JP5715400B2 - ロキソプロフェン含有医薬組成物 - Google Patents
ロキソプロフェン含有医薬組成物 Download PDFInfo
- Publication number
- JP5715400B2 JP5715400B2 JP2010273521A JP2010273521A JP5715400B2 JP 5715400 B2 JP5715400 B2 JP 5715400B2 JP 2010273521 A JP2010273521 A JP 2010273521A JP 2010273521 A JP2010273521 A JP 2010273521A JP 5715400 B2 JP5715400 B2 JP 5715400B2
- Authority
- JP
- Japan
- Prior art keywords
- caffeine
- capsule
- pharmaceutical composition
- salt
- loxoprofen
- 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.)
- Active
Links
- 229960002373 loxoprofen Drugs 0.000 title claims description 79
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 46
- YMBXTVYHTMGZDW-UHFFFAOYSA-N loxoprofen Chemical compound C1=CC(C(C(O)=O)C)=CC=C1CC1C(=O)CCC1 YMBXTVYHTMGZDW-UHFFFAOYSA-N 0.000 title 1
- 239000002775 capsule Substances 0.000 claims description 103
- 239000007788 liquid Substances 0.000 claims description 90
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 82
- 150000003839 salts Chemical class 0.000 claims description 72
- BAZQYVYVKYOAGO-UHFFFAOYSA-M loxoprofen sodium hydrate Chemical compound O.O.[Na+].C1=CC(C(C([O-])=O)C)=CC=C1CC1C(=O)CCC1 BAZQYVYVKYOAGO-UHFFFAOYSA-M 0.000 claims description 70
- 229960001948 caffeine Drugs 0.000 claims description 47
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 35
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 35
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 claims description 21
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- AKNNEGZIBPJZJG-MSOLQXFVSA-N (-)-noscapine Chemical compound CN1CCC2=CC=3OCOC=3C(OC)=C2[C@@H]1[C@@H]1C2=CC=C(OC)C(OC)=C2C(=O)O1 AKNNEGZIBPJZJG-MSOLQXFVSA-N 0.000 claims description 7
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- JWBPVFVNISJVEM-UHFFFAOYSA-M sodium caffeine benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1.CN1C(=O)N(C)C(=O)C2=C1N=CN2C JWBPVFVNISJVEM-UHFFFAOYSA-M 0.000 claims description 7
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 claims description 6
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- LCHGOKZNRDAXEK-UHFFFAOYSA-N caffeine monohydrate Chemical compound O.CN1C(=O)N(C)C(=O)C2=C1N=CN2C LCHGOKZNRDAXEK-UHFFFAOYSA-N 0.000 claims description 5
