GB2009171A - Novel anthracene-9-10-Bis- carbonyl hydrazones and derivatives - Google Patents
Novel anthracene-9-10-Bis- carbonyl hydrazones and derivativesInfo
- Publication number
- GB2009171A GB2009171A GB7843300A GB7843300A GB2009171A GB 2009171 A GB2009171 A GB 2009171A GB 7843300 A GB7843300 A GB 7843300A GB 7843300 A GB7843300 A GB 7843300A GB 2009171 A GB2009171 A GB 2009171A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- hydrogen
- alkyl
- image
- alpha
- Prior art date
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/32—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by introduction of halogenated alkyl groups into ring compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/72—Hydrazones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/095—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of organic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
-
- 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
- C07C47/453—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing six-membered aromatic rings
-
- 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
- C07C47/457—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing halogen
-
- 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
- C07C47/47—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- 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
- C07C47/546—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings polycyclic
-
- 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
- C07C47/55—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing halogen
-
- 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
- C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
- C07C47/57—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups polycyclic
-
- 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
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-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 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
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/52—Nitrogen atoms not forming part of a nitro radical with hetero atoms directly attached to said nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/12—Nitrogen atoms not forming part of a nitro radical
- C07D239/18—Nitrogen atoms not forming part of a nitro radical with hetero atoms attached to said nitrogen atoms, except nitro radicals, e.g. hydrazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/04—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D245/00—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms
- C07D245/02—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
- C07D317/64—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/70—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with ring systems containing two or more relevant rings
-
- 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
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
-
- 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
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/24—Anthracenes; Hydrogenated anthracenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/86—Ring systems containing bridged rings containing four rings
- C07C2603/88—Ethanoanthracenes; Hydrogenated ethanoanthracenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/90—Ring systems containing bridged rings containing more than four rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides novel anthracene -9,10-bis-carbonyl- hydrazones and derivatives thereof useful as antibacterial agents, for inhibiting the growth of transplanted mouse tumors, and for inducing the regression and/or palliation of leukemia and related cancers. The novel compounds are represented by the formula: <IMAGE> wherein A, B and C form an anthracene or a 9,10-dihydro anthracene nucleus, Z is a trivalent moiety of the formulae: <IMAGE> wherein n is 0, 1, 2 or 3 and R is hydrogen, alkyl having up to 4 carbon atoms, cycloalkyl having from 3 to 6 carbon atoms, phenyl or benzyl; R1 is hydrogen or alkyl having up to 4 carbon atoms; R2 is hydrogen, alkyl