CN105142671A - 卡巴他赛和磺基丁基醚β-环糊精的组合物 - Google Patents
卡巴他赛和磺基丁基醚β-环糊精的组合物 Download PDFInfo
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Abstract
本发明涉及一种组合物,所述组合物包含:(a)卡巴他赛(cabazitaxel)和(b)磺基丁基醚β-环糊精。这种组合物在水性介质中展现出出乎意料的所需的稳定性,允许在不使用乙醇或表面活性剂的情况下施用治疗剂量的药物。
Description
发明领域
本发明涉及一种组合物,所述组合物包含:(a)卡巴他赛(cabazitaxel)和(b)磺基丁基醚β-环糊精。这种组合物在水性介质中展现出出乎意料的所需的稳定性,因此允许在不需要乙醇和表面活性剂的情况下施用治疗剂量的药物。
发明背景
卡巴他赛,(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(乙酰氧基)-15-{[(2R,3S)-3-{[(叔丁氧基)羰基]氨基}-2-羟基-3-苯基丙酰基]氧基}-1-羟基-9,12-二甲氧基-10,14,17,17-四甲基-11-氧代-6-氧杂四环[11.3.1.03,10.04,7]十七碳-13-烯-2-基苯甲酸酯,是微管抑制剂,其正在被研究用于多种癌症治疗,包括头颈癌、非小细胞肺癌(non-smallcelllungcancer,NSCLC)、小细胞肺癌(smallcelllungcancer,SCLC)、神经胶质瘤(glioma)、膀胱癌、胃和食道癌、乳腺癌以及卵巢癌。已经具体设计卡巴他赛以克服与紫杉醇(paclitaxel)和多西他赛(docetaxel)以及与许多其他抗癌药物相关的多重耐药性(MDR)。
由于其在水中的低溶解度,卡巴他赛的商用制剂采用聚山梨醇酯80(表面活性剂)作为增溶剂并且采用乙醇作为稀释剂。由于这种表面活性剂和乙醇的存在,这种制剂需要给病人以抗组胺药(antihistamine)、皮质类固醇(corticosteroid)和H2拮抗剂事先用药。这种制剂在向病人中输注前还需要两步制备过程。在第一步中,必须将含有卡巴他赛和赋形剂的小药瓶与含有乙醇的另一个小药瓶混合;在第二步中,然后将该混合溶液用盐水或5%葡萄糖稀释。根据其标签,在室温下,剂量给药溶液必须八小时内使用,或者如果冷藏的话,在24小时内使用。两个时间限制包括大约1小时的输注时间。
因此,将会合乎需要的是拥有这样的卡巴他赛制剂:其展现出增加的稳定性;其不需要表面活性剂和/或乙醇的存在;并且其可以以更简单和方便的过程制备。
尽管现有技术已经提出了有关化合物的制剂,如具有取代的环糊精的多西他赛,这种制剂仍然含有乙醇。因此,例如,Young等人(美国专利8,481,511)公开了比例为1:10-150的多西他赛(docetaxel)与羟丙基-β-环糊精或磺基丁基-β-环糊精的包合配合物。该配合物如下制备:通过搅拌将溶解在乙醇中的多西他赛加入至环糊精的水溶液中,直到多西他赛完全溶解;将所述溶液在0.2-04μm微孔膜中过滤,然后通过减压移除乙醇以获得液体形式的包合配合物;或者通过减压移除乙醇,接着移除水,然后干燥以获得固体形式的包合配合物。Young等人强调了其最终组合物中降低的乙醇浓度的益处,指出“低的残留乙醇水平为提高多西他赛稳定性和降低刺激和其他副作用提供了有利的保证”。因此,出乎意料的是,可以使用磺基丁基醚β环糊精制备改进的卡巴他赛制剂,所述制剂不含有任何残留的乙醇。
发明描述
本发明涉及一种组合物,所述组合物包含:(a)卡巴他赛和(b)磺基丁基醚β-环糊精(“SBECD”)。
通常,卡巴他赛与SBECD的重量比在1:30至1:1000之间;优选地,该比例在1:90至1:200之间。在一个特别优选的实施方案中,本发明的组合物包含重量比为大约1:133的卡巴他赛和SBECD。
这种组合物还可以任选地包含加入以提高其药物性能的额外组分。尤其是,可以将酸、碱、和/或盐加入至组合物中以调节组合物的pH和渗涨度(tonicity)。特别优选的是,使用HCl、NaOH、柠檬酸和NaCl调节组合物的pH和渗涨度。
在某些实施方案中,组合物是适于通过静脉内注射或输注施用的无菌液体水溶液并且包含0.5%至70%之间的SBECD,优选1%至40%之间的SBECD,并且更优选2%至20%之间的SBECD。
在其它实施方案中,本发明的组合物是无菌固体冻干物形式,或者是包含2%至70%之间、优选20%至60%之间的SBECD的水溶液形式;所述两种形式均适于储存。
