JP2013542961A - 生理活性物質の性質を調節するビスマス含有化合物 - Google Patents
生理活性物質の性質を調節するビスマス含有化合物 Download PDFInfo
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- JP2013542961A JP2013542961A JP2013537927A JP2013537927A JP2013542961A JP 2013542961 A JP2013542961 A JP 2013542961A JP 2013537927 A JP2013537927 A JP 2013537927A JP 2013537927 A JP2013537927 A JP 2013537927A JP 2013542961 A JP2013542961 A JP 2013542961A
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- bismuth
- containing compound
- invention according
- metal
- physiologically active
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Abstract
【選択図】 図13
Description
本出願書類では、2010年11月8日に提出された米国特許出願番号第12/941,599号の出願日から起算した利益を請求し、この参照によりその全体が本明細書に組み込まれる。
本発明は、米国国立衛生研究所が与える助成金番号1R43NS065572−01A1による政府支援を受けた。政府は本発明に特定の権利を有する。
本教示は、ビスマス含有化合物、患者の治療にその治療を利用する方法、および生理活性物質の薬物動態学的性質を調節する方法に関する。
1つの研究において、ある研究者グループがPEPTO−BISMOLのサリチル酸部分は、大部分が6時間かけて吸収されるが、同時間でのビスマスの吸収はごくわずかであることを証明した。サリチル酸は投与後30分で血中に現れるが(90%は最終的に吸収される)、ビスマスは投与後数時間経っても非常に少量しか現れず、前記薬物を6週間のコースで投与後3ヵ月以上体内に留まることが示された。
静脈内または十二指腸内投与によるL−DOPAの連続注入では、最適な薬物動態に近くなることが分かった。そのような注入では、CDSと安定な血漿L−DOPA濃度が提供され、脳のドパミンが着実に補充され、脳のドパミン受容体が絶えず刺激される。LD/カルビドパを吸収が行われる十二指腸に直接送達する製剤(例えば、Solvay Pharmaceuticalsが商品名DUODOPAで販売している製剤など)は、後期PD患者に提供される利益のため、評判が高かった。特定の理論に縛られる、またはいかなる方法でも添付の請求項またはその同等物の範囲を制限することは望まないが、現在、CDSは中核症状および薬剤誘発性ジスキネジーをいずれも軽減すると考えられている。しかし、LD注入はほとんどのPD患者で実用的ではない。注入療法は明らかに効果が高いが、高価で煩雑であり、疾患初期の患者には受け入れられない可能性がある。したがって、本教示に従い、経口投与される薬物製剤によりLDの薬物動態を最適化するという目標が掲げられた。
本教示に従うDCAの金属配位は、前記薬物の吸収を改善するメカニズムを提供し、前記薬物の血漿濃度が一定し、予測できるようにする。抗腫瘍活性に最適な濃度、および末梢ニューロパシーを誘導するために必要な濃度未満に血漿DCA濃度を維持することで、前記薬物の治療可能性が向上するはずである。一部の実施形態では、小児および成人において、金属:DCA錯体がよりゆっくりと吸収され、最大血清濃度をより大幅に管理することで、末梢ニューロパシーの発生率が低くなり、本薬物のリスク/利益比のバランス回復に役立つ。一部の実施形態では、前記金属がビスマスである。
Ph3Bi+3RCO2H→Bi(O2CR)3+3PhH(蒸発) (2)
Bi(OAc)3+3RCO2H→Bi(O2CR)3+3HOAc(蒸発) (3)
Bi(NO3)3+3RCO2H→Bi(O2CR)3+3HNO3(洗浄) (4)
Bi2O3+6RCO2H→2Bi(O2CR)3+3H2O(蒸発) (5)
Zn(ドーパ)(arg)の合成:マグネチックスターラ、加熱マントル、還流冷却器、およびN2吸気口を備えた二口200mL丸底フラスコに、レボドパ(500mg、2.54mmol)およびLアルギニン(440mg、2.54mmol)を加えた。水(100mL)を加え、固体が溶解するまで前記混合物を加熱した。水酸化バリウム(478mg、2.54mmol)を一度に加えた。橙色の溶液を室温で15分間攪拌し、ZnSO4(335mg、2.54mmol)を一度に加えた。BaSO4の沈殿物が直ちに形成した。淡橙色の懸濁液をさらに1時間攪拌し、1.5時間加熱還流した。前記混合物を冷却し、気孔率が中間のろ紙を用いて減圧ろ過した。溶媒を減圧留去すると、褐色の固体が残った(685mg、1.58mmol、62%)。1H−NMR(D2O):δ6.75(br d;J=7.6Hz;1H),6.68(br s;1H),6.55(br δ;J=5.6Hz;1H),3.80(br m;1H),3.61(t;J=5.6Hz;1H),3.21(t;J=6.8Hz;2H),3.08(dd;J=14.0Hz,3.2Hz;1H),2.88(dd;J=14.0Hz,9.2Hz;1H),1.87−1.78(m;2H),1.71−1.60(m;2H)。
