JP5561720B2 - 肥満及び糖尿病を含む心臓血管障害を治療するために有用なカンナビノイド受容体アンタゴニスト/インバ−スアゴニスト - Google Patents
肥満及び糖尿病を含む心臓血管障害を治療するために有用なカンナビノイド受容体アンタゴニスト/インバ−スアゴニスト Download PDFInfo
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- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D231/08—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with oxygen or sulfur atoms directly attached to ring carbon atoms
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- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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Description
(a)X、Y、X’、Y’、X”、及びY”の少なくとも1つは、H、C1−6アルキル、ハロゲン、CF3、O−C1−6アルキル、NO2、及びNR2以外のものであり;
(b)Zは、H、C1−6アルキル、OH、O−C1−6アルキル、アセチルオキシ、及びプロピオニルオキシ以外のものであり;又は、
(c)Qは、H、C1−6アルキル、(CH2)n−ヘテロアリ−ル、及び(CH2)n−アリ−ル以外のものである)。
H、C1−4アルキル、ハロゲン、CF3、O−C1−4アルキル、NO2、O(CH2CH2O)pR、NRa(CH2CH2O)pR、及びNR2;
から個別に選択され;
脂肪組織減量は、水分量の顕著な変化と独立に、CB1アンタゴニストによる治療により起こる。脂肪組織減量中の水分量のレベルの例は、(a)水分量は、維持され、増大し、又は約1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、若しくは30%だけ、本発明により治療される前の被験者の正常範囲(即ち、投与前レベル)より下であり;(b)水分量は、維持され、増大し、又は約1、2、3、4、5、6、7、8、9、10、11、12、13、14、若しくは15%以下だけ、投与前レベルより下であり;(c)水分量は、維持され、増大し、又は約1、2、3、4、5、6、7、8、9、若しくは10%だけ、投与前レベルより下であり;及び(d)水分量は、維持され、増大し、又は約1、2、3、4、若しくは5%だけ、投与前レベルより下である場合を含む。
成分 mg/錠剤
有効成分 100
粉末ラクトース 95
白色コーンスターチ 35
ポリビニルピロリドン 8
カルボキシメチルナトリウムデンプン 10
ステアリン酸マグネシウム 2
錠剤重量 250
成分 mg/錠剤
有効成分 50
結晶性ラクトース 60
微結晶性セルロース 34
タルク 5
ステアリン酸マグネシウム 1
充填カプセル重量 150
成分 mg/錠剤
有効物質 1.0mg
1N HCl 20.0μl
酢酸 0.5mg
NaCl 8.0mg
フェノール 10.0mg
1N NaOH 適量添加 pH5
H2O 適量添加 1 mL
本発明の化合物は、有機合成の当業者に知られた多くの方法により調製することができる(例えば、米国特許第6,476,060B2号,J Med Chem 2004,47,627を参照されたい)。本発明の化合物は、下記の方法を、合成有機化学の当技術分野で知られた合成方法と一緒に使用して、又は当業者に知られているその変形により合成することができる。好ましい方法は、下記の方法を含むが、これらに限定されない。反応は、使用される試薬及び原料に適し且つ行われる変換に適当な溶媒中で実施される。分子に存在する官能基は、企てられている変換に合わせたものであるべきことは有機合成の当業者により理解されるであろう。このことは、時により、所望の本発明の化合物を得るために、合成ステップの順序を改変するか又は1つの特定の工程を他の工程に変えて選択するか判断することを必要とするであろう。この分野における任意の合成経路の計画において主に考慮することは、本発明で記載した化合物中に存在する反応性官能基の保護に使用される保護基の適切な選択であることも認識されるであろう。熟練した施術者への多くの代替法を記載した権威ある説明は、Greene and Wuts(Protective Groups in Organic Synthesis,Wiley and Sons, 1991)である。本明細書中で挙げた全ての引用文献は、それらの全体を参照により本明細書に組み込む。
)。
「化12」
Claims (2)
- 式I:
若しくはその立体異性体、又はそれらの薬学的に許容される塩の化合物であって:
X、Y、X”、及びY”がH、ハロゲン、CF3、及びO−C1−4 アルキルから独立に選択され;
X’、Y’、及びZがHであり;
Qが−CHA(CH2)mC(O)NHR、及び(CH2)n−フェニル−(CH2)mCONH2 から選択され;
MがC=O又はSO2であり;
RがH、及びC1−6アルキルから独立に選択され;
AがH、C1−4 アルキル、(CH2)mC3−6−シクロアルキル、CH2OH、及びCH(CH3)OHから選択され;
mが0、1、2、及び3から選択され;かつ
nが1、2、及び3から選択される;
ことを特徴とする化合物。
Applications Claiming Priority (3)
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US79800106P | 2006-05-05 | 2006-05-05 | |
US60/798,001 | 2006-05-05 | ||
PCT/US2007/068342 WO2007131219A2 (en) | 2006-05-05 | 2007-05-07 | Cannabinoid receptor antagonists/inverse agonists |
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JP2009536221A JP2009536221A (ja) | 2009-10-08 |
JP2009536221A5 JP2009536221A5 (ja) | 2010-06-24 |
JP5561720B2 true JP5561720B2 (ja) | 2014-07-30 |
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US (4) | US7482470B2 (ja) |
EP (1) | EP2023920B1 (ja) |
JP (1) | JP5561720B2 (ja) |
CN (1) | CN101484161A (ja) |
AU (1) | AU2007247878B2 (ja) |
CA (1) | CA2651385C (ja) |
ES (1) | ES2389569T3 (ja) |
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WO (1) | WO2007131219A2 (ja) |
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EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
US7655685B2 (en) | 2007-11-02 | 2010-02-02 | Jenrin Discovery, Inc. | Cannabinoid receptor antagonists/inverse agonists useful for treating metabolic disorders, including obesity and diabetes |
WO2009085198A2 (en) * | 2007-12-20 | 2009-07-09 | Indigene Pharmaceuticals, Inc. | Combination of metformin r-(+)-lipoate and antiobesity agents for the treatment of diabetic hyperglycemia and diabetic complications |
EP2242745A1 (de) * | 2008-02-07 | 2010-10-27 | Sanofi-Aventis | Neue phenyl-substituierte imidazolidine, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
