CN1198094A - 通过挤出含氢化异麦芽糖的聚合物/活性成分熔体可得到的固体剂型 - Google Patents
通过挤出含氢化异麦芽糖的聚合物/活性成分熔体可得到的固体剂型 Download PDFInfo
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- CN1198094A CN1198094A CN96197263A CN96197263A CN1198094A CN 1198094 A CN1198094 A CN 1198094A CN 96197263 A CN96197263 A CN 96197263A CN 96197263 A CN96197263 A CN 96197263A CN 1198094 A CN1198094 A CN 1198094A
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- A61K9/00—Medicinal preparations characterised by special physical form
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- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/275—Nitriles; Isonitriles
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2095—Tabletting processes; Dosage units made by direct compression of powders or specially processed granules, by eliminating solvents, by melt-extrusion, by injection molding, by 3D printing
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- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
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- Medicines Containing Plant Substances (AREA)
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Abstract
本发明涉及一种由无溶剂熔体挤出随后成型可得到的固体剂型,除一种或多种活性成分外,它还包括:A)10—90wt%的可热塑加工的水溶性聚合物,B)5—85wt%的氢化异麦芽糖,和C)0—5wt%的卵磷脂,其中所有成分总量等于100wt%。
Description
本发明涉及通过挤出和随后成型一种无溶剂熔体可得的固体剂型,其中所述熔体除一种或多种活性成分外还包括:
A)2-90wt%可热塑加工的、水溶性的聚合物,
B)5-89.9wt%的氢化异麦芽糖(isomalt),和
C)0-5wt%卵磷脂,其中所述含量是基于这种剂型总重。
本发明进一步涉及这种剂型的制备方法。
含有活性成分并通过熔体挤出制备的制剂是一般公知的。
含有活性成分、水溶性聚合物的、优选乙烯基吡咯烷酮的共聚物的熔体挤出已公开在例如EP-A240904和EP-A240906中。
熔体挤出工艺可使用于大量活性成分。通过使用不同的助剂特别能够影响制造的制剂的性质,例如药物在胃肠道中的溶解速度。
如果希望制造快速释放的固体剂型形式,必须使用具有与相应高水溶解度相适应的高溶解速度的助剂,但是该物质必须对含有活性成分的聚合物熔体的熔体可加工性没有负面影响。为此目的目前胃肠药一般采用的是糖醇类,诸如甘露醇或山梨醇或者糖类例如乳糖。
然而,公知组合物的缺点是,某些情况下,成型期间,特别是在压延期间,由于严重的粘结倾向,所以它们的可加工性差。另外,这些组合物在释放速度方面常常不能令人满意。还有的因素是,由于大大变脆导致产生裂隙使得片剂缺乏机械强度,这些意味着仍然需要改良。
本发明目的是寻找一种剂型,在可显出快速释放活性成分的同时,还有非常良好的可加工性和剂型的高稳定性。
我们发现利用下面限定的剂型可实现这个目的。
本发明合适的活性成分在熔体挤出加工条件下是具有足够热稳定性的那些成分。
合适的活性成分实例是:
醋丁洛尔,乙酰半胱氨酸,乙酰水杨酸,阿昔洛韦,albrazolam[sic],阿尔法骨化醇,尿囊素,别嘌醇,氨溴素,阿米卡星,阿米洛剂,甘氨酸,乙胺碘呋酮,阿米替林,氨氯地平,阿莫西林,氨苄西林,抗坏血酸,阿司帕坦,阿司咪唑,阿替洛尔,倍氯米松,苄丝肼,苯札胺盐酸盐[sic],苯佐卡因,苯甲酸,倍他米松,苯札贝特,生物素,比哌立登,比索洛尔,bromacepam[sic],溴己新,溴隐亭,布地萘德,丁苯羟酸,丁咯地尔,丁螺环酮,咖啡因,樟脑,卡托普利,卡马西平,卡比多巴,卡铂,头孢克洛,头孢氨苄,吗散痛(ceftatroxil),头孢唑啉,头孢克肟,头孢噻肟,ceftazidine,头孢曲松,头孢呋辛,celediline[sic],氯霉素,洗必太,氯曲米通,氯噻酮[sic],胆碱,环孢素,西司他丁,西米替丁,环丙氟派酸,西沙必利,顺铂,克红霉素,克拉维酸,clomibramine[sic],氯硝西泮,可乐定,克霉唑,可待因,考来烯胺,色甘酸,维生素B12,环丙孕酮,去氧孕烯,地塞米松,右泛醇,dexthromethorphan[sic],右丙氧芬,地西泮,双氯芬酸,地高辛,双氢可待因,二氢麦角胺,二氢麦角碱,地尔硫,苯海拉明,双嘧达莫,安乃近,丙吡胺,多潘立酮,多巴胺,doxocyline[sic],依那吉利,麻黄碱,肾上腺素,维生素D2,麦角胺,红霉素,雌二醇,炔雌醇,依托泊苷,桉叶球蛋白(Eucalyptus