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JP2004002362A - Sternutation suppression formulation - Google Patents

Sternutation suppression formulation Download PDF

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Publication number
JP2004002362A
JP2004002362A JP2003098792A JP2003098792A JP2004002362A JP 2004002362 A JP2004002362 A JP 2004002362A JP 2003098792 A JP2003098792 A JP 2003098792A JP 2003098792 A JP2003098792 A JP 2003098792A JP 2004002362 A JP2004002362 A JP 2004002362A
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Japan
Prior art keywords
sneezing
pseudoephedrine
loxoprofen
drug
suppression
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.)
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JP2003098792A
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Japanese (ja)
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JP4384435B2 (en
Inventor
Tatsuhito Kondo
近藤 達仁
Ikuo Takagi
高木 郁夫
Masato Nakayama
中山 正人
Yasuhiro Torizumi
鳥住 保博
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Sankyo Co Ltd
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Sankyo Co Ltd
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Filing date
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Priority to JP2003098792A priority Critical patent/JP4384435B2/en
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a suppression formulation having a reinforced sternutation suppression effect. <P>SOLUTION: A pharmaceutical for suppressing the sternutation comprising: pseudoephedrine belonging to ephedrines; and loxoprofen and/or ibuprofen being a phenyl propionic acid-based antipyretic antiphlogistic analgesic is provided. The formulation has no adverse effect such as sleepiness and malaise and quick action is also anticipated. <P>COPYRIGHT: (C)2004,JPO

