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GB2061111A - Long acting pharmaceutical composition - Google Patents

Long acting pharmaceutical composition Download PDF

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Publication number
GB2061111A
GB2061111A GB8034222A GB8034222A GB2061111A GB 2061111 A GB2061111 A GB 2061111A GB 8034222 A GB8034222 A GB 8034222A GB 8034222 A GB8034222 A GB 8034222A GB 2061111 A GB2061111 A GB 2061111A
Authority
GB
United Kingdom
Prior art keywords
tiaramide
acceptable salt
pharmaceutically acceptable
composition
pharmaceutical composition
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.)
Withdrawn
Application number
GB8034222A
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.)
Fujisawa Pharmaceutical Co Ltd
Original Assignee
Fujisawa Pharmaceutical Co Ltd
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 Fujisawa Pharmaceutical Co Ltd filed Critical Fujisawa Pharmaceutical Co Ltd
Publication of GB2061111A publication Critical patent/GB2061111A/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/20Pills, tablets, discs, rods
    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2022Organic macromolecular compounds
    • A61K9/205Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2054Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/20Pills, tablets, discs, rods
    • A61K9/2004Excipients; Inactive ingredients
    • A61K9/2022Organic macromolecular compounds
    • A61K9/2031Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, polyethylene oxide, poloxamers

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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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A long acting pharmaceutical composition comprises Tiaramide or its pharmaceutically acceptable salt, as an active ingredient, and a dissolution regulating agent. The composition may be covered with a readily soluble composition of Tiaramide or its pharmaceutically acceptable salt.