Globulus),法莫丁,非洛地平,非诺贝特,非诺特罗,芬太尼,一核苷酸核黄素,氟康唑,氟桂立嗪,氟尿嘧啶,氟西丁,氟比洛芬,呋塞米,加洛帕米,吉非贝齐,庆大霉素[sic],白果内酯(Ginkgo Biloba)[sic],格利本脲,格立吡嗪,glozapine[sic],光甘草宁(Glycyrrhiza Glabra),灰黄霉素,愈创甘油醚,氟哌啶醇,肝素,玻璃糖醛酸,氢氯噻嗪,氢可酮,氢化可地松,氢吗啡酮,ibratropium氢氧化物[sic],布洛芬,亚胺培南,吲哚美辛,碘海醇,碘帕醇,二硝酸异山梨醇酯,一硝酸异山梨醇酯,isotretionin[sic],酮替芬,酮康唑,酮洛芬,酮咯酸,labatalon[sic],乳果糖,卵磷脂,左卡尼汀,左旋多巴,左旋谷酰胺,左炔诺孕酮,左旋甲状腺素,利多卡因,脂肪酶,lipramine[sic],赖诺普利,洛哌丁胺,劳拉西泮,洛伐地汀,甲羟孕酮,薄荷脑,甲氨蝶呤,甲基多巴,甲泼尼龙,甲氧氯普胺,美托洛尔,咪康唑,咪达唑仓,米诺环素,米诺地尔,米索前列醇,吗啡,多种维生素和矿物质,N-甲基麻黄碱,萘呋胺,萘普生,新霉素,尼卡地平,尼麦角林,烟碱酰胺,烟碱,烟碱酸,硝苯地平,尼莫地平,硝西泮,尼群地平,尼唑替汀,炔诺酮,诺氟沙星,炔诺孕酮,去甲替林,制霉菌素,氧氟沙星,奥美拉唑,奥丹亚龙,胰酶,泛醇,泛醇酸,扑热息痛,青霉素G,青霉素V,苯巴比妥,phenoxifylline[sic],苯氧甲基青霉素,苯福林,苯丙醇胺,苯妥英,吡罗西康,多粘菌素B,聚维酮碘,普伐他汀,普拉西泮,哌唑嗪,氢化泼尼松,泼尼松,promocriptine[sic],普罗帕酮,普萘洛尔,丙羟茶碱,伪麻黄碱,吡哆素,奎尼丁,雷米普利,雷尼替丁,利血平,维生素A,维生素B2,利福平,芦丁,糖精,沙丁胺醇,salcatonin,水杨酸[sic],昔伐司丁,生长激素,索他洛尔,螺内酯,硫糖铝,舒巴坦,磺胺噁唑,柳氮磺胺吡啶,舒必利,他莫西芬,喃氟啶,替普瑞酮,特拉唑嗪,特布他林,特非那定,四环素,茶碱,维生素B1,噻氯匹定,噻吗洛尔,氨甲环酸,维生素A酸,去炎松,氨苯蝶啶,甲苄啶,曲克芦丁,尿嘧啶,丙戊酸,万古霉素,异博停,维生素E[sic],volinic[sic]酸,齐多夫定。
特别合适本发明的活性成分是适合制造快速释放形式(速释形式)的那些。
优选的活性成分是异博停或其生理学上可耐受的盐,特别是异博停盐酸盐。也优选扑热息痛。
可以提及的可热塑加工的水溶性聚合物成分(A)是:-烷基纤维素类,如甲基纤维素,-羟甲基纤维素类,如羟甲基-、羟乙基-、羟丙基-和羟丁基纤维素,-羟烷基甲基纤维素类,如羟乙基甲基-和羟丙基甲基纤维素,-聚乙烯吡咯烷酮,-N-乙烯基吡咯烷酮和至多50wt%乙酸乙烯酯的共聚物,-羧烷基纤维素类如羧甲纤维素类,-多糖类如藻酸及其碱金属和铵盐,-聚乙二醇类以及它们的混和物。
在所有成分的完全混合物中,成分(A)软化或熔化的温度范围应当是50-180℃,优选80-140℃,以便挤出组合物。适当时通过添加增塑剂可获得这些温度范围的可加工性。
“水溶性”意指在20℃时于100g水内溶解至少0.5g,优选2g的聚合物,适当时也可是胶体式溶解。
优选的聚合物成分(A)除聚乙烯吡咯烷酮外还有聚乙二醇类,特别优选是由60wt%N-乙烯基吡咯烷酮和40wt%乙酸乙烯酯的游离基聚合得到的共聚物。还优选羟丙基纤维素类。
剂型还含有作为助剂的氢化异麦芽糖,其商标名是Palatinit。氢化异麦芽糖是加氢的异麦芽糖,由适当等份的1-O-α-D-吡喃葡糖基-D-甘露糖醇二水合物(1,1-GPM二水合物)和6-O-α-D-吡喃葡糖基-D-山梨醇(1,6-GPS)构成。
氢化异麦芽糖的粒度可在很宽范围变化,但是粒度一般优选0.1-0.8mm。
市售的氢化异麦芽糖也可被制造,第一步将蔗糖酶催化重排得到异麦芽糖(6-O-α-D-吡喃葡糖基-D-果糖),随后用氢/Raney镍氢化该异麦芽糖。
本发明剂型包括聚合物成分(A)的量一般是2-90wt%,优选10-90wt%,特别优选10-50wt%。所用氢化异麦芽糖的量一般是5-89.9wt%,优选10-70wt%,特别优选20-60wt%。
活性成分的量也取决于疗效。它可以是0.1-70wt%,优选10-60wt%,特别优选20-50wt%。
所述的量都是基于剂型的总量(=100wt%)。
为了进一步改良加工性能,剂型可包括多达5wt%,优选2-5wt%的卵磷脂。
本发明制剂可进一步包括常规的药学上的助剂,诸如填充剂,润滑剂,脱模剂,流动调节剂,增塑剂,染料和稳定剂,其量至多约50wt%。
为了制造本发明剂型,活性成分既可以与聚合物(A)以物理混合物的形式直接熔化,也可以与已经制得的聚合物熔体混合。