Description

【0001】
【発明の属する技術分野】
本発明は、エフェドリン類と、フェニルプロピオン酸系解熱消炎鎮痛剤を含有するくしゃみ抑制用医薬に関する。
【0002】
【従来の技術】
感冒や花粉症などのアレルギー性鼻炎の各症状においてくしゃみが多発する。そのため、感冒薬や鼻炎用薬にはくしゃみ抑制用に抗ヒスタミン剤又は抗アレルギー剤が配合されることが一般的である。
【0003】
しかし、抗ヒスタミン剤は速効性があるものの眠気や倦怠感を催すという副作用がある。なお、眠気などの中枢神経抑制作用を大幅に軽減させた第二世代の抗ヒスタミン剤が既に使用されているが、眠気を自覚しなくても、作業効率の低下など中枢神経機能の抑制(これはimpaired performanceと呼ばれる)がみられ、車の運転や学業などへの影響は大きい。気づかないうちに認知機能などが低下している例は結構多く、抗ヒスタミンにおけるimpaired performanceは、現代人にとって最も憂慮すべき深刻な副作用とさえ言われる(例えば、非特許文献1参照。)。
【0004】
抗アレルギー剤は、抗ヒスタミン剤の有する副作用は少ない反面、速効性がなく薬効発現には時間がかかるという問題があった。
【0005】
一方、フェニルプロピオン酸系解熱消炎鎮痛剤がくしゃみ抑制に効果があることが、知られている(例えば、急性上気道炎に対するLoxoprofen sodium(CS−600E)の臨床評価について、非特許文献2参照。)
【0006】
【非特許文献1】
2002年2月22日付,薬事日報
【非特許文献2】
臨床医薬9巻10号(10月)(1993)
【0007】
【発明が解決しようとする課題】
本発明者等は、くしゃみ抑制につき鋭意検討した結果、フェニルプロピオン酸系解熱消炎鎮痛剤に、それ自身ではくしゃみ抑制作用を持たないエフェドリン類を加えると、くしゃみ抑制効果が増強することを見出して、本発明を完成させた。
【0008】
【課題を解決するための手段】
本発明は、
エフェドリン類とフェニルプロピオン酸系解熱消炎鎮痛剤を含有するくしゃみの抑制に用いることを特徴とする医薬であり、
好適には、プソイドエフェドリンとフェニルプロピオン酸系解熱消炎鎮痛剤を含有するくしゃみの抑制に用いることを特徴とする医薬であり、
さらに好適には、プソイドエフェドリンとロキソプロフェン及び/又はイブプロフェンを含有するくしゃみの抑制に用いることを特徴とする医薬であり、
さらにより好適には、プソイドエフェドリンとロキソプロフェンを含有するくしゃみの抑制に用いることを特徴とする医薬であり、
プソイドエフェドリンと、イブプロフェンを含有するくしゃみの抑制に用いることを特徴とする医薬である。
【0009】
フェニルプロピオン酸系解熱消炎鎮痛剤としては、例えば、フェニルプロピオン酸骨格を持つ解熱作用、消炎作用及び/又は鎮痛作用をもつ薬剤のことで、例えばアルミノプロフェン、イブプロフェン、オキサプロジン、ザルトプロフェン、チアプロフェン(酸)、ナブメトン、ナプロキセン、フェノプロフェン(カルシウム)、プラノプロフェン、フルルビプロフェン又はロキソプロフェン(ナトリウム)が挙げられる。
【0010】
エフェドリン類としては、例えばプソイドエフェドリン、エフェドリン又はメチルエフェドリンがあげられ、好適には、プソイドエフェドリンが挙げられる。
【0011】
プソイドエフェドリンとは、プソイドエフェドリンまたはプソイドエフェドリン塩酸塩もしくはプソイドエフェドリン硫酸塩等のプソイドエフェドリンの塩をしめす。
【0012】
ロキソプロフェンとは、ロキソプロフェンまたはその塩、その水和物で、好適にはロキソプロフェンナトリウム・2水和物である。
【0013】
イブプロフェンとは、イブプロフェンまたはその薬理上許容される塩である。
【0014】
【発明の実施の形態】
プソイドエフェドリンはUSP(米国薬局方)XXIVに収載されており、エフェ
ドリン、メチルエフェドリン、ロキソプロフェンナトリウム又はイブプロフェンは日本薬局方XIVに収載されている。
【0015】
本発明の抗鼻炎用薬が固形製剤の場合において含有される、エフェドリン類の重量%は通常、0.01乃至30%であり、好適には、0.1乃至10%であり、フェニルプロピオン酸系解熱消炎鎮痛剤の重量%は通常0.01%乃至80%であり、例えばロキソプロフェン場合、その重量%は通常、0.01乃至30%であり、好適には、0.1乃至10%であり、イブプロフェンの場合、その重量%は通常、0.03乃至80%であり、好適には、0.3乃至40%である。
【0016】
本発明の抗鼻炎用薬が液剤の場合において含有される、エフェドリン類の含有量は通常、0.1乃至100mg/mLであり、好適には、1乃至50mg/mLであり、フェニルプロピオン酸系解熱消炎鎮痛剤の重量%は通常0.1乃至300mg/mLであり、例えばロキソプロフェンの含有量は、通常0.1乃至100mg/mLであり、好適には、1乃至50mg/mLであり、イブプロフェンの含有量は通常、0.3乃至300mg/mLであり、好適には、3乃至150mg/mLである。
【0017】
本発明においては、上記有効成分の他、必要に応じて抗ヒスタミン薬又は抗アレルギー薬、抗炎症薬、鎮咳薬、去痰薬、ビタミン類及び/又は生薬などを本発明の効果を損なわない範囲で配合することができる。
【0018】
本発明の抗鼻炎用薬の具体的な剤形としては、例えば、錠剤、細粒剤(散剤を含む)、カプセル、又は、液剤(シロップ剤を含む)等をあげることができ、各剤形に適した添加剤や基材を適宜使用し、日本薬局方等に記載された通常の方法に従い、製造することができる。
【0019】
上記各剤形において、その剤形に応じ、通常使用される各種添加剤を使用することもできる。
【0020】
例えば、錠剤の場合、乳糖又は結晶セルロース等を賦形剤として、メタケイ酸アルミン酸マグネシウム又は酸化マグネシウム等を安定化剤として、ヒドロキシプロピルセルロース等をコーテイング剤として、ステアリン酸マグネシウム等を滑沢剤として、使用することができ、
細粒剤及びカプセル剤の場合、乳糖又は精製白糖等を賦形剤として、メタケイ酸アルミン酸マグネシウム又は酸化マグネシウム等を安定化剤として、トウモロコシデンプン等を吸着剤として、ヒドロキシプロピルセルロース等を結合剤として、使用することができる。
【0021】
上記各剤形において、必要に応じ、クロスポビドン等の崩壊剤;ポリソルベート等の界面活性剤;ケイ酸カルシウム等の吸着剤;三二酸化鉄、カラメル等の着色剤;安息香酸ナトリウム等のpH調節剤;香料;等を添加することもできる。
【0022】
【実施例】
以下に、実施例等を示し、本発明をさらに詳細に説明するが、本発明の範囲はこれらに限定されるものではない。
(実施例1)錠剤
(1)成分
【0023】
【表1】

