US20090181082A1 - Tablet - Google Patents

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Publication number
US20090181082A1
US20090181082A1 US11/909,408 US90940806A US2009181082A1 US 20090181082 A1 US20090181082 A1 US 20090181082A1 US 90940806 A US90940806 A US 90940806A US 2009181082 A1 US2009181082 A1 US 2009181082A1
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United States
Prior art keywords
tablet
plan
tablets
radius
curvature
Prior art date
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Abandoned
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US11/909,408
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English (en)
Inventor
Juan Carlos Zuniga
Sudheer A. Grandhi
Mohammed Sammour
Catherine M. Livet
Inhyok Cha
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.)
Takeda Pharmaceutical Co Ltd
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Takeda Pharmaceutical Co Ltd
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Publication date
Application filed by Takeda Pharmaceutical Co Ltd filed Critical Takeda Pharmaceutical Co Ltd
Assigned to TAKEDA PHARMACEUTICAL COMPANY LIMITED reassignment TAKEDA PHARMACEUTICAL COMPANY LIMITED ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: KOIKE, MASAHIKO, KOYAMA, HIROYOSHI
Publication of US20090181082A1 publication Critical patent/US20090181082A1/en
Abandoned legal-status Critical Current

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    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics

Definitions

  • the present invention relates to a tablet which is longer in one direction when seen in plan and more particularly to a tablet whose volume can be retained large without increasing its thickness or the like dimension and also whose yield can be improved by preventing them from sticking to each other even if they are subjected to a film-coating or the like treatment.
  • a tablet which is longer in one direction when seen in plan for example, see Patent Literature 1.
  • Concrete examples of them are a substantially rectangular tablet ( 51 ) having smooth corners when seen in plan as shown in FIG. 4( a ), a standard elliptical tablet ( 53 ) having its both ends ( 52 ) formed by semi-circles each of which has a diameter of a tablet width (W) when seen in plan as shown in FIG. 4( b ) and a substantially oval tablet ( 55 ) having its side edges ( 54 ) each formed in the shape of a smooth arc (hereafter referred to as an ‘oval tablet’).
  • the oval tablet ( 55 ) has a side edge ( 54 ) formed by an arc having a radius (R 1 ), for example, about 1.5 times a tablet length (L), to which an end arc having a further smaller radius (R 2 ) is connected smoothly so as to form an end portion ( 52 ).
  • This oval tablet ( 55 ) has only a projected area of about 80% when compared with a rectangular tablet ( 56 ) having a width (W) and a length (L) (see FIG. 4( c )). So in order to keep the volume of this oval tablet large, it is necessary, for example, to increase the thickness of the tablet when compared with the standard elliptical tablet ( 53 ). However, there was a problem that if the thickness of the tablet is increased, the tablet could hardly be swallowed when it was dosed.
  • the projected area is large in plan view.
  • the projected area is about 86% to 90% with respect to the rectangular tablet ( 56 ) (see FIG. 4( b )) having the width (W) and the length (L), although it may be different depending on the ratio of the width to the length.
  • the substantially rectangular tablet ( 51 ) when seen in plan apparently, the ratio of its projected area is much higher.
  • each of these substantially rectangular tablet ( 51 ) and the elliptical tablet ( 53 ) has a long linear portion at a side edge ( 54 ) in plan view, so that when it is subjected to the film-coating treatment, the long linear portion of this side edge ( 54 ) sticks to the other tablet through a coating agent to produce a so-called “twinning” defective product (hereafter referred to as “twin tablet”), which entails a problem of being not easy to improve the yield.
  • the twinning defective product also includes a defective product comprising at least three tablets mutually stuck.
  • Patent Literature 1 Utility Model Application Laid-Open No. 5-37924
  • the present invention has a technical object to solve the above-mentioned problems and provide a tablet which keeps its volume large without increasing its thickness or the like dimension and to enhance the yield by preventing a plurality of tablets from sticking to each other even if they are subjected to the film-coating or the like treatment.
  • the present invention is constructed as follows so as to accomplish the above-mentioned object, for example, if it is explained based on FIGS. 1 to 3 which show embodiments of the present invention.
  • a first invention 1 concerns a tablet longer in one direction, when seen in plan, which has a side edge 6 along a longitudinal direction formed by a curve projecting outwards when seen in plan view and has a projected area in plan view of at least 97% with respect to that of a standard elliptical tablet having both ends each of which is formed by a semi-circle having a diameter of a tablet width (W).
