GB2004293A - Anthraquinone derivatives - Google Patents

Anthraquinone derivatives

Info

Publication number
GB2004293A
GB2004293A GB7833365A GB7833365A GB2004293A GB 2004293 A GB2004293 A GB 2004293A GB 7833365 A GB7833365 A GB 7833365A GB 7833365 A GB7833365 A GB 7833365A GB 2004293 A GB2004293 A GB 2004293A
Authority
GB
United Kingdom
Prior art keywords
alkyl
hydroxy
hydrogen
image
atom
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
Application number
GB7833365A
Other versions
GB2004293B (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27542240&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=GB2004293(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from US05/903,292 external-priority patent/US4138415A/en
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB2004293A publication Critical patent/GB2004293A/en
Application granted granted Critical
Publication of GB2004293B publication Critical patent/GB2004293B/en
Expired legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/13—Amines
    • A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J45/00—Ion-exchange in which a complex or a chelate is formed; Use of material as complex or chelate forming ion-exchangers; Treatment of material for improving the complex or chelate forming ion-exchange properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/62—Alcohols or phenols
    • C08G59/621—Phenols
    • C08G59/623—Aminophenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
    • C08G59/686—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring

Abstract

The invention pertains to anthraquinone derivatives of the following general formula: <IMAGE> the tautomeric forms and the pharmacologically acceptable acid-addition salts thereof, wherein A-B is selected from CH-CH and CH2-CH2; Q is a divalent optionally branched C2-C4 alkylene moiety, wherein R1 and R2 are each individually hydrogen, C1-C4 alkyl monohydroxy C2-C4 alkyl wherein the carbon atom alpha to the nitrogen atom may not bear an hydroxy group, dihydroxy C3-C6 alkyl wherein the carbon atom alpha to the nitrogen atom may not bear an hydroxy group, formyl, C2-C4 alkanoyl trifluoroacetyl and moieties of the formulae: -(CH2)n-CN, -(CH2)n-O-R and <IMAGE> wherein n is an integer from 2 to 4, inclusive, R is C1-C4 alkyl and R3 and R4 are each individually hydrogen, C1-C4 alkyl and monohydroxy C2-C4 alkyl wherein the carbon atom alpha to the nitrogen atom may not bear an hydroxy group; and R1 and R2 taken together with their associated N atom and R3 and R4 taken together with their associated N atom is morpholino, thiomorpholino, piperazino, 4-methyl-1 -piperazino or a moiety of the formula: <IMAGE> wherein m is an integer from 2 to 6, inclusive; with the proviso that the ratio of the total number of carbon atoms to the sum of the total number of oxygen atoms plus the total number of nitrogen atoms in the side chains at the 1-position and the 4-position may not exceed 4; R5 is hydrogen, hydroxy, chloro and C1-C6 alkanoyloxy; R6 is hydrogen and hydroxy; R7 is hydrogen, hydroxy, chloro, C1-C6 alkanoyloxy and a moiety of the formula <IMAGE> wherein R8 and R9 are each individually methyl, ethyl, and beta -hydroxy- ethyl; provided that when R5 is OH then one of R6 and R7 must be H, and when R5 is H then both of R6 and R7 must be H. The above-defined anthraquinone derivatives, many of which are novel per se, have a number of useful properties, including in many cases activity as anti-tumor agents.
GB7833365A 1977-08-15 1978-08-15 Anthraquinone derivatives Expired GB2004293B (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US82487277A 1977-08-15 1977-08-15
US87304178A 1978-01-30 1978-01-30
US87317478A 1978-01-30 1978-01-30
US87304078A 1978-01-30 1978-01-30
US05/903,292 US4138415A (en) 1978-05-05 1978-05-05 1,4-Bis(aminoalkylamino)-anthraquinones and leuco derivatives thereof

Publications (2)

Publication Number Publication Date
GB2004293A true GB2004293A (en) 1979-03-28
GB2004293B GB2004293B (en) 1982-06-23

Family

ID=27542240

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7833365A Expired GB2004293B (en) 1977-08-15 1978-08-15 Anthraquinone derivatives