本发明的组合物可以通过将卡巴他赛与SBECD的水溶液混合而制备。通常在室温下将这种组合物混合,尽管可以采用更高或更低的温度。之后通常将混合物过滤并储存。如果需要的话,可以将过滤的溶液冷冻干燥用于储存。
实施例:
实施例1.SBECD水溶液中的卡巴他赛溶解度
将过量的卡巴他赛与SBECD水溶液在23℃混合16小时。将所得到的悬浮液通过0.22μm滤器过滤,并且通过HPLC分析澄清的滤液溶液。卡巴他赛在溶液中的浓度在以下表中给出。
表.在23℃下在SBECD水溶液中卡巴他赛的平衡溶解度
实施例2.SBECD水溶液中卡巴他赛溶液的稳定性
通过先后将SBECD溶解在水中并且将卡巴他赛溶解在所得到的溶液中,接着通过0.22μm滤器过滤,制备在20%SBECD水溶液中的含有2.02mg/mL卡巴他赛的溶液。随后用水将部分溶液稀释以分别形成包含1%、4.8%和10%SBECD的三种溶液。将溶液在温度23℃下温育并且在选定的时间点使用HPLC分析。结果在以下表中给出。所有溶液都是稳定的。
表.在使用不同稀释度的具有SBECD的水性组合物中的卡巴他赛浓度
实施例3.20%SBECD水溶液中的卡巴他赛溶液的制备
将2180mg的SBECD溶解在8707mg的蒸馏水中。将16.4mg卡巴他赛加入至该溶液中并且混合直到完全溶解。将溶液通过0.22μm滤器过滤。
实施例4.卡巴他赛和SBECD的冻干组合物的制备
使用干冰将实施例3的溶液快速冷冻。将冷冻的材料冷冻干燥。
实施例5.卡巴他赛组合物在等渗NaCl溶液中的恢复(reconstruction)。
将9.80mL的0.9%NaCl水溶液加至200mg的实施例3的冻干组合物中。将混合物轻轻地混合以制备澄清溶液,所述溶液包含0.15mg/mL卡巴他赛在2%SBECD中的溶液以及0.9%NaCl。
实施例6.药物代谢动力学
雌性Sprague-Dawley大鼠,每组8只动物,接受1小时实施例3的溶液或者等同于卡巴他赛的商用组合物的包含卡巴他赛、聚山梨醇酯80、乙醇和水的溶液的静脉内(i.v.)输注。两种组合物都以剂量8mg/kg施用。在输注开始之后0.5、1、1.08、1.25、1.5、2、3、和4小时收集血液样品;在取样期间从每只动物获取三个样品。使用HPLC测定每个样品中的卡巴他赛的血浆水平。结果在以下表中给出。
结果表明,实施例3的溶液和等同于卡巴他赛的商用组合物的溶液提供相等的对卡巴他赛的暴露(exposure)。
实施例7.在3LL模型中的功效
用鼠3LL细胞(200,000个)静脉内接种C57BL/6小鼠,并且在接种后第1、4和7天用10mg/kg的实施例3的溶液或者等同于卡巴他赛的商用组合物的包含卡巴他赛、聚山梨醇酯80、乙醇和水的溶液的静脉内注射进行治疗。在对照组中使用盐水注射。记录小鼠体重以评价对治疗的耐受性。没有记录到死亡。在第18天时将动物处死并且对肺中的转移进行计数。结果在以下表中给出。
实施例8.在MDA-MB231模型中的功效
将在含有30%基质胶(Matrigel)的细胞培养基中的MDA-MB-231细胞(每个部位500,000个细胞)皮下接种在裸Balb/c小鼠的肋腹(在中肋腹中)的2侧。在第16天后,当肿瘤达到0.5-0.8cm时,将动物随机分为三组并且在第1、4和7天用盐水(对照)治疗,或者用7.5mg/kg的实施例3的溶液或等同于卡巴他赛的商用组合物的包含卡巴他赛、聚山梨醇酯80、乙醇和水的溶液治疗。在研究期间记录肿瘤尺寸和体重,并且在研究结束时移出肿瘤并称重。结果在以下表中给出。
实施例9.在DU-145模型中的功效
将在含有50%基质胶的细胞培养基中的人前列腺癌(prostatecarcinoma)DU-145细胞(每个部位2,000,000个细胞)皮下接种在SCID小鼠的中肋腹的2侧。在第21天后(当肿瘤达到0.5-0.8cm时)将动物随机分为三组并且在此之后第1、4和7天用盐水(对照)治疗,或者用7.5mg/kg的实施例3的溶液或等同于卡巴他赛的商用组合物的包含卡巴他赛、聚山梨醇酯80、乙醇和水的溶液治疗。记录肿瘤尺寸和体重。结果在以下表中给出。
Claims (11)
1.一种组合物,所述组合物包含:(a)卡巴他赛和(b)磺基丁基醚β-环糊精。
2.根据权利要求1所述的组合物,其中卡巴他赛:磺基丁基醚β-环糊精的重量比在1:30至1:1,000之间。
3.根据权利要求2所述的组合物,其中卡巴他赛:磺基丁基醚β-环糊精的重量比在1:90至1:200之间。
4.根据权利要求1所述的组合物,其中所述组合物为适于静脉内注射或输注的水溶液形式,包含以重量计0.5%至70%之间的磺基丁基醚β-环糊精。
5.根据权利要求4所述的组合物,其中所述组合物为水溶液形式,包含以重量计1%至40%之间的磺基丁基醚β-环糊精。