  • a second invention 2 relates to a tablet longer in one direction when seen in plan and having a side edge 6 along the longitudinal direction, formed by a curve projecting outwards when seen in plan view.
  • the side edge 6 has a radius of curvature (R 1 ) at least 1.5 times a tablet length (L).
  • the tablet of the first invention 1 and the tablet of the second invention 2 may be sometimes briefly referred to only as “the tablet of the present invention”.
  • the tablet may have ends formed mostly by straight lines like the substantial rectangle having round corners when seen in plan view or formed by one or plural arcs in combination like the substantial ellipse when seen in plan.
  • the aforesaid ratio of the projected area (hereafter referred to only as “projected area ratio”) of this tablet when seen in plan view to the projected area of the standard elliptical tablet differs depending on not only the shape of the tablet end portion, but also the ratio of the tablet width to the tablet length and the radius of curvature of the side edge. As the radius of curvature of the side edge is larger, the projected area ratio can become larger.
  • the tablet of the present invention its length is preferably set to about 1.5 to 2 times the tablet width from the aspect of the readiness and quantity of dosing.
  • the projected area ratio can be easily set to at least 97%. So this is preferable. If it is at least two times the tablet length, the projected area ratio can become larger more assuredly. This is more preferable.
  • the radius of curvature is preferably set to not more than 6 times, preferably not more than 4.5 times, more preferably not more than 4 times the tablet length.
  • the opposite end portions may be partly linear. But if whole the periphery is formed by curves projecting outwards in plan view, it is more preferable because there is no likelihood that the tablets stick to each other at any portion when it is subjected to the film-coating treatment.
  • the longitudinal ends of the tablet may be formed by large and small arcs in combination to which side edges extending along the longitudinal direction may be connected smoothly.
  • each of the end portions of this tablet is formed by an end arc having a single radius of curvature in plan view, both ends of which end arc are smoothly connected to the side edges along the longitudinal direction, the shape of the tablet is so simplified that the working becomes easy and besides the tablet-making pressure is readily applied to the tablet uniformly. Thus this is more preferable.
  • the end arcs advantageously have their both ends connected to the side edges in contact relationship, it suffices if they are substantially smoothly connected thereto. Therefore, they may be connected together with a slight crossing angle.
  • the tablet of the present invention is suitably applied to the pharmaceutical medicine including pharmaceutical active components to be dosed in a large quantity or a plurality of pharmaceutical active components.
  • metoformin or its salts for example, hydrochloride
  • cefotiam hexetil hydrochloride for example, cefotiam hexetil hydrochloride
  • azithromycin hydrate for example, valaciclovir hydrochloride
  • gabapentin for example, gabapentin
  • the plurality of pharmaceutical active components are, for example, a plurality of therapeutic agents for diabetes which provide mutually different effects and functions.
  • a combination of metoformin or its salts (for example, hydrochloride) with pioglytazon or its salts (for example, hydrochloride) is listed.
  • the tablet of the present invention weights at least 150 mg, preferably at least 300 mg, more preferably at least 600 mg.
  • the upper limit is within a range where the tablet can be swallowed when it is dosed.
  • the tablet of the present invention weights at least 300 mg, the effect of the present invention, to be mentioned later, that the volume of the tablet can be kept large without increasing the thickness of the tablet or the like dimension will be exerted extraordinarily.
  • the tablet of the present invention is preferably a film-coated tablet having a film-coating layer from the view point of being easy to dose and well resistant to sun light, being able to make a good release control and having a sufficient hardness for pharmaceutical.
  • the film-coating layer is generally 10 to 200 ⁇ m in thickness.
  • This film-coating layer preferably contains a coating substrate (for example, hydroxypropylmethyl cellulose, hydroxypropyl cellulose, cellulose acetate, ethyl cellulose, methacrylic acid copolymer LD); in addition, a sunscreen agent such as titanium oxide, talc, 3,2 iron oxide; and a plasticizer such as polyethylene glycol, propylene glycol, polysolvate, triethyl citrate, triacetyne.
