JP5973918B2 - Glp−1アゴニスト及びメチオニンを含む薬学的組成物 - Google Patents
Glp−1アゴニスト及びメチオニンを含む薬学的組成物 Download PDFInfo
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- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
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- A61K38/2278—Vasoactive intestinal peptide [VIP]; Related peptides (e.g. Exendin)
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- A61K47/20—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
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- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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Description
H−G−E−G−T−F−T−S−D−L−S−K−Q−M−E−E−E−A−V−R−L−F−l−E−W−L−K−N−G−G−P−S−S−G−A−P−P−S−K−K−K−K−K−K−NH2 (配列番号1)
H−G−E−G−T−F−T−S−D−L−S−K−Q−M−E−E−E−A−V−R−L−F−I−E−W−L−K−N−G−G−P−S−S−G−A−P−P−P−S−NH2 (配列番号2)
H−His−Ser−Asp−Gly−Thr−Phe−Thr−Ser−Asp−Leu−Ser−Lys−Gln−Met−Glu−Glu−Glu−Ala−Val−Arg−Leu−Phe−Ile−Glu−Trp−Leu−Lys−Asn−Gly−Gly−Pro−Ser−Ser−Gly−Ala−Pro−Pro−Pro−Ser−NH2 (配列番号3)
H−A−E−G−T−F−T−S−D−V−S−S−Y−L−E−G−Q−A−A−K−E−F−I−A−W−L−V−K−G−R−NH2 (配列番号4)
H−desPro36−エキセンジン−4−Lys6−NH2,
H−des(Pro36,37)−エキセンジン−4−Lys4−NH2,
H−des(Pro36,37)−エキセンジン−4−Lys5−NH2
及びその薬理学的に許容される塩。
desPro36[Asp28]エキセンジン−4 (1−39),
desPro36[IsoAsp28]エキセンジン−4 (1−39),
desPro36[Met(O)14,Asp28]エキセンジン−4 (1−39),
desPro36[Met(O)14,IsoAsp28]エキセンジン−4 (1−39),
desPro36[Trp(O2)25,Asp28]エキセンジン−2 (1−39),
desPro36[Trp(O2)25,IsoAsp28]エキセンジン−2 (1−39),
desPro36[Met(O)14Trp(O2)25,Asp28]エキセンジン−4 (1−39),
desPro36[Met(O)14Trp(O2)25,IsoAsp28]エキセンジン−4(1−39)
及びその薬理学的に許容される塩。
H−(Lys)6−desPro36[Asp28]エキセンジン−4(1−39)−Lys6−NH2,
desAsp28Pro36,Pro37,Pro38エキセンジン−4(1−39)−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Asp28]エキセンジン−4(1−39)−NH2,
H−Asn−(Glu)5desPro36,Pro37,Pro38[Asp28]エキセンジン−4(1−39)−NH2,
desPro36,Pro37,Pro38[Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36[Trp(O2)25,Asp28]エキセンジン−4(1−39)−Lys6−NH2,
H−desAsp28 Pro36,Pro37,Pro38[Trp(O2)25]エキセンジン−4(1−39)−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Trp(O2)25,Asp28]エキセンジン−4(1−39)−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Trp(O2)25,Asp28]エキセンジン−4(1−39)−NH2,
desPro36,Pro37,Pro38[Trp(O2)25,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Trp(O2)25,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Trp(O2)25,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36[Met(O)14,Asp28]エキセンジン−4(1−39)−Lys6−NH2,
desMet(O)14 Asp28 Pro36,Pro37,Pro38エキセンジン−4(1−39)−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Met(O)14,Asp28]エキセンジン−4(1−39)−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Met(O)14,Asp28] エキセンジン−4(1−39)−NH2,
