[go: up one dir, main page]

KR960031422A - 신규한 레티노이드 - Google Patents

신규한 레티노이드 Download PDF

Info

Publication number
KR960031422A
KR960031422A KR1019960004376A KR19960004376A KR960031422A KR 960031422 A KR960031422 A KR 960031422A KR 1019960004376 A KR1019960004376 A KR 1019960004376A KR 19960004376 A KR19960004376 A KR 19960004376A KR 960031422 A KR960031422 A KR 960031422A
Authority
KR
South Korea
Prior art keywords
compound
bond
pharmaceutically acceptable
double
formula
Prior art date
Application number
KR1019960004376A
Other languages
English (en)
Other versions
KR100414342B1 (ko
Inventor
클라우스 미카엘
존 로비 알렌
모흐 페터
로젠버거 마이클
Original Assignee
프리돌린 클라우스너·롤란드 보러
에프. 호프만-라 롯슈 아크티엔게젤샤프트
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 프리돌린 클라우스너·롤란드 보러, 에프. 호프만-라 롯슈 아크티엔게젤샤프트 filed Critical 프리돌린 클라우스너·롤란드 보러
Publication of KR960031422A publication Critical patent/KR960031422A/ko
Application granted granted Critical
Publication of KR100414342B1 publication Critical patent/KR100414342B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/52—Unsaturated compounds containing hydroxy or O-metal groups a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/10—Anti-acne agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/02—Nutrients, e.g. vitamins, minerals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
    • C07C47/45—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings having unsaturation outside the rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/548—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings having unsaturation outside the six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Hematology (AREA)
  • Dermatology (AREA)
  • Oncology (AREA)
  • Diabetes (AREA)
  • Obesity (AREA)
  • Nutrition Science (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Physical Vapour Deposition (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Cosmetics (AREA)
  • Crystals, And After-Treatments Of Crystals (AREA)

Abstract

하기 일반식(Ⅰ)의 신규한 노나테트라에노산 유도체
(상기 식에서, 점선은 선택적이고, R1및 R2는 명세서에 정의된 바와 같다)로 여드름 치료 활성을 갖는 레티노산X-수용체(RXR)와 선택적으로 결합하고, RARa활성을 갖는 레티노이드 활성을 증대시킨다.

Description

신규한 레티노이드
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 하기 일반식(Ⅰ)의 화합물 및 그의 약학적으로 허용되는 염, 에스테르 및 아미드:
    상기 식에서, C7-C8결합은 이중 결합 또는 삼중 결합이고, R1및 R2는 C7-C8결합이 이중 결합인 경우 독립적으로 할로겐 또는 저급 알킬이거나 또는 C7-C8결합이 이중 결합인 경우 독립적으로 저급 알킬이거나; 또는 함께 결합된 R1및 R2는C3-C13알킬렌을 형성하고, 여기서, 하나의 탄소 원자는 황, 산소 및 질소로 구성된 군중에서 선택된 이중원자에 의해 치환될 수 있거나; 또는 결합된 R1및 R2는 이들이 결합되는 탄소 원자와 함께 탄소 원자수 5 내지 6의 방향족 고리 또는 원자수 5 내지 6의 헤테로방향족 고리(여기서, R1또는 R2중 한 원자는 산소, 질소 및 황 중에서 선택된 이종 원자이고, R1및 R2중 나머지 원자는 탄소이다)를 형성하다.
  2. 하기 구조식의 화합물:
  3. 제1항에 청구한 일반식(Ⅰ)의 화합물 또는 그의 약학적으로 허용되는 염, 에스테르 또는 아미드 및 약학적으로 허용되는 불활성 담체를 포함하는 약학 조성물.
  4. RARa활성을 갖는 레티노이드인 제1화합물; 및 제1항에 청구한 일반식(Ⅰ)의 제2화합물, 또는 그의 약학적으로 허용되는 염, 에스테르 또는 아미드를 포함하고, 이때 상기 제1화합물은 10 내지 50㎎의 양으로 단위 투여형에 존재하고, 상기 제2화합물은 상기 제1화합물의 양의 1내지 10배의 양으로 단위 투여형에 존재하는, 경구 투여용 단위 투여형 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960004376A 1995-02-24 1996-02-23 신규한레티노이드 KR100414342B1 (ko)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US39398095A 1995-02-24 1995-02-24
US393,980 1995-02-24
US46828995A 1995-06-06 1995-06-06
US08/393980 1995-06-06
US468,289 1995-06-06
US08/468289 1995-06-06

Publications (2)

Publication Number Publication Date
KR960031422A true KR960031422A (ko) 1996-09-17
KR100414342B1 KR100414342B1 (ko) 2004-05-10

