WO2009057199A1 - レチノイドプロドラッグ化合物 - Google Patents

レチノイドプロドラッグ化合物 Download PDF

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Publication number
WO2009057199A1
WO2009057199A1 PCT/JP2007/071184 JP2007071184W WO2009057199A1 WO 2009057199 A1 WO2009057199 A1 WO 2009057199A1 JP 2007071184 W JP2007071184 W JP 2007071184W WO 2009057199 A1 WO2009057199 A1 WO 2009057199A1
Authority
WO
WIPO (PCT)
Prior art keywords
cooh
hydrogen atom
group
represent
alkyl group
Prior art date
Application number
PCT/JP2007/071184
Other languages
English (en)
French (fr)
Inventor
Hideaki Muratake
Koichi Shudo
Original Assignee
Research Foundation Itsuu Laboratory
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Research Foundation Itsuu Laboratory filed Critical Research Foundation Itsuu Laboratory
Priority to CN200780101344XA priority Critical patent/CN101888991A/zh
Priority to EP07830918A priority patent/EP2216322A4/en
Priority to CA2703684A priority patent/CA2703684A1/en
Priority to PCT/JP2007/071184 priority patent/WO2009057199A1/ja
Priority to US12/682,966 priority patent/US8633335B2/en
Priority to NZ585587A priority patent/NZ585587A/en
Priority to JP2009538875A priority patent/JPWO2009057199A1/ja
Priority to AU2007360907A priority patent/AU2007360907A1/en
Priority to EA201070536A priority patent/EA016767B1/ru
Publication of WO2009057199A1 publication Critical patent/WO2009057199A1/ja

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/52—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the nitrogen atom of at least one of the carboxamide groups further acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/84—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/88—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having the nitrogen atom of at least one of the carboxamide groups further acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/48—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/30—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a six-membered aromatic ring being part of a condensed ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

　生体内に吸収された後にレチノイドに変換される性質を有する下記の一般式(I): 〔R1～R5は水素原子、アルキル基、又はトリアルキルシリル基を示し、X は-NH-CO-、-CO-NH-、-N(COR6)-CO-、-CO-N(COR7)-（R6及びR7は低級アルコキシ基又はカルボキシ置換フェニル基を示す）などを示し；Zは-Y-CH(R12)-COOH、-CHO、-CH=CH-COOH、又は-COOR13（Yは単結合、-CH2-、-CH(OH)-、-CO-、-CO-NH-、又は-CO-NH-CH2-CO-NH-を示し、R12は水素原子又は低級アルキル基を示し、R13は水素原子、-CH(R14)-COOH（R14は水素原子、低級アルキル基、又は水酸基を示す）、-[CH2CH2-O]n-CH2-CH2-OH、-CH2-O-[CH2CH2-O]m-CH2-OH、又は-[CH(CH3)-CO-O]p-CH(CH3)-COOH（n、m、又はpは1から100の整数を示す）を示す〕で表される化合物又はその塩、あるいはそのエステル。
PCT/JP2007/071184 2007-10-31 2007-10-31 レチノイドプロドラッグ化合物 WO2009057199A1 (ja)

Priority Applications (9)

Application Number Priority Date Filing Date Title
CN200780101344XA CN101888991A (zh) 2007-10-31 2007-10-31 类视色素前体药物化合物
EP07830918A EP2216322A4 (en) 2007-10-31 2007-10-31 PRODUCT COMPOUND CONTAINING RETINOID
CA2703684A CA2703684A1 (en) 2007-10-31 2007-10-31 Retinoid prodrug compound
PCT/JP2007/071184 WO2009057199A1 (ja) 2007-10-31 2007-10-31 レチノイドプロドラッグ化合物
US12/682,966 US8633335B2 (en) 2007-10-31 2007-10-31 Retinoid prodrug compound
NZ585587A NZ585587A (en) 2007-10-31 2007-10-31 Retinoid prodrug compound
JP2009538875A JPWO2009057199A1 (ja) 2007-10-31 2007-10-31 レチノイドプロドラッグ化合物
AU2007360907A AU2007360907A1 (en) 2007-10-31 2007-10-31 Retinoid prodrug compound
EA201070536A EA016767B1 (ru) 2007-10-31 2007-10-31 Ретиноидное пролекарственное соединение

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2007/071184 WO2009057199A1 (ja) 2007-10-31 2007-10-31 レチノイドプロドラッグ化合物

Publications (1)

Publication Number Publication Date
WO2009057199A1 true WO2009057199A1 (ja) 2009-05-07

Family

ID=40590609

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2007/071184 WO2009057199A1 (ja) 2007-10-31 2007-10-31 レチノイドプロドラッグ化合物