Figure 2004002362
(2)製法上記成分及び分量をとり、日局製剤総則「錠剤」の項に準じて錠剤を製する。(実施例2)細粒剤
(1)成分
【0024】
【表2】
Figure 2004002362
(2)製法
上記成分及び分量をとり、日局製剤総則「顆粒剤」の項に準じて細粒剤を製する。
実施例(3)カプセル剤
(1)成分
【0025】
【表3】
Figure 2004002362
(2)製法
上記成分及び分量をとり、日局製剤総則「顆粒剤」の項に準じて細粒剤を製した後、カプセルに充てんして硬カプセル剤を製する。
実施例(4)シロップ剤
(1)成分
【0026】
【表4】
Figure 2004002362
(2)製法
上記成分及び分量をとり、日局製剤総則「シロップ剤」の項に準じてシロップ剤を製した後、褐色ガラス瓶に充てんしてシロップ剤を製する。
(試験例 )抗原刺激に対するくしゃみの抑制効果
(1)被験物質
被験物質は、試験当日に0.5%トラガント液で懸濁液にして用いた。被験物質の投与液量は、体重1Kgあたり2.0mLとし、対照群には同量の0.5%トラガント液を投与した。
(2)試験動物
Hartley系雄性モルモット5週齢(日本SLC社より購入)を、温度20〜26℃、湿度35〜65%の環境制御飼育装置(日本クレア製)で、固型飼料および水道水を与え、照明時間7:00〜19:00の条件下で、予備飼育後に使用した。
(3)試験方法
▲1▼能動感作モルモットの作製
6週齢のモルモットの背部皮下と腹腔内に抗原液(卵白アルブミン50mg/mL:シグマ化学製)を0.5mLずつ投与して免疫する。1週間後、同量の抗原を同様に投与して追加免疫を施す。追加免疫の7〜9日後、約24時間絶食し、能動感作モルモットとして試験に供する。
▲2▼抗原によるくしゃみの誘発
感作動物の健康状態を点検して選抜後、1群5匹の体重が平均化するように振り分ける。次いで、モルモットの両側鼻腔内に抗原液(50mg/mL)を0.1mLずつ点鼻する。以後15分間の症状観察を行い、くしゃみの回数を計測して、抗原誘発性鼻症状の強度とする。
▲3▼被験物質の抑制作用
被験物質は経口ゾンデを用いて、前項▲2▼の抗原点鼻1時間前に投与する。くしゃみの抑制率(%)はいずれも下式より算出する。
【0027】
抑制率(%)=[1−被験物質投与群のくしゃみ平均回数/対照群のくしゃみ平均回数]×100
(4)試験結果
塩酸プソイドエフェドリン又はロキソプロフェンナトリウムの各単剤および組合せにおけるくしゃみ抑制率の結果を表5に示す。
【0028】
【表5】
被験物質(mg/Kg)                                   くしゃみ抑制率%
                                                                        
塩酸フ゜ソイト゛エフェト゛リン(33)                      0%
ロキソフ゜ロフェンナトリウム(10)                      21%
塩酸フ゜ソイト゛エフェト゛リン(33)+ロキソフ゜ロフェンナトリウム(10)          38%
                                                                        
ロキソプロフェンナトリウムに塩酸プソイドエフェドリンを加えることにより、くしゃみ抑制効果が増強された。
【0029】
塩酸プソイドエフェドリン又はイブプロフェンの各単剤および組合せにおけるくしゃみ抑制率の結果を表6に示す。
【0030】
【表6】
被験物質(mg/Kg)                                     くしゃみ抑制率%
                                                                       
塩酸フ゜ソイト゛エフェト゛リン(33)                                      0%
イフ゛フ゜ロフェン(25)                                            32%
塩酸フ゜ソイト゛エフェト゛リン(33)+イフ゛フ゜ロフェン(25)                   59%
                                                                       
