CN112601520A - 乳果糖的新剂型 - Google Patents
乳果糖的新剂型 Download PDFInfo
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- CN112601520A CN112601520A CN201880096547.2A CN201880096547A CN112601520A CN 112601520 A CN112601520 A CN 112601520A CN 201880096547 A CN201880096547 A CN 201880096547A CN 112601520 A CN112601520 A CN 112601520A
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- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
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- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
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- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
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Abstract
本发明公开了乳果糖的口服药物组合物,其特别可用于治疗便秘和肝性脑病。特别地,本发明提供了包含乳果糖的消耗性新型软糖递送系统及其制备方法。该组合物包含乳果糖、胶凝剂、甜味剂、缓冲剂、调味剂、着色剂、抗粘剂和防腐剂。相对于非软糖组合物,此类乳果糖软糖组合物可以提供改善的患者依从性。此外,该组合物包含维生素、营养补充剂、矿物质、抗氧化剂、可溶性和不溶性纤维、草药、植物、益生菌、益生元氨基酸和消化酶。
Description
技术领域
本发明公开了包含乳果糖的消耗性新型软糖(gummy)递送系统及其制备方法。此外,组合物包含维生素、营养补充剂、矿物质、抗氧化剂、可溶性和不溶性纤维、草药、植物、氨基酸、益生菌、益生元和消化酶。
背景技术
便秘是一种医学疾病,会导致人们难以摆脱体内的固体废物。便秘是最普遍的胃肠道不适之一,每年,便秘的就诊人数超过250万,处方药和非处方泻药的花费超过5亿美元。低纤维摄入、水合不足、由于总体功能下降和收容化而导致的活动性降低、口渴感降低、电解质紊乱(高钙血症、低钾血症、高镁血症)、内分泌和代谢紊乱(例如糖尿病、甲状旁腺功能亢进、甲状腺功能减退、慢性肾衰竭)、神经系统疾病(例如痴呆、帕金森病、神经疾患、多发性硬化症、脊髓损伤、马尾综合症)、心理合并症(例如抑郁症、悲痛、人格障碍或虐待史)和同期用药(例如抗胆碱药、利尿剂、β受体阻滞剂、鸦片剂、铁补充剂、钙通道阻滞剂、抗抑郁药、对乙酰氨基酚、阿司匹林和非甾体抗炎药)都被认为是造成慢性便秘的原因,尤其是在老年人中。
乳果糖是由果糖和半乳糖合成的不可消化的双糖(糖),用于治疗便秘和某些肝脏疾病。乳果糖不被吸收进入大肠,在那里常驻细菌将其消耗并产生乳酸、乙酸和甲酸,后者将液体吸入肠中以软化粪便(通便作用)。结肠内容物的酸化会从血流中吸收氨气,帮助粪便排泄;当氨不能被排毒时对肝衰竭有帮助。
乳果糖(β-半乳糖苷-果糖)是一种合成的双糖,由于缺乏特定的双糖酶,因此其无法在小肠中消化。它不变地进入结肠,在那里它用作分解碳水化合物的细菌(主要是嗜酸乳杆菌和双歧杆菌)的能量来源。在发酵过程中,会形成低分子有机酸(主要是甲酸和乳酸),从而降低粪便的pH值。
市场上有许多用于递送活性成分的递送系统。通常,至少由于窒息的危险,大多数儿童、老年人和吞咽困难的患者不能吞咽传统的固体剂型(例如片剂和胶囊剂)。