desPro36,Pro37,Pro38[Met(O)14,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Met(O)14,Asp28]エキセンジン−4(1−39)−Lys6−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Met(O)14,Asp28] エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36[Met(O)14, Trp(O2)25,Asp28]エキセンジン−4(1−39)−Lys6−NH2,
desAsp28Pro36,Pro37,Pro38[Met(O)14, Trp(O2)25]エキセンジン−4(1−39)−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Met(O)14, Trp(O2)25,Asp28]エキセンジン−4(1−39)−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Met(O)14,Asp28] エキセンジン−4(1−39)−N
H2,
desPro36,Pro37,Pro38[Met(O)14, Trp(O2)25,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−(Lys)6−desPro36,Pro37,Pro38[Met(O)14,Trp(O2)25,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2,
H−Asn−(Glu)5−desPro36,Pro37,Pro38[Met(O)14,Trp(O2)25,Asp28]エキセンジン−4(1−39)−(Lys)6−NH2
及びその薬理学的に許容される塩。
(a) desPro36エキセンジン−4(1−39)−Lys6−NH2(例えば、約0.1mg/mL)、
(b) 酢酸ナトリウム三水和物(約3.5mg/mL)、
(c) m−クレゾール(約2.7mg/mL)、
(d) L−メチオニン(約3mg/mL)、
(e) 85%グリセリン(約18mg/mL)、
(f) pH約4.5への調整が必要である場合、約0.1N塩酸、
(g) pH約4.5への調整が必要である場合、約0.1N NaOH溶液、及び
(h) 水。
AVE0010及びメチオニンを含む液体組成物
研究の目的は、製品を6ヶ月間までの長期条件及び促進条件下でカートリッジ中に保存した場合の、メチオニン有り及び無しでのAVE0010の製剤(注射用液剤、0.1mg/ml)の化学的又は/及び物理的安定性の評価であった。
・説明
・溶液の透明度及びその色
・pH
・化学的安定性(HPLCによって測定される純度及び不純物、特に酸化生成物及び総不純物の割合)
・HPSECによって測定される、高分子量のタンパク質
・目に見える粒子
・製剤の生物学的活性。
下記のパラメータに関してパラレルバッチ(894及び897)について、製剤を別々に研究した:
a)0.1% TFA、15% ACN及びb)0.1% TFA、75% ACN。
215nm (UV)で検出。
酸化生成物、高分子量のタンパク質、及び総不純物の割合は、個々に又は一緒に、組成物の化学的完全性の指標である。実施例組成物を用いての上述の結果から、
・GLP−1アゴニスト又は/及びその薬理学的に許容される塩(特にAVE0010又は/及びその薬理学的に許容される塩)、
・場合により少なくとも1つの薬学的に許容される添加剤、
・並びにメチオニン
を含む本発明に従う液体組成物は、改善された安定性又は/及び化学的完全性を有するということがわかった。酸化メチオニン、総不純物、及び高分子量のタンパク質の割合は、比較組成物におけるよりも本発明に従う組成物においてより低かった。本発明に従う組成物(バッチ894_B及び897_B)及び比較組成物(バッチ894_A及び897_A)は、メチオニンの存在/非存在の点で相違した。従って、改善された安定性又は/及び化学的完全性は、本発明に従う組成物中のメチオニン成分のためであり得る。
さらなる実験において、どのようにEDTAナトリウム及びヒスチジンが本発明に従う組成物において影響を有するかを研究した。
Claims (22)
- GLP−1アゴニスト又は/及びその薬理学的に許容される塩を含む注射用液体組成物であって、メチオニンを含み、そして、ヒスチジンを本質的に含まず、そして、GLP−1アゴニストが、GLP−1、及びそのアナログ及び誘導体、エキセンジン−3、及びそのアナログ及び誘導体、エキセンジン−4、及びそのアナログ及び誘導体からなる群より選択される、該液体組成物。
- 組成物が、薬学的に許容される保存剤を含む、請求項1に記載の液体組成物。
- 薬学的に許容される保存剤が、m−クレゾールである、請求項2に記載の液体組成物。
- 組成物がグリセリンを含む、請求項1〜3のいずれか1項に記載の液体組成物。
- 組成物が3.5〜5の範囲内のpHを有する、請求項1〜4のいずれか1項に記載の液体組成物。
- 組成物が、0.5mg/mL〜20mg/mLの範囲の量で、メチオニンを含む、請求項1〜5のいずれか1項に記載の液体組成物。
- 組成物が、1mg/mL〜5mg/mLの範囲の量で、メチオニンを含む、請求項6に記載の液体組成物。
- 組成物が、+25℃の温度で6ヶ月間保存後化学的完全性を示す、請求項1〜7のいずれか1項に記載の液体組成物。