  • a coating substrate for example, hydroxypropylmethyl cellulose, hydroxypropyl cellulose, cellulose acetate, ethyl cellulose, methacrylic acid copolymer LD
  • a sunscreen agent such as titanium oxide, talc, 3,2 iron oxide
  • a plasticizer such as polyethylene glycol, propylene glycol, polysolvate, triethyl citrate, triacetyne.
  • the tablet of the present invention is a film-coated tablet
  • the effect of the present invention [possibility of preventing a plurality of tablets from sticking to each other] to be mentioned later is extraordinarily exerted.
  • the first invention has a projected area in plan view set to at least 97% with respect to the projected area of the standard elliptical tablet. Further, the second invention has a projected area ratio increased by setting the radius of curvature of the side edge to at least 1.5 times the tablet length to result in being able to keep the volume large without augmenting the thickness of the tablet and the like dimension.
  • the tablet does not butt against the adjacent tablet over a long range. Accordingly, even if it is subjected to the film-coating or the like treatment, it is possible to prevent a plurality of tablets from sticking to each other with the result of being able to easily improve the yield
  • FIG. 1 is a partly broken perspective view of a tablet showing an embodiment of the present invention
  • FIG. 2 is a top view, in cross section, of the tablet according to the embodiment of the present invention.
  • FIG. 3 is a Table of Comparison of Dimension in which the tablet of the embodiment according to the present invention is compared with that of the prior art in dimension;
  • FIG. 4 shows conventional tablets.
  • FIG. 4( a ) is a top view, in cross section, of a substantially rectangular tablet having smooth corners
  • FIG. 4( b ) is a top view, in cross section, of a standard elliptical tablet when seen in plan view
  • FIG. 4( c ) is a top view, in cross section, of a substantially oval tablet.
  • FIGS. 1 and 2 show embodiments of the present invention.
  • FIG. 1 is a partly broken perspective view and FIG. 2 is a top view, in cross section of a tablet.
  • a tablet 1 has a main body 2 a peripheral side surface 3 of which is formed vertical.
  • the main body 2 is formed at its upper and lower surfaces with projections 4 each of which smoothly protrudes in the shape of an elliptical semi-sphere.
  • a film-coating 5 is applied to the surfaces of this tablet 1 .
  • the components of this film-coating 5 and the way to carry out the coating treatment for example, it is possible to adopt the materials and ways used for the general tablets and therefore they are not limited to specific ones. Besides, the components of the tablet 1 itself need not be limited to specific ones. Additionally, the tablet 1 of the present invention may have the peripheral side surface 3 tapered.
  • the tablet 1 is formed in the shape of a substantial ellipse longer in one direction and has side edges 6 extending along a longitudinal direction, each of which is formed by a curve projecting outwardly in plan view.
  • a radius of curvature (R 1 ) of this curve is set to at least 1.5 times, preferably at least 2 times, and more preferably at least 2.5 times a length (L) of the tablet.
  • the tablet 1 has end portions 7 each of which is formed by an end arc 8 projecting outwards when seen in in plan.
  • the end arc 8 has a radius of curvature (R 2 ) whose opposite ends are smoothly connected to the side edges 6 , respectively.
  • the radius of curvature (R 2 ) of the end arc 8 is smaller than half a width (W) of the tablet.
  • W width
  • the radius of curvature is calculated from the tablet width (W), the tablet length (L) and the radius of curvature (R 1 ) of the side edge 6 .
  • the end arc 8 is substantially smoothly connected to the side edges 6 and therefore the radius of curvature (R 2 ) may be slightly larger than the calculated value.
  • the side edge 6 has the radius of curvature (R 1 ) so set that the projected area of the tablet in plan view comes to be at least 86% with respect to the rectangle 9 having the width (W) and the length (L). Further, this projected area is set to at least 97% with respect to the projected area of the standard elliptical tablet of the same width (W) and the same length (L) having opposite end portions each of which is formed by a semi-circle of the tablet width (W) as a diameter.
  • the length (L), the width (W) of the tablet shown in FIG. 2 are set to various dimensions as well as the radius of curvature (R 1 ) of the side edge 6 and the radius of curvature (R 2 ) of the end arc 8 . Then measurements were made for the projected areas of the respective tablets 1 when seen in plan (Examples 1 to 7). The results of the measurement were compared with those of the conventional standard elliptical tablets (Comparison Examples 1 to 3) and oval tablets (Comparison Examples 4 and 5) and were indicated in Table of Comparison of Dimension in FIG. 3 .
  • each of the tablets of Examples 1 to 7 has a large projected area ratio of at least 97% with respect to the standard elliptical tablet and therefore could retain its volume large.