Country Status (9)

Country Link
US (1) US8633335B2 (ja)
EP (1) EP2216322A4 (ja)
JP (1) JPWO2009057199A1 (ja)
CN (1) CN101888991A (ja)
AU (1) AU2007360907A1 (ja)
CA (1) CA2703684A1 (ja)
EA (1) EA016767B1 (ja)
NZ (1) NZ585587A (ja)
WO (1) WO2009057199A1 (ja)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7855300B2 (en) 2007-10-11 2010-12-21 Taiho Pharmaceutical Co., Ltd. Bis(trimethylsilyl)phenyl compound or salt thereof, and use thereof
WO2013005753A1 (ja) * 2011-07-05 2013-01-10 公益財団法人乙卯研究所 重水素化フェニルプロピオン酸誘導体

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103664680A (zh) * 2012-09-26 2014-03-26 山东鲁北药业有限公司 一种他米巴罗汀合成的新工艺
SG11202113266YA (en) 2019-06-04 2021-12-30 Sunovion Pharmaceuticals Inc Modified release formulations and uses thereof
US20220259157A1 (en) * 2019-06-28 2022-08-18 Carl Wagner Compositions Comprising a Retinoid X Receptor (RXR) Agonist, a Retinoic Acid Receptor (RAR) Agonist, or a Dual RXR/RAR Agonist

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02247185A (ja) * 1989-03-20 1990-10-02 Koichi Shudo 新規安息香酸誘導体及びその製造方法
WO1999024415A1 (fr) * 1997-11-12 1999-05-20 Institute Of Medicinal Molecular Design, Inc. Agonistes du recepteur du retinoide
JPH11507960A (ja) * 1997-02-10 1999-07-13 センタ インタナショナル ドゥ リシェルシェ デルマトロジーク ガルデルマ（セ イ エール デ ガルデルマ） 二環式芳香族化合物、これらを含有する組成物及びその使用

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6122047A (ja) 1984-07-07 1986-01-30 Koichi Shiyudo 安息香酸誘導体
JPS6176440A (ja) 1984-09-19 1986-04-18 Koichi Shiyudo 安息香酸誘導体
US5675024A (en) 1995-11-22 1997-10-07 Allergan Aryl or heteroaryl amides of tetrahydronaphthalene, chroman, thiochroman and 1,2,3,4,-tetrahydroquinoline carboxylic acids, having an electron withdrawing substituent in the aromatic or heteroaromatic moiety, having retinoid-like biological activity
SI20746A (sl) 1998-08-20 2002-06-30 Agouron Pharmaceuticals, Inc. Nepeptidni GnRH agensi ter metode in vmesne spojine za njihovo pripravo
ES2317076T3 (es) 2003-12-08 2009-04-16 GALDERMA RESEARCH & DEVELOPMENT Derivados bifenilicos utiles como ligandos que activan receptores rar, procedimiento para prepararlos y su utilizacion en medicina humana y en cosmeticos.

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02247185A (ja) * 1989-03-20 1990-10-02 Koichi Shudo 新規安息香酸誘導体及びその製造方法
JPH11507960A (ja) * 1997-02-10 1999-07-13 センタ インタナショナル ドゥ リシェルシェ デルマトロジーク ガルデルマ（セ イ エール デ ガルデルマ） 二環式芳香族化合物、これらを含有する組成物及びその使用
WO1999024415A1 (fr) * 1997-11-12 1999-05-20 Institute Of Medicinal Molecular Design, Inc. Agonistes du recepteur du retinoide

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7855300B2 (en) 2007-10-11 2010-12-21 Taiho Pharmaceutical Co., Ltd. Bis(trimethylsilyl)phenyl compound or salt thereof, and use thereof
WO2013005753A1 (ja) * 2011-07-05 2013-01-10 公益財団法人乙卯研究所 重水素化フェニルプロピオン酸誘導体
JP5193400B2 (ja) * 2011-07-05 2013-05-08 公益財団法人乙卯研究所 重水素化フェニルプロピオン酸誘導体

Also Published As

Publication number Publication date
NZ585587A (en) 2012-04-27
JPWO2009057199A1 (ja) 2011-03-10
EP2216322A1 (en) 2010-08-11
AU2007360907A1 (en) 2009-05-07
EA016767B1 (ru) 2012-07-30
EP2216322A4 (en) 2011-09-21
CA2703684A1 (en) 2009-05-07
CN101888991A (zh) 2010-11-17
EA201070536A1 (ru) 2010-10-29
US8633335B2 (en) 2014-01-21
US20100286427A1 (en) 2010-11-11

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