- 組成物が、+25℃の温度で6ヶ月間保存後物理的完全性を示す、請求項1〜8のいずれか1項に記載の液体組成物。
- GLP−1アゴニストが、desPro36エキセンジン−4(1−39)−Lys6−NH2及びエキセンジン−4からなる群より選択される、請求項1〜9のいずれか1項に記載の液体組成物。
- 組成物が、以下の成分:
(a) desPro36エキセンジン−4(1−39)−Lys6−NH2、
(b) 酢酸ナトリウム、
(c) m−クレゾール、
(d) L−メチオニン、
(e) 85%グリセリン、及び
(f) 水
を有する、請求項1〜10のいずれか1項に記載の液体組成物。 - さらにpH4.5への調整のために0.1N塩酸を有する、請求項11に記載の液体組成物。
- さらにpH4.5への調整のために0.1N NaOH溶液を有する、請求項11に記載の液体組成物。
- 糖尿病を治療するための、請求項1〜13のいずれか1項に記載の組成物。
- 糖尿病、特にII型糖尿病を治療するための医薬品の製造における、請求項1〜14のいずれか1項に記載の組成物の使用。
- GLP−1アゴニスト又は/及びその薬理学的に許容される塩を、メチオニンと共に製剤化する工程を含む、請求項1〜14のいずれか1項に記載の組成物を製造するための方法。
- 患者を治療するための請求項1〜14のいずれか1項に記載の組成物。
- メトホルミン、スルホニル尿素、グリタゾン、及び/又は長時間作用型インスリン/インスリン誘導体、及び/又はそれらの組み合わせ、及び/又は薬理学的に許容される塩の投与と併用される、請求項1〜14のいずれか1項に記載の組成物。
- 十分な血糖コントロールをメトホルミン、スルホニル尿素、グリタゾン、及び/又は長時間作用型インスリン/インスリン誘導体で達成できなかった患者におけるアドオン療法において使用される、請求項18に記載の組成物。
- 治療患者が、7%〜10%の範囲内のHbA1c値を有する、請求項18又は19に記載の組成物。
- II型糖尿病及び/又は肥満を治療するための、請求項18〜20のいずれか1項に記載の組成物。
- 患者に1日1回投与するための請求項1〜14又は17〜21のいずれか1項に記載の組成物。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102009052832 | 2009-11-13 | ||
DE102009052832.6 | 2009-11-13 | ||
DE102010011919A DE102010011919A1 (de) | 2010-03-18 | 2010-03-18 | Pharmazeutische Zusammensetzung umfassend einen GLP-1-Agonisten und Methionin |
DE102010011919.9 | 2010-03-18 | ||
PCT/EP2010/067249 WO2011058082A1 (de) | 2009-11-13 | 2010-11-11 | Pharmazeutische zusammensetzung umfassend einen glp-1-agonisten und methionin |
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JP2013510821A JP2013510821A (ja) | 2013-03-28 |
JP5973918B2 true JP5973918B2 (ja) | 2016-08-23 |
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Families Citing this family (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK2229407T3 (en) | 2008-01-09 | 2017-02-27 | Sanofi Aventis Deutschland | NEW INSULIN DERIVATIVES WITH EXTREMELY DELAYED TIME / EFFECTS PROFILE |
MX344293B (es) | 2008-10-17 | 2016-12-13 | Sanofi Aventis Deutschland | Combinacion de una insulina y un agonista de glp-1. |
MY159865A (en) * | 2009-07-06 | 2017-02-15 | Sanofi Aventis Deutschland | Aqueous insulin preparations containing methionine |
PT2498802E (pt) * | 2009-11-13 | 2015-04-13 | Sanofi Aventis Deutschland | Composição farmacêutica que compreende um agonista de glp-1, uma insulina e metionina |
BR112012011403B8 (pt) | 2009-11-13 | 2021-05-25 | Sanofi Aventis Deutschland | composição farmacêutica líquida compreendendo um agonista glp-1 e metionina e uso da mesma |
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