Ca(ドーパ)2の合成:マグネチックスターラおよびN2吸気口を備えた100mL丸底フラスコに、レボドパ(250mg、1.27mmol)を加えた。水(50mL)を加え、固体が溶解するまで前記混合物を加熱した。カルシウムメトキシド(65mg、0.634mmol)を一度に加えた。橙色の溶液を室温で3時間撹拌した。溶媒を減圧留去すると褐色固体が残った。1H−NMR(D2O):δ6.75(d;J=7.8Hz;1H),6.67(d;J=1.8Hz;1H),6.56(dd;J=7.8Hz;J=1.8Hz;1H),3.72(dd;J=7.8Hz;J=4.8Hz;1H),3.02(dd;J=14.0Hz;J=4.8Hz;1H),2.82(dd;J=14.0Hz;J=7.8Hz;1H)。
Bi(O)(ドーパ)3の合成:窒素吸気口およびマグネチックスターラを備えた1000mL丸底フラスコに、レボドパ(2.00g、10.2mmol)および脱気したばかりの水(400mL)を加えた。酢酸ビスマス(1.31g、3.38mmol)を乳鉢および乳棒で粉末とし、攪拌しながら一度に加えた。前記混合物を室温で3時間撹拌した。溶媒を減圧留去すると淡黄色の固体が残り、これを24時間減圧(2torr、室温)乾固した。Biの分析結果を入手した。実測値:23.1%。 Bi(O)(ドーパ)3−4H2Oの計算値、23.5%。
メサラミンアルミニウム、Al(mes)3の調製:25mLの丸底フラスコにメサラミン(1.00g、6.53mmol)を加えた。水酸化ナトリウム(6.53ml、6.53mmol、1.0N)の水溶液を一度に加えると、半透明の褐色溶液が得られた。塩化アルミニウム(4.35ml、2.18mmol、THF中0.5M)をシリンジで加えると、粘度の高い白色沈殿物が形成した。水(7ml)を加え、攪拌しやすくした。前記不透明の懸濁液を16時間攪拌した。前記混合物をろ紙で減圧ろ過すると固体が得られ、これを減圧乾固した。収量0.86g(94%)。1H NMR(DMSO−d6):δ7.03(br d;J=2.6Hz;1H),6.53(br dd;J=8.4Hz,2.6Hz;1H),6.42(br d;J=8.4Hz;1H)。
Claims (49)
- ビスマス含有化合物であって、
ビスマスと、
前記ビスマスに配位した生理活性物質と
を有し、
前記生理活性物質は、前記ビスマスと配位するように構成された少なくとも1つのヘテロ原子を有し、
前記生理活性物質が非ステロイド性抗炎症薬、抗菌薬、またはクエン酸ではない仮出願が提出されている、ビスマス含有化合物。 - 請求項1記載の発明において、前記生理活性物質がトリヨードサイロニン、レボドパ、カルビドパ、ジクロアセテート、およびその組み合わせから成る群から選択されるものである発明。
- 請求項1記載の発明において、前記生理活性物質および前記ビスマスは単一の結合部位で配位されるものである発明。
- 請求項1記載の発明において、前記生理活性物質および前記ビスマスは複数の結合部位で配位されるものである発明。
- 請求項1記載の発明において、前記ビスマス含有化合物は、さらに、前記ビスマスに配位したアジュバントを有するものである発明。
- 請求項1記載の発明において、前記ビスマス含有化合物から放出された前記生理活性物質の薬物動態学的性質が、未配位の状態の前記生理活性物質の薬物動態学的性質に対して調節されるものである発明。
- 請求項1記載の発明において、前記生理活性物質がレボドパを有するものである発明。
- 請求項7記載の発明において、前記ビスマス含有化合物が、さらに、脂質、炭水化物、アミノ酸、生体接着ポリマー、ペプチド、胆汁酸、およびその組み合わせから成る群から選択されるアジュバントを有するものである発明。
- 請求項8記載の発明において、前記アジュバントが炭水化物を有するものである発明。
- 請求項8記載の発明において、前記アジュバントがアスコルビン酸から成る群から選択されるものである発明。
- 請求項8記載の発明において、前記アジュバントがアルギニン、グリシン、ロイシン、およびその組み合わせから成る群から選択されるものである発明。
- 請求項8記載の発明において、前記アジュバントがクエン酸、カルノシン、フェルラ酸、アルギン酸、アルギン酸ナトリウム、キトサン、キチン、ポリアクリル酸、ペクチン、プルラン、ヒドロキシプロピルメチルセルロース、およびその組み合わせから成る群から選択されるものである発明。