  • each of the tablets (oval tablets) of Comparison Examples 4 and 5 has a narrow projected area in plan view and as a result could not keep its volume large.
  • the obtained powder granule was made into tablets by using a tablet-making machine (manufactured by KIKUSUI SEISAKUSHO LTD., AQUA 0836, 18.5 mm ⁇ 10 mm in dimension of tablet, compression pressure of 27 kN/punch, shape of rod; substantially oval, ratio of radius of curvature of a side edge with respect to the length of a tablet: 2.53) to have obtained tablets each of which weighs 1220 mg.
  • a tablet-making machine manufactured by KIKUSUI SEISAKUSHO LTD., AQUA 0836, 18.5 mm ⁇ 10 mm in dimension of tablet, compression pressure of 27 kN/punch, shape of rod; substantially oval, ratio of radius of curvature of a side edge with respect to the length of a tablet: 2.53
  • 122600 g of the obtained tablets were thrown into a film-coating device (manufactured by POWREX CORPORTION, DRS-1200DS) to coat them by spraying 35172 g of purified water containing 2227 g of hydroxypropylmethyl cellulose, 430 g of polyethylene glycol 6000, 430 g of titanium oxide and 430 g of talc dispersed, at an inlet temperature of 80 degrees C. in an amount of 200 g/min. Then film-coated tablets, each of which weights 1255 mg, were obtained.
  • a film-coating device manufactured by POWREX CORPORTION, DRS-1200DS
  • the obtained granule was mixed with 19200 g of microcrystalline cellulose, 15200 g of croscarmellose sodium and 990 g of magnesium stearate.
  • the obtained powder granule was made into tablets by using a tablet-making machine (manufactured by KIKUSUI SEISAKUSHO LTD., Correct D55, 17.5 mm ⁇ 9.5 mm in dimension of tablet, compression pressure of 27 kN/punch, shape of rod; substantially oval, ratio of radius of curvature of a side edge with respect to the length of a tablet: 2.63) to have obtained tablets each of which weights 1070 mg.
  • a tablet-making machine manufactured by KIKUSUI SEISAKUSHO LTD., Correct D55, 17.5 mm ⁇ 9.5 mm in dimension of tablet, compression pressure of 27 kN/punch, shape of rod; substantially oval, ratio of radius of curvature of a side edge with respect to the length of a tablet: 2.63
  • the obtained tablets were thrown into a film-coating device (manufactured by POWREX CORPORTION, DRS-1600) to coat them by spraying 90000 g of purified water containing 5697 g of hydroxypropylmethyl cellulose, 1100 g of polyethylene glycol 6000, 1100 g of titanium oxide and 1100 g of talc dispersed, at an inlet temperature of 80 degrees C. in an amount of 200 g/min. Then film-coated tablets, each of which weights 1100 mg, were obtained.
  • the obtained granule was mixed with 19380 g of microcrystalline cellulose, 15390 g of croscarmellose sodium and 1020 g of magnesium stearate.
  • the obtained powder mixture was made into tablets by using a tablet-making machine (manufactured by KIKUSUI SEISAKUSHO LTD., Correct, D55, 13.5 mm ⁇ 8.5 mm in dimension of tablet, compression pressure of 14 kN/punch, shape of rod; substantially oval, ratio of radius of curvature of a side edge with respect to the length of a tablet: 3.41) to have obtained tablets each of which weighs 638 mg.
  • a tablet-making machine manufactured by KIKUSUI SEISAKUSHO LTD., Correct, D55, 13.5 mm ⁇ 8.5 mm in dimension of tablet, compression pressure of 14 kN/punch, shape of rod; substantially oval, ratio of radius of curvature of a side edge with respect to the length of a tablet: 3.41
  • the obtained tablets were thrown into a film-coating device (manufactured by POWREX CORPORTION, DRS-1600) to coat them by spraying 96900 g of purified water containing 6139 g of hydroxypropylmethyl cellulose, 1183 g of polyethylene glycol 6000, 1183 g of titanium oxide and 1183 g of talc dispersed, at an inlet temperature of 80 degrees C. in an amount of 200 g/min. Then film-coated tablets, each of which weights 657 mg, were obtained.
  • the powder mixture obtained in Example 4 was made into tablets by using a tablet-making machine (manufactured by KIKUSUI SEISAKUSHO LTD., AQUA 0836, 18.5 mm ⁇ 10 mm in dimension of tablet, compression pressure of 27 kN/punch, shape of rod; ellipse) to have obtained tablets each of which weights 1220 mg.
  • a tablet-making machine manufactured by KIKUSUI SEISAKUSHO LTD., AQUA 0836, 18.5 mm ⁇ 10 mm in dimension of tablet, compression pressure of 27 kN/punch, shape of rod; ellipse
  • the obtained tablets were coated by the same operation as in Example 4 to have obtained film-coated tablets each of which weights 1255 mg.
  • 106600 g of the obtained granule was mixed with 7168 g of microcrystalline cellulose, 5675 g of croscarmellose sodium and 369.3 g of magnesium stearate.
  • the obtained powder mixture was made into tablets by using a tablet-making machine (manufactured by KIKUSUI SEISAKUSHO LTD., AQUA0836, 17.5 mm ⁇ 9.5 mm in dimension of tablet, compression pressure of 20 kN/punch, shape of rod; ellipse) to have obtained tablets each of which weighs 1070 mg.