- PLPRGLOFPNJOTN-UHFFFAOYSA-N narcotine Natural products COc1ccc2C(OC(=O)c2c1OC)C3Cc4c(CN3C)cc5OCOc5c4OC PLPRGLOFPNJOTN-UHFFFAOYSA-N 0.000 claims description 5
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- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 description 68
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- NTCYWJCEOILKNG-ROLPUNSJSA-N [(1r,2s)-1-hydroxy-1-phenylpropan-2-yl]-dimethylazanium;chloride Chemical compound Cl.CN(C)[C@@H](C)[C@H](O)C1=CC=CC=C1 NTCYWJCEOILKNG-ROLPUNSJSA-N 0.000 description 14
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- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical class COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 7
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Description
例えば、中枢興奮作用、強心・利尿作用、胃酸分泌亢進作用等を示し、解熱鎮痛成分とともに解熱鎮痛剤や総合感冒薬等に配合される成分であるカフェイン類(非特許文献2)は、ロキソプロフェンと組み合せることにより消炎・鎮痛効果の増強作用を示すことが知られている(特許文献1)。
従って、本発明は、長期間保存しても安定なロキソプロフェン又はその塩及びカフェイン類を含有する医薬組成物、特に液状医薬組成物、並びに該液状医薬組成物が充填されたカプセル剤を提供することを課題とする。
2)また、本発明は、ロキソプロフェン又はその塩、カフェイン類及びフェノール誘導体又はその塩を含有する液状医薬組成物を提供するものである。
3)また、本発明は、上述の2)の液状医薬組成物がカプセルに充填されたカプセル剤を提供するものである。
4)また、本発明は、フェノール誘導体又はその塩を含有するロキソプロフェン又はその塩及びカフェイン類を含有する液の安定化剤を提供するものである。
特に、本発明の医薬組成物が液状医薬組成物(以下、本発明の液ともいう)である場合、低温においても液状態で存在するため、寒冷地等で服用したとしても、ロキソプロフェン又はその塩やカフェイン類、さらには去痰作用を有するフェノール誘導体又はその塩の有する薬効の速やかな発現が期待できる。また本発明の液状医薬組成物は、本発明に係る各成分の1回服用量としての常用量を適当な大きさ(例えば、0号〜2号カプセル)のカプセルに適当な個数(1〜3つ程度)で充填することができるので、カプセルへの充填に適しており、液状医薬組成物を充填したカプセル剤は、コンプライアンスが良好である。
本発明において、カフェイン類の液中又はカプセル剤中の濃度は、上述のような服用量やロキソプロフェン又はその塩との配合比となるように、充填するカプセルの容量やカプセルの服用個数等に応じて適宜設定すればよい。
基が好ましく、具体例としては、メチル基、エチル基、プロピル基、ブチル基等が挙げられる。本発明においては、メチル基が好ましい。
また、アルコキシ基としては、直鎖状又は分枝状の炭素数1〜6のアルコキシ基が好ましく、具体例としては、メトキシ基、エトキシ基、プロポキシ基、ブトキシ基、ペンチルオキシ基等が挙げられる。本発明においては、メトキシ基が好ましい。
当該アルコキシ基に置換し得る基としては、水酸基;臭素原子、塩素原子、フッ素原子等のハロゲン原子が挙げられ、これらを1個又は複数個有していてもよい。
当該2−メトキシフェノール誘導体又はその塩としては、グアイフェネシン(グアヤコールグリセリンエーテル;(2RS)−3−(2−メトキシフェノキシ)プロパン−1,2−ジオール);グアヤコールスルホン酸、グアヤコールスルホン酸カリウム等のグアヤコールスルホン酸又はその塩が好ましい。
また、クレゾール誘導体又はその塩としては、クレゾールスルホン酸(2−メチルフェノールスルホン酸)、クレゾールスルホン酸カリウム等のクレゾールスルホン酸又はその塩が好ましい。これらは公知の化合物であり、公知の方法により製造できるほか、市販のものを用いることができる。上記フェノール誘導体又はその塩のうち、総合感冒薬等として利用される観点から、去痰作用を有するものが好ましく、グアヤコール誘導体又はその塩がより好ましく、グアイフェネシン、グアヤコールスルホン酸カリウムがさらに好ましく、グアイフェネシンが特に好ましい。