Description

SPECIFICATION Long acting pharmaceutical composition This invention relates to a long acting pharmaceutical composition of Tiaramide or its pharmaceutically acceptable salt.
More particularly, this invention reiates to a long acting pharmaceutical composition which comprises Tiaramide or its pharmaceutically acceptable salt as an active ingredient and a dissolution regulating agent, wherein the said composition may be optionally covered with a readily soluble composition of Tiaramide or its pharmaceutically acceptable salt.
Tiaramide, i.e. 3 -L4- (2 - hydroxyethyl - 1 - piperazinyl) - carbonylmethylj - 5 - chloro - 2 - benzothiazolinone or its pharmaceutically acceptable salt as used as an active ingredient in this invention is widely known as an excellent analgesic, antiallergic and antiinflammatory medicine, among which, Tiaramide hydrochloride is marketted in a form oftabletfororal administration use.
As to Tiaramide or its pharmaceutically acceptable salt, it is understood that said drug is very rapidly absorbed in the body, for example, its serum concentration in human beings comes up to the maximum within about one hour after its oral administration.
However, Tiaramide or its pharmaceutically acceptable salt is excreted so rapidly that more than 90% of Tiaramide is excreted in the urine within about 20 hours after its administration, and accordingly its serum concentration decreases rapidly in a short time after its administration.
Due to the behavior of Tiaramide or its pharmaceutically acceptable salt as explained above, it is necessary for patients to take the drug many times a day for efficient therapy.
After extensive studies of various pharmaceutical compositions, the problem as given above has been solved based upon the new finding that the inventors of this invention have found out a long acting pharmaceutical composition of Tiaramide or its pharmaceutically acceptable salt which comprises Tiaramide or its pharmaceutically acceptable salt as an active ingredient and a dissolution regulating agent, wherein the said composition may be optionally covered with a readily soluble composition of Tiaramide or its pharmaceutically acceptable salt, for efficient the reapy.
Namely, according to this invention, efficient therapy can be achieved by the less dosage and less administration times of Tiaramide or its pharmaceutically acceptable salt, since the serum concentration of Tiaramide or its pharmaceutically acceptable salt can be maintained for a long time by administration of the composition of this invention to human beings.
Suitable pharmaceutically acceptable salt of Tiaramideto be used in this invention may include hydrochloride and any other pharmaceutically acceptable acid addition salt.
Suitable "dissolution regulating agent" may include a mixture of a water-slightly soluble substance (e.g. (C1 to C6) alkyl cellulose such as ethyl cellulose, cellulose acetate, paraffin, etc.) and a water-soluble substance (e.g. polyethylene glycol, polyvinyl alcohol, polyvinylpyrrolidone, hydroxy (C1 to C6) alkyl cellulose compound such as hydroxypropyl methylcellulose or hydroxypropyl cellulose, etc.), and the like.
Suitable "readily soluble composition of Tiaramide or its pharmaceutically acceptable salt", which is an optional portion of this invention, may be a conventional one used for usual oral administration such as powder, granules, tablets or the like.
And in case that this composition is used in tablets, the formulation of said composition may be the same as that of the marketted Tiaramide hydrochloride tablet.
According to this invention, in case that a long acting pharmaceutical composition comprises Tiaramide or its pharmaceutically acceptable salt as an active ingredient and a dissolution regulating agent, the said composition can be used in a conventional pharmaceutical form, preferably in tablet.
In case that a long acting pharmaceutical composition of this invention comprises the composition comprising Tiaramide or its pharmaceutically acceptable salt as an active ingredient and a dissolution regulating agent and the readily soluble composition of Tiaramide or its pharmaceutically acceptable salt, the said composition can be also used in a conventional pharmaceutical form, preferably in dry coated tablets, wherein the outside of the composition comprising Tiaramide or its pharmaceutically acceptable salt and the dissolution regulating agent is covered with the readily soluble composition of Tiaramide or its pharmaceutically acceptable salt.
Amount of the "dissolution regulating agent" can be suitably selected according to a kind of the dissolution regulating agent. For example, in case that the dissolution regulating agent is a mixture of ethyl cellulose and polyethylene glycol, preferable amount of "ethyl cellulose" to "whole amount of the composition comprising Tiaramide or its pharamaceutically acceptable salt and the dissolution regulating agent" is 1 to 40 weight percent (more preferably 2 to 30 weight percent and most preferably 5 to 20 weight percent), and preferable amount of "polyethylene glycol" to "whole amount ofthe composition comprising Tiaramide or its pharmaceutically acceptable salt and the dissolution regulating agent" is 1 to 30 weight percent (more preferably 2 to 25 weight percent).
Amount of Tiaramide or its pharmaceutically acceptable salt to be contained in the composition of this invention can be suitably selected. For example, in case that Tiaramide hydrochloride is used as an active ingredient in this invention, preferable amount of "Tiaramide hydrochloride" to "whole amount of the composition comprising Tiaramide hydrochloride and the dissolution regulating agent" is 40 to 70 weight percent (more preferably 50 to 60 weight percent), and preferable amount of "Tiaramide hydrochloride" to "whole amount of the readily soluble composition of Tiaramide hydrochloride" is 10 to 30 weight percent (more preferably 10 to 20 weight percent).
In case that the long acting pharmaceutical composition of this invention comprises the composition comprising Tiaramide hydrochloride and the dissolution regulating agent and the readily soluble composition ofTiaramide hydrochloride, preferable ratio of "Tiaramide hydrochloride contained in the composition comprising Tiaramide hydrochloride and the dissolution regulating agent" to "Tiaramide hydrochloride contained in the readily soluble composition ofTiaramide hydrochloride" is 1:2 to 2:1.