另外,活性成分可在挤出机内以常规方式与熔体混和,优选用单螺纹或双螺纹挤出机,其温度范围是50-180℃,优选80-140℃。通过例如压延挤出物可将含有活性成分的聚合物熔体成形而得到本发明制剂,这个方法公开在EP-A240906,还有DE-A3830355公开的方法,即用旋转切割机将挤出物转换成等体积的坯料,它仍是可变形的但有固化的表面,随后在常规压片机中压缩成药片。以这种方式在滚圆后可得到药丸,也可填充在硬胶囊内。
还可以将助剂混合进入活性成分与聚合物(A)的熔体或溶液。另外,也可以将活性成分和助剂合在一起进入聚合物熔体。也可将助剂、活性成分和聚合物的混合物直接熔化。一般习惯是将助剂、活性成分和聚合物的物理混合物一起熔化。
本发明制剂可用作药物,采用的形式为药片,药丸,粒剂或胶囊,或者可以口服给药的其他剂型。可快速释放活性成分的药物剂型优选用本发明制剂来制造。
如果需要,可用常规涂层包覆固体药物剂型,以便改良其外观和/或味道(糖衣药片),或者用聚合物水溶液或有机溶液或分散体喷涂使固体药物剂型进行膜包衣,以得包衣片。
利用本发明药物组合物不仅能够实现快速释放活性成分,而且还能得到优异的可加工性。
特别倾向于粘结的活性成分诸如异博停盐酸盐带来的难于操作熔体和成形的问题,用本发明制剂就可避免。
利用EP-A240906公开的压延工艺得到下面实施例所述剂型。它们表现出良好的抗机械应力性质并且没有粘结的趋向。
实施例1-7
挤出/压延-一般方式:
挤出机类型:双螺纹挤出机,
段数:4+头(模),
药片形状:圆形,椭球形,重300mg,
熔体流动:20-25kg/h,
用USP XXIII1625页搅槽法测定活性成分(异博停盐酸盐药片)的释放情况,
速度:50rpm,
搅拌介质[sic]:0.1mol/l HCl。
所用聚合物(A)是60wt%N-乙烯基吡咯烷酮和40wt%乙酸乙烯酯制备的共聚物。(按照德国药典叫做“Copolyvidon”)
每种情况所述的量(wt%)都是重量百分比。
实施例1(比较实施例)
挤出条件:
活性成分释放检验表明,30分钟后释放活性成分52.4%。实施例2
挤出条件:
活性成分释放检验表明,30分钟后释放活性成分91.5%。实施例3
异博停盐酸盐 | 26.67% |
Copolyvidon | 40.00% |
甘露醇 | 28.33% |
卵磷脂 | 5.00% |
总量 | 363mg |
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 115 | 115 | 115 |
异博停盐酸盐 | 26.67% |
Copolyvidon | 40.00% |
氢化异麦芽糖 | 28.33% |
卵磷脂 | 5.00% |
总量 | 368mg |
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 100 | 120 | 130 | 130 | 130 |
异博停盐酸盐 | 33.33% |
Copolyvidon | 31.67% |
氢化异麦芽糖 | 32.00% |
卵磷脂 | 3.00% |
总量 | 242mg |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 110 | 110 | 110 |
活性成分释放检验表明,20分钟后释放活性成分65.4%。实施例4
异博停盐酸盐 | 33.33% |
Copolyvidon | 23.67% |
氢化异麦芽糖 | 40.00% |
卵磷脂 | 3.00% |
总量 | 246mg |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 110 | 110 | 110 |
活性成分释放检验表明,20分钟后释放活性成分77.0%。实施例5
异博停盐酸盐 | 33.33% |
Copolyvidon | 13.67% |
氢化异麦芽糖 | 50.00% |
卵磷脂 | 3.00% |
总量 | 252mg |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 110 | 110 | 110 |
活性成分释放检验表明,20分钟后释放活性成分85.8%。实施例6
挤出条件:
活性成分释放检验表明,30分钟后释放活性成分93.2%。实施例7(比较实施例)
异博停盐酸盐 | 33.33% |
Copolyvidon | 13.67% |
氢化异麦芽糖 | 50.00% |
卵磷脂 | 3.00% |
总量 | 252mg |
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 110 | 110 | 110 |
异博停盐酸盐 | 30.00% |
Copolyvidon | 70.00% |
挤出条件:
活性成分释放检验表明,30分钟后释放活性成分93.7%。实施例8
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 90 | 130 | 130 | 140 | 140 |
异博停盐酸盐 | 32% |
氢化异麦芽糖 | 41.5% |
Copolyvidon | 24% |
氢化蓖麻油 | 2.00% |
高分散二氧化硅 | 0.5% |
挤出条件:
活性成分释放检验表明,30分钟后释放活性成分96.7%。