- 請求項1記載の発明において、前記生理活性物質がトリヨードサイロニンを有するものである発明。
- 請求項13記載の発明において、前記ビスマス含有化合物が、さらに、脂質、炭水化物、アミノ酸、生体接着ポリマー、ペプチド、およびその組み合わせから成る群から選択されるアジュバントを有するものである発明。
- 請求項1記載の発明において、前記生理活性物質がジクロロ酢酸を有するものである発明。
- ビスマス含有化合物であって、
ビスマスと、
第2の金属と、
前記ビスマスおよび前記第2の金属のそれぞれに配位した生理活性物質と
を有し、
前記第2の金属はビスマスではなく、
前記生理活性物質は少なくとも2つのヘテロ原子を有し、そのそれぞれが独立して前記ビスマスおよび前記第2の金属と配位するように構成されるものである、ビスマス含有化合物。 - 配位ポリマーであって、
ビスマス含有化合物を有するポリマー基質であって、前記ビスマス含有化合物がビスマスと前記ビスマスに配位した生理活性物質とを有するものである、前記ポリマー基質を有し、
前記生理活性物質は、前記ビスマスと配位するように構成された少なくとも1つのヘテロ原子を有するものである、配位ポリマー。 - 請求項17記載の発明において、前記生理活性物質がトリヨードサイロニン、レボドパ、カルビドパ、ジクロアセテート、メサラミン、およびその組み合わせから成る群から選択されるものである発明。
- 請求項17記載の発明において、前記ビスマス含有化合物は、さらに、前記ビスマスに配位したアジュバントを有するものである発明。
- 生理活性物質の薬物動態学的性質を調節する方法であって、
ビスマス含有化合物を形成するために前記生理活性物質をビスマスに配位させる工程と、
前記ビスマス含有化合物を患者に経口投与する工程と
を有し、
前記ビスマス含有化合物から放出された前記生理活性物質の薬物動態学的性質が、未配位の状態の前記生理活性物質の薬物動態学的性質に対して調節されるものである方法。 - 請求項20記載の発明において、前記薬物動態学的性質が、放出期間、ピーク血漿濃度、吸収、生物学的利用能、吸収のばらつき、毒性およびその組み合わせから成る群から選択されるものである発明。
- 請求項21記載の発明において、前記ビスマス含有化合物から放出された前記生理活性物質が、未配位の状態の前記生理活性物質と比較して、放出期間、ピーク血漿濃度、吸収、および生物学的利用能の1若しくはそれ以上の増大を示すものである発明。
- 請求項21記載の発明において、前記ビスマス含有化合物が未配位の状態の前記生理活性物質と比較して、生体接着性の向上を示すものである発明。
- 請求項20記載の発明において、前記生理活性物質がレボドパ、トリヨードサイロニン、メサラミン、カルビドパ、ジクロアセテート、およびその組み合わせから成る群から選択されるものである発明。
- 請求項20記載の発明において、前記ビスマス含有化合物は、さらに、前記ビスマスに配位したアジュバントを有するものである発明。
- 請求項20記載の発明において、この発明は、さらに、
前記ビスマス含有化合物の薬物動態学的性質を増大させるように作用する医薬品を、前記患者に同時に投与する工程を有するものである発明。 - 請求項20記載の発明において、前記生理活性物質は前記患者の消化管の望みの部位に輸送され、且つ主に前記望みの部位から前記患者内に放出されるものである発明。
- 請求項27記載の発明において、前記望みの部位が患者の胃、十二指腸、空腸、回腸、結腸、およびその組み合わせから成る群から選択されるものである発明。
- パーキンソン病を治療する方法であって、
ビスマス含有化合物を患者に経口投与する工程であって、前記ビスマス含有化合物はビスマスと前記ビスマスに配位したレボドパとを有するものである、前記投与する工程を有する方法。 - 請求項29記載の発明において、前記ビスマス含有化合物は、さらに、アジュバントを有するものである発明。
- 請求項30記載の発明において、前記アジュバントが、炭水化物、アミノ酸、脂質、生体接着ポリマー、ペプチド、およびその組み合わせから成る群から選択されるものである発明。
- 請求項31記載の発明において、前記炭水化物がアスコルビン酸を有し、前記アミノ酸がアルギニン、グリシン、ロイシン、およびその組み合わせから成る群から選択され、前記脂質がフェルラ酸を有し、前記生体接着ポリマーがアルギン酸、アルギン酸ナトリウム、キトサン、キチン、ポリアクリル酸、ペクチン、プルラン、ヒドロキシプロピルメチルセルロース、およびその組み合わせから成る群から選択され、前記ペプチドがカルノシンを有するものである発明。
- 請求項29記載の発明において、この発明は、さらに、
前記レボドパの脳外脱炭酸を阻害する医薬品を前記患者に同時投与する工程を有するものである発明。 - 請求項33記載の発明において、前記医薬品がカルビドパ、ベンセラジド、エンタカポン、およびその組み合わせから成る群から選択されるものである発明。
