CN1116296C - 苯并[C]喹嗪衍生物,其制备方法及作为5α－还原酶抑制剂的应用 - Google Patents

苯并[C]喹嗪衍生物,其制备方法及作为5α－还原酶抑制剂的应用 Download PDF

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Publication number
CN1116296C
CN1116296C CN97192097A CN97192097A CN1116296C CN 1116296 C CN1116296 C CN 1116296C CN 97192097 A CN97192097 A CN 97192097A CN 97192097 A CN97192097 A CN 97192097A CN 1116296 C CN1116296 C CN 1116296C
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CN
China
Prior art keywords
benzo
quinazin
alkyl
phenyl
methyl
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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.)
Expired - Fee Related
Application number
CN97192097A
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English (en)
Chinese (zh)
Other versions
CN1210536A (zh
Inventor
安东尼奥·格瓦尔纳
马里奥·塞里奥
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Applied Research Systems ARS Holding NV
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Applied Research Systems ARS Holding NV
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Publication of CN1210536A publication Critical patent/CN1210536A/zh
Application granted granted Critical
Publication of CN1116296C publication Critical patent/CN1116296C/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
    • C07D455/06—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine containing benzo [a] quinolizine ring systems
    • 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
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
    • 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
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/14—Drugs for dermatological disorders for baldness or alopecia
    • 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
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
    • A61P5/28—Antiandrogens
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Dermatology (AREA)
  • Reproductive Health (AREA)
  • Endocrinology (AREA)
  • Pregnancy & Childbirth (AREA)
  • Gynecology & Obstetrics (AREA)
  • Urology & Nephrology (AREA)
  • Diabetes (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
CN97192097A 1996-02-09 1997-02-07 苯并[C]喹嗪衍生物,其制备方法及作为5α－还原酶抑制剂的应用 Expired - Fee Related CN1116296C (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT96FI000019A IT1286545B1 (it) 1996-02-09 1996-02-09 Derivati benzo(c) chinolizinici,loro preparazione ed uso come inibitori delle 5-alfa-riduttasi
ITFI95A000019 1996-02-09

Publications (2)

Publication Number Publication Date
CN1210536A CN1210536A (zh) 1999-03-10
CN1116296C true CN1116296C (zh) 2003-07-30

Family

ID=11351478

Family Applications (1)

Application Number Title Priority Date Filing Date
CN97192097A Expired - Fee Related CN1116296C (zh) 1996-02-09 1997-02-07 苯并[C]喹嗪衍生物,其制备方法及作为5α－还原酶抑制剂的应用

Country Status (25)

Country Link
US (3) US6303622B1 (enExample)
EP (1) EP0880520B1 (enExample)
JP (1) JP2000504680A (enExample)
KR (1) KR100480448B1 (enExample)
CN (1) CN1116296C (enExample)
AT (1) ATE237614T1 (enExample)
AU (1) AU711886C (enExample)
BG (1) BG64596B1 (enExample)
CZ (1) CZ298061B6 (enExample)
DE (1) DE69720966T2 (enExample)
DK (1) DK0880520T3 (enExample)
EA (1) EA000975B1 (enExample)
EE (1) EE04058B1 (enExample)
ES (1) ES2192263T3 (enExample)
HU (1) HUP9900509A3 (enExample)
IL (2) IL125628A0 (enExample)
IT (1) IT1286545B1 (enExample)
MX (1) MX9806229A (enExample)
NO (2) NO320155B1 (enExample)
NZ (1) NZ331256A (enExample)
PL (1) PL187618B1 (enExample)
PT (1) PT880520E (enExample)
SK (1) SK283299B6 (enExample)
UA (1) UA67724C2 (enExample)
WO (1) WO1997029107A1 (enExample)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ITFI970193A1 (it) * 1997-08-01 1999-02-01 Applied Research Systems Uso di derivati benzo(c) chinolizinici come regolatori della crescita delle piante e composizioni ad uso agricolo che contengono tali
EP0926148A1 (en) * 1997-12-23 1999-06-30 Applied Research Systems Ars Holding N.V. Benzo (C)quinolizine derivatives, their preparation and use as 5-alphareductases inhibitors
ES2203169T3 (es) * 1998-08-03 2004-04-01 Applied Research Systems Ars Holding N.V. Procedimiento para la sintesis de derivados de 1-(1h)-benzo(c)quinolizin-3-onas.
PH12012502411A1 (en) 2005-05-10 2019-07-17 Intermune Inc Method of modulating stress-activated protein kinase system
US20070155738A1 (en) 2005-05-20 2007-07-05 Alantos Pharmaceuticals, Inc. Heterobicyclic metalloprotease inhibitors
AU2006251989B2 (en) * 2005-05-20 2010-05-27 Alantos-Pharmaceuticals, Inc. Pyrimidine or triazine fused bicyclic metalloprotease inhibitors
US8304413B2 (en) 2008-06-03 2012-11-06 Intermune, Inc. Compounds and methods for treating inflammatory and fibrotic disorders
AR092742A1 (es) 2012-10-02 2015-04-29 Intermune Inc Piridinonas antifibroticas
RU2692485C2 (ru) 2014-04-02 2019-06-25 Интермьюн, Инк. Противофиброзные пиридиноны
CN105001216B (zh) * 2015-07-08 2017-03-01 中国科学院兰州化学物理研究所 一种喹嗪酮的制备方法
CN107089980B (zh) * 2017-05-11 2019-08-30 合肥工业大学 一种手性苯并[a]喹嗪-2-酮类化合物及其不对称催化合成方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3455929A (en) * 1966-08-15 1969-07-15 Bristol Myers Co Esters of 1,4-dihydroquinoline-n-carboxylic acids and thione acids