对于年幼的儿童(即2岁以下),液体剂型是优选的,因为可以经由口服注射器或汤匙方便给药。然而,这些剂型可能会引起问题,因为由于特征性的气味和味道,它们对于儿童服用产品并不很具备吸引性。混悬剂可以改善掩味效果,但是,口感和砂砾感常常是首要问题。
患者的依从性是当前市售剂型的问题。例如,当孕妇的病情不允许她们轻松服用目前市售的剂型时,有时会出现依从性问题,包括怀孕晨吐或恶心和呕吐。
因此,需要提供合适的营养补充并具有令人满意的患者依从性的组合物。此类组合物可以例如在怀孕之前和期间使用。
因此,本发明的目的是提供新的用于活性物质的递送系统,其为软糖并且克服了目前可用的递送系统的缺点。
软糖剂型特别有效地使儿童、老年人口、吞咽困难患者和孕妇能够依从给药,因为它们提供了可口的、可咀嚼的基质,并且可以掺入通常剂量非常低的活性成分,具有可以承受软糖制造过程中的高热应力,并且固有的味觉响应低。此外,虽然软糖剂型向儿童提供了有效剂量的活性成分的基础,但由于与软糖剂型平台兼容的活性成分数量有限,其在食品补充剂和类似材料的递送中的应用受到高度限制。
先前已经通过将多种成分(例如糖、玉米糖浆、水、明胶、调味剂和其他甜味剂)进行混合,然后在高温(例如,最高约240℃)下煮制该混合物,然后将煮制好的混合物沉积到预制模具中,来制备软糖剂型。仅在煮制之前的初始混合步骤期间,才能促进活性成分的掺入。煮制好的混合物的粘度通常太高,以致不能追溯地添加活性成分。由于煮制过程的非常高的热应力,在制造软糖期间,活性成分可能会遭受明显的化学和/或物理降解。在本发明中,使用果胶、卡拉胶、果胶与卡拉胶的组合作为胶凝剂,在约80℃获得软糖。因此,已经建立了利用过量(包括过量的活性成分以抵消由于制造期间的降解引起的损失)的实践。
仅对于一些不存在安全隐患的功能性活性物质,才允许使用过量来抵消软糖剂型中的总制造损失。这种做法在食品补充剂中的应用通常不可行,因为它可能导致明显的功效、安全性和监管问题。另外,由于对食品补充剂的质量控制要求(即声称的活性成分剂量、含量均匀性、降解限度等)通常比基于食品的功能性添加剂更为严格,因此软糖作为口服递送平台的适用性变得更令人望而却步。因此,在本领域中仍然需要适合于递送API等的口服可咀嚼剂型,其中活性成分的含量可以在整个制造过程中受到严格控制,以提供具有一致质量和所需适口性的所得剂型。
本发明提供了包含乳果糖的新型消耗性软糖组合物,其容易被给药于婴儿或成人。当直接通过口服服用或添加到食品或婴儿配方食品中时,该组合物具有理想的温和味道并且易于食用。此外,每单位体积的组合物中的高密度乳果糖导致最小量的待给药剂量。这使得该组合物相对无害并且易于婴儿食用。
诸如软糖的合成物可以具有“泡沫”效果,从而刺激唾液并使体验更加愉悦。这些组合物还提供了将难溶性API转化为对使用者友好的形式。对于吞咽困难(咽下困难)的人,这些组合物是常规片剂的绝佳替代品。另外,这些片剂降低了药物引起的食道炎的风险——当片剂被卡在食道中并溶解时仍保持与敏感的食道内膜接触。
软糖剂型会导致从胃前区域(即嘴、咽和食道)更快地吸收药物,在诸如晕车、过敏性发作或咳嗽等突然发作的情况下(该情况下需要超快速起效),它们可能会迅速起效。该剂型允许高的药物载量并且具有足够的强度以承受制造过程和制造后处理的严格要求。软糖剂型的胃前吸收可通过减少副作用来改善生物利用度、减少剂量并改善临床表现。胃前药物吸收避免了首过代谢;如果通过肝代谢损失了大量药物,则可以减少药物剂量。
软糖在经过调味的软糖糖果中含有药物,对儿童和老年患者有益。软糖通常是基于明胶、果胶、卡拉胶或果胶与卡拉胶的组合物的剂型,可以被视为锭剂和糖锭。该剂型已经变得非常流行。形式通常含有明胶、天然或人工甜味剂、天然或人工色素、酸化剂、调味剂和抗粘剂以及质地改善剂。
当推荐药物剂型时,患者的依从性和安全性通常在医疗保健从业者列表的顶部。当消费者选择剂型时,便利性通常也很重要。考虑到这些想法,使用新型组合物,诸如口溶颗粒、干/湿混悬剂和软糖,可以帮助改善儿童和老年患者的依从性。