Country Status (22)

Country Link
JP (1) JPS6463556A (en)
AR (1) AR225884A1 (en)
AT (1) AT359484B (en)
AU (1) AU527103B2 (en)
BE (1) BE869688A (en)
CH (1) CH644840A5 (en)
DD (1) DD139256A5 (en)
DE (1) DE2835661A1 (en)
DK (1) DK158836C (en)
FI (1) FI70882C (en)
FR (1) FR2400504A1 (en)
GB (1) GB2004293B (en)
GR (1) GR74415B (en)
IE (1) IE47253B1 (en)
IL (1) IL55218A (en)
IT (1) IT1107773B (en)
NL (1) NL188981C (en)
NO (2) NO148777C (en)
NZ (1) NZ187989A (en)
PL (1) PL122586B1 (en)
PT (1) PT68420A (en)
SE (1) SE445996B (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0027877A1 (en) * 1979-10-24 1981-05-06 American Cyanamid Company 5,8-dihydroxy-1,4-bis(guanidinyl-amino)anthraquinones
EP0037486A2 (en) * 1980-04-09 1981-10-14 American Cyanamid Company Metal chelates of 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones
EP0042940A1 (en) * 1980-06-30 1982-01-06 American Cyanamid Company Heteroalkylene-bis-anthraquinones
WO2000005194A1 (en) * 1998-07-21 2000-02-03 Btg International Limited Process for the preparation of 1,4-bis[[2- (dimethylamino) ethyl] amino] -5,8- dihydroxyanthracene- 9,10-dione
US8551973B2 (en) 2008-12-23 2013-10-08 Gilead Pharmasset Llc Nucleoside analogs
US8716263B2 (en) 2008-12-23 2014-05-06 Gilead Pharmasset Llc Synthesis of purine nucleosides
US8716262B2 (en) 2008-12-23 2014-05-06 Gilead Pharmasset Llc Nucleoside phosphoramidates
US8859756B2 (en) 2010-03-31 2014-10-14 Gilead Pharmasset Llc Stereoselective synthesis of phosphorus containing actives
EP2825150B1 (en) * 2012-03-14 2018-08-22 Henkel AG & Co. KGaA Means for dyeing and/or matting keratinic fibres containing novel 1,4 diamino-anthraquinone dyes

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4275009A (en) * 1979-05-29 1981-06-23 American Cyanamid Company 1-(Aminoalkylamino)-5,8-dihydroxy-4-substituted-anthraquinones
EP0052853A1 (en) * 1980-11-24 1982-06-02 Hoechst Aktiengesellschaft Bis-aminomethyl-anthraquinone derivatives, process for their manufacture, compositions containing them and their use
EP0083683A1 (en) * 1981-10-26 1983-07-20 American Cyanamid Company Method of preparing 1,4-bis(substituted-amino)-5,8-dihydroxyanthraquinones and pharmaceutical compositions containing them
DE3574932D1 (en) * 1984-02-27 1990-02-01 American Cyanamid Co USE OF 1.4 BISUBSTITUTED ANTHRACHINON FOR THE PRODUCTION OF IMMUNE SUPPRESSIVA.
EP0182135A3 (en) * 1984-11-19 1987-08-05 American Cyanamid Company Novel bis-(substituted amino) anthraquinones
US5436243A (en) * 1993-11-17 1995-07-25 Research Triangle Institute Duke University Aminoanthraquinone derivatives to combat multidrug resistance
CA2550839A1 (en) * 2003-12-23 2005-07-07 Somanta Limited Antharquinone compounds as anti cancer compounds
US8173621B2 (en) 2008-06-11 2012-05-08 Gilead Pharmasset Llc Nucleoside cyclicphosphates
GB201214169D0 (en) 2012-08-08 2012-09-19 Biostatus Ltd New compounds and uses thereof