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 110 | 110 | 110 |
实施例9和10
扑热息痛药片
挤出/压延-一般方式:
挤出机类型:双螺纹挤出机,
药片形状:椭圆形,重700mg,
熔体流动:20-25kg/h,
搅槽方法:USP 23[sic](扑热息痛药片)。
每种情况所述的量(wt%)都是重量百分比。
实施例9
扑热息痛 | 72% |
聚乙烯吡咯烷酮,K值30 | 4% |
氢化异麦芽糖 | 17.25% |
高分散二氧化硅 | 1% |
甘醇酸淀粉钠 | 5% |
月桂基硫酸钠 | 0.75% |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 120 | 120 | 130 | 145 |
活性成分释放检验表明,搅槽法测量30分钟后释放活性成分100%。
实施例10
扑热息痛 | 72% |
Copolyvidon | 4% |
氢化异麦芽糖 | 17.25% |
高分散二氧化硅 | 1.00% |
甘醇酸淀粉钠 | 5% |
月桂基硫酸钠 | 0.75% |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 120 | 120 | 130 | 145 |
活性成分释放检验表明,30分钟后释放活性成分98%。
实施例11-13
维生素B[sic]复合药片
挤出/压延-一般方式:
挤出机类型:双螺纹挤出机,
段数:4+头
药片形状:圆形,椭球形,重约240mg,
熔体流动:20-25kg/h,
每种情况所述的量(wt%)都是重量百分比。
实施例11
维生素B1一硝酸盐 | 0.572% |
维生素B2 | 0.704% |
吡哆素盐酸盐 | 0.748% |
维生素B12(糊精麦芽糖(maltodextrin)中结合0.1%) | 1.32% |
D-泛醇酸钙 | 2.64% |
烟碱酸 | 7.26% |
叶酸 | 0.066% |
生物素 | 0.02% |
氢化异麦芽糖 | 31.67% |
羟丙基纤维素(KlucelEF) | 50.00% |
卵磷脂 | 5.00% |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 100 | 105 | 105 | 110 |
实施例12
维生素B1一硝酸盐 | 0.65% |
维生素B2 | 0.8% |
吡哆素盐酸盐 | 0.85% |
维生素B12(糊精麦芽糖中结合0.1%)[sic] | 1.5% |
D-泛醇酸钙 | 3.00% |
烟碱酸 | 8.25% |
叶酸 | 0.075% |
生物素 | 0.015% |
氢化异麦芽糖 | 45.86% |
羟丙基纤维素 | 35.00% |
卵磷脂 | 4% |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 90 | 90 | 100 | 115 |
实施例13
维生素B1一硝酸盐 | 0.3575% |
维生素B2 | 0.44% |
吡哆素盐酸盐 | 0.4583% |
D-泛醇酸钙 | 1.65% |
烟碱酰胺 | 4.537% |
生物素 | 0.0178% |
氢化异麦芽糖 | 74.538% |
羟丙基甲基纤维素 | 10.00% |
Kollidon K 30 | 5% |
卵磷脂 | 3% |
挤出条件:
段1 | 段2 | 段3 | 段4 | 头 | |
温度(℃) | 80 | 120 | 130 | 133 | 133 |
Claims (8)
1.一种由无溶剂熔体挤出随后成形可得到的固体剂型,除一种或多种活性成分外,它还包含:
A)2-90wt%的可热塑加工的水溶性聚合物,
B)5-89.9wt%的氢化异麦芽糖,和
C)0-5wt%的卵磷脂,其中所有成分总量等于100wt%。
2.根据权利要求1的剂型,包括:
A)10-90wt%的可热塑加工的水溶性聚合物,
B)5-89.9wt%的氢化异麦芽糖,和
C)0-5wt%的卵磷脂,其中所有成分总量等于100wt%。
3.根据权利要求1或2的固体剂型,作为聚合物A)包括N-乙烯基内酰胺的均聚或共聚物。
4.根据权利要求3的固体剂型,包括N-乙烯基吡咯烷酮和乙酸乙烯酯的共聚物。
5.根据权利要求1或2的固体剂型,作为聚合物A)包括羟丙基纤维素。
6.根据权利要求1-4任一固体剂型,包括作为活性成分的异博停或其生理上可耐受的盐。
7.根据权利要求1-5任一固体剂型,还包括常规药学助剂。
8.根据权利要求1-6任一固体剂型,其中包括在50-180℃时将各组分转换成熔体。
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Application Number | Priority Date | Filing Date | Title |
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DE19536394.9 | 1995-09-29 | ||