Family

ID=27014530

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019960004376A KR100414342B1 (ko) 1995-02-24 1996-02-23 신규한레티노이드

Country Status (24)

Country Link
US (1) US5986131A (ko)
EP (1) EP0728742B1 (ko)
JP (1) JP2776787B2 (ko)
KR (1) KR100414342B1 (ko)
CN (1) CN1124260C (ko)
AT (1) ATE185799T1 (ko)
AU (1) AU703115B2 (ko)
CA (1) CA2170227A1 (ko)
CZ (1) CZ291352B6 (ko)
DE (1) DE69604713T2 (ko)
DK (1) DK0728742T3 (ko)
ES (1) ES2138765T3 (ko)
FI (1) FI960856L (ko)
GR (1) GR3032407T3 (ko)
HK (1) HK1012330A1 (ko)
HU (1) HU219538B (ko)
IL (1) IL117170A (ko)
MA (1) MA23813A1 (ko)
MY (1) MY113430A (ko)
NO (1) NO309189B1 (ko)
NZ (1) NZ286017A (ko)
RU (1) RU2166499C2 (ko)
SG (1) SG59945A1 (ko)
TW (1) TW343966B (ko)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA9810122B (en) 1997-11-12 1999-05-12 Hoffmann La Roche Treatment of T-helper cell type 2 mediated immune diseases
US6326397B1 (en) 1998-11-10 2001-12-04 Hoffman-La Roche Inc. Retinoid antagonists and use thereof
JP4543513B2 (ja) * 2000-07-17 2010-09-15 ソニー株式会社 双方向通信システム、表示装置、ベース装置および双方向通信方法
EP1935869A1 (en) 2000-10-02 2008-06-25 F. Hoffmann-La Roche Ag Retinoids for the treatment of emphysema
US6495719B2 (en) 2001-03-27 2002-12-17 Circagen Pharmaceutical Histone deacetylase inhibitors
US7312247B2 (en) 2001-03-27 2007-12-25 Errant Gene Therapeutics, Llc Histone deacetylase inhibitors
US7842727B2 (en) 2001-03-27 2010-11-30 Errant Gene Therapeutics, Llc Histone deacetylase inhibitors
US8026280B2 (en) 2001-03-27 2011-09-27 Errant Gene Therapeutics, Llc Histone deacetylase inhibitors
CA2486303C (en) 2002-05-22 2013-04-30 Errant Gene Therapeutics, Llc Histone deacetylase inhibitors based on alpha-ketoepoxide compounds
JP2006508986A (ja) 2002-11-20 2006-03-16 エルラント ゲネ セラペウチクス エルエルシー ヒストンデアセチラーゼ阻害剤による肺細胞の治療方法
JP2008508209A (ja) * 2004-07-29 2008-03-21 ボラーク ヴェルナー 多発性硬化症に対するｒｘｒアンタゴニスト治療
EP1621191A1 (en) * 2004-07-29 2006-02-01 Werner Bollag Treatment of inflammatory diseases by RXR Antagonists
EP1940378A1 (en) * 2005-10-25 2008-07-09 Werner Bollag Rxr agonists and antagonists, alone or in combination with ppar ligands, in the treatment of metabolic and cardiovascular diseases
CN105646311B (zh) * 2016-03-31 2017-09-26 广州巨元生化有限公司 一种制备β‑阿朴‑8’‑胡萝卜醛的方法
EP3301085A1 (en) * 2016-09-29 2018-04-04 Biogem S.Ca.R.L. Retinoid derivatives with antitumor activity

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3277147A (en) * 1963-06-05 1966-10-04 Olin Mathieson Lower alkyl esters of beta-cyclocitrylidene fluoroacetic acid and beta-ionylidene fluoroacetic acid
US5514672A (en) * 1981-02-17 1996-05-07 Bazzano; Gail S. Use of retinoids and compositions containing same for hair growth
AU5664294A (en) * 1993-01-11 1995-02-28 Ligand Pharmaceuticals, Inc. Compounds having selective activity for retinoid x receptors, and means for modulation of processes mediated by retinoid x receptors
IL116259A (en) * 1994-12-19 2000-07-16 American Cyanamid Co Analogs of 9-cis retinoic acid and their use