当該溶媒としては、本発明に係る成分を溶解するものであれば特に限定されるものではなく、例えば、(1)水、(2)水と混和しない又は水に溶解しない揮発性若しくは非揮発性の液体(植物油、脂肪族及び芳香族炭化水素、塩素化炭化水素、エーテル類、エステル類、高級アルコール類等)、(3)水と混和する非揮発性の液体、(4)その他(マクロゴール、グリセリン、プロピレングリコール等の多価アルコール;ソルビトール等の糖アルコール等)が挙げられる。このうち1種だけ用いても、複数の混合物を用いてもよい。中でも、カプセルに充填可能なものが好ましい。本発明においては、本発明に係る成分、特にカフェイン類の溶解性向上及びカプセル皮膜の軟化抑制の点で、水や多価アルコール、または水と多価アルコールとの混液が好ましい。
また、本発明の医薬組成物には、ロキソプロフェン又はその塩、カフェイン類、及びフェノール誘導体又はその塩以外の薬物、例えば、解熱鎮痛剤、抗ヒスタミン剤、鎮咳剤、ノスカピン類、気管支拡張剤、去痰剤、催眠鎮静剤、ビタミン類、抗炎症剤、胃粘膜保護剤、抗コリン剤、生薬類、漢方処方、キサンチン類等からなる群より選ばれる1種又は2種以上を含んでいてもよい。
本発明において、カプセル皮膜としてゼラチンを基剤とする皮膜を用いる場合、可塑剤としてグリセリン、ソルビトール、ショ糖、プロピレングリコール、マクロゴール等を含有するものが好ましい。この場合、可塑剤の含有量は、カプセルの機械的強度、成形時の皮膜の均一性や皮膜への弾力性付与等を考慮して、適宜検討すればよいが、カプセル皮膜中のゼラチンに対して、1〜50質量%、好ましくは10〜40質量%添加すればよい。
上記ゼラチンの含有量は、カプセルの機械的強度、成形時の皮膜の均一性や皮膜への弾力性付与等を考慮して適宜検討すればよいが、カプセル皮膜全量に対して、50〜99.5質量%が好ましく、65〜99質量%がより好ましい。
本発明においては、カプセル剤の色を暖色系(赤〜オレンジ〜黄色)とすることもできる。この場合、あたたかさ、落ち着き、安定感・安心感のイメージをもたらし、リラックスして症状の緩和等につなげることができる。
暖色系のカプセル剤を製するには、液状組成物が目視可能となるように、剤皮を透明又は半透明とした上で、液状組成物を暖色系に色素等で着色するか、または、充填された液状組成物を目視可能な程度に、透明又は半透明の剤皮を暖色系に着色する等で達成できる。
例えば、マクロゴール又はグリセリン、及びゼラチンを含有するカプセル皮膜を用いたカプセル剤を製造する場合、ゼラチンを吸水膨潤させた後、加熱溶解し、次いでカプセル皮膜中に含ませるべきマクロゴールやグリセリンを適当量加え、所望により色素や防腐剤等を添加し、適宜粘度を調整した後、脱泡処理してカプセル成形用ジェリーを得る。得られたジェリーを、カプセル成形装置を用いてカプセルに成形し、これに本発明の液を充填することで、本発明のカプセル剤(硬カプセル剤)を製することができる。さらに、常法に従って、バンド方式や熱着方式等によりカプセルにシールを施すこともできる。
これら市販の硬カプセルを用いて、本発明の液を充填することで、本発明のカプセル剤を製することができ、さらに、常法にしたがって、バンド方式や熱着方式等によりカプセルにシールを施すこともできる。当該シールを施すことは、カプセルからの充填液の液漏れ、充填液に由来するにおいの防臭や充填液の安定性に寄与する。
ロキソプロフェンナトリウム水和物(20.43g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、マクロゴール400(188.1g)、乳酸(5g)及び精製水(30.7g)を混合し、試料とした。斯かる液体の試料は澄明であった。
ロキソプロフェンナトリウム水和物(20.43g)、無水カフェイン(4g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、マクロゴール400(177.7g)及び精製水(29g)を混合し、試料とした。
ロキソプロフェンナトリウム水和物(20.43g)、安息香酸ナトリウムカフェイン(7.5g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、マクロゴール400(201.4g)、乳酸(5g)及び精製水(32.8g)を混合し、試料とした。
ロキソプロフェンナトリウム水和物(20.43g)、無水カフェイン(4g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、グアイフェネシン(25g)、ポビドン(10g)、マクロゴール400(192.4g)、安息香酸(8g)及び精製水(31.4g)を混合し、試料とした。斯かる液体の試料は澄明であった。
ロキソプロフェンナトリウム水和物(20.43g)、無水カフェイン(4g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、グアイフェネシン(25g)、ポビドン(10g)、マクロゴール400(175.2g)、乳酸(20g)、安息香酸(8g)及び精製水(28.6g)を混合し、試料とした。斯かる液体の試料は澄明であった。