DE19536394A DE19536394A1 (de) | 1995-09-29 | 1995-09-29 | Feste Arzneiformen, erhältlich durch Extrusion einer Isomalt enthaltenden Polymer-Wirkstoff-Schmelze |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1198094A true CN1198094A (zh) | 1998-11-04 |
CN1200694C CN1200694C (zh) | 2005-05-11 |
Family
ID=7773633
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB961972637A Expired - Lifetime CN1200694C (zh) | 1995-09-29 | 1996-09-30 | 通过挤出含氢化异麦芽糖的聚合物/活性成分熔体可得到的固体剂型 |
Country Status (22)
Country | Link |
---|---|
US (1) | US6187342B1 (zh) |
EP (1) | EP0854707B1 (zh) |
JP (1) | JP4041163B2 (zh) |
KR (1) | KR19990063853A (zh) |
CN (1) | CN1200694C (zh) |
AT (1) | ATE228355T1 (zh) |
AU (1) | AU7282896A (zh) |
BG (1) | BG102346A (zh) |
BR (1) | BR9610799A (zh) |
CA (1) | CA2230950C (zh) |
CZ (1) | CZ95998A3 (zh) |
DE (2) | DE19536394A1 (zh) |
DK (1) | DK0854707T3 (zh) |
ES (1) | ES2187678T3 (zh) |
HU (1) | HUP9903384A3 (zh) |
IL (1) | IL123250A (zh) |
MX (1) | MX9801988A (zh) |
NO (1) | NO981394D0 (zh) |
RU (1) | RU2197228C2 (zh) |
TW (1) | TW438599B (zh) |
WO (1) | WO1997012603A1 (zh) |
ZA (1) | ZA968130B (zh) |
Families Citing this family (37)
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DE19809242A1 (de) * | 1998-03-05 | 1999-09-09 | Basf Ag | Verfahren zur Herstellung von festen, sphärischen Formkörpern, enthaltend pharmazeutische Wirkstoffe in einer Bindemittelmatrix |
US6465009B1 (en) | 1998-03-18 | 2002-10-15 | Yamanouchi Pharmaceutical Co., Ltd. | Water soluble polymer-based rapidly dissolving tablets and production processes thereof |
US7364752B1 (en) | 1999-11-12 | 2008-04-29 | Abbott Laboratories | Solid dispersion pharamaceutical formulations |
ATE329579T1 (de) * | 1999-11-12 | 2006-07-15 | Abbott Lab | Feste dispersion mit ritonavir, fenofibrat oder griseofulvin |
US8088060B2 (en) * | 2000-03-15 | 2012-01-03 | Orbusneich Medical, Inc. | Progenitor endothelial cell capturing with a drug eluting implantable medical device |
US20070141107A1 (en) * | 2000-03-15 | 2007-06-21 | Orbusneich Medical, Inc. | Progenitor Endothelial Cell Capturing with a Drug Eluting Implantable Medical Device |
US9522217B2 (en) | 2000-03-15 | 2016-12-20 | Orbusneich Medical, Inc. | Medical device with coating for capturing genetically-altered cells and methods for using same |
DE10026698A1 (de) * | 2000-05-30 | 2001-12-06 | Basf Ag | Selbstemulgierende Wirkstoffformulierung und Verwendung dieser Formulierung |