6.根据权利要求5所述的组合物,其中所述组合物为水溶液形式,包含以重量计2%至20%之间的磺基丁基醚β-环糊精。
7.根据权利要求1所述的组合物,其中所述组合物为固体冻干物形式。
8.根据权利要求1所述的组合物,其中所述组合物为适于储存的水溶液形式,包含以重量计2%至70%之间的磺基丁基醚β-环糊精。
9.根据权利要求1所述的组合物,其中所述组合物为适于储存的水溶液形式,包含以重量计20%至60%之间的磺基丁基醚β-环糊精。
10.根据权利要求1所述的组合物,其中所述组合物不含任何乙醇。
11.根据权利要求1所述的组合物,其中所述组合物不含任何表面活性剂。
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20100041625A1 (en) * | 2006-09-12 | 2010-02-18 | Nanjing Huge-Ring Medicine Technology Development Co., Ltd. | Pharmaceutical composition comprising cyclodextrin paclitaxel inclusion and preparation method thereof |
US20100048685A1 (en) * | 2006-09-12 | 2010-02-25 | Yong Ren | Pharmaceutical composition containing docetaxel-cyclodextrin inclusion complex and its preparing process |
US20120058971A1 (en) * | 2009-11-23 | 2012-03-08 | Cerulean Pharma Inc. | Cyclodextrin-based polymers for therapeutic delivery |
US20120065255A1 (en) * | 2009-10-19 | 2012-03-15 | Nagesh Palepu | Cabazitaxel formulations and methods of preparing thereof |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2463687A1 (en) * | 2001-10-18 | 2003-04-24 | Decode Genetics Ehf | Cyclodextrin complexes |
JP2005022989A (ja) * | 2003-06-30 | 2005-01-27 | Otsuka Pharmaceut Factory Inc | 可溶化または分散化された難溶性化合物を含む組成物 |
KR101137785B1 (ko) * | 2003-07-18 | 2012-04-25 | 백스터 인터내셔널 인코포레이티드 | 제어된 상 분리에 의해 제조된 작은 구형 입자의 제조방법, 이용 방법 및 조성물 |
CA2543443A1 (en) * | 2003-10-31 | 2005-05-12 | The University Of Kansas | Sulfoalkyl ether-alkyl ether cyclodextrin derivatives |
KR101502533B1 (ko) * | 2007-11-22 | 2015-03-13 | 에스케이케미칼주식회사 | 우수한 안정성을 갖는 택산 유도체 함유 주사제용동결건조 조성물 및 이의 제조방법 |
WO2013024495A1 (en) * | 2011-08-18 | 2013-02-21 | Dr. Reddys Laboratories Limited | Pharmaceutical formulations of cabazitaxel |
-
2013
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20100041625A1 (en) * | 2006-09-12 | 2010-02-18 | Nanjing Huge-Ring Medicine Technology Development Co., Ltd. | Pharmaceutical composition comprising cyclodextrin paclitaxel inclusion and preparation method thereof |