ロキソプロフェンナトリウム水和物(20.43g)、無水カフェイン(4g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、グアイフェネシン(25g)、ポビドン(10g)、マクロゴール400(192.4g)、塩酸(5ml)、安息香酸(8g)及び精製水(31.4g)を混合し、試料とした。斯かる液体の試料は澄明であった。
実施例1〜3及び比較例1〜3で調製した試料について評価を行った。評価は、5℃における保存開始直後、1週間保存後及び1ヵ月保存後の液の凍結や液中の結晶析出の有無を目視で検査することにより行った。結果を表1に示した。
これに対し、ロキソプロフェン及びカフェイン類に加えて、さらにグアイフェネシンを含む実施例1、2及び3の試料においては、5℃1ヵ月保存後においても、液の凍結や結晶の析出といった変化は認められず、澄明な液体の状態を維持した。
したがって、グアイフェネシンは、ロキソプロフェンとカフェインを含む液の凍結や結晶の析出防止に極めて有用であることが判明した。
試験例1の結果を受け、比較例1、実施例2及び実施例3で調製した試料についてさらに過酷な保存条件での評価を行った。すなわち、−5℃における保存開始直後、1週間保存後及び1ヶ月保存後の液の凍結や液中の結晶析出の有無を目視で検査することにより評価を行った。結果を表2に示した。
したがって、グアイフェネシンは、ロキソプロフェンとカフェインを含む液の凍結や結晶の析出防止に極めて有用であることが判明した。
また、試験例1及び試験例2の結果から、カフェイン類を含まなければ、ロキソプロフェンナトリウム水和物をマクロゴールと水の混液とを混合すると澄明な液となり、保存安定な液を製することができることが初めて判明した。
ゼラチン10.0kgに精製水18.0リットルを加え、約2時間自然放置して吸水膨潤させた。ゼラチンが十分に膨潤した後、60℃に加温し、撹拌してゼラチンを均一に溶解させ、更にこのゼラチン溶液中にマクロゴール4000の50質量%水溶液を1.0kg加えて撹拌し、粘度を調整した後、脱泡処理してカプセル成形用ジェリーを得た。このジェリーをカプセル成形装置に仕込み、サイズ0号のカプセルを成形した。
得られたカプセル1つにつき、澄明な実施例1の試料を、1カプセルあたりロキソプロフェンナトリウム水和物を34.05mg(ロキソプロフェンナトリウム無水物換算で30mg)含有するように充填し、液体が充填された硬カプセル剤を製造した。
ゼラチン9.0kgに精製水10.0リットルを加え、約2時間自然放置して吸水膨潤させた。ゼラチンが十分に膨潤した後、60℃に加温し、撹拌してゼラチンを均一に溶解させ、更にこのゼラチン溶液中に濃グリセリン2.25kg加えて撹拌し、粘度を調整した後、脱泡処理してカプセル成形用ジェリーを得た。このジェリーを用いてロータリー式カプセル充填機にて、澄明な実施例1の試料を、1カプセルあたりロキソプロフェンナトリウム水和物を34.05mg(ロキソプロフェンナトリウム無水物換算で30mg)含有するように充填し、液体が充填された軟カプセル剤を製造した。
ロキソプロフェンナトリウム水和物(20.43g)、無水カフェイン(4g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、ジヒドロコデインリン酸塩(2.4g)、グアイフェネシン(25g)、ポビドン(10g)、マクロゴール400(172.6g)、乳酸(5g)、安息香酸(8g)及び精製水(28.2g)を混合し、カプセル充填用の液体を調製した。斯かる液体は澄明であった。
得られた澄明な液体を、実施例4と同様にして、実施例4で得たカプセル1つにつき470mgずつ充填し、1カプセルあたりロキソプロフェンナトリウム水和物を34.05mg(ロキソプロフェンナトリウム無水物換算で30mg)含有する液体を充填した硬カプセル剤を製造した。
実施例6で得た澄明な液体を、実施例5と同様にして、ロータリー式カプセル充填機にて、470mgずつ充填し、1カプセルあたりロキソプロフェンナトリウム水和物を34.05mg(ロキソプロフェンナトリウム無水物換算で30mg)含有する液体を充填した軟カプセル剤を製造した。
ロキソプロフェンナトリウム水和物(20.43g)、無水カフェイン(4g)、dl−メチルエフェドリン塩酸塩(6g)、d−クロルフェニラミンマレイン酸塩(0.35g)、ジヒドロコデインリン酸塩(2.4g)、グアイフェネシン(25g)、ポビドン(10g)、マクロゴール400(168.1g)、乳酸(2.5g)、安息香酸(8g)及び精製水(35.3g)を混合し、カプセル充填用の液体を調製した。斯かる液体は澄明であった。
得られた澄明な液体を、実施例4と同様にして、実施例4で得たカプセル1つにつき470mgずつ充填し、1カプセルあたりロキソプロフェンナトリウム水和物を34.05mg(ロキソプロフェンナトリウム無水物換算で30mg)含有する液体を充填した硬カプセル剤を製造した。