US20030032675A1 (en) * | 2001-02-15 | 2003-02-13 | Franz G. Andrew | Manufacture of thyroid hormone tablets having consistent active moiety amounts |
BR0207297A (pt) * | 2001-02-15 | 2005-04-19 | King Pharmaceuticals Inc | Composição farmacêutica em forma sólida e método de preparar uma forma de dosagem sólida de um ingrediente farmaceuticamente ativo |
US6555581B1 (en) | 2001-02-15 | 2003-04-29 | Jones Pharma, Inc. | Levothyroxine compositions and methods |
US20030224047A1 (en) * | 2001-02-15 | 2003-12-04 | Franz G. Andrew | Levothyroxine compositions and methods |
EP1372392A4 (en) * | 2001-03-26 | 2004-06-23 | Smithkline Beecham Corp | ORAL DOSAGE FORM CONTAINING NICOTINE |
FR2823974B1 (fr) * | 2001-04-25 | 2004-10-15 | Pf Medicament | Pastille medicamenteuse a liberation lente du principe actif |
US20030198667A1 (en) * | 2001-08-10 | 2003-10-23 | Franz Andrew G. | Methods of producing dispersible pharmaceutical compositions |
US20030180353A1 (en) * | 2001-08-10 | 2003-09-25 | Franz G. Andrew | Stabilized pharmaceutical compositions |
US20030190349A1 (en) * | 2001-08-10 | 2003-10-09 | Franz G. Andrew | Methods of stabilizing pharmaceutical compositions |
US20030198671A1 (en) * | 2001-08-10 | 2003-10-23 | Franz G. Andrew | Levothyroxine compositions having unique plasma AUC properties |
US20030199587A1 (en) * | 2001-08-14 | 2003-10-23 | Franz G. Andrew | Levothyroxine compositions having unique Cmax properties |
US20030195253A1 (en) * | 2001-08-14 | 2003-10-16 | Franz G. Andrew | Unadsorbed levothyroxine pharmaceutical compositions, methods of making and methods of administration |
US20030198672A1 (en) * | 2001-08-14 | 2003-10-23 | Franz G. Andrew | Levothyroxine compositions having unique triidothyronine plasma AUC properties |
US20030203967A1 (en) * | 2001-08-14 | 2003-10-30 | Franz G. Andrew | Levothyroxine compositions having unique Tmax properties |
US20030199586A1 (en) * | 2001-08-14 | 2003-10-23 | Franz G. Andrew | Unique levothyroxine aqueous materials |
US20040043066A1 (en) * | 2001-10-29 | 2004-03-04 | Franz G. Andrew | Levothyroxine compositions having unique triiodothyronine Tmax properties |
KR100514590B1 (ko) * | 2001-12-18 | 2005-09-14 | 주식회사 대웅 | 프라바스타틴나트륨 및 안정화제로서의 코폴리비돈을함유하는 약제 조성물 |