- 請求項34記載の発明において、前記ビスマス含有化合物は、さらに、アジュバントを有するものである発明。
- 甲状腺機能低下症を治療する方法であって、
ビスマス含有化合物を患者に経口投与する工程であって、前記ビスマス含有化合物はビスマスと前記ビスマスに配位したトリヨードサイロニンとを有するものである、前記投与する工程を有する方法。 - 請求項36記載の発明において、この発明は、さらに、
前記患者にサイロキシンを同時投与する工程を有するものである発明。 - 潰瘍性大腸炎を治療する方法であって、
ビスマス含有化合物を患者に経口および/または直腸投与する工程であって、前記ビスマス含有化合物はビスマスと前記ビスマスに配位したメサラミンとを有するものである、前記投与する工程を有する方法。 - 請求項38記載の発明において、前記ビスマス含有化合物は、さらに、アジュバントを有するものである発明。
- 請求項39記載の発明において、前記アジュバントはICAM結合剤を有するものである発明。
- 請求項39記載の発明において、前記アジュバントは生体接着物質を有するものである発明。
- 請求項41記載の発明において、前記生体接着物質がグルコサミン、マンヌロン酸、およびその組み合わせから成る群から選択されるものである発明。
- 請求項41記載の発明において、前記生体接着物質は単量体構造を有するものである発明。
- 請求項43記載の発明において、前記ビスマス含有化合物が単量体構造を有するものである発明。
- 請求項43記載の発明において、前記ビスマス含有化合物が重合体構造を有するものである発明。
- 請求項41記載の発明において、前記生体接着物質が重合体構造を有するものである発明。
- 請求項46記載の発明において、前記ビスマス含有化合物が単量体構造を有するものである発明。
- 癌を治療する方法であって、
ビスマス含有化合物を患者に経口投与する工程であって、前記ビスマス含有化合物はビスマスと前記ビスマスに配位したジクロロ酢酸とを有するものである、前記投与する工程を有する方法。 - 請求項48記載の発明において、前記ビスマス含有化合物から放出されるジクロロ酢酸塩により誘導される末梢性ニューロパシーの程度が、未配位の状態のジクロロ酢酸塩により誘導される末梢性ニューロパシーの程度よりも低いものである発明。
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Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
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EP3192500B1 (en) | 2009-05-19 | 2020-12-02 | Neuroderm Ltd | Compositions for continuous administration of dopa decarboxylase inhibitors |
US10150792B2 (en) * | 2010-11-08 | 2018-12-11 | Synthonics, Inc. | Bismuth-containing compounds, coordination polymers, methods for modulating pharmacokinetic properties of biologically active agents, and methods for treating patients |
PL2640358T3 (pl) | 2010-11-15 | 2018-06-29 | Neuroderm Ltd | Ciągłe podawanie l-dopy, inhibitorów dopa-dekarboksylazy, inhibitorów katecholo-o-metylotransferazy i ich kompozycji |
BR112014030265A2 (pt) | 2012-06-05 | 2017-06-27 | Neuroderm Ltd | composição farmacêutica líquida ou semissólida e método para tratar uma doença ou distúrbio neurológico ou de movimento. |
CN103554070A (zh) * | 2013-11-08 | 2014-02-05 | 李玉成 | 抗坏血酸氧铋、其制备方法及应用 |
DK3777833T3 (da) | 2014-03-13 | 2023-12-18 | Neuroderm Ltd | Dopa-decarboxylase-inhibitorsammensætninger |
US10258585B2 (en) | 2014-03-13 | 2019-04-16 | Neuroderm, Ltd. | DOPA decarboxylase inhibitor compositions |