  • a tablet-making machine manufactured by KIKUSUI SEISAKUSHO LTD., AQUA0836, 17.5 mm ⁇ 9.5 mm in dimension of tablet, compression pressure of 20 kN/punch, shape of rod; ellipse
  • 108100 g of the obtained tablets were thrown into a film-coating device (manufactured by POWREX CORPORTION, DRS-1200DS) to coat them by spraying 30310 g of purified water containing 1919 g of hydroxypropylmethyl cellulose, 371 g of polyethylene glycol 6000, 371 g of titanium oxide and 371 g of talc dispersed, at an inlet temperature of 80 degrees C. in an amount of 200 g/min. Then film-coated tablets, each of which weights 1100 mg, were obtained
  • 99370 g of the obtained granule was mixed with 6650 g of microcrystalline cellulose, 5280 g of croscarmellose sodium and 350 g of magnesium stearate.
  • the obtained powder mixture was made into tablets by using a tablet-making machine (manufactured by KIKUSUI SEISAKUSHO LTD., AQUA0836, 13.5 mm ⁇ 8.5 mm in dimension of tablet, compression pressure of 14 kN/punch, shape of rod; ellipse) to have obtained tablets each of which weighs 638 mg.
  • a tablet-making machine manufactured by KIKUSUI SEISAKUSHO LTD., AQUA0836, 13.5 mm ⁇ 8.5 mm in dimension of tablet, compression pressure of 14 kN/punch, shape of rod; ellipse
  • Twin tablets were selected by an inspection with eyes from among the film-coated tablets obtained in the above-mentioned Examples 4, 6 and 7, and Comparison Examples 1 to 3. The number of occurrence of the twin tablets was divided by the total number of the tablets and the resulting value was expressed in ppm. The results are shown in Table 1.
  • Example 4 As regards the film-coated tablets obtained in Example 4 and Comparison Example 1, the thickness and hardness of every tablet were measured. The result of the measurement was shown in Table 2.
  • Example 4 7.59-7.64 230 Comparison Example 1 7.59-7.74 237
  • the thickness of tablet expressed in a range of the values measured individually of 20 tablets.
  • the hardness of tablet expressed by average value of 10 tablets.
  • the thickness and hardness of each of the film-coated tablets (tablets according to the present invention) obtained in Example 4 were identical to those of the film-coated tablets (standard elliptical tablets) obtained in Comparison Example 1. More specifically, since these film-coated tablets are the same in the aspects of the dimension of tablet (width and length of tablet), the compression pressure and the weight, apparently, the tablet of the present invention can retain its volume large without increasing its thickness as well as the standard elliptical tablet.
  • the radius of curvature of the side edge along the longitudinal direction of the tablet is set to at least 1.5 times the length of the tablet and the projected area in plan view is set to at least 97% with respect to the projected area of the standard elliptical tablet. Accordingly, this is preferable because it is possible to retain the volume large without increasing the thickness or the like dimension of the tablet.
  • the relationship between the radius of curvature of the side edge and the ratio of the projected area to the standard elliptical tablet differs depending on the ratio of the tablet length to the tablet width.
  • the ratio of the projected area can be set to a large one. Therefore, according to the present invention, if the projected area in plan is set to at least 97% with respect to the projected area of the standard elliptical tablet, the radius of curvature of the side edge may be below 1.5 times the length of the tablet.
  • the projected area itself of the standard elliptical tablet occupies large ratio with respect to a rectangle having the tablet width and length.
  • the projected area can be increased with respect to the rectangle having the tablet width and length. Accordingly, since it is possible to retain the volume large without increasing the thickness of the tablet or the like dimension, the projected area in plan view may be below 97% with respect to the projected area of the standard elliptical tablet.
  • the shape of the surface of the tablet is not limited to a specific one but the tablet may be a divisible one formed with a dividing groove in its surface as well as the above-mentioned conventional technique.
  • the tablet of the present invention may be printed with a carved seal or a word for distinguishing purpose.
  • the present invention is suitable particularly for the film-coated tablet because the volume of the tablet can be kept large without increasing the thickness of the tablet or the like dimension and a plurality of tablets can be inhibited from sticking to each other even if they are subjected to a film-coating or the like treatment so as to improve the yield, but, needless to say, it is applicable to other tablets.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Diabetes (AREA)
  • Epidemiology (AREA)
  • Endocrinology (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
US11/909,408 2005-03-31 2006-03-30 Tablet Abandoned US20090181082A1 (en)

