JP2019529504A - 非溶媒和物結晶及びその製造方法、並びに応用 - Google Patents
非溶媒和物結晶及びその製造方法、並びに応用 Download PDFInfo
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- JP2019529504A JP2019529504A JP2019517848A JP2019517848A JP2019529504A JP 2019529504 A JP2019529504 A JP 2019529504A JP 2019517848 A JP2019517848 A JP 2019517848A JP 2019517848 A JP2019517848 A JP 2019517848A JP 2019529504 A JP2019529504 A JP 2019529504A
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- Prior art keywords
- solvate
- aminophenyl
- methoxyquinolin
- yloxy
- powder
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
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Abstract
Description
実施例2:N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Bの調製
実施例3:N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Cの調製
実施例4:結晶形の安定性試験
実施例5:実施例1の非溶媒和物結晶Aの錠剤の調製
処方(1000錠):
実施例1の非溶媒和物結晶A 5g
微結晶セルロース 90g
カルボキシメチルスターチナトリウム 5g
4% ポリビニルピロリドン(K30)エタノール溶液 50g
タルク粉末 0.5g
実施例6:実施例1の非溶媒和物結晶Aのカプセルの調製
処方(1000錠):
実施例1の非溶媒和物結晶A 5g
微結晶セルロース 55g
ラクトース 35g
カルボキシメチルスターチナトリウム 5g
ステアリン酸マグネシウム 0.5g
実施例7:実施例2の非溶媒和物結晶Bの錠剤の調製
処方(1000錠):
実施例2の非溶媒和物結晶B 5g
微結晶セルロース 90g
カルボキシメチルスターチナトリウム 5g
4% ポリビニルピロリドン(K30)エタノール溶液 50g
タルク粉末 0.5g
実施例8:実施例2の非溶媒和物結晶Bのカプセルの調製
処方(1000錠):
実施例2の非溶媒和物結晶B 5g
微結晶セルロース 55g
ラクトース 35g
カルボキシメチルスターチナトリウム 5g
ステアリン酸マグネシウム 0.5g
実施例9:実施例3の非溶媒和物結晶Cの錠剤の調製
処方(1000錠):
実施例3の非溶媒和物結晶C 5g
微結晶セルロース 90g
カルボキシメチルスターチナトリウム 5g
4% ポリビニルピロリドン(K30)エタノール溶液 50g
タルク粉末 0.5g
実施例10:実施例3の非溶媒和物結晶Cのカプセルの調製
処方(1000錠):
実施例3の非溶媒和物結晶C 5g
微結晶セルロース 55g
ラクトース 35g
カルボキシメチルスターチナトリウム 5g
ステアリン酸マグネシウム 0.5g
Claims (13)
- N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶。
- 前記非溶媒和物結晶は、N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Aであり、その粉末X線回折パターンにおいて回折角(2θ)6.88°、9.26°、12.74°、13.82°、18.58°、20.86°及び25.72°に特徴的なピークを有し、好ましくは、その粉末X線回折パターンにおいて回折角(2θ)4.42°、6.88°、8.78°、9.26°、12.74°、13.82°、18.58°、20.86°及び25.72°に特徴的なピークを有し、より好ましくは、その粉末X線回折パターンにおいて回折角(2θ)4.42°、6.88°、8.78°、9.26°、12.74°、13.82°、15.78°、18.58°、20.86°、22.56°、25.72°、27.08°及び28.72°に特徴的なピークを有し、最も好ましくは、その粉末X線回折パターンが図2に示されるようになる、請求項1に記載の非溶媒和物結晶。
- 前記非溶媒和物結晶Aの赤外吸収スペクトルは、3452、3404、3357、3230、3064、1622、1576、1525、1506、1452、1423、1388、1363、1311、1253、1224、1161、1088及び1024cm−1に特徴的な吸収ピークを有し、及び/又は、その示差走査熱量曲線において177.5℃、213.1℃及び220.8℃に吸熱ピークを有する、請求項2に記載の非溶媒和物結晶。
- 前記非溶媒和物結晶は、N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Bであり、その粉末X線回折パターンにおいて回折角(2θ)4.88°、9.68°、12.74°、14.52°、17.72°、24.30°、25.26°に特徴的なピークを有し、好ましくは、その粉末X線回折パターンにおいて回折角(2θ)4.88°、9.68°、12.74°、14.52°、17.72°、19.82°、21.86°、24.30°、25.26°に特徴的なピークを有し、より好ましくは、その粉末X線回折パターンが図5に示されるようになる、請求項1に記載の非溶媒和物結晶。