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1534278A (fr) * 1966-08-15 1968-07-26 Bristol Myers Co Procédé de fabrication de 1, 4-dihydroquinoléine-n-carboxylates d'alcoyle
US3625877A (en) * 1968-01-08 1971-12-07 Eastman Kodak Co High-modulus polycarbonate compositions
SU1027166A1 (ru) * 1981-09-11 1983-07-07 Киевский Ордена Ленина Государственный Университет Им.Т.Г.Шевченко Способ получени 1,2-полиметиленкетоцианоазагетероциклов
IE57014B1 (en) 1983-03-25 1992-03-11 Wyeth John & Brother Ltd Benzoquinolizines

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3455929A (en) * 1966-08-15 1969-07-15 Bristol Myers Co Esters of 1,4-dihydroquinoline-n-carboxylic acids and thione acids

Also Published As

Publication number Publication date
IL125628A (en) 2006-10-31
SK283299B6 (sk) 2003-05-02
US6555549B2 (en) 2003-04-29
SK104498A3 (en) 1998-12-02
AU711886C (en) 2002-10-17
NO983444D0 (no) 1998-07-24
NZ331256A (en) 1999-06-29
NO20045132L (no) 1998-07-24
EA199800701A1 (ru) 1999-02-25
CZ228998A3 (cs) 1998-10-14
EA000975B1 (ru) 2000-08-28
KR19990082126A (ko) 1999-11-15
MX9806229A (es) 1998-11-30
UA67724C2 (en) 2004-07-15
AU1767297A (en) 1997-08-28
DE69720966D1 (de) 2003-05-22
CN1210536A (zh) 1999-03-10
CZ298061B6 (cs) 2007-06-06
DK0880520T3 (da) 2003-08-11
JP2000504680A (ja) 2000-04-18
EP0880520B1 (en) 2003-04-16
HUP9900509A3 (en) 1999-11-29
US20010047098A1 (en) 2001-11-29
HK1018783A1 (en) 2000-01-07
US20010044542A1 (en) 2001-11-22
ITFI960019A0 (enExample) 1996-02-09
ES2192263T3 (es) 2003-10-01
IL125628A0 (en) 1999-04-11
ITFI960019A1 (it) 1997-08-09
NO320155B1 (no) 2005-11-07
EE9800233A (et) 1998-12-15
NO983444L (no) 1998-07-24
PL187618B1 (pl) 2004-08-31
US6552034B2 (en) 2003-04-22
BG102661A (en) 1999-04-30
EE04058B1 (et) 2003-06-16
EP0880520A1 (en) 1998-12-02
DE69720966T2 (de) 2004-05-19
KR100480448B1 (ko) 2005-08-31
HUP9900509A2 (hu) 1999-06-28
PL328123A1 (en) 1999-01-18
BG64596B1 (bg) 2005-08-31
US6303622B1 (en) 2001-10-16
IT1286545B1 (it) 1998-07-15
ATE237614T1 (de) 2003-05-15
PT880520E (pt) 2003-07-31
WO1997029107A1 (en) 1997-08-14
AU711886B2 (en) 1999-10-21

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CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20030730

Termination date: 20100207