发明内容
在一个总体方面,存在一种口服药物组合物,其包含乳果糖和一种或多种药学上可接受的赋形剂。
本发明提供了包含乳果糖的消耗性新型软糖递送系统及其制备方法。
在另一方面,本发明公开了消耗性新型软糖递送系统,其包含乳果糖和一种或多种药学上可接受的赋形剂。
在另一方面,乳果糖软糖进一步包含一种或多种赋形剂,其选自由以下组成的组:粘合剂、助流剂、缓冲剂、稳定剂、螯合剂、增溶剂、加工助剂、润滑剂、防腐剂、避光剂、着色剂、甜味剂、润滑剂、包衣剂、上光剂、调味剂和稀释剂。
本发明提供了消耗性新型软糖递送系统,其包含乳果糖、维生素、营养补品、矿物质、抗氧化剂、可溶性和不溶性纤维、草药、植物、氨基酸、益生元、益生菌和消化酶。
具体实施方式
术语“软糖”旨在包括口香糖、糖锭、糖果、锭剂和所有形状的软糖剂型。
在一些实施方案中,消耗性新型软糖递送系统包含乳果糖和一种或多种非活性成分,该非活性成分包括但不限于乙醇、水、丙二醇、缓冲剂(例如包括但不限于磷酸盐缓冲剂、柠檬酸盐缓冲剂、乳酸、Tris缓冲液、TPE缓冲液、硫酸氢钠、柠檬酸钠以及本领域普通技术人员已知的其他物质)、稳定剂(例如包括但不限于抗氧化剂(例如抗坏血酸、丙酸、亚硫酸氢钠、亚硫酸钠、维生素E(即生育酚)、焦亚硫酸钠、丁基羟基甲苯、丁基化羟基茴香醚、乙二酸等)、螯合剂(例如富马酸、乙二胺四乙酸钠等)、以及本领域普通技术人员已知的其他物质)、消泡剂(例如脱水山梨糖醇三油酸酯等)、去污剂(例如蔗糖硬脂酸酯等)、增溶剂(例如聚乙二醇400单硬脂酸酯等)以及本领域普通技术人员已知的其他物质)、加工助剂(例如用于辅助加工的物质,例如包括但不限于润滑剂、抗氧化剂以及本领域普通技术人员已知的其他物质)、乳化剂(例如包括但不限于合成的(例如钠十二烷基硫酸盐、月桂酸钾等)、天然的(例如明胶、卵磷脂等)和细分的固体乳化剂(例如膨润土、氢氧化镁等)、以及本领域普通技术人员已知的其他物质)、悬浮剂(例如包括但不限于纤维素衍生物(例如羧甲基纤维素、甲基纤维素、乙基纤维素等)、天然聚合物(例如藻酸盐、黄原胶、瓜尔豆胶等)、合成聚合物(例如卡波姆、聚乙烯吡咯烷酮等)、粘土(例如硅酸铝镁、锂蒙脱石等)以及本领域普通技术人员已知的其他物质)、防腐剂(例如包括但不限于柠檬酸、酒石酸、乳酸、苹果酸、乙酸、苯甲酸和山梨酸、苄索氯铵、苄醇、西曲美肽、甘油、丙二醇、苯甲酸和苯甲酸钠、山梨酸钾、苯甲酸钠和山梨酸、以及本领域普通技术人员已知的其他物质)、避光剂(例如包括但不限于二氧化钛以及本领域普通技术人员已知的其他物质)、着色剂(例如包括但不限于FD&C红色3号、FD&C红色20号、FD&C黄色6号、FD&C蓝色2号、D&C绿色5号、FD&C橙色5号、D&C红色8号、日落黄、酒石黄、喹啉黄、喹啉黄、亮蓝、焦糖、三氧化二铁、红色、颜料、染料、色料、二氧化钛、天然色素(诸如葡萄皮提取物、甜菜红粉、β-胡萝卜素、安纳托、胭脂红、姜黄、辣椒粉、黑胡萝卜汁)、以及本领域普通技术人员已知的其他物质)、甜料或甜味剂(例如包括但不限于蔗糖、果糖、果糖、高果糖玉米糖浆、右旋糖、糖精钠、麦芽糊精、阿斯巴甜、乙酰磺胺酸钾、新橙皮苷二氢查尔酮、三氯蔗糖、甘草酸单铵盐以及本领域普通技术人员已知的其他物质)、润滑剂(诸如硬脂酸钙、山嵛酸甘油酯、硬脂酸镁、矿物油、聚乙二醇、硬脂富马酸钠、硬脂酸、滑石粉、植物油、月桂基硫酸钠或硬脂酸锌);包衣剂,诸如蓖麻油和山梨糖醇;增香剂(例如包括但不限于天然香料油、合成香料油以及本领域普通技术人员已知的其他物质)、上光剂(例如包括但不限于植物油、蜂蜡、巴西棕榈蜡以及本领域普通技术人员已知的其他物质)、崩解剂(包括藻酸、交联羧甲基纤维素钠、交联聚维酮、疏草酸钾、淀粉羟乙酸钠、羧甲基纤维素和淀粉的盐)。其他非活性成分的其他实例是本领域众所周知的。例如,参见《雷明顿:药学的科学与实践(Remington:The Science and Practice of Pharmacy)》(第21版,2005)。
