WO1999062559A1 - Comprimes pharmaceutiques comprenant du cefuroxime axetil - Google Patents

Comprimes pharmaceutiques comprenant du cefuroxime axetil Download PDF

Info

Publication number
WO1999062559A1
WO1999062559A1 PCT/CA1999/000446 CA9900446W WO9962559A1 WO 1999062559 A1 WO1999062559 A1 WO 1999062559A1 CA 9900446 W CA9900446 W CA 9900446W WO 9962559 A1 WO9962559 A1 WO 9962559A1
Authority
WO
WIPO (PCT)
Prior art keywords
cefuroxime axetil
carbonate
tablet
bicarbonate
tablets
Prior art date
Application number
PCT/CA1999/000446
Other languages
English (en)
Inventor
Bernard Charles Sherman
Original Assignee
Bernard Charles Sherman
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 Bernard Charles Sherman filed Critical Bernard Charles Sherman
Priority to AU38074/99A priority Critical patent/AU3807499A/en
Publication of WO1999062559A1 publication Critical patent/WO1999062559A1/fr

Links

Classifications

    • 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
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545—Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2009—Inorganic compounds
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
    • A61K9/2077—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates

Definitions

  • Cefuroxime axetil is an antibiotic effective against a wide spectrum of microorganisms.
  • Antibiotics for oral administration should be in a form which provides high bioavailability, whereby absorption into the bloodstream from the gastro-intestinal tract is maximized.
  • Pure cefuroxime axetil can be produced in crystalline form or amorphous form.
  • U.S. patent 4820833 discloses that the pure amorphous form is more soluble in water than the pure crystalline form and gives higher bioavailability upon oral administration.
  • U.S. patent 4897270 further discloses that film coated tablets comprising cefuroxime axetil (even in amorphous form) give low levels of absorption into the blood stream unless the tablets are formulated such that, when the tablet is ingested, the film coating ruptures very rapidly and the core then disintegrates immediately.
  • U.S. patent 5677433 discloses a new ⁇ crystalline form which purports to have good bioavailability characteristics.
  • U.S. patents 4820833 and 4897270 teach that good absorption from tablets comprising cefuroxime axetil can be achieved only if the cefuroxime axetil used in the formulation is in pure amorphous form and the tablets contain sufficient disintegrant to cause them to disintegrate immediately in gastro-intestinal fluid.
  • Copending Canadian patent application 2,209,868 discloses that the need to use cefuroxime axetil in pure amorphous form can be overcome by making a co-precipitate of cefuroxime axetil and a water-soluble excipient.
  • prior art tablets have required inclusion of a relatively large amount of disintegrant to cause the tablets to disintegrate sufficiently rapidly to enable satisfactory absorption after ingestion.
  • the disintegrant is an ingredient which absorbs water and swells to cause the tablet to disintegrate when immersed in gastro-intestinal fluid.
  • Preferred disintegrants are water-insoluble cross-linked polymers, including, for example, croscarmellose sodium, sodium starch glycolate, and crospovidone.
  • the carbonate and bicarbonate that may be used within the scope of the invention may be any carbonate or bicarbonate that is sufficiently non-toxic to be suitable for use as a pharmaceutical excipient, including for example sodium bicarbonate, sodium carbonate, calcium carbonate, potassium carbonate, and magnesium carbonate.
  • Preferred carbonates and bicarbonates are sodium bicarbonate, sodium carbonate and calcium carbonate.
  • Gastric fluid is acidic.
  • the acid in the gastric fluid will react with the carbonate or bicarbonate.
  • the reaction causes release of carbon dioxide, and thus effervescence.
  • compositions within the scope of the present invention are thus pharmaceutical tablets that comprise cefuroxime axetil and a carbonate or bicarbonate.
  • each tablet contained of about 627 mg of cefuroxime axetil, which in turn is equivalent to about 500 mg of cefuroxime.
  • the tablets were also tested for dissolution as set out in the United States Pharmacoepia, 23rd edition, page 316.
  • the result was over 75% in 45 minutes, which exceeds the lower limit set in the United States Pharmacoepia, and is sufficient to ensure good absorption.

