on a water bath. Films were prepared before dip molding the capsules to check the disintegration properties. The films did not disintegrate in gastric pH for 2 hrs. This passes the enteric test. The films were soft without any brittleness. Example 20
  • HPMCP was dispersed in water and ammonia was added to solubilise it.
  • HPMCP was dispersed in water and ammonia was added to solubilise it. Carrageenan and potassium chloride was added and gelatin solution was added to the above. A film was prepared to check the disintegration properties. The film was very BRITTLE and did not dissolve in gastric pH for 2 hours.
  • Carrageenan ( gelling aid ) 0.5 g.
  • Potassium chloride 0.04 g.
  • HPMCP was dispersed in water and ammonia was added to solubilise it.
  • Carrageenan and potassium chloride was added and gelatin solution was added to the above.
  • a film was prepared to check the disintegration properties. The film was very BRITTLE and did not dissolve in gastric pH for 2 hours. Study of Brittleness of Enteric capsules with different concentrations of Triethyl citrate.
  • Brittleness Take 100 capsule shells devoid of long short, broken or separated ones, place each shell on a smooth hard surface. Using a brass rod of 150mm length and 25 mm diameter and weighing approximately 0.5 kg, press the entire length of the shell until the sides meet. Repeat with another 99 shells. Not more than two shells crack, ship or break. If more than two but less than six shells fail to comply with the test, repeat the test with another 100 shells taken at random. The sample being examined if not more than six out of 200 shells fail to comply with the test.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne de nouveaux contenants polymères entériques robustes dépendants du pH, telles des capsules dures, et un procédé de fabrication de ceux-ci. Les contenants polymères sont caractérisés en ce qu'ils présentent une élasticité améliorée grâce à une proportion adéquate de plastifiants dans la composition de l'enveloppe de la capsule, plutôt que dans la composition d'enrobage.
PCT/IN2003/000263 2002-08-02 2003-08-01 Nouveau contenant polymere enterique robuste dependant du ph, ameliore par rapport aux formes posologiques existantes WO2004012701A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003274683A AU2003274683A1 (en) 2002-08-02 2003-08-01 NOVEL pH DEPENDENT ROBUST ENTERIC POLYMERIC CONTAINER, AN IMPROVEMENT OVER EXISTING ENTERIC DOSAGE FORMS.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US6912002 2002-08-02
US691/MUM/2002 2002-08-02

Publications (2)

Publication Number Publication Date
WO2004012701A2 true WO2004012701A2 (fr) 2004-02-12
WO2004012701A3 WO2004012701A3 (fr) 2004-03-25

Family

ID=36118207

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2003/000263 WO2004012701A2 (fr) 2002-08-02 2003-08-01 Nouveau contenant polymere enterique robuste dependant du ph, ameliore par rapport aux formes posologiques existantes

Country Status (2)

Country Link
AU (1) AU2003274683A1 (fr)
WO (1) WO2004012701A2 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2223685A1 (fr) * 2007-11-13 2010-09-01 Shanghai Huiyuan Vegetal Capsule Co., Ltd Enveloppe de gélule dure, gastrorésistante et sans gélatine et procédé de préparation de celle-ci
WO2011048388A3 (fr) * 2009-10-22 2011-06-30 Probio Asa Compositions nutraceutiques et pharmaceutiques orales
WO2013188681A1 (fr) * 2012-06-14 2013-12-19 Microvention, Inc. Compositions de traitement polymères
EP2772250A1 (fr) * 2002-10-01 2014-09-03 Banner Pharmacaps, Inc. Composition entérique pour la fabrication d'un enrobage de capsule souple
US9254270B2 (en) 2002-10-01 2016-02-09 Banner Life Sciences Llc Enteric soft capsules
JP2016517422A (ja) * 2013-03-15 2016-06-16 バナー ライフ サイエンシズ リミティド ライアビリティ カンパニー 非ゼラチン性腸溶性軟質カプセル
US9775814B2 (en) 2014-06-20 2017-10-03 Patheon Softgels Inc. Enteric soft capsule compositions
EP3272341A1 (fr) * 2016-03-30 2018-01-24 Gdanski Uniwersytet Medyczny Films élastiques entériques destinés à la production de capsules
US10525010B2 (en) 2012-05-02 2020-01-07 Capsugel Belgium Nv Aqueous dispersions of controlled release polymers and shells and capsules thereof
US10813886B2 (en) 2013-11-04 2020-10-27 Capsugel Belgium Nv Methods and systems for improved bioavailability of active pharmaceutical ingredients including esomeprazole