US20040101543A1 (en) * | 2002-03-22 | 2004-05-27 | John Liu | Nicotine-containing oral dosage form |
EP1572190B1 (en) * | 2002-12-17 | 2007-04-18 | Abbott GmbH & Co. KG | Formulation comprising fenofibric acid, a physiologically acceptable salt or derivative thereof |
US20080051411A1 (en) * | 2002-12-17 | 2008-02-28 | Cink Russell D | Salts of Fenofibric Acid and Pharmaceutical Formulations Thereof |
JP4783278B2 (ja) * | 2003-02-03 | 2011-09-28 | ノバルティス アーゲー | 医薬製剤 |
US8377952B2 (en) * | 2003-08-28 | 2013-02-19 | Abbott Laboratories | Solid pharmaceutical dosage formulation |
US8025899B2 (en) | 2003-08-28 | 2011-09-27 | Abbott Laboratories | Solid pharmaceutical dosage form |
GB2418854B (en) * | 2004-08-31 | 2009-12-23 | Euro Celtique Sa | Multiparticulates |
EP2140861A1 (en) * | 2008-06-30 | 2010-01-06 | Abbott GmbH & Co. KG | Pharmaceutical dosage form comprising polymeric carrier composition |
ES2511145T3 (es) * | 2010-10-14 | 2014-10-22 | Abbott Gmbh & Co. Kg | Formulación de dispersión sólida de curcuminoides |
US9782365B2 (en) | 2011-03-21 | 2017-10-10 | Sanofi-Aventis Deutschland Gmbh | Solid ambroxol-containing preparation |
US9375033B2 (en) | 2014-02-14 | 2016-06-28 | R.J. Reynolds Tobacco Company | Tobacco-containing gel composition |
EP3441065B1 (en) * | 2016-04-06 | 2024-10-09 | Astellas Pharma Inc. | Fast-eluting three-dimensional molding, filament for fast-eluting three-dimensional molding, and material for fast-eluting three-dimensional molding |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3612211A1 (de) | 1986-04-11 | 1987-10-15 | Basf Ag | Kontinuierliches verfahren zum tablettieren |
DE3826946C1 (zh) | 1988-08-09 | 1990-03-15 | A. Nattermann & Cie Gmbh, 5000 Koeln, De | |
EP0764019B1 (en) | 1994-06-14 | 2002-08-07 | Biovail Technologies Ltd. | Process and apparatus for making rapidly dissolving dosage units and product therefrom |
-
1995
- 1995-09-29 DE DE19536394A patent/DE19536394A1/de not_active Withdrawn
-
1996
- 1996-09-26 TW TW085111773A patent/TW438599B/zh not_active IP Right Cessation
- 1996-09-27 ZA ZA9608130A patent/ZA968130B/xx unknown
- 1996-09-30 WO PCT/EP1996/004262 patent/WO1997012603A1/de not_active Application Discontinuation
- 1996-09-30 CA CA002230950A patent/CA2230950C/en not_active Expired - Lifetime