如上所述,胶凝化合物或粘合剂可以包括明胶、果胶、食物淀粉、卡拉胶、树胶或任何其他合适的粘合剂或其组合。例如,粘合剂可以包括由动物来源(诸如牛肉或猪肉)生产的明胶产品、或任何其他合适的明胶产品。此类产品可能包括美国Gelita公司销售的明胶产品。
包括果胶产品的胶凝化合物的实例可以包括果胶产品,该果胶产品可以包括由诸如苹果、杏、胡萝卜、柑桔类水果之类的水果来源制成的高(甲基)酯或低(甲基)酯果胶产品、或任何其他合适的果胶产品。例如,此类产品可以包括HM-果胶和/或LM-果胶产品。
包括淀粉成分的胶凝化合物的实例可以包括玉米淀粉、大米淀粉、马铃薯淀粉、淀粉衍生物等。它们可用作防粘增稠剂。
胶凝剂是软糖组合物的必要成分,并且将合适地形成组合物的0.5-10%w/w,优选组合物的0.5-6%w/w,最优选1-2%w/w,单独或与多种胶凝剂组合。
缓冲剂是软糖组合物的必要成分,并且将合适地形成组合物的0.5-10%w/w,优选组合物的0.5-2.5%w/w,最优选0.5-1%w/w。
用于软糖组合物的稳定剂将合适地形成组合物的0.1-2%w/w,优选组合物的0.5-1.5%w/w,最优选0.1-0.5%w/w。
用于软糖组合物的螯合剂将合适地形成组合物的0.5-2.5%w/w,优选组合物的1-2%w/w,最优选0.5-1%w/w。
用于软糖组合物的消泡剂将合适地形成组合物的0.5-2%w/w,优选组合物的1-1.5%w/w,最优选0.5-1%w/w。
增溶剂是软糖的必要成分。增溶剂将合适地形成组合物的5-10%w/w,优选组合物的1-5%w/w,最优选02-4%w/w。
乳化剂是软糖的必要成分。乳化剂将合适地形成组合物的1-5%w/w,优选组合物的2-4%w/w,最优选1-2%w/w。
防腐剂是软糖的必要成分,并且将合适地形成组合物的1-4%w/w,优选组合物的2-3%w/w,最优选1-1.5%w/w。
避光剂是软糖的必要成分。避光剂将合适地形成组合物的1-2%w/w,优选组合物的0.5-1%w/w,最优选0.1-0.5%w/w。
着色剂是软糖的必要成分。着色剂将合适地形成组合物的1-2%w/w,优选组合物的0.01-1%w/w,最优选0.1-0.5%w/w。
润滑剂是软糖组合物的必要成分。润滑剂将合适地形成组合物的0.1-5%w/w,优选组合物的1-2.5%w/w,最优选0.5-2%w/w。
在某些特定的实施方案中,本文公开的用于乳糖补充的软糖组合物可以包含调味剂。在一些实施方案中,调味剂可以是柑桔油、水果香精、植物的提取物、叶的提取物、花的提取物、水果的提取物或本领域普通技术人员已知的其他掩蔽香料。在一些实施方案中,调味剂可以是茴香油、肉桂油、薄荷油、冬青油、丁香油、月桂油、茴香油、桉树油、百里香油、雪松叶油、肉豆蔻油、鼠尾草、苦杏仁油、决明子油、柠檬油、橙油、石灰油、葡萄柚油、葡萄油、苹果香精、梨香精、桃香精、浆果香精、野莓香精、枣香精、蓝莓香精、猕猴桃香精、草莓香精、覆盆子香精、樱桃香精、李子香精、菠萝香精和杏香精中的一种或多种。另外,调味剂可以是选自由以下组成的组的一种或多种:柠檬酸、苹果酸、香草、香草醛、可可、巧克力和薄荷醇。在一些实施方案中,调味剂可以包括天然李子风味、天然苹果风味、天然混合浆果风味、Katcha芒果风味和天然樱桃风味中的一种或多种。在一些实施方案中,本文公开的软糖组合物可以包含掩蔽香料。在一些实施方案中,软糖组合物的一种或多种调味剂可以掩蔽铁和/或DHA的味道。在一些实施方案中,一种或多种调味剂可以增加患者的依从性。
调味剂是软糖的必要成分,并且将合适地形成组合物的0.001至0.5%w/w,优选组合物的0.001至0.5%w/w,最优选0.001至0.5%w/w。
软糖制剂可通过本领域技术人员已知的报道方法来制备。可以容易地溶于水性介质的弹性的、连续的甘油基化的明胶基质的均质混合物与一种或多种活性成分形成。可以通过将明胶和甘油的水溶液加热至一定温度并保持足以除去水溶液的初始含水量的约10%至约80%的时间,来制备甘油基化的明胶基质。