イブプロフェンに塩酸プソイドエフェドリンを加えることにより、くしゃみ抑制効果が増強された。
【0031】
【発明の効果】
本発明のエフェドリン類とフェニルプロピオン酸系解熱消炎鎮痛剤を含有する医薬は、くしゃみ抑制用の医薬(特に、感冒、又は、鼻炎(好ましくは、アレルギー性鼻炎)におけるくしゃみの抑制に用いるもの)として有用である。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a medicament for suppressing sneezing containing ephedrines and a phenylpropionic acid-based antipyretic anti-inflammatory drug.
[0002]
[Prior art]
Sneezing frequently occurs in each symptom of allergic rhinitis such as cold and hay fever. For this reason, it is common to add an antihistamine or an antiallergic agent to a common cold drug or a drug for rhinitis to suppress sneezing.
[0003]
However, although antihistamines are quick-acting, they have the side effect of causing drowsiness and malaise. Although a second-generation antihistamine which has significantly reduced central nervous system depressing effects such as drowsiness has already been used, suppression of central nervous system functions such as a decrease in work efficiency without impairment of drowsiness (this is impaired) performance), which has a large effect on driving a car and studying. There are quite a few cases in which cognitive functions and the like are lowered without notice, and impaired performance in antihistamine is even said to be the most alarming and serious side effect for modern humans (for example, see Non-Patent Document 1).
[0004]
The antiallergic agent has few side effects of the antihistamine, but has a problem in that it has no immediate effect and takes a long time to develop a drug effect.
[0005]
On the other hand, it is known that a phenylpropionic acid-based antipyretic anti-inflammatory analgesic is effective in suppressing sneezing (for example, see Non-Patent Document 2 for clinical evaluation of Loxoprofen sodium (CS-600E) for acute upper respiratory inflammation). )
[0006]
[Non-patent document 1]
Pharmaceutical Daily, February 22, 2002 [Non-Patent Document 2]
Clinical Pharmaceuticals Vol. 9 No. 10 (October) (1993)
[0007]
[Problems to be solved by the invention]
The present inventors have conducted intensive studies on sneezing suppression, and found that the addition of ephedrines, which do not have sneezing suppression action by themselves, to the phenylpropionic acid-based antipyretic anti-inflammatory analgesic, enhances the sneezing suppression effect. The present invention has been completed.
[0008]
[Means for Solving the Problems]
The present invention
Ephedrine and a phenylpropionic acid-based antipyretic analgesic containing a medicament characterized by being used for suppressing sneezing,
Preferably, a medicament characterized in that it is used for suppressing sneezing containing pseudoephedrine and phenylpropionic acid-based antipyretic anti-inflammatory analgesic,
More preferably, a medicament characterized by using pseudoephedrine and loxoprofen and / or ibuprofen for suppressing sneezing,
Even more preferably, a medicament characterized in that it is used for suppressing sneezing containing pseudoephedrine and loxoprofen,
A medicament characterized by containing pseudoephedrine and ibuprofen for use in suppressing sneezing.
[0009]
Examples of the phenylpropionic acid-based antipyretic and antiphlogistic analgesic include, for example, a drug having an antipyretic, antiphlogistic and / or analgesic action having a phenylpropionic acid skeleton. ), Nabumetone, naproxen, fenoprofen (calcium), pranoprofen, flurbiprofen or loxoprofen (sodium).
[0010]
The ephedrines include, for example, pseudoephedrine, ephedrine or methylephedrine, and preferably pseudoephedrine.
[0011]
Pseudoephedrine refers to pseudoephedrine or a salt of pseudoephedrine such as pseudoephedrine hydrochloride or pseudoephedrine sulfate.
[0012]
Loxoprofen is loxoprofen or a salt or hydrate thereof, preferably loxoprofen sodium dihydrate.
[0013]
Ibuprofen is ibuprofen or a pharmacologically acceptable salt thereof.
[0014]
BEST MODE FOR CARRYING OUT THE INVENTION
Pseudoephedrine is listed in USP (United States Pharmacopeia) XXIV, and ephedrine, methylephedrine, loxoprofen sodium or ibuprofen is listed in Japanese Pharmacopoeia XIV.
[0015]
When the antirhinitis drug of the present invention is a solid preparation, the content by weight of ephedrines is usually 0.01 to 30%, preferably 0.1 to 10%, and phenylpropionic acid. The weight percent of the antipyretic antiphlogistic analgesic is usually 0.01% to 80%, for example, in the case of loxoprofen, the weight% is usually 0.01 to 30%, preferably 0.1 to 10%. Yes, in the case of ibuprofen, its weight percentage is usually 0.03 to 80%, preferably 0.3 to 40%.
[0016]
When the antirhinitis drug of the present invention is in the form of a liquid, the content of ephedrines is usually 0.1 to 100 mg / mL, preferably 1 to 50 mg / mL, and phenylpropionic acid-based. The weight percent of the antipyretic anti-inflammatory analgesic is usually 0.1 to 300 mg / mL, for example, the content of loxoprofen is usually 0.1 to 100 mg / mL, preferably 1 to 50 mg / mL, ibuprofen Is usually from 0.3 to 300 mg / mL, preferably from 3 to 150 mg / mL.
[0017]