CN105566660B (zh) * | 2016-02-04 | 2017-11-28 | 南京师范大学 | 一种壳聚糖‑金属有机框架复合小球及其制备方法和应用 |
CN109081789B (zh) * | 2017-06-13 | 2021-01-01 | 首都医科大学 | 氨基正己酰氨基甲环酰氨基正己酰脂肪氨基酸,其合成,活性和应用 |
CN109535196A (zh) * | 2018-12-03 | 2019-03-29 | 郑州市中医院(郑州市红十字医院) | 一种用于治疗糖尿病的化合物的制备方法及应用 |
WO2021051272A1 (zh) * | 2019-09-17 | 2021-03-25 | 深圳大学 | 枸橼酸铋钾在制备预防和治疗神经退行性疾病的药物方面的应用 |
CN110693902B (zh) * | 2019-09-17 | 2021-08-31 | 深圳大学 | 枸橼酸铋钾在制备预防和治疗神经退行性疾病的药物方面的应用 |
US11213502B1 (en) | 2020-11-17 | 2022-01-04 | Neuroderm, Ltd. | Method for treatment of parkinson's disease |
US11331293B1 (en) | 2020-11-17 | 2022-05-17 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
US11844754B2 (en) | 2020-11-17 | 2023-12-19 | Neuroderm, Ltd. | Methods for treatment of Parkinson's disease |
CN114159422B (zh) * | 2021-09-29 | 2023-02-28 | 北京天赋神奇科技有限公司 | 一种含镁水溶性欧米伽3脂肪酸在促进小肠吸收能力中的应用 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997019949A1 (fr) * | 1995-11-28 | 1997-06-05 | Beijing Chaobai River New Technology Research Institute | Derives d'acide ascorbique et leur preparation |
JP2004500378A (ja) * | 2000-02-04 | 2004-01-08 | ヨー、セオ、ホン | 胆汁酸を含有する清浄水溶液製型の製造 |
JP2009512728A (ja) * | 2005-10-24 | 2009-03-26 | シントニクス,インコーポレーテッド | 金属配位組成物 |
WO2009144558A1 (en) * | 2008-04-18 | 2009-12-03 | Intec Pharma Ltd. | Carbidopa/lipodopa gastroretentive drug delivery |
Family Cites Families (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9623962D0 (en) | 1996-11-15 | 1997-01-08 | Tillotts Pharma Ag | Pharmaceutical composition |
PT1395289E (pt) | 2000-06-08 | 2011-03-16 | Sang Dr Christine | Tratamento da dor neuropática com antagonistas do receptor de n-metil-d-aspartato (nmda) |
WO2002068430A1 (en) | 2001-02-23 | 2002-09-06 | University Of South Florida | Polyhedra |
US20030224006A1 (en) | 2002-03-01 | 2003-12-04 | Zaworotko Michael J. | Multiple-component solid phases containing at least one active pharmaceutical ingredient |
US20100311701A1 (en) | 2002-02-15 | 2010-12-09 | Transform Pharmaceuticals, Inc | Pharmaceutical Co-Crystal Compositions |
US7927613B2 (en) | 2002-02-15 | 2011-04-19 | University Of South Florida | Pharmaceutical co-crystal compositions |