添加甜味剂实质上是为了改善味道。甜味剂包含一种或多种合成或天然糖(即适合用作甜味剂的任何形式的碳水化合物)、以及所谓的人造甜味剂,诸如糖精、糖精钠、阿斯巴甜(例如)、乙酰磺胺或乙酰磺胺酸钾、乙酰磺胺酸钾、索马甜、甘草酸、三氯蔗糖、二氢查耳酮、阿利坦、神秘果蛋白、moneHin、甜菊糖苷、纽甜、糖醇(诸如山梨糖醇、木糖醇)、单糖(包括从甘蔗和甜菜中提取的糖(蔗糖)、右旋糖(也称为葡萄糖)、果糖(也称为左旋糖)和乳糖(也称为奶糖);山梨糖醇、甘露糖醇、甘油、木糖醇、赤藓糖醇、麦芽糖醇糖浆(或氢化淀粉水解产物)、异麦芽糖醇、乳糖醇;以及包括葡萄糖浆的糖混合物,例如淀粉水解物,含有葡萄糖、液态葡萄糖、麦芽糖和一系列复合糖的混合物;转化糖浆,例如经转化酶(也称为蔗糖酶或蔗糖酶)转化的蔗糖(含有右旋糖和果糖的混合物)、高糖含量的糖浆(诸如糖蜜和蜂蜜,含有特定的左旋糖、右旋糖、麦芽糖、乳糖醇、蔗糖、树脂、糊精和高级糖的混合物;以及麦芽或麦芽提取物。
甜味剂是软糖的必要成分,并且将合适地形成组合物的1-90%w/w,优选组合物的5-90%w/w,最优选5-15%w/w。
在本发明的框架中,粘合剂是指增强颗粒之间键合的赋形剂。它们以非限制性方式包括阿拉伯胶、海藻酸、卡波姆、羧甲基纤维素钠、糊精、乙基纤维素、明胶、葡萄糖、瓜尔豆胶、羟丙基纤维素、麦芽糖、甲基纤维素、聚维酮、聚乙烯吡咯烷酮、淀粉、甲基纤维素或聚环氧乙烷、淀粉、明胶、糖(诸如蔗糖、葡萄糖、右旋糖和乳糖)、天然和合成树胶、羧甲基纤维素、甲基纤维素、聚乙烯吡咯烷酮、乙基纤维素和蜡中的任意一种。
助流剂在本发明方法的早期阶段可能是有用的,以改善粉末/颗粒的流动能力。在本发明范围内的合适助流剂以非限制性方式为二氧化硅、胶体或气相二氧化硅、硬脂酸镁、硬脂酸钙、硬脂酸、玉米淀粉、滑石粉、胶体硅、三硅酸镁、淀粉、滑石粉或三元碱磷酸钙、糖醇、山梨糖醇、木糖醇、甘露糖醇、异麦芽糖醇、麦芽糖醇、肌醇、乳糖醇或这些糖醇中的两种或多种的混合物;
在一些实施方案中,本文公开的软糖剂型可以使用本领域普通技术人员已知的材料包装为套件。在一些实施方案中,套件可以被包装在瓶、袋或包中。在此类实施方案中,套件可以包含一种或多种单独的剂型。在一些实施方案中,每个套件可以包含两种单独的剂型。在一些实施方案中,每个套件可以包含三种单独的剂型。在一些实施方案中,套件可以包含总剂型。
本发明的另一个实施方案可以包含套件,该套件包含被包装在枕形包装中的软糖组合物。作为软糖组合物包装的枕形包装是本领域普通技术人员众所周知的。枕形包装可以由透明的塑料片制成,该透明的塑料片已被形成为携带软糖。然后将箔或塑料背衬跨过片材的整个平面粘合,将软糖组合物密封在它们各自的小袋中。用于枕形包装的材料的实例包括但不限于铝、纸、聚酯、PVC和聚丙烯。替代材料是本领域普通技术人员已知的。为了移除软糖组合物,将包装剥离,并将组合物取出通过背衬材料。
制造递送系统
在蒸汽夹套容器中于80℃加热乳果糖溶液。将液态葡萄糖和糖或山梨糖醇粉末充分混合,直到固体完全溶解以得到澄清溶液为止。称重塑料袋中的甘油或果胶或甘油与果胶的组合、糖或山梨糖醇、柠檬酸三钠、柠檬酸。将混合的内容物浸泡在纯净水(含有溶解的山梨酸钾和苯甲酸钠)中,并在干净的SS容器中充分搅拌。将浸泡过的内容物倒入蒸汽夹套中,在80℃充分混合约20分钟。将所得混合物在蒸煮罐中混合,保持温度80℃,然后将内容物转移到混合罐中。溶解着色剂并根据需要使用50%柠檬酸溶液调节pH值,最后加入调味剂并充分混合。将粘性混悬液从混合罐转移到沉积装置,并将温度保持在65℃,同时将混合的内容物沉积在用Opaglos-橄榄油混合物喷雾预润滑的模具中。使所得的软糖凝胶通过冷却通道。将软糖收集在托盘中,并在干燥前检查平均重量。将软糖在保持在热风烤箱中的托盘中于45℃±5℃干燥,直到含水量达到4至5%w/w之间。将Opagloss和橄榄油的混合物喷洒到含有干燥软糖的包衣锅中。干燥的软糖最终被包装在瓶包装中。