- 1996-09-30 CZ CZ98959A patent/CZ95998A3/cs unknown
- 1996-09-30 EP EP96934494A patent/EP0854707B1/de not_active Expired - Lifetime
- 1996-09-30 US US09/029,362 patent/US6187342B1/en not_active Expired - Lifetime
- 1996-09-30 ES ES96934494T patent/ES2187678T3/es not_active Expired - Lifetime
- 1996-09-30 CN CNB961972637A patent/CN1200694C/zh not_active Expired - Lifetime
- 1996-09-30 RU RU98108536/14A patent/RU2197228C2/ru active
- 1996-09-30 AT AT96934494T patent/ATE228355T1/de active
- 1996-09-30 JP JP51396597A patent/JP4041163B2/ja not_active Expired - Lifetime
- 1996-09-30 DK DK96934494T patent/DK0854707T3/da active
- 1996-09-30 KR KR1019980702324A patent/KR19990063853A/ko not_active Application Discontinuation
- 1996-09-30 BR BR9610799A patent/BR9610799A/pt active Search and Examination
- 1996-09-30 HU HU9903384A patent/HUP9903384A3/hu unknown
- 1996-09-30 IL IL12325096A patent/IL123250A/xx not_active IP Right Cessation
- 1996-09-30 AU AU72828/96A patent/AU7282896A/en not_active Abandoned
- 1996-09-30 DE DE59609923T patent/DE59609923D1/de not_active Expired - Lifetime
-
1998
- 1998-03-13 MX MX9801988A patent/MX9801988A/es not_active IP Right Cessation
- 1998-03-24 BG BG102346A patent/BG102346A/bg unknown
- 1998-03-27 NO NO981394A patent/NO981394D0/no unknown
Also Published As
Publication number | Publication date |
---|---|
CN1200694C (zh) | 2005-05-11 |
NO981394L (no) | 1998-03-27 |
IL123250A (en) | 2000-08-31 |
HUP9903384A2 (hu) | 2000-10-28 |
JPH11512729A (ja) | 1999-11-02 |
IL123250A0 (en) | 1998-09-24 |
CA2230950A1 (en) | 1997-04-10 |
CA2230950C (en) | 2007-12-04 |
NO981394D0 (no) | 1998-03-27 |
RU2197228C2 (ru) | 2003-01-27 |
AU7282896A (en) | 1997-04-28 |
KR19990063853A (ko) | 1999-07-26 |
ZA968130B (en) | 1998-03-27 |
ATE228355T1 (de) | 2002-12-15 |
BG102346A (bg) | 1998-10-30 |
WO1997012603A1 (de) | 1997-04-10 |
CZ95998A3 (cs) | 1998-08-12 |
DE19536394A1 (de) | 1997-04-03 |
DK0854707T3 (da) | 2002-12-16 |
ES2187678T3 (es) | 2003-06-16 |
BR9610799A (pt) | 1999-07-13 |
EP0854707A1 (de) | 1998-07-29 |
TW438599B (en) | 2001-06-07 |
MX9801988A (es) | 1998-08-30 |
DE59609923D1 (de) | 2003-01-09 |
US6187342B1 (en) | 2001-02-13 |
JP4041163B2 (ja) | 2008-01-30 |
EP0854707B1 (de) | 2002-11-27 |
HUP9903384A3 (en) | 2001-04-28 |
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