US7094427B2 (en) | 2002-05-29 | 2006-08-22 | Impax Laboratories, Inc. | Combination immediate release controlled release levodopa/carbidopa dosage forms |
US20070059356A1 (en) | 2002-05-31 | 2007-03-15 | Almarsson Oern | Pharmaceutical co-crystal compositions of drugs such as carbamazepine, celecoxib, olanzapine, itraconazole, topiramate, modafinil, 5-fluorouracil, hydrochlorothiazide, acetaminophen, aspirin, flurbiprofen, phenytoin and ibuprofen |
US20040156893A1 (en) | 2003-02-11 | 2004-08-12 | Irwin Klein | Method for treating hypothyroidism |
WO2005056708A2 (en) | 2003-12-09 | 2005-06-23 | Spherics, Inc. | Bioadhesive polymers with catechol functionality |
MXPA06014132A (es) | 2004-06-04 | 2007-03-07 | Xenoport Inc | Profarmacos de levodopa y sus composiciones y usos. |
JP5153641B2 (ja) | 2005-12-05 | 2013-02-27 | ゼノポート,インコーポレーテッド | レボドパプロドラッグメシラート、その組成物、およびその使用法 |
US20090209046A1 (en) | 2006-05-22 | 2009-08-20 | Brian Douglas Moulton | Neutral Pharmaceuticals |
GB0618697D0 (en) | 2006-09-22 | 2006-11-01 | Syntopix Ltd | Formulations |
JP2010510881A (ja) | 2006-11-27 | 2010-04-08 | コリア リサーチ インスティテュート オブ ケミカル テクノロジー | 多孔性有機−無機ハイブリッド体の製造方法、前記方法によって得られる有機−無機ハイブリッド体及びその触媒的使用 |
WO2008079404A2 (en) | 2006-12-22 | 2008-07-03 | Combinatorx, Incorporated | Pharmaceutical compositions for treatment of parkinson's disease and related disorders |
US20080221211A1 (en) | 2007-02-02 | 2008-09-11 | Jackson Streeter | Method of treatment of neurological injury or cancer by administration of dichloroacetate |
KR100864313B1 (ko) | 2007-05-21 | 2008-10-20 | 한국화학연구원 | 불포화 금속자리를 갖는 다공성 유-무기 혼성체 또는메조세공체의 표면 기능화 및 그의 응용 |
FR2921660B1 (fr) | 2007-10-01 | 2015-09-25 | Centre Nat Rech Scient | Nanoparticules hybrides organiques inorganiques a base de carboxylates de fer. |
FR2921661B1 (fr) | 2007-10-01 | 2013-05-31 | Centre Nat Rech Scient | Solide hybride organique inorganique a surface modifiee. |
FR2929278A1 (fr) | 2008-04-01 | 2009-10-02 | Centre Nat Rech Scient | Solide hybride cristallin poreux pour l'adsorption et la liberation de gaz a interet biologique. |
US20110086911A1 (en) | 2009-10-13 | 2011-04-14 | Monash University | Novel bismuth(iii) nsaid compounds and methods for their use |