Claims (5)
1.一种药物组合物,其包含乳果糖和一种或多种药学上可接受的赋形剂。
2.根据权利要求1所述的药物组合物,其中所述口服药物组合物选自软糖。
3.根据权利要求1所述的药物组合物,其中所述口服药物组合物还包含维生素、营养补充剂、矿物质、抗氧化剂、可溶性和不溶性纤维、草药、植物、氨基酸、益生菌、益生元和消化酶。
4.根据权利要求1所述的药物组合物,其中所述乳果糖的软糖还包含一种或多种赋形剂,其选自由以下组成的组:粘合剂、助流剂、缓冲剂、稳定剂、螯合剂、增溶剂、加工助剂、润滑剂、防腐剂、避光剂、着色剂、甜味剂、润滑剂、包衣剂、上光剂、调味剂和稀释剂。
5.根据权利要求1所述的药物组合物,其中所述乳果糖以50mg或12克的单位剂量强度存在。
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US4761400A (en) * | 1985-01-15 | 1988-08-02 | Jouveinal S.A. | Laxative composition based on lactulose and its preparation process |
US5688521A (en) * | 1993-05-04 | 1997-11-18 | Bolder Arzneimittel Gmbh | Lactulose pastilles |
WO2015042723A1 (en) * | 2013-09-30 | 2015-04-02 | Iaf Science Holdings Ltd. | Chewable product and process for making same |
CN107950728A (zh) * | 2017-12-26 | 2018-04-24 | 山东绿健生物技术有限公司 | 一种含有乳果糖的新型功能性压片糖及其制备方法 |
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2018
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- 2018-10-16 CN CN201880096547.2A patent/CN112601520A/zh active Pending
- 2018-10-16 WO PCT/IN2018/000047 patent/WO2019239420A1/en active Application Filing
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US4761400A (en) * | 1985-01-15 | 1988-08-02 | Jouveinal S.A. | Laxative composition based on lactulose and its preparation process |
US5688521A (en) * | 1993-05-04 | 1997-11-18 | Bolder Arzneimittel Gmbh | Lactulose pastilles |
WO2015042723A1 (en) * | 2013-09-30 | 2015-04-02 | Iaf Science Holdings Ltd. | Chewable product and process for making same |
CN107950728A (zh) * | 2017-12-26 | 2018-04-24 | 山东绿健生物技术有限公司 | 一种含有乳果糖的新型功能性压片糖及其制备方法 |
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