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4138013A (en) * 1976-08-27 1979-02-06 Parke, Davis & Company Enteric capsules
EP0056825A1 (fr) * 1981-01-22 1982-08-04 Capsugel A.G. Procédé pour la préparation de capsules pharmaceutiques ayant des propriétés entériques
DE3222476A1 (de) * 1982-06-15 1983-12-15 Warner-Lambert Co., 07950 Morris Plains, N.J. Magensaftresistente weichgelatinekapseln und verfahren zu ihrer herstellung
WO2001024780A2 (fr) * 1999-10-01 2001-04-12 Natco Pharma Limited Composition pharmaceutique amelioree et procede de fabrication

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6216432A (ja) * 1985-07-05 1987-01-24 Shin Etsu Chem Co Ltd 腸溶性コ−テイング用組成物

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4138013A (en) * 1976-08-27 1979-02-06 Parke, Davis & Company Enteric capsules
EP0056825A1 (fr) * 1981-01-22 1982-08-04 Capsugel A.G. Procédé pour la préparation de capsules pharmaceutiques ayant des propriétés entériques
DE3222476A1 (de) * 1982-06-15 1983-12-15 Warner-Lambert Co., 07950 Morris Plains, N.J. Magensaftresistente weichgelatinekapseln und verfahren zu ihrer herstellung
WO2001024780A2 (fr) * 1999-10-01 2001-04-12 Natco Pharma Limited Composition pharmaceutique amelioree et procede de fabrication

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 011, no. 193 (C-430), 20 June 1987 (1987-06-20) & JP 62 016432 A (SHIN ETSU CHEM CO LTD), 24 January 1987 (1987-01-24) cited in the application *

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9433585B2 (en) 2002-10-01 2016-09-06 Banner Life Sciences Llc Enteric soft capsules
EP2772250A1 (fr) * 2002-10-01 2014-09-03 Banner Pharmacaps, Inc. Composition entérique pour la fabrication d'un enrobage de capsule souple
US9254270B2 (en) 2002-10-01 2016-02-09 Banner Life Sciences Llc Enteric soft capsules
EP2223685A4 (fr) * 2007-11-13 2013-08-21 Shanghai Huiyuan Vegetal Capsule Co Ltd Enveloppe de gélule dure, gastrorésistante et sans gélatine et procédé de préparation de celle-ci
EP2223685A1 (fr) * 2007-11-13 2010-09-01 Shanghai Huiyuan Vegetal Capsule Co., Ltd Enveloppe de gélule dure, gastrorésistante et sans gélatine et procédé de préparation de celle-ci
WO2011048388A3 (fr) * 2009-10-22 2011-06-30 Probio Asa Compositions nutraceutiques et pharmaceutiques orales
US10525010B2 (en) 2012-05-02 2020-01-07 Capsugel Belgium Nv Aqueous dispersions of controlled release polymers and shells and capsules thereof
WO2013188681A1 (fr) * 2012-06-14 2013-12-19 Microvention, Inc. Compositions de traitement polymères
JP2016517422A (ja) * 2013-03-15 2016-06-16 バナー ライフ サイエンシズ リミティド ライアビリティ カンパニー 非ゼラチン性腸溶性軟質カプセル
EP2968081A4 (fr) * 2013-03-15 2016-08-10 Banner Life Sciences Llc Capsules entériques molles ne contenant pas de gélatine
US10813886B2 (en) 2013-11-04 2020-10-27 Capsugel Belgium Nv Methods and systems for improved bioavailability of active pharmaceutical ingredients including esomeprazole
US9775814B2 (en) 2014-06-20 2017-10-03 Patheon Softgels Inc. Enteric soft capsule compositions
US10226432B2 (en) 2014-06-20 2019-03-12 Patheon Softgels Inc. Enteric soft capsule compositions
EP3272341A1 (fr) * 2016-03-30 2018-01-24 Gdanski Uniwersytet Medyczny Films élastiques entériques destinés à la production de capsules

Also Published As

Publication number Publication date
AU2003274683A8 (en) 2004-02-23
AU2003274683A1 (en) 2004-02-23
WO2004012701A3 (fr) 2004-03-25

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