CN102791267A - 消炎镇痛外用贴剂 - Google Patents
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Abstract
一种经皮吸收性优异、且皮肤刺激性小、并且主药稳定性也优异的含有双氯芬酸羟基乙基吡咯烷的外用贴剂,其特征在于,其为在支撑体上层叠粘合剂层而成的贴剂,该粘合剂层以苯乙烯·异戊二烯·苯乙烯嵌段共聚物5~50重量%、粘合赋予树脂20~50重量%、软化剂5~70重量%、和选自N-甲基-2-吡咯烷酮、丙二醇及二甲基亚砜中的1种或者2种以上的增溶剂0.5~20重量%为必须成分,作为有效成分配合双氯芬酸羟基乙基吡咯烷0.5~20重量%而成。
Description
技术领域
本发明涉及双氯芬酸羟基乙基吡咯烷(diclofenac hydroxyethylpyrrolidine)的经皮吸收性及主药稳定性优异、且对皮肤的刺激性低的含有双氯芬酸羟基乙基吡咯烷的油性贴剂。
背景技术
作为双氯芬酸盐的一种的双氯芬酸羟基乙基吡咯烷比双氯芬酸钠的融点低,是适于经皮吸收制剂的药物(专利文献1)。此外由于双氯芬酸羟基乙基吡咯烷与双氯芬酸钠相比,水溶性优异,与水性基剂的相容性好,因而从以往就在研究含有双氯芬酸羟基乙基吡咯烷的巴布剂(专利文献2)。但是,一般而言,巴布剂存在药物的经皮吸收性不充分、对皮肤的粘合性低等问题。
专利文献1 : 日本特开昭63-152372号
专利文献2 : 日本特开平6-305958号。
发明内容
发明要解决的技术问题
本发明解决了上述问题,提供一种经皮吸收性优异、且皮肤刺激性小、并且主药稳定性也优异的含有双氯芬酸羟基乙基吡咯烷的外用贴剂。
解决问题的技术手段
本发明人等为了解决上述课题,进行了深入研究,结果发现,通过制备配合主药成分与特定的增溶剂而形成的油性贴剂,可以解决上述课题,从而完成了本发明。
即,本发明为一种含有双氯芬酸羟基乙基吡咯烷的油性外用贴剂,其特征在于,其为在支撑体上层叠粘合剂层而成的贴剂,该粘合剂层以苯乙烯・异戊二烯・苯乙烯嵌段共聚物5~50重量%、粘合赋予树脂20~50重量%、软化剂5~70重量%、和选自N-甲基-2-吡咯烷酮、丙二醇及二甲基亚砜中的1种或者2种以上的增溶剂0.5~20重量%为必须成分,作为有效成分配合双氯芬酸羟基乙基吡咯烷0.5~20重量%而成。
发明的效果
本发明的外用贴剂通过采用上述构成,可以获得如下效果:提供双氯芬酸羟基乙基吡咯烷的经皮吸收性优异、且皮肤刺激性小、并且保存稳定性也优异的贴剂等。
附图说明
图1为表示试验例1的体外(in vitro)大鼠皮肤透过性试验的结果的图。
具体实施方式
本发明中的双氯芬酸羟基乙基吡咯烷的配合量为0.5~20重量%,优选为1~10重量%。双氯芬酸羟基乙基吡咯烷的配合量为0.5重量%以下时,得不到充分的药效,相反配合20重量%以上时,制剂中的主药成分结晶等,对制剂物性产生不良影响。
作为本发明中的双氯芬酸羟基乙基吡咯烷的增溶剂,选择N-甲基-2-吡咯烷酮、丙二醇及二甲基亚砜中的1种或2种以上使用。其中,特别优选丙二醇。其配合量为0.5~20重量%,优选为1~10重量%。配合量为0.5重量%以下时,主药成分在制剂中无法充分溶解,结果导致经皮吸收性降低、或者主药成分在制剂中结晶等制剂物性的恶化。另外配合20重量%以上时,皮肤刺激性上升,基剂的凝集力降低等,对制剂物性产生不良影响。
本发明的粘合剂层中使用的苯乙烯・异戊二烯・苯乙烯嵌段共聚物的配合量为5~50重量%,优选为10~30重量%。为5重量%以下时,产生粘合层的凝集力不充分、基剂残留在肌肤上的问题,50重量%以上时,凝集力过高,导致粘合力的降低、或捏合操作的降低,因而不优选。
通常,粘合赋予树脂通过与苯乙烯・异戊二烯・苯乙烯嵌段共聚物混合,从而赋予对皮肤的粘合性,其配合量为20~50重量%,更优选为20~35重量%。粘合赋予树脂的配合量不足20重量%时,作为外用贴剂的粘合物性变差,超过50重量%时,粘合力变得过强,从皮肤上剥离时产生物理性的皮肤刺激,因而不优选。作为本发明中使用的粘合赋予树脂,可以选择松香系树脂、萜烯系树脂、石油系树脂、酚系树脂、二甲苯系树脂等中的1种或2种以上使用,特别优选氢化松香甘油酯和脂环族饱和烃树脂。
