FI95374B - Förfarande för framställning av terapeutiskt användbara 3-fenyl-5,6-dihydrobenz/C/akridin-7-karboxylsyraderivat - Google Patents

Förfarande för framställning av terapeutiskt användbara 3-fenyl-5,6-dihydrobenz/C/akridin-7-karboxylsyraderivat Download PDF

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Publication number
FI95374B
FI95374B FI900365A FI900365A FI95374B FI 95374 B FI95374 B FI 95374B FI 900365 A FI900365 A FI 900365A FI 900365 A FI900365 A FI 900365A FI 95374 B FI95374 B FI 95374B
Authority
FI
Finland
Prior art keywords
acridine
carboxylic acid
compounds
acid
dihydro
Prior art date
Application number
FI900365A
Other languages
English (en)
Finnish (fi)
Other versions
FI95374C (sv
FI900365A0 (sv
Inventor
Carl Henry Behrens
Original Assignee
Du Pont Merck Pharma
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 Du Pont Merck Pharma filed Critical Du Pont Merck Pharma
Publication of FI900365A0 publication Critical patent/FI900365A0/sv
Application granted granted Critical
Publication of FI95374B publication Critical patent/FI95374B/sv
Publication of FI95374C publication Critical patent/FI95374C/sv

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D219/00Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/02Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/18Ring systems of four or more rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (5)

1. Förfarande för framställning av terapeutiskt användbara föreningar med formeln I 5 R2 R1 (i) R5 väri
15 R1 är C02H eller C02Na; R2 är H; R3 är H, F, Cl, Br eller I; och R4 och R5 är bäda självständigt H eller R4 och R5 tillsammans är S förutsatt att, dä R1 är C02Na, är R3 inte 20 F; eller ett farmaceutiskt godtagbart sait därav, kännetecknat därav, att (a) ett isatin med formeln 6 25 r* tiet: H 30 . väri R2 och R3 betecknar samma som ovan, omsätts « (Pfitzingerreaktion) med (i) 6-fenyl-3,4-dihydro-l(2H)-naftalenon eller 35 (ii) ett keton med formeln 8 il au.· iiiu i:i » «· . > 95374 ^ (8) för att framställa en förening med formeln I, väri R1 är 10 C02H, och (b) den i steg (a) erhällna föreningen eventuellt omsätts med natriumhydroxid.
2. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer 5,6-dihydro-3-15 fenylbens[c]akridin-7-karboxylsyra eller ett natrlumsalt därav.
3. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer 5,6-dihydro-9-fluor-3-fenylbens[c]akridin-7-karboxylsyra eller ett nat-20 riumsalt därav.
4. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer 6,7-dihydro-3-fluor- [1] -bensotieno[2', 3' :4, 5]bens[ 1,2-c]akridin-5-kar-boxylsyra eller ett natrlumsalt därav. ..25
5. Förfarande enligt patentkrav 1, känne- t · t e c k n a t därav, att man framställer 6,7-dihydro-[l]-bensotieno[2',3’:4,5]bens[l,2-c]akridin-5-karboxylsyra eller ett natriumsalt därav. f
FI900365A 1989-01-25 1990-01-24 Förfarande för framställning av terapeutiskt användbara 3-fenyl-5,6-dihydrobenz/C/akridin-7-karboxylsyraderivat FI95374C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US30137989 1989-01-25
US07/301,379 US4918077A (en) 1989-01-25 1989-01-25 3-phenyl-5,6-dihydrobenz(c)acridine-7-carboxylic acids and related compounds as cancer chemotherapeutic agents

Publications (3)

Publication Number Publication Date
FI900365A0 FI900365A0 (sv) 1990-01-24
FI95374B true FI95374B (sv) 1995-10-13
FI95374C FI95374C (sv) 1996-01-25

Family

ID=23163099

Family Applications (1)

Application Number Title Priority Date Filing Date
FI900365A FI95374C (sv) 1989-01-25 1990-01-24 Förfarande för framställning av terapeutiskt användbara 3-fenyl-5,6-dihydrobenz/C/akridin-7-karboxylsyraderivat

Country Status (21)