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des comprimés pharmaceutiques comprenant du cefuroxime axetil et un carbonate ou un bicarbonate.
PCT/CA1999/000446 1998-05-29 1999-05-18 Comprimes pharmaceutiques comprenant du cefuroxime axetil WO1999062559A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU38074/99A AU3807499A (en) 1998-05-29 1999-05-18 Pharmaceutical tablets comprising cefuroxime axetil

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CA2,239,331 1998-05-29
CA 2239331 CA2239331C (fr) 1998-05-29 1998-05-29 Comprimes pharmaceutiques a base de cefuroxime axetil

Publications (1)

Publication Number Publication Date
WO1999062559A1 true WO1999062559A1 (fr) 1999-12-09

Family

ID=4162505

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CA1999/000446 WO1999062559A1 (fr) 1998-05-29 1999-05-18 Comprimes pharmaceutiques comprenant du cefuroxime axetil

Country Status (3)

Country Link
AU (1) AU3807499A (fr)
CA (1) CA2239331C (fr)
WO (1) WO1999062559A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000030647A1 (fr) * 1998-11-26 2000-06-02 Biochemie Gesellschaft M.B.H. Compositions contenant du cefuroxime axetil
EP1342470A1 (fr) * 2002-03-04 2003-09-10 Pharmathen S.A. Compositions à libération rapide de Cefuroxime Axetil
WO2005002540A2 (fr) * 2003-07-01 2005-01-13 Ranbaxy Laboratories Limited Compositions de cefuroxime axetil sous forme de suspensions pharmaceutiques pulverulentes seches
WO2005018618A1 (fr) * 2003-08-23 2005-03-03 Korea United Pharm, Inc Preparation d'un comprime stable a l'absorption de l'humidite et a dissolution rapide contenant du cefuroxime axetil et procede de fabrication correspondant
WO2005067895A1 (fr) * 2004-01-16 2005-07-28 Sandoz Ag Compositions pharmaceutiques a liberation controlee
CN104230957A (zh) * 2013-06-09 2014-12-24 广东立国制药有限公司 头孢呋辛酸的制备方法及该过程中去除dcc内酯的方法
CN106109433A (zh) * 2016-08-10 2016-11-16 瑞阳制药有限公司 头孢呋辛酯薄膜衣片及其制备方法
CN114191375A (zh) * 2021-12-20 2022-03-18 广东金城金素制药有限公司 一种注射用头孢呋辛钠及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2126479A (en) * 1982-09-10 1984-03-28 Glaxo Group Ltd Pharmaceutical-compositions in inert carbon dioxide atmosphere
US4820833A (en) * 1982-07-30 1989-04-11 Glaxo Group Limited Preparation of a highly pure, substantially amorphous form of cefuroxime axetil
US4897270A (en) * 1985-09-30 1990-01-30 Glaxo Group Limited Pharmaceutical compositions
WO1999008683A1 (fr) * 1997-08-15 1999-02-25 Bernard Charles Sherman Compositions pharmaceutiques contenant un cefuroxime axetil

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4820833A (en) * 1982-07-30 1989-04-11 Glaxo Group Limited Preparation of a highly pure, substantially amorphous form of cefuroxime axetil
GB2126479A (en) * 1982-09-10 1984-03-28 Glaxo Group Ltd Pharmaceutical-compositions in inert carbon dioxide atmosphere
US4897270A (en) * 1985-09-30 1990-01-30 Glaxo Group Limited Pharmaceutical compositions
WO1999008683A1 (fr) * 1997-08-15 1999-02-25 Bernard Charles Sherman Compositions pharmaceutiques contenant un cefuroxime axetil