The long acting pharmaceutical composition of this invention can be prepared in a conventional manner. The pharmaceutical composition ofthis invention may contain various organic or inorganic additives, which are conventionally used for the purpose of pharmaceutical preparation, such as excipient (e.g. lactose, starch, sucrose, etc.), binding agent (e.g. starch, hydroxypropyl cellulose, polyvinylpyrrolidone, gelatin, etc.), disintegrator (e.g. microcrystalline cellulose, starch, carboxymethyl cellulose, etc.), lubricant (e.g. talc, mag Table 1 nesium stearate, etc.), or the like.
The following comparative test data are given to illustrate superiority of the pharmaceutical composition of this invention in comparison with the marketting Tiaramide hydrochloride tablet.
Experiment (1) Dissolution test The each dissolution rate of the tablets obtained in Examples of this invention and the marketting tablet (110 mgofTiaramide hydrochloride iscontained) was determined according to the rotating basket method tU.S.P. XIX Method I) under 100 r.p.m. with (a) simulated gastric juice (J.P. IX Disintegration Test Solution Na. 1) (hereinafter referred to "Method A" or (b) simulated gastric juice (J.P. IX Disintegration Test Solution No. 2) (hereinafter referred to "Method" B") or (c) firstly with "Method A" for 1 hour and the "Method B" continuously (hereinafter referred to "Method C".
The results are shown in the following Table 1.
Dissolution rate (%) Tablet Method Time (hour) 113 0.5 1 2 3 4 5 6 7 8 Markettingtablet A 92 100 - Example A A - 25 40 48 55 63 68 73 79 Example 2 (A) B - - 28 46 60 73 81 88 93 99 Example 2 (B) B - - 27 42 53 63 73 78 88 93 Example 2 (C) B - - 23 33 42 51 56 63 67 72 Example 3 (90% C2HsOH B - - 29 46 59 69 74 79 83 85 Example3(85%C2H5OH) B - - 29 52 66 70 77 81 83 86 lExample3(80%C2H5OH) B - - 41 64 78 87 94 97 98 Example4 C - 13 27 51 65 75 83 89 Example 5 (300 mg) A - - 35 49 59 66 73 77 Example 5 (400 mg) A - - 33 45 54 62 67 72 Example A A - 35 47 57 63 69 73 77 Example C - 36 39 56 68- 76 82 86 90 93 (2) Bioavailabllity' test in dogs The one tablet weighing 300 mg (165 mg of Tiaramide hydrochloride is contained) obtained in Example 5 of this invention and the two marketting tablets (total amount of Tiaramide hydrochlorid'e is Table 2 165 mg) were orally dosed to 6 beagle dogs, respectively, and then the serum concentration of Tiaramide was determined by gas-liquid chromatography.
The results were shown in the following Table 2.
Mean serum concentration (,zg/ml) ofTiaramide Tablet rime (hour) 0.5 1 2 4 6 8 10 12 24 Marketting tablet 0.6 3.2 4.1 1.3 0.7 0.6 0.6 - 0.2 Tablet (300 mg) of Example - 2.2 2.4 2.0 1.6 1.0 0.7 0.6 0.3 (3) Bioavailabilitytestin human beings The one tablet (220 mg of Tiaramide hydrochloride is contained) obtained in Example 6 of this invention was orally dosed to 12 male volunteers and the two markettingtablets (one tablet contains 110 mg of Tiaramide hydrochloride) were orally dosed twice to 12 male volunteers at the interval of 6 hours, respectively. After the first administration, the serum concentration of Tiaramide was determined by gasliquid chromatography, and the area under the serum concentration-time curve of Tiaramide was calculated.
The results were shown in the following Tables 3 and 4 and Figure 1.
Figure 1 shows the mean serum concentrations of Tiaramide after single oral dosing with the tablet obtained in Example 6 of this invention and after twice oral dosing (Intervals: 6 hours) with the marketting tablet to twelve volunteers.
Table3 (Serum concentration of Tiaramide)
Mean serum concentration (,ag/ml) of Tiaramide Tablet Time (hour) 1 2 4 6 7 8 10 12 24 Marketting 0.46 0.33 0.09 0.03 0.37 0.35 0.12 0.03 0.01 tablet Tablet of 0.26 0.29 0.24 0.14 - 0.13 0.10 0.08 0.02 Example 6 Table 4 (Area underthe serum concentration-time curve of Tiaramide) Marketting tablet: 2.58,ag.ml ' .hour (mean) Tablet of Example 6:: 2.59,ag.ml ' .hour (mean) According to the above experimental results, it can be said that the long acting pharmaceutical composition of this invention is much superiortothe marketting tablet for efficient therapy of patients.
The following Examples are given to illustrate this invention, but this invention is not limited thereto.
Example 1 Each of Tiaramide hydrochloride (55 weight parts), ethyl cellulose (15 weight parts) and lactose (22 weight parts) is passed through a 16 mesh-sieve and these are blended for 10 minutes, and then kneaded with a solution of macrogol 6000 (polyethylene glycol) (7 weight parts) in 90 to 99% v/v aqueous solution of ethanol.
The resulting mixture was dried for 10 hours with chamber dryer at 40"C, granulated in 800 to 50ill size and then blended with magnesium stearate (1 weight part). The resulting mixture was granulated for tablets and then compressed into tablets weighing 200 mg. Thus obtained tablets, when desired, can be coated with sugar-coating or film-coating in a conventional manner.
Example 2 The following weight parts of ethyl cellulose and lactose were used instead of those in Example 1.
(A) (B) (C) ethyl cellulose 5 8 22 Lactose 32 29 15 Example 3 80% v/v or 85% v/v aqueous solution of ethanol was used instead of 90 to 99% v/v aqueous solution of ethanol in Example 1 or 2.
Example 4 The each tablet obtained in Example 1 was coated with coating liquid of hydroxypropyl methylcellulose phthalate (7.4 weight parts), triacetin (0.4 weight parts), isopropyl alcohol (46.1 weight parts and dichloromethane (46.1 weight parts) until the weight of the coating solid part of the tablet became 4.0 mg.
Example 5 Tablets weighing 400 mg or 300 mg were obtained by treating tiaramide hydrochloride (55 weight parts), ethyl cellulose (17.5 weight parts), lactose (20 weight parts), macrogol 6000 (polyethylene glycol) (6.5 weight parts) and magnesium stearate (1 weight part) in a similar manner to that in Example 1.
Example 6 The each tablet weighing 400 mg obtained in Example 5 was coated with coating liquid of hydroxypropyl methylcellulose until the weight of the coating solid part of the tablet became 12 mg.
Example 7 (1) Tiaramide hydrochloride (14.3 weight parts), lactose (67 weight parts) and corn starch (17 weight parts) were blended and then kneaded with a sulution of metolose (1 weight part) in distilled water.
After the resulting mixture was dried and granulated to give a readily soluble composition of Tiaramide hydrochloride.
(2) The outside ofthe each tablet obtained in Example 1 or 2 or 3 or 4 or 5 or 6 was covered with the readily soluble composition obtained in the above (1), and then compresses into dry coated tablet weighing 550 mg. The dry coated tablet was coated with coating liquid of polyvinylacetal diethylaminoacetate (7 weight parts) and ethanol (93 weight parts) until the weight of the coating solid part became 10 mg.