Also Published As

Publication number Publication date
FI960856L (fi) 1996-08-25
RU2166499C2 (ru) 2001-05-10
MA23813A1 (fr) 1996-10-01
AU4561796A (en) 1996-09-05
ATE185799T1 (de) 1999-11-15
IL117170A (en) 2000-11-21
NO309189B1 (no) 2000-12-27
MY113430A (en) 2002-02-28
KR100414342B1 (ko) 2004-05-10
GR3032407T3 (en) 2000-05-31
US5986131A (en) 1999-11-16
FI960856A0 (fi) 1996-02-23
JP2776787B2 (ja) 1998-07-16
HUP9600424A2 (en) 1996-12-30
CZ53796A3 (en) 1996-11-13
EP0728742B1 (en) 1999-10-20
AU703115B2 (en) 1999-03-18
TW343966B (en) 1998-11-01
CN1136557A (zh) 1996-11-27
CZ291352B6 (cs) 2003-02-12
HUP9600424A3 (en) 1998-04-28
JPH08259527A (ja) 1996-10-08
NO960751L (no) 1996-08-26
HK1012330A1 (en) 1999-07-30
DE69604713T2 (de) 2000-06-21
HU9600424D0 (en) 1996-04-29
CN1124260C (zh) 2003-10-15
DK0728742T3 (da) 2000-04-17
CA2170227A1 (en) 1996-08-25
SG59945A1 (en) 1999-02-22
HU219538B (hu) 2001-05-28
NO960751D0 (no) 1996-02-23
ES2138765T3 (es) 2000-01-16
DE69604713D1 (de) 1999-11-25
IL117170A0 (en) 1996-06-18
EP0728742A2 (en) 1996-08-28
NZ286017A (en) 1997-12-19
EP0728742A3 (en) 1996-10-23

Similar Documents

Publication Publication Date Title
KR960031422A (ko) 신규한 레티노이드
KR970704663A (ko) 레티노산 x-수용체 리간드(retinoic acid x-receptor ligands)
KR950700265A (ko) 고지혈증 치료에 유용한 벤조티아제핀 화합물(hypolipidaemic ben zothiazepine compounds)
ATE182327T1 (de) Rar-gamma-spezifische retinobenzoesäurederivate
EA199700267A1 (ru) Применение фумагиллола и его производных для приготовления антиинфекционных интестинальных препаратов и фармацевтическая композиция на их основе
KR930703303A (ko) 1, 4-벤조티아제핀 유도체
KR900003151A (ko) 화합물
RS52682B (en) USE OF L-CARNITINE OR ALKANOIL L-CARNITINE AS CATION LIPIDES FOR INTRACELLULAR DISTRIBUTION OF PHARMACOLOGICALLY ACTIVE UNITS
RU96103662A (ru) Новые ретиноиды
EA200100916A1 (ru) Лекарственное средство, содержащее производное сульфопиранозилацилглицерина
KR890005088A (ko) 4- 아미노피리딘 유도체 및 그의 산 부가염
KR950703941A (ko) 일산화질소 합성 억제제(nitrogen monoxide synthesis inhibitor)
NO158379C (no) Analogifremgangsmaate for fremstilling av terapeutisk aktive nitroalifatiske forbindelser.
KR950003262A (ko) 1- 아릴옥시-3- 알킬아미노-2-프로판올 니트레이트 에스테르, 이의 용도 및 상응하는 약제학적 조성물
KR960031442A (ko) 페닐시클로헥실카르복스아미드의 용도
AU656674B2 (en) New thiochroman compounds, processes for the preparation thereof, and pharmaceutical compositions containing them
ATE34662T1 (de) Derivate der benzoesaeure, herstellungsverfahren und anwendung in desinfizierenden und konservierenden arzneimitteln.
KR950000643A (ko) 지환식 포스포리파아제 a_2 억제제
KR960029319A (ko) 4-아미노벤조일구아니딘 유도체
ZA794341B (en) Furyl substituted polyenes
KR940018351A (ko) 노나테트라에노산 유도체
KR890701584A (ko) 20, 21-디노르에비나메닌의 신규 치환 유도체, 그의 제조 방법 및 이 방법으로 얻는 신규 중간체, 약제로서의 그의 용도 및 그를 함유하는 제약 조성물
KR880001667A (ko) 비사이클릭 티아아자 화합물
KR920014775A (ko) 치환 알켄산 및 그의 유도체
KR940021526A (ko) 카르복실산 유도체

Legal Events

Date Code Title Description
PA0109 Patent application

Patent event code: PA01091R01D

Comment text: Patent Application

Patent event date: 19960223

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20010222

Comment text: Request for Examination of Application

Patent event code: PA02011R01I

Patent event date: 19960223

Comment text: Patent Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 20030526

Patent event code: PE09021S01D

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 20031006

GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20031223

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20031224

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
LAPS Lapse due to unpaid annual fee
PC1903 Unpaid annual fee

Termination category: Default of registration fee

Termination date: 20071210