In the present invention, in addition to the above-mentioned active ingredients, if necessary, an antihistamine or an antiallergic drug, an antiinflammatory drug, an antitussive, an expectorant, a vitamin and / or a crude drug are used as long as the effects of the present invention are not impaired. Can be blended.
[0018]
Specific dosage forms of the drug for antirhinitis of the present invention include, for example, tablets, fine granules (including powders), capsules, and liquids (including syrups). It can be produced according to a usual method described in the Japanese Pharmacopoeia and the like, using an additive and a base material suitable for the method.
[0019]
In each of the above dosage forms, various commonly used additives can be used depending on the dosage form.
[0020]
For example, in the case of tablets, lactose or crystalline cellulose or the like as an excipient, magnesium metasilicate aluminate or magnesium oxide as a stabilizer, hydroxypropyl cellulose or the like as a coating agent, magnesium stearate or the like as a lubricant Can be used,
In the case of fine granules and capsules, lactose or purified sucrose is used as an excipient, magnesium aluminate metasilicate or magnesium oxide is used as a stabilizer, corn starch is used as an adsorbent, and hydroxypropyl cellulose is used as a binder. As can be used.
[0021]
In each of the above dosage forms, if necessary, disintegrators such as crospovidone; surfactants such as polysorbate; adsorbents such as calcium silicate; coloring agents such as iron sesquioxide and caramel; pH regulators such as sodium benzoate. Perfume; and the like.
[0022]
【Example】
Hereinafter, the present invention will be described in more detail by way of Examples and the like, but the scope of the present invention is not limited thereto.
Example 1 Tablet (1) Ingredient
[Table 1]
Figure 2004002362
(2) Production method The above components and amounts are taken, and a tablet is produced in accordance with the “Tablets” section of the Japanese Pharmacopoeia General Rules for Preparations. (Example 2) Fine granule (1) component
[Table 2]
Figure 2004002362
(2) Production method The above components and amounts are taken, and a fine granule is produced in accordance with the section of the Japanese Pharmacopoeia General Rules for Granules.
Example (3) Capsule (1) Ingredient
[Table 3]
Figure 2004002362
(2) Production method The above components and amounts are taken, fine granules are produced in accordance with the section of the Japanese Pharmacopoeia General Rules for Granules, and then filled into capsules to produce hard capsules.
Example (4) Syrup (1) Ingredient
[Table 4]
Figure 2004002362
(2) Production method Take the above components and amounts, prepare a syrup according to the Japanese Pharmacopoeia General Rules for Syrups, and fill in a brown glass bottle to produce a syrup.
(Test Example 1 ) Inhibitory effect of sneezing on antigen stimulation (1) Test substance The test substance was used as a suspension with 0.5% tragacanth solution on the test day. The dose of the test substance was 2.0 mL per 1 kg of body weight, and the control group received the same amount of 0.5% tragacanth solution.
(2) Test animals Hartley male guinea pigs, 5 weeks old (purchased from SLC Japan), were subjected to solid feed and tap water using an environmental control breeding apparatus (manufactured by CLEA Japan) at a temperature of 20 to 26 ° C and a humidity of 35 to 65%. And used after preliminary rearing under lighting conditions of 7:00 to 19:00.
(3) Test Method (1) Preparation of Actively Sensitized Guinea Pig A guinea pig of 6 weeks of age is immunized by subcutaneously administering 0.5 mL of an antigen solution (egg albumin 50 mg / mL: Sigma Chemical Co.) into the back and intraperitoneally. One week later, a booster immunization is performed by similarly administering the same amount of the antigen. Seven to nine days after the boost, fast for about 24 hours and test as active sensitized guinea pigs.
(2) Induction of sneezing induced by the antigen The health of the animals is checked and selected, and the animals are sorted so that the weight of 5 animals per group is averaged. Next, 0.1 mL of the antigen solution (50 mg / mL) is instilled into both nasal passages of the guinea pig. Thereafter, the symptoms are observed for 15 minutes, and the number of sneezes is counted to determine the intensity of the antigen-induced nasal symptoms.
{Circle around (3)} Inhibition of test substance The test substance is administered using an oral probe one hour before the nasal drop of the antigen described in the above item [2]. The sneezing suppression rate (%) is calculated by the following formula.
[0027]
Inhibition rate (%) = [1−average number of sneezing in test substance administration group / average number of sneezing in control group] × 100
(4) Test Results Table 5 shows the results of the sneezing inhibition rate of pseudoephedrine hydrochloride or loxoprofen sodium alone and in combination.
[0028]
[Table 5]
Test substance (mg / Kg) Sneezing suppression rate%
                                                                        