having up to 4 carbon atoms, phenyl or monovalent moieties of the formula: <IMAGE> wherein m is 2, 3, 4 or 5, R7 is amino anilino, hydrazino, monohydroxyalkylamino having from 2 to 4 carbon atoms and wherein the carbon atom alpha to the nitrogen atom may not bear a hydroxy group, alkylamino having up to 4 carbon atoms, dialkylamino where each alkyl group has up to 4 carbon atoms, cycloalkylamino having from 3 to 6 carbon atoms, benzylamino, alpha - phenethylamino, beta -phenethylamino 2-furfurylamino, 3-furfurylamino, alpha - thenylamino, beta -thenylamino, alpha - pyridylmethylamino, beta - pyridylmethylamino, gamma - pyridylmethylamino, indanylamino, pyrrolidino, piperidino, morpholino, thiomorpholino, N-methyl-piperazino, alkoxy having up to 4 carbon atoms or alkylthio having up to 4 carbon atoms, X is oxo, thioxo, imino or alkylimino having up to 4 carbon atoms, and Y is oxy, thio or a divalent group of the formula: <IMAGE> wherein R8 is hydrogen, alkyl having up to 4 carbon atoms or monohydroxyalkyl having from 2 to 4 carbon atoms and wherein the carbon atom alpha to the nitrogen atom may not bear a hydroxy group; R3, R4, R5 and R6 are each individually selected from the group consisting of hydrogen, halogen, hydroxy, nitro, amino, sulfonamido, alkyl having up to 4 carbon atoms and alkoxy having up to 4 carbon atoms; and R3 and R4 which they are attached form a phenyl group provided that in that case R1 is hydrogen and R2 is <IMAGE> wherein m and R8 are as defined above and the pharmacologically acceptable acid-addition and quaternary ammonium salts thereof.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US85514677A | 1977-11-28 | 1977-11-28 | |
US93959178A | 1978-09-05 | 1978-09-05 | |
US05/943,908 US4235996A (en) | 1978-09-19 | 1978-09-19 | Bis(2-imidazolin-2-ylhydrazone)-9,10-dihydro-9,10-anthracenedicarboxaldehydes |
US05/947,976 US4187373A (en) | 1978-10-02 | 1978-10-02 | Novel dihydrobenzanthracene derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
GB2009171A true GB2009171A (en) | 1979-06-13 |
GB2009171B GB2009171B (en) | 1982-08-18 |
Family
ID=27505921
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7843300A Expired GB2009171B (en) | 1977-11-28 | 1978-11-06 | Anthracene bis-carbonyl hydrazones and derivatives |
Country Status (13)
Country | Link |
---|---|
AR (1) | AR228126A1 (en) |
AT (1) | AT363928B (en) |
CH (1) | CH645094A5 (en) |
DD (1) | DD140250A5 (en) |
DE (1) | DE2850822A1 (en) |
FI (1) | FI71726C (en) |
GB (1) | GB2009171B (en) |
HK (1) | HK57784A (en) |
IE (1) | IE47633B1 (en) |
IT (1) | IT1157724B (en) |
NO (1) | NO152556C (en) |
NZ (1) | NZ188984A (en) |
SE (1) | SE449610B (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0018850A1 (en) * | 1979-05-07 | 1980-11-12 | American Cyanamid Company | Substituted 9,10-anthracene-bis hydrazones and pharmaceutical compositions containing same |
EP0027877A1 (en) * | 1979-10-24 | 1981-05-06 | American Cyanamid Company | 5,8-dihydroxy-1,4-bis(guanidinyl-amino)anthraquinones |
EP4003351A4 (en) * | 2019-07-23 | 2023-08-23 | City of Hope | Methods and compositions for treating cancer |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL84213A (en) * | 1986-10-23 | 1992-09-06 | American Cyanamid Co | N-acylated derivatives of bisanthrene,process for their preparation and pharmaceutical compositions containing them |
DE4013023A1 (en) * | 1990-04-24 | 1991-11-07 | Lohmann Rudolf Lomapharm | USE OF ANTHRACHINON DERIVATIVES FOR PROPHYLAXIS AND THERAPY OF VIRUS DISEASES |
JP6443741B2 (en) * | 2014-12-12 | 2018-12-26 | 川崎化成工業株式会社 | Photo radical polymerization initiator |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2857434A (en) * | 1956-10-04 | 1958-10-21 | Monsanto Chemicals | Dihydroanthracenedicarboxaldehydes and process of preparing |
-
1978
- 1978-11-06 GB GB7843300A patent/GB2009171B/en not_active Expired
- 1978-11-22 NZ NZ188984A patent/NZ188984A/en unknown
- 1978-11-23 DE DE19782850822 patent/DE2850822A1/en active Granted
- 1978-11-27 NO NO783985A patent/NO152556C/en unknown
- 1978-11-27 CH CH1212678A patent/CH645094A5/en not_active IP Right Cessation