US8217038B2 (en) | 2009-10-07 | 2012-07-10 | Jenrin Discovery, Inc. | Cannabinoid receptor antagonists/inverse agonists useful for treating metabolic disorders, including obesity and diabetes |
CA2818198A1 (en) * | 2010-11-18 | 2012-05-24 | Jenrin Discovery | Cannabinoid receptor antagonists/inverse agonists useful for treating metabolic disorders, including obesity and diabetes |
US8828994B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Di- and tri-substituted oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
EP2766349B1 (de) | 2011-03-08 | 2016-06-01 | Sanofi | Mit carbozyklen oder heterozyklen substituierte oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
US8710050B2 (en) | 2011-03-08 | 2014-04-29 | Sanofi | Di and tri- substituted oxathiazine derivatives, method for the production, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
US8828995B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Branched oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
US8871758B2 (en) | 2011-03-08 | 2014-10-28 | Sanofi | Tetrasubstituted oxathiazine derivatives, method for producing them, their use as medicine and drug containing said derivatives and the use thereof |
US8680131B2 (en) | 2012-07-25 | 2014-03-25 | Jenrin Discovery, Inc. | Cannabinoid receptor antagonists/inverse agonists useful for treating disease conditions, including metabolic disorders and cancers |
US11155521B2 (en) | 2012-11-13 | 2021-10-26 | The United States Of America As Represented By The Secretary, Department Of Health And Human Services | Cannabinoid receptor mediating compounds |
IN2015DN03733A (ja) | 2012-11-13 | 2015-09-18 | Us Health | |
CA2948349C (en) * | 2014-05-09 | 2023-03-28 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Pyrazole derivatives and their use as cannabinoid receptor mediators |
KR20210152312A (ko) | 2020-06-08 | 2021-12-15 | 주식회사 종근당 | 카나비노이드 수용체 (cb1 수용체) 길항제로서의 4-(4,5-디하이드로-1h-피라졸-1-닐)피리미딘 화합물 및 이를 포함하는 약제학적 조성물 |
WO2023089612A1 (en) | 2021-11-19 | 2023-05-25 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Peripheral cb1 receptor antagonists for treatment of lower urinary tract symptoms (luts) |
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AU708055B2 (en) | 1996-02-02 | 1999-07-29 | Merck & Co., Inc. | Heterocyclic derivatives as antidiabetic and antiobesity agents |
ES2217392T3 (es) | 1996-02-02 | 2004-11-01 | MERCK & CO., INC. | Agentes antidiabeticos. |
AU712607B2 (en) | 1996-02-02 | 1999-11-11 | Merck & Co., Inc. | Method of treating diabetes and related disease states |
CA2245529A1 (en) | 1996-02-02 | 1997-08-07 | Soumya P. Sahoo | Antidiabetic agents |
DZ3335A1 (fr) * | 2000-03-23 | 2001-09-27 | Solvay Pharm Bv | Derives de 4,5-dihydro-1h-pyrazole ayant une activite antagoniste de cb1 |
MXPA03009439A (es) * | 2001-09-21 | 2004-02-12 | Solvay Pharm Bv | Derivados de 4,5-dihidro-1h-pirazol que tienen una potente actividad antagonistica de cb1. |
IL160081A0 (en) | 2001-09-21 | 2004-06-20 | Solvay Pharm Bv | Novel 4,5-dihydro-1h-pyrazole derivatives having cb1-antagonistic activity |
US7655685B2 (en) * | 2007-11-02 | 2010-02-02 | Jenrin Discovery, Inc. | Cannabinoid receptor antagonists/inverse agonists useful for treating metabolic disorders, including obesity and diabetes |
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US20090036511A1 (en) | 2009-02-05 |
EP2023920A2 (en) | 2009-02-18 |
US20070259934A1 (en) | 2007-11-08 |
US20130005784A1 (en) | 2013-01-03 |
CN101484161A (zh) | 2009-07-15 |
WO2007131219A3 (en) | 2008-11-13 |
US7482470B2 (en) | 2009-01-27 |
AU2007247878B2 (en) | 2012-05-31 |
EP2023920B1 (en) | 2012-06-13 |
WO2007131219A2 (en) | 2007-11-15 |
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JP2009536221A (ja) | 2009-10-08 |
US7666889B2 (en) | 2010-02-23 |
AU2007247878A1 (en) | 2007-11-15 |
US8088809B2 (en) | 2012-01-03 |
EP2023920A4 (en) | 2010-06-02 |
CA2651385C (en) | 2015-02-03 |
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