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1422016A (en) * 1962-10-29 1965-12-24 Oreal New anthraquinone dyes and their application to hair dye
GB1157506A (en) * 1965-09-10 1969-07-09 Ilford Ltd Anthraquinone Dye Colour Couplers and their use in Colour Photographic Materials
US3646072A (en) * 1970-07-27 1972-02-29 Du Pont Turquoise biscationic anthraquinone dyes
US3700398A (en) * 1970-07-27 1972-10-24 Du Pont Process for dyeing acid-modified nylon fibers
US4051155A (en) * 1975-12-15 1977-09-27 Allied Chemical Corporation Anthraquinone dyes

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0027877A1 (en) * 1979-10-24 1981-05-06 American Cyanamid Company 5,8-dihydroxy-1,4-bis(guanidinyl-amino)anthraquinones
EP0037486A2 (en) * 1980-04-09 1981-10-14 American Cyanamid Company Metal chelates of 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones
EP0037486A3 (en) * 1980-04-09 1981-10-21 American Cyanamid Company Metal chelates of 1,4-bis(substituted-amino)-5,8-dihydroxy-anthraquinones
EP0042940A1 (en) * 1980-06-30 1982-01-06 American Cyanamid Company Heteroalkylene-bis-anthraquinones
WO2000005194A1 (en) * 1998-07-21 2000-02-03 Btg International Limited Process for the preparation of 1,4-bis[[2- (dimethylamino) ethyl] amino] -5,8- dihydroxyanthracene- 9,10-dione
US6320063B1 (en) 1998-07-21 2001-11-20 Btg International Limited Synthetic method
US8551973B2 (en) 2008-12-23 2013-10-08 Gilead Pharmasset Llc Nucleoside analogs
US8716263B2 (en) 2008-12-23 2014-05-06 Gilead Pharmasset Llc Synthesis of purine nucleosides
US8716262B2 (en) 2008-12-23 2014-05-06 Gilead Pharmasset Llc Nucleoside phosphoramidates
US8957045B2 (en) 2008-12-23 2015-02-17 Gilead Pharmasset Llc Nucleoside phosphoramidates
US8859756B2 (en) 2010-03-31 2014-10-14 Gilead Pharmasset Llc Stereoselective synthesis of phosphorus containing actives
EP2825150B1 (en) * 2012-03-14 2018-08-22 Henkel AG & Co. KGaA Means for dyeing and/or matting keratinic fibres containing novel 1,4 diamino-anthraquinone dyes

Also Published As

Publication number Publication date
NZ187989A (en) 1981-07-13
NO820290L (en) 1979-02-16
DK158836B (en) 1990-07-23
NO782756L (en) 1979-02-16
SE7807987L (en) 1979-02-16
NO148777C (en) 1984-01-25
DE2835661A1 (en) 1979-03-01
DK358678A (en) 1979-02-16
NO150482C (en) 1984-10-24
ATA590678A (en) 1980-04-15
FI70882B (en) 1986-07-18
AR225884A1 (en) 1982-05-14
IE781636L (en) 1979-02-15
DK158836C (en) 1991-01-14
FR2400504A1 (en) 1979-03-16
NO150482B (en) 1984-07-16
SE445996B (en) 1986-08-04
JPS6463556A (en) 1989-03-09
PT68420A (en) 1978-09-01
IT7850730A0 (en) 1978-08-14
FR2400504B1 (en) 1981-06-26
BE869688A (en) 1979-02-12
CH644840A5 (en) 1984-08-31
AT359484B (en) 1980-11-10
GR74415B (en) 1984-06-28
AU527103B2 (en) 1983-02-17
DE2835661C2 (en) 1991-08-22
IT1107773B (en) 1985-11-25
JPH0217534B2 (en) 1990-04-20
NL7808475A (en) 1979-02-19
FI782481A (en) 1979-02-16
IL55218A (en) 1983-03-31
NL188981C (en) 1992-12-01
GB2004293B (en) 1982-06-23
AU3877678A (en) 1980-02-14
NO148777B (en) 1983-09-05
PL122586B1 (en) 1982-08-31
DD139256A5 (en) 1979-12-19
PL209065A1 (en) 1980-01-02
FI70882C (en) 1986-10-27
IE47253B1 (en) 1984-02-08

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Legal Events

Date Code Title Description
PE20 Patent expired after termination of 20 years

Effective date: 19980814