本发明的粘合剂层中可以进一步配合液体石蜡、凡士林等油脂类,聚丁烯、聚异丁烯、聚异戊二烯等液态橡胶类等的软化剂,其配合量为5~70重量%,更优选为20~60重量%。特别优选液体石蜡、聚丁烯。
本发明中,为了提高双氯芬酸羟基乙基吡咯烷的经皮吸收性,可以添加经皮吸收促进剂等。作为经皮吸收促进剂,具体而言可以列举出,肉豆蔻酸异丙酯、己二酸二异丙酯等脂肪酸酯,异硬脂酸、油酸、肉豆蔻酸等高级脂肪酸,二异丙醇胺、三乙醇胺等胺类,单油酸脱水山梨糖醇酯、聚桂醇(lauromacrogol)等表面活性剂等。
本发明的粘合剂层中可以配合酸性高分子。本发明的油性贴剂中添加酸性高分子时,羟基乙基吡咯烷盐的一部分或全部从双氯芬酸羟基乙基吡咯烷中脱去,结果生成双氯芬酸游离体,该药物的经皮吸收性被改善。作为本发明中的酸性高分子,特别优选聚丙烯酸,其配合量为0.1~10重量%,更优选为0.1~5重量%。
另外作为本发明的基剂成分,为了调整基剂的粘接性・稳定性,可以根据需要适当选择、添加通常在制造贴剂时使用的成分。具体而言,可以适当适量含有聚乙烯吡咯烷酮、聚乙烯吡咯烷酮/醋酸乙烯酯共聚物等吸水性高分子、二酸化钛、二氧化硅类等无机充填剂、及二丁基羟基甲苯等抗氧化剂等。
本发明的油性贴剂中的支持体理想的是,充满柔软性、伸缩性的材料,可以列举出聚酯制的织布、无纺布、低密度高分子薄膜等,不限定于这些,可以选择适当材料。
本发明中使用的剥离衬垫使用聚对苯二甲酸乙二醇酯、聚丙烯、纸等。剥离衬垫为了使其剥离力适当,可根据需要进行硅处理。
本发明的油性贴剂例如可以通过以下的方法制造。使双氯芬酸羟基乙基吡咯烷在前述增溶剂中加热溶解,制备药液。另外,将苯乙烯・异戊二烯・苯乙烯嵌段共聚物、软化剂(例如聚丁烯、液体石蜡)、粘合赋予树脂、及根据需要的抗氧化剂、酸性高分子等加热搅拌进行混合。将药液添加到该粘合基剂中,通过搅拌混合直到变均匀,从而得到粘合剂层,通过已知的方法将该得到的粘合剂层涂布于衬垫上,使其与支持体贴合后,裁切成适当大小和形状,从而可以获得本发明的外用贴剂。这种情况下,粘合剂层的涂布量为50~400g/m2即足够,优选为100~200g/m2。
实施例
接着,举出实施例更具体地说明本发明,但本发明不受以下实施例的限定。需要说明的是,实施例中的数值在无特别说明时,表示“重量%”。
实施例
根据表1中所示的处方,按照上述的制造法制作各实施例的油性贴剂。
[表1]
比较例
参考专利文献2的实施例1,制作表2中所示比较例1的外用贴剂(巴布剂)。
[表2]
组成/比较例 | 比较例1 |
双氯芬酸羟基乙基吡咯烷 | 1.3 |
聚丙烯酸钠 | 4 |
羧甲基纤维素钠 | 3 |
明胶 | 2 |
聚乙烯吡咯烷酮 | 2 |
1,3-丁二醇 | 20 |
D-山梨醇液体 | 20 |
高岭土 | 5 |
氧化钛 | 0.5 |
氢氧化铝 | 0.8 |
酒石酸 | 0.3 |
对羟基苯甲酸甲酯 | 0.1 |
对羟基苯甲酸丙酯 | 0.05 |
精制水 | 适量 |
合计 | 100 |
试验例1:体外(in vitro)大鼠皮肤透过性试验
为了研究本发明的油性贴剂中的双氯芬酸羟基乙基吡咯烷的经皮吸收性,对于实施例1~4、及比较例1,进行了大鼠中的体外(in vitro)皮肤透过性试验。将Wistar系大鼠的腹部摘出皮肤装入Franz型扩散池中,贴附裁切成圆形(φ14mm)的各试验制剂。将接收侧充满磷酸缓冲生理食盐水,在水套中回流37℃的温水。经时对接收液进行取样,通过液相色谱法测定透过皮肤的双氯芬酸羟基乙基吡咯烷量。
其结果示于图1。
试验例2:兔子皮肤一次刺激性试验
对于实施例1~4及比较例1的皮肤一次刺激性,通过使用兔子的Draize法进行试验。将各试验制剂贴附在兔子背部的健康皮肤及损伤皮肤上24小时,按照表3的判定基准,目视判定剥离1小时、24小时、48小时后的皮肤症状,计算出各试验制剂的刺激指数。刺激指数的判定基准示于表3-1,测定结果示于表3-2。
[表3-1]
[表3-2]