Applications Claiming Priority (3)

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JP2005102578 2005-03-31
JP2005-102578 2005-03-31
PCT/JP2006/306645 WO2006106815A1 (ja) 2005-03-31 2006-03-30 錠剤

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US13/082,890 Active 2029-02-03 US9320714B2 (en) 2005-03-31 2011-04-08 Tablet

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EP (1) EP1867324B1 (de)
JP (1) JP5022893B2 (de)
CA (1) CA2602184C (de)
ES (1) ES2593469T3 (de)
PT (1) PT1867324T (de)
WO (1) WO2006106815A1 (de)

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USD773641S1 (en) 2009-09-15 2016-12-06 Johnson & Johnson Consumer Inc. Oral dosage form
USD817920S1 (en) 2016-09-30 2018-05-15 Fitbit, Inc. Headset
USD842843S1 (en) 2016-09-30 2019-03-12 Fitbit, Inc. Ear buds for headset

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US6589925B1 (en) * 1998-03-20 2003-07-08 Colgate-Palmolive Company Automatic dishwashing detergent tablets
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USD773641S1 (en) 2009-09-15 2016-12-06 Johnson & Johnson Consumer Inc. Oral dosage form
USD817920S1 (en) 2016-09-30 2018-05-15 Fitbit, Inc. Headset
USD818457S1 (en) * 2016-09-30 2018-05-22 Fitbit, Inc. Remote
USD825533S1 (en) 2016-09-30 2018-08-14 Fitbit, Inc. Ear bud
USD829692S1 (en) 2016-09-30 2018-10-02 Fitbit, Inc. Wing of an ear bud
USD842843S1 (en) 2016-09-30 2019-03-12 Fitbit, Inc. Ear buds for headset

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EP1867324B1 (de) 2016-07-13
EP1867324A1 (de) 2007-12-19
WO2006106815A1 (ja) 2006-10-12
JPWO2006106815A1 (ja) 2008-09-11
CA2602184A1 (en) 2006-10-12
PT1867324T (pt) 2016-08-29
ES2593469T3 (es) 2016-12-09
US9320714B2 (en) 2016-04-26
US20110189282A1 (en) 2011-08-04
CA2602184C (en) 2014-07-15
EP1867324A4 (de) 2012-10-31
JP5022893B2 (ja) 2012-09-12

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