Claims (8)

1. A long acting pharmaceutical composition of Tiaramide or its pharmaceutically acceptable salt which comprises Tiaramide or its pharmacuaticaily acceptable salt as an active ingredient and a dissolution regulating agent, wherein the said composition may be optionally covered with a readily soluble composition of Tiaramide or its pharmaceutically acceptable salt.
2. The pharmaceutical composition of claim 1, which comprises Tiaramide or its pharmaceutically acceptable salt and a dissolution regulating agent.
3. The pharmaceutical composition ofclaim 2, wherein the dissolution regulating agent is a mixture of a water-slightly soluble substance and a watersoluble substance.
4. The pharmaceutical composition of claim 3, wherein the dissolution regulating agent is a mixture of ethyl cellulose and polyethylene glycol.
5. The pharmaceutical composition of claim 4, which is tablet.
6. The pharmaceutical composition of claim 1, which comprises Tiaramide or its pharmaceutically acceptable salt as an active ingredient and a dissolution regulating agent and a readily solublecomposition of Tiaramide or its pharmaceutically acceptable salt.
7. The preparation of claim 6, wherein the outside of the composition comprising Tiaramide or its pharmaceutically acceptable salt and the dissolution regulating agent is covered with the readily soluble composition of Tiaramide or its pharmaceutically acceptable salt.
8. The preparation of claim 7, which is dry coated tablet.
GB8034222A 1979-10-25 1980-10-23 Long acting pharmaceutical composition Withdrawn GB2061111A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP13850679A JPS5661311A (en) 1979-10-25 1979-10-25 Thial amide or prolonged pharmaceutical preparation comprising its salt

Publications (1)

Publication Number Publication Date
GB2061111A true GB2061111A (en) 1981-05-13

Family

ID=15223717

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8034222A Withdrawn GB2061111A (en) 1979-10-25 1980-10-23 Long acting pharmaceutical composition

Country Status (10)

Country Link
JP (1) JPS5661311A (en)
AU (1) AU6325380A (en)
BE (1) BE885806A (en)
DE (1) DE3040042A1 (en)
FR (1) FR2467596A1 (en)
GB (1) GB2061111A (en)
IT (1) IT1134039B (en)
NL (1) NL8005873A (en)
NZ (1) NZ195299A (en)
ZA (1) ZA806383B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4428951A (en) * 1982-04-22 1984-01-31 Fujisawa Pharmaceutical Co., Ltd. Long acting pharmaceutical composition
NL8500724A (en) * 1985-03-13 1986-10-01 Univ Groningen DEVICES FOR REGULAR RELEASE OF ACTIVE SUBSTANCES AND METHOD OF MANUFACTURE THEREOF
IT1200178B (en) * 1986-07-23 1989-01-05 Alfa Farmaceutici Spa GALENIC FORMULATIONS WITH SCHEDULED SALE CONTAINING DRUGS WITH ANTI-FLOGISTIC ACTIVITY
IT1215726B (en) * 1988-01-18 1990-02-22 Alfa Wassermann Spa GALENIC FORMULATIONS WITH SCHEDULED SALE.
US5840737A (en) 1996-01-04 1998-11-24 The Curators Of The University Of Missouri Omeprazole solution and method for using same
US8993599B2 (en) 2003-07-18 2015-03-31 Santarus, Inc. Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them
US8906940B2 (en) 2004-05-25 2014-12-09 Santarus, Inc. Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3388041A (en) * 1964-01-27 1968-06-11 Richardson Merrell Inc High dosage sustained release tablet
JPS5495719A (en) * 1978-01-09 1979-07-28 Fujisawa Pharmaceut Co Ltd Pharmaceutical composition containing tiaramide of its acid addition salt, and its preparation

Also Published As

Publication number Publication date
ZA806383B (en) 1981-10-28
NL8005873A (en) 1981-04-28
BE885806A (en) 1981-04-21
NZ195299A (en) 1983-06-14
IT1134039B (en) 1986-07-24
FR2467596A1 (en) 1981-04-30
JPS5661311A (en) 1981-05-26
AU6325380A (en) 1981-04-30
IT8025577A0 (en) 1980-10-24
DE3040042A1 (en) 1981-05-14

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