US10150792B2 (en) * | 2010-11-08 | 2018-12-11 | Synthonics, Inc. | Bismuth-containing compounds, coordination polymers, methods for modulating pharmacokinetic properties of biologically active agents, and methods for treating patients |
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997019949A1 (fr) * | 1995-11-28 | 1997-06-05 | Beijing Chaobai River New Technology Research Institute | Derives d'acide ascorbique et leur preparation |
JP2004500378A (ja) * | 2000-02-04 | 2004-01-08 | ヨー、セオ、ホン | 胆汁酸を含有する清浄水溶液製型の製造 |
JP2009512728A (ja) * | 2005-10-24 | 2009-03-26 | シントニクス,インコーポレーテッド | 金属配位組成物 |
WO2009144558A1 (en) * | 2008-04-18 | 2009-12-03 | Intec Pharma Ltd. | Carbidopa/lipodopa gastroretentive drug delivery |
Non-Patent Citations (5)
Title |
---|
CANADIAN JOURNAL OF CHEMISTRY, vol. 48(16), JPN6015042529, 1970, pages 2488 - 2493, ISSN: 0003182244 * |
DATABASE REGISTRY (STN) [ON LINE],REGISTRY NO.71660-60-1, JPN7015002911, 16 November 1984 (1984-11-16), ISSN: 0003182245 * |
DATABASE REGISTRY (STN) [ON LINE],REGISTRY NO.71660-65-6, JPN7015002912, 16 November 1984 (1984-11-16), ISSN: 0003182246 * |
DATABASE REGISTRY (STN) [ON LINE],REGISTRY NO.71694-79-6, JPN7015002913, 16 November 1984 (1984-11-16), ISSN: 0003182247 * |
DATABASE REGISTRY (STN) [ON LINE],REGISTRY NO.71729-82-3, JPN7015002914, 16 November 1984 (1984-11-16), ISSN: 0003182248 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2021521268A (ja) * | 2018-04-04 | 2021-08-26 | シンソニクス,インコーポレイテッド | メタロ−リオサイロニン |
US11712426B2 (en) | 2018-04-04 | 2023-08-01 | Synthonics, Inc. | Metallo-liothyronine |
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US10150792B2 (en) | 2018-12-11 |
EP2637674A4 (en) | 2014-11-26 |
AU2016204061A1 (en) | 2016-07-07 |
AU2016204061B2 (en) | 2017-04-06 |
AU2011326137B2 (en) | 2016-03-17 |
EP2637674A1 (en) | 2013-09-18 |
CA2816895C (en) | 2017-12-12 |
JP6113660B2 (ja) | 2017-04-12 |
US20120115823A1 (en) | 2012-05-10 |
JP2017101029A (ja) | 2017-06-08 |
AU2011326137C1 (en) | 2016-06-30 |
CA2816895A1 (en) | 2012-05-18 |
AU2011326137A1 (en) | 2013-05-09 |
CN103313720A (zh) | 2013-09-18 |
WO2012064722A1 (en) | 2012-05-18 |
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