- 前記非溶媒和物結晶Bの赤外吸収スペクトルは、3423、3352、3238、3030、1624、1597、1531、1502、1452、1423、1388、1365、1308、1255、1226、1159、1086、1022cm−1に特徴的な吸収ピークを有し、及び/又は、その示差走査熱量曲線において178.6℃に吸熱ピークを有する、請求項4に記載の非溶媒和物結晶。
- 前記非溶媒和物結晶は、N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Cであり、その粉末X線回折パターンにおいて回折角(2θ)4.84°、9.68°、12.92°、14.60°、16.46°、17.44°、22.00°、25.28°に特徴的なピークを有し、好ましくは、その粉末X線回折パターンにおいて回折角(2θ)4.84°、9.68°、12.92°、14.60°、16.46°、17.44°、17.88°、22.00°、25.28°、27.66°に特徴的なピークを有し、より好ましくは、その粉末X線回折パターンにおいて回折角(2θ)4.84°、9.68°、12.92°、14.60°、16.46°、17.20°、17.44°、17.88°、19.20°、20.54°、21.06°、22.00°、25.28°、27.66°に特徴的なピークを有し、最も好ましくは、その粉末X線回折パターンが図8に示されるようになる、請求項1に記載の非溶媒和物結晶。
- 前記非溶媒和物結晶Cの赤外吸収スペクトルは、3452、3369、3217、3016、2962、1793、1728、1626、1595、1574、1531、1502、1448、1429、1388、1311、1252、1224、1159、1020cm−1に特徴的な吸収ピークを有し、及び/又は、その示差走査熱量曲線において196.3℃及び221.0℃に吸熱ピークを有する、請求項6に記載の非溶媒和物結晶。
- N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドをメタノールに加え、65℃で加熱して溶解させ、0℃まで冷却して析出させるステップを含む、請求項2〜3のいずれか1項に記載のN−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Aの製造方法。
- N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドをアセトニトリルに加え、80℃で加熱して溶解させ、0℃まで冷却して析出させるステップを含む、請求項4〜5のいずれか1項に記載のN−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Bの製造方法。
- N−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドをジメチルスルホキシドに加え、室温で撹拌して溶解させた溶液を撹拌しながら水に滴下し、固体をろ過し収集するステップを含む、請求項6〜7のいずれか1項に記載のN−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶Cの製造方法。
- 請求項1〜7のいずれか1項に記載のN−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶を含む医薬組成物。
- 請求項1〜7のいずれか1項に記載のN−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶を含む、プロテインキナーゼ活性異常、又はヒストン脱アセチル化酵素活性異常に関連する疾患を治療するための医薬組成物。
- 請求項1〜7のいずれか1項に記載のN−(2−アミノフェニル)−6−(7−メトキシキノリン−4−イルオキシ)−1−ナフトアミドの非溶媒和物結晶の、プロテインキナーゼ活性異常、又はヒストン脱アセチル化酵素活性異常に関連する疾患を治療するための医薬品の調製における応用。
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US20200031774A1 (en) | 2020-01-30 |
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EP3524594A1 (en) | 2019-08-14 |
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CN107868044A (zh) | 2018-04-03 |
CA3038384A1 (en) | 2018-04-05 |
KR20190053952A (ko) | 2019-05-20 |
AU2017333056A1 (en) | 2019-05-02 |
TW201813957A (zh) | 2018-04-16 |
MX2019003458A (es) | 2019-10-15 |
EP3524594A4 (en) | 2020-03-04 |
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