US20100048685A1 (en) * | 2006-09-12 | 2010-02-25 | Yong Ren | Pharmaceutical composition containing docetaxel-cyclodextrin inclusion complex and its preparing process |
US20120065255A1 (en) * | 2009-10-19 | 2012-03-15 | Nagesh Palepu | Cabazitaxel formulations and methods of preparing thereof |
US20120058971A1 (en) * | 2009-11-23 | 2012-03-08 | Cerulean Pharma Inc. | Cyclodextrin-based polymers for therapeutic delivery |
Non-Patent Citations (1)
Title |
---|
HAMADA ET AL: "Enhancement of Water-Solubility and Bioactivity of Paclitaxel Using Modified Cyclodextrins", 《JOURNAL OF BIOSCIENCE AND BIOENGINEERING》 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108066774A (zh) * | 2018-01-11 | 2018-05-25 | 广州市卓源医药科技有限公司 | 一种注射用卡巴他赛组合物及其制备方法 |
WO2019136817A1 (zh) * | 2018-01-11 | 2019-07-18 | 比卡生物科技(广州)有限公司 | 一种注射用卡巴他赛组合物及其制备方法 |
CN108066774B (zh) * | 2018-01-11 | 2023-04-18 | 比卡生物科技(广州)有限公司 | 一种注射用卡巴他赛组合物及其制备方法 |
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KR102161866B1 (ko) | 2020-10-05 |
BR112015015202B1 (pt) | 2021-12-21 |
PL2934593T3 (pl) | 2020-05-18 |
JP2016508138A (ja) | 2016-03-17 |
WO2014122498A3 (en) | 2014-12-04 |
RU2015130495A (ru) | 2017-01-27 |
CN105142671B (zh) | 2018-09-14 |
EP2934593A4 (en) | 2016-08-10 |
AU2013377404A1 (en) | 2015-07-30 |
RU2678772C2 (ru) | 2019-02-01 |
DK2934593T3 (da) | 2020-02-17 |
PT2934593T (pt) | 2020-03-09 |
BR112015015202A2 (pt) | 2017-07-11 |
US20150328321A1 (en) | 2015-11-19 |
MX371067B (es) | 2020-01-15 |
CA2900508C (en) | 2021-04-13 |
AU2013377404A2 (en) | 2015-08-27 |
BR112015015202B8 (pt) | 2022-02-15 |
MX2015008225A (es) | 2016-07-20 |
CA2900508A1 (en) | 2014-08-14 |
AU2013377404B2 (en) | 2018-08-23 |
WO2014122498A2 (en) | 2014-08-14 |
KR20150127035A (ko) | 2015-11-16 |
US9919053B2 (en) | 2018-03-20 |
JP6498610B2 (ja) | 2019-04-10 |
HUE048505T2 (hu) | 2020-07-28 |
EP2934593A2 (en) | 2015-10-28 |
ES2771423T3 (es) | 2020-07-06 |
EP2934593B1 (en) | 2020-02-05 |
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