- 1978-11-27 AR AR275590A patent/AR228126A1/en active
- 1978-11-27 IE IE2342/78A patent/IE47633B1/en unknown
- 1978-11-27 AT AT0845978A patent/AT363928B/en not_active IP Right Cessation
- 1978-11-27 IT IT52073/78A patent/IT1157724B/en active
- 1978-11-27 SE SE7812198A patent/SE449610B/en not_active IP Right Cessation
- 1978-11-27 FI FI783621A patent/FI71726C/en not_active IP Right Cessation
- 1978-11-28 DD DD78209365A patent/DD140250A5/en not_active IP Right Cessation
-
1984
- 1984-07-26 HK HK577/84A patent/HK57784A/en not_active IP Right Cessation
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0018850A1 (en) * | 1979-05-07 | 1980-11-12 | American Cyanamid Company | Substituted 9,10-anthracene-bis hydrazones and pharmaceutical compositions containing same |
EP0027877A1 (en) * | 1979-10-24 | 1981-05-06 | American Cyanamid Company | 5,8-dihydroxy-1,4-bis(guanidinyl-amino)anthraquinones |
EP4003351A4 (en) * | 2019-07-23 | 2023-08-23 | City of Hope | Methods and compositions for treating cancer |
Also Published As
Publication number | Publication date |
---|---|
IT1157724B (en) | 1987-02-18 |
GB2009171B (en) | 1982-08-18 |
DE2850822C2 (en) | 1991-11-28 |
DD140250A5 (en) | 1980-02-20 |
IE47633B1 (en) | 1984-05-16 |
SE449610B (en) | 1987-05-11 |
NO783985L (en) | 1979-05-29 |
IE782342L (en) | 1979-05-28 |
IT7852073A0 (en) | 1978-11-27 |
DE2850822A1 (en) | 1979-05-31 |
NO152556C (en) | 1985-10-16 |
SE7812198L (en) | 1979-05-29 |
FI71726B (en) | 1986-10-31 |
NO152556B (en) | 1985-07-08 |
CH645094A5 (en) | 1984-09-14 |
FI71726C (en) | 1987-02-09 |
ATA845978A (en) | 1981-02-15 |
AT363928B (en) | 1981-09-10 |
FI783621A (en) | 1979-05-29 |
AR228126A1 (en) | 1983-01-31 |
NZ188984A (en) | 1981-12-15 |
HK57784A (en) | 1984-08-03 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES307299A1 (en) | Procedure for the preparation of substitute 6,7-benzomorphanes. (Machine-translation by Google Translate, not legally binding) | |
NO812956L (en) | PROCEDURE FOR THE PREPARATION OF NEW ANTIBACTERIAL COMPOUNDS OF THE BENZOKSAZIN TYPE | |
ES474149A1 (en) | Phenylethanolamine derivatives | |
ES2078654T3 (en) | ATP ANALOGS. | |
GB9806692D0 (en) | Benzoheterocyclic distamycin derivatives, process for preparing them and their use as antitumour agents | |
WO1992019210A3 (en) | Serotinin reuptake inhibitors for s.p.e.c.t imaging | |
ES2081136T3 (en) | 3-UREIDO-BENZODIAZEPINONAS USEFUL AS CCK OR GASTRINE ANTAGONISTS. | |
CA2085345A1 (en) | Pyrimidine nucleoside derivatives | |
GB2009171A (en) | Novel anthracene-9-10-Bis- carbonyl hydrazones and derivatives | |
PT83218A (en) | Process for preparing substituted dihydropyridines | |
ATE106728T1 (en) | USE OF PTERIDINS TO PREVENT PRIMARY AND SECONDARY RESISTANCE IN CHEMOTHERAPY AND PHARMACEUTICALS CONTAINING THESE COMPOUNDS. | |
GR3021971T3 (en) | Imidazonaphthyridine derivatives | |
SE7710783L (en) | ALFA- (4-BIPHENYLYL) -BENZYL-AZOLIUM SALTS USED FOR CONTROLING MICRO-ORGANISMS AND METHODS OF PREPARING THE ASSOCIATIONS | |
EP0150474A3 (en) | 5,6-dihydro-pyrrolo-û2,1-a¨isoquinolines and process for their preparation | |
YU43902A (en) | Novel branched substituted amino derivatives of 3-amino-1- phenyl-1h(1,2,4)triazol,methods for producing them and pharmaceutical compositions containing them | |
SE8302379D0 (en) | ergoline derivatives | |
GB1096301A (en) | 1,4-benzodioxane derivatives | |
GB9812211D0 (en) | Cinnamoyl distamycin analogous derivatives,process for their preparation,and their use as antitumor agents | |
KR960007566A (en) | Novel quinolylamine derivatives, methods for their preparation and use as antiarrhythmics | |
CY1110038T1 (en) | 4- (diarylmethyl) -1- piperazinyl derivatives | |
ES392294A1 (en) | 2-amino-4,6-disalicyloyl-hydrazino-s-triazines | |
DK162388D0 (en) | VINYL AMINE DERIVATIVES | |
ATE139533T1 (en) | CYCLOPROPACHROMENDER DERIVATIVES | |
TH9831EX (en) | Coumarin derivative, preparation and use of that substance in love |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PE20 | Patent expired after termination of 20 years |
Effective date: 19981105 |