Phosphite hydrochloride ephedrine (33) 0%
Loxoprofen sodium (10) 21%
38% of sodium hydrochloride ephedrine (33) + sodium loxofurofen (10)
                                                                        
By adding pseudoephedrine hydrochloride to loxoprofen sodium, the sneezing suppression effect was enhanced.
[0029]
Table 6 shows the results of the sneezing inhibitory rate of pseudoephedrine hydrochloride or ibuprofen alone or in combination.
[0030]
[Table 6]
Test substance (mg / Kg) Sneezing suppression rate%
                                                                       
Phosphite hydrochloride ephedrine (33) 0%
Ifuffrofen (25) 32%
Phosphite ephedrine (33) + ifoflofen (25) 59%
                                                                       
By adding pseudoephedrine hydrochloride to ibuprofen, the sneezing suppression effect was enhanced.
[0031]
【The invention's effect】
The medicament containing the ephedrines of the present invention and a phenylpropionic acid antipyretic analgesic is used as a medicament for suppressing sneezing (particularly, for controlling cold or sneezing in rhinitis (preferably, allergic rhinitis)). Useful.

Claims (5)

エフェドリン類とフェニルプロピオン酸系解熱消炎鎮痛剤とを含有するくしゃみ抑制用医薬。A sneezing-inhibiting drug containing ephedrines and a phenylpropionic acid antipyretic analgesic. プソイドエフェドリンとフェニルプロピオン酸系解熱消炎鎮痛剤とを含有するくしゃみ抑制用医薬。A sneezing suppressing drug containing pseudoephedrine and a phenylpropionic acid antipyretic anti-inflammatory drug. プソイドエフェドリンとロキソプロフェン及び/又はイブプロフェンとを含有するくしゃみ抑制用医薬。A drug for suppressing sneezing, comprising pseudoephedrine and loxoprofen and / or ibuprofen. プソイドエフェドリンとロキソプロフェンを含有するくしゃみ抑制用医薬。An anti-sneezing drug containing pseudoephedrine and loxoprofen. プソイドエフェドリンとイブプロフェンとを含有するくしゃみ抑制用医薬。A sneezing suppressing drug containing pseudoephedrine and ibuprofen.
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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012006922A (en) * 2010-05-28 2012-01-12 Kowa Co Medicinal preparation containing loxoprofen
JP2012106977A (en) * 2010-05-31 2012-06-07 Kowa Co Pharmaceutical composition containing loxoprofen
JP2012106973A (en) * 2009-11-30 2012-06-07 Kowa Co Pharmaceutical composition containing loxoprofen
JP2013006830A (en) * 2011-05-20 2013-01-10 Taisho Pharmaceutical Co Ltd Method for producing loxoprofen-containing preparation
JPWO2013018765A1 (en) * 2011-07-29 2015-03-05 興和株式会社 Pharmaceutical composition containing loxoprofen

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2012106973A (en) * 2009-11-30 2012-06-07 Kowa Co Pharmaceutical composition containing loxoprofen
JP2012006922A (en) * 2010-05-28 2012-01-12 Kowa Co Medicinal preparation containing loxoprofen
JP2012106977A (en) * 2010-05-31 2012-06-07 Kowa Co Pharmaceutical composition containing loxoprofen
JP2013006830A (en) * 2011-05-20 2013-01-10 Taisho Pharmaceutical Co Ltd Method for producing loxoprofen-containing preparation
JPWO2013018765A1 (en) * 2011-07-29 2015-03-05 興和株式会社 Pharmaceutical composition containing loxoprofen

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