Country Link
US (2) US4918077A (sv)
EP (1) EP0380038B1 (sv)
JP (1) JPH0662572B2 (sv)
KR (1) KR910006985B1 (sv)
AT (1) ATE124399T1 (sv)
AU (1) AU623481B2 (sv)
CA (1) CA2007529A1 (sv)
DE (1) DE69020368T2 (sv)
DK (1) DK0380038T3 (sv)
ES (1) ES2075074T3 (sv)
FI (1) FI95374C (sv)
GR (1) GR3016979T3 (sv)
HU (1) HU205743B (sv)
IE (1) IE68761B1 (sv)
IL (1) IL93161A0 (sv)
MY (1) MY104829A (sv)
NO (1) NO176961C (sv)
NZ (1) NZ232207A (sv)
PT (1) PT92952B (sv)
RU (1) RU1779247C (sv)
ZA (1) ZA90545B (sv)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5135934A (en) * 1990-07-06 1992-08-04 Du Pont Merck Pharmaceutical Company 3-phenyl-5,6-dihydrobenz(c) acridine-7-carboxylic acids and related compounds as immunosuppressive agents
WO1993022286A1 (en) * 1992-04-24 1993-11-11 Kyowa Hakko Kogyo Co., Ltd. Novel tetracyclic compound
US5807549A (en) * 1993-05-21 1998-09-15 Research Corporation Technologies, Inc. Lymphocyte chemoattractant factor and uses thereof
US5428040A (en) * 1993-08-31 1995-06-27 The Du Pont Merck Pharmaceutical Company Carbocyclic fused-ring quinolinecarboxylic acids useful as immunosuppressive agents
US5646283A (en) * 1993-09-28 1997-07-08 Kyowa Hakko Kogyo Co., Ltd. Tetracyclic compound
GB9400585D0 (en) * 1994-01-13 1994-03-09 Guest John D Improvements in or relating to tube couplings
JP3141148B2 (ja) * 1995-08-08 2001-03-05 大鵬薬品工業株式会社 縮合インダン誘導体及びその塩
AU2896097A (en) * 1996-05-10 1997-12-05 Novartis Ag Use of brequinar and derivatives in chronic rejection of allografts and xenotransplantation
US7847125B2 (en) * 2007-11-16 2010-12-07 Chemtura Corporation Acridan derivatives as antioxidants
CN102351870B (zh) * 2011-08-25 2014-03-12 中山大学 一种苯并吖啶衍生物的制备方法及其作为抗癌药物的用途
US20160287549A1 (en) 2013-11-22 2016-10-06 Genzyme Corporation Novel methods for treating neurodegenerative diseases

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE502610A (sv) * 1950-04-18
DE3483704D1 (de) * 1983-07-22 1991-01-17 Du Pont Phenylchinolinsaeure und derivate als antitumormittel.
US4680299A (en) * 1984-04-30 1987-07-14 E.I. Du Pont De Nemours And Company 2-phenyl-4-quinolinecarboxylic acids and pharmaceutical compositions thereof
US4847381A (en) * 1987-08-31 1989-07-11 American Cyanamid Company 2-Phenyl-4-quinoline carboxylic acids

Also Published As

Publication number Publication date
FI95374C (sv) 1996-01-25
ATE124399T1 (de) 1995-07-15
US5002954A (en) 1991-03-26
NZ232207A (en) 1991-08-27
PT92952A (pt) 1990-07-31
EP0380038A3 (en) 1991-11-13
JPH02233661A (ja) 1990-09-17
HU205743B (en) 1992-06-29
KR910006985B1 (ko) 1991-09-14
PT92952B (pt) 1995-12-29
FI900365A0 (sv) 1990-01-24
ZA90545B (en) 1991-09-25
JPH0662572B2 (ja) 1994-08-17
DE69020368D1 (de) 1995-08-03
NO176961B (no) 1995-03-20
EP0380038A2 (en) 1990-08-01
EP0380038B1 (en) 1995-06-28
IL93161A0 (en) 1990-11-05
AU623481B2 (en) 1992-05-14
NO176961C (no) 1995-06-28
IE900267L (en) 1990-07-25
IE68761B1 (en) 1996-07-10
NO900342D0 (no) 1990-01-24
RU1779247C (ru) 1992-11-30
MY104829A (en) 1994-06-30
AU4874590A (en) 1990-08-02
HU900255D0 (en) 1990-03-28
ES2075074T3 (es) 1995-10-01
DK0380038T3 (da) 1995-08-28
HUT53880A (en) 1990-12-28
CA2007529A1 (en) 1990-07-25
US4918077A (en) 1990-04-17
DE69020368T2 (de) 1995-11-09
NO900342L (no) 1990-07-26
KR900011735A (ko) 1990-08-02
GR3016979T3 (en) 1995-11-30

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Legal Events

Date Code Title Description
BB Publication of examined application
TC Name/ company changed in patent

Owner name: DUPONT PHARMACEUTICALS COMPANY

MM Patent lapsed

Owner name: DU PONT PHARMACEUTICALS COMPANY