実施例8で得た澄明な液体を、実施例5と同様にして、ロータリー式カプセル充填機にて、470mgずつ充填し、1カプセルあたりロキソプロフェンナトリウム水和物を34.05mg(ロキソプロフェンナトリウム無水物換算で30mg)含有する液体を充填した軟カプセル剤を製造した。
また、上記実施例6〜9のカプセル剤は、ロキソプロフェンナトリウム水和物のほか、総合感冒薬の成分として用いられる、気管支拡張剤としてのdl−メチルエフェドリン塩酸塩、抗ヒスタミン剤としてのd−クロルフェニラミンマレイン酸塩、鎮咳剤としてのジヒドロコデインリン酸塩及びグアイフェネシンを含む。これらカプセル剤を1回2カプセル服用することで、ロキソプロフェンナトリウム水和物を1回服用量としての常用量である68.1mg(ロキソプロフェンナトリウム無水物として60mg)を服用できる。また、これらカプセル剤を1回2カプセル1日3回(計6カプセル)服用すると、1日あたり、ロキソプロフェンナトリウム水和物を204.3mg(ロキソプロフェンナトリウム無水物として180mg)、dl−メチルエフェドリン塩酸塩を60mg、d−クロルフェニラミンマレイン酸塩3.5mg、ジヒドロコデインリン酸塩24mg及びグアイフェネシン250mgを服用することができるので、優れた総合感冒薬の効能・効果(かぜの諸症状(鼻水、鼻づまり、くしゃみ、のどの痛み、せき、たん、悪寒、発熱、頭痛、関節の痛み、筋肉の痛み))等を有するカプセル剤となる。
さらには、上記実施例4〜9のカプセル剤は、透明カプセル中に透明・澄明液体を含有させたカプセル剤であり、商品価値の極めて高い製剤である。また、充填した液が、冷所においても凍結等することなく、液状態を維持することができるため、冷所においても、カプセル剤中に含まれる溶解状態の各種薬物が速効性を発揮しうる。
特に、本発明の医薬組成物が液状医薬組成物である場合、各種薬物を溶解状態で含有させることができるので、ロキソプロフェン又はその塩、カフェイン類、去痰作用等を有するフェノール誘導体又はその塩のみならず、これら以外に含有させた各種薬物についても、速やかな薬効の発現が期待できる。
さらには、本発明の液状医薬組成物を充填するカプセルとして透明又は半透明なものを用いた場合、充填した液を目視できることから、商品価値の極めて高いカプセル剤を提供することができる。また、1回服用量としての常用量を含有しうるカプセル剤とすることができるので、服用者のコンプライアンスが良好である。また、フェノール誘導体又はその塩はロキソプロフェン又はその塩及びカフェイン類を含有する液の安定化剤として作用するのみならず、去痰作用を有することから、本発明のカプセル剤は、総合感冒薬や解熱鎮痛薬として優れたものである。
Claims (12)
- ロキソプロフェン又はその塩と、無水カフェイン、カフェイン水和物、安息香酸ナトリウムカフェイン及びクエン酸カフェインから選ばれる1種以上のカフェイン類と、グアイフェネシンとを含有する液状医薬組成物。
- ロキソプロフェン又はその塩が、ロキソプロフェンナトリウム水和物である請求項1記載の医薬組成物。
- カフェイン類が、無水カフェイン、カフェイン水和物及び安息香酸ナトリウムカフェインから選ばれる1種以上である請求項1又は2記載の医薬組成物。
- ロキソプロフェンナトリウム水和物を、ロキソプロフェンナトリウム無水物換算で、10〜300mgを1日量として含有する請求項2又は3記載の医薬組成物。
- カフェイン類を、10〜1000mgを1日量として含有する請求項1〜4いずれか1項記載の医薬組成物。
- グアイフェネシンを、10〜600mgを1日量として含有する請求項1〜5いずれか1項記載の医薬組成物。
- さらに、抗ヒスタミン剤、鎮咳剤、ノスカピン塩酸塩、ノスカピン、気管支拡張剤、去痰剤、催眠鎮静剤及び抗コリン剤から選ばれる1種以上を含有する請求項1〜6いずれか1項記載の医薬組成物。
- さらに、抗ヒスタミン剤及び気管支拡張剤を含有する請求項1〜6いずれか1項記載の医薬組成物。
- さらに、抗ヒスタミン剤、鎮咳剤及び気管支拡張剤を含有する請求項1〜6いずれか1項記載の医薬組成物。
- 請求項1〜9のいずれか1項記載の液状医薬組成物がカプセルに充填されたカプセル剤。
- 軟カプセル剤又は硬カプセル剤である請求項10記載のカプセル剤。
- フェノール誘導体又はその塩を含有するロキソプロフェン又はその塩及びカフェイン類を含有する液の安定化剤であって、フェノール誘導体又はその塩が、グアイフェネシンであり、カフェイン類が、無水カフェイン、カフェイン水和物、安息香酸ナトリウムカフェイン及びクエン酸カフェインから選ばれる1種以上である、安定化剤。
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JP2014037400A (ja) * | 2012-07-19 | 2014-02-27 | Daiichi Sankyo Healthcare Co Ltd | ロキソプロフェン含有医薬組成物 |
JP6292744B2 (ja) * | 2012-09-19 | 2018-03-14 | 富士カプセル株式会社 | 医薬品組成物 |
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