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000030647A1 (fr) * 1998-11-26 2000-06-02 Biochemie Gesellschaft M.B.H. Compositions contenant du cefuroxime axetil
US6727243B1 (en) 1998-11-26 2004-04-27 Biochemie Gesellschaft M.B.H. Compositions comprising cefuroxime axetil
EP1342470A1 (fr) * 2002-03-04 2003-09-10 Pharmathen S.A. Compositions à libération rapide de Cefuroxime Axetil
WO2005002540A2 (fr) * 2003-07-01 2005-01-13 Ranbaxy Laboratories Limited Compositions de cefuroxime axetil sous forme de suspensions pharmaceutiques pulverulentes seches
WO2005002540A3 (fr) * 2003-07-01 2005-02-17 Ranbaxy Lab Ltd Compositions de cefuroxime axetil sous forme de suspensions pharmaceutiques pulverulentes seches
WO2005018618A1 (fr) * 2003-08-23 2005-03-03 Korea United Pharm, Inc Preparation d'un comprime stable a l'absorption de l'humidite et a dissolution rapide contenant du cefuroxime axetil et procede de fabrication correspondant
WO2005067895A1 (fr) * 2004-01-16 2005-07-28 Sandoz Ag Compositions pharmaceutiques a liberation controlee
CN104230957A (zh) * 2013-06-09 2014-12-24 广东立国制药有限公司 头孢呋辛酸的制备方法及该过程中去除dcc内酯的方法
CN104230957B (zh) * 2013-06-09 2017-02-08 广东立国制药有限公司 头孢呋辛酸的制备方法及该过程中去除dcc内酯的方法
CN106109433A (zh) * 2016-08-10 2016-11-16 瑞阳制药有限公司 头孢呋辛酯薄膜衣片及其制备方法
CN114191375A (zh) * 2021-12-20 2022-03-18 广东金城金素制药有限公司 一种注射用头孢呋辛钠及其制备方法

Also Published As

Publication number Publication date
AU3807499A (en) 1999-12-20
CA2239331C (fr) 1999-11-30

Similar Documents

Publication Publication Date Title
US5256699A (en) Dispersible tablet formulation of diclofenac acid free base
US5064656A (en) Uncoated pharmaceutical reaction tablet
US4755385A (en) Oral pharmaceutical preparations containing 9-deoxo-11-deoxy-9,11-[imino[2-(2-methoxyethoxy)-ethylidene]-oxy]-(9S)-erythromycin
AU639137B2 (en) Superior tasting pharmaceutical composition having porous particles and the process of preparing such pharmaceutical composition
EP0250023B1 (fr) Forme de dosage de la nitrofurantoine
CA2000763C (fr) Produit dispersant
CA2182004C (fr) Comprimes enrobes de paracetamol et de domperidone
GB2105590A (en) Flotable controlled release preparations
US3865935A (en) Tableting of erythromycin base
AU2020213378A1 (en) Dual use oral pharmaceutical composition tablets of sulfate salts and methods of use thereof
CA2239331C (fr) Comprimes pharmaceutiques a base de cefuroxime axetil
EP1429748B1 (fr) Compositions solides comprenant du ramipril
US5456925A (en) Pharmaceutical compositions containing furan derivatives
EP1684728B1 (fr) Forme non effervescente de naproxene de sodium comprenant du bicarbonate de soude
EP0121901B1 (fr) Pastilles à libération contrôlée indépendante du PH
US6485744B1 (en) Stabilized cefuroxime axetil
CA1108992A (fr) Composition pharmaceutique contenant du 1,3-bis(2- carboxychromone-5-yloxy)2-hydroxypropane
CA2071262C (fr) Formes posologiques stabilisees de solides de compositions de salicylatede carboxymethylcellulose metallique de choline
US5281421A (en) Gemfibrozil formulations
CA2049817A1 (fr) Formulations de gemfibrozil
RU2200558C1 (ru) Лекарственное средство, содержащее финастерид
AU2002325125A1 (en) Solid compositions comprising ramipril
MXPA96004298A (en) Solid dose forms containing bism
WO2003063867A1 (fr) Comprimes stables exempts de saccharides, comprenant un sel de quinapril ou de moexipril

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU BR JP US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 09701076

Country of ref document: US

122 Ep: pct application non-entry in european phase