试验制剂 | 实施例1 | 实施例2 | 实施例3 | 实施例4 | 比较例1 |
刺激指数 | 1.2 | 1.2 | 1.3 | 1.0 | 1.2 |
试验例3:稳定性试验
对于实施例1~4,评价贴剂中的药物稳定性。将各试验制剂在40℃下保存6个月时间,然后通过液相色谱法测定采取的样品的药物浓度,将试验开始前的各制剂中的双氯芬酸羟基乙基吡咯烷含量作为初始值(100%),计算保存后的各制剂的药物残存率(相对于初始%)。其结果示于表4。
[表4]
保存条件 | 实施例1 | 实施例2 | 实施例3 | 实施例4 |
初始 | 100.0 | 100.0 | 100.0 | 100.0 |
40℃-6个月 | 98.9 | 98.1 | 97.9 | 98.1 |
根据上述各试验结果,判明了本发明的油性贴剂为与比较例的巴布剂同等水平的安全性高的制剂,且与巴布剂相比,为显示出非常高的经皮吸收性的制剂。另外判明了在主药的稳定性方面也非常优异。即本发明的含有双氯芬酸羟基乙基吡咯烷的油性外用贴剂是兼具优异的经皮吸收性、安全性和主药稳定性的外用贴剂。
Claims (2)
1.一种含有双氯芬酸羟基乙基吡咯烷的油性外用贴剂,其为在支撑体上层叠粘合剂层而成的贴剂,该粘合剂层以苯乙烯・异戊二烯・苯乙烯嵌段共聚物5~50重量%、粘合赋予树脂20~50重量%、软化剂5~70重量%、和选自N-甲基-2-吡咯烷酮、丙二醇及二甲基亚砜中的1种或者2种以上的增溶剂0.5~20重量%为必须成分,作为有效成分配合双氯芬酸羟基乙基吡咯烷0.5~20重量%而成。
2.根据权利要求1所述的含有双氯芬酸羟基乙基吡咯烷的油性外用贴剂,其特征在于,该粘合剂层进一步含有酸性高分子。
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US11786455B2 (en) | 2011-05-10 | 2023-10-17 | Itochu Chemical Frontier Corporation | Non-aqueous patch |
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EP2524692A1 (en) | 2012-11-21 |
DK2524692T3 (da) | 2014-10-20 |
PL2524692T3 (pl) | 2015-03-31 |
KR101797787B1 (ko) | 2017-11-15 |
KR20120101720A (ko) | 2012-09-14 |
JPWO2011083787A1 (ja) | 2013-05-13 |
JP5748671B2 (ja) | 2015-07-15 |
TWI482645B (zh) | 2015-05-01 |
CN102791267B (zh) | 2015-06-10 |
AU2011204228B2 (en) | 2014-03-27 |
EP2524692A4 (en) | 2013-07-31 |
US20120283671A1 (en) | 2012-11-08 |
WO2011083787A1 (ja) | 2011-07-14 |
TW201141545A (en) | 2011-12-01 |
EP2524692B1 (en) | 2014-09-10 |
HK1178459A1 (zh) | 2013-09-13 |
AU2011204228A1 (en) | 2012-07-19 |
US8657798B2 (en) | 2014-02-25 |
SG182391A1 (en) | 2012-08-30 |
CA2786233C (en) | 2018-01-02 |
ES2503215T3 (es) | 2014-10-06 |
PT2524692E (pt) | 2014-09-18 |
CA2786233A1 (en) | 2011-07-14 |
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