GB1361879A - Benzoyl esters of 1,8,9-trihydroxy-anthracene processes for their preparation and compositions incorporating them - Google Patents

Benzoyl esters of 1,8,9-trihydroxy-anthracene processes for their preparation and compositions incorporating them

Info

Publication number
GB1361879A
GB1361879A GB5492771A GB5492771A GB1361879A GB 1361879 A GB1361879 A GB 1361879A GB 5492771 A GB5492771 A GB 5492771A GB 5492771 A GB5492771 A GB 5492771A GB 1361879 A GB1361879 A GB 1361879A
Authority
GB
United Kingdom
Prior art keywords
esters
hydrogen
benzoyl
anthracene
anthracenetriol
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.)
Expired
Application number
GB5492771A
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.)
SmithKline Beecham SWG Ltd
Original Assignee
Sterling Winthrop Group Ltd
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
Priority to BE791643D priority Critical patent/BE791643A/en
Application filed by Sterling Winthrop Group Ltd filed Critical Sterling Winthrop Group Ltd
Priority to GB5492771A priority patent/GB1361879A/en
Priority to NL7215802A priority patent/NL7215802A/xx
Priority to IE1633/72A priority patent/IE37193B1/en
Priority to CS7976A priority patent/CS161968B2/cs
Priority to DE19722257442 priority patent/DE2257442C3/en
Priority to PL1972159046A priority patent/PL89681B1/pl
Priority to DK587672AA priority patent/DK141116B/en
Priority to FR7241854A priority patent/FR2161058B1/fr
Priority to SE7215395A priority patent/SE400548B/en
Priority to CA157,483A priority patent/CA996134A/en
Priority to HUSE1652A priority patent/HU167374B/hu
Priority to FI3329/72A priority patent/FI56371C/en
Priority to CH1713572A priority patent/CH584181A5/xx
Priority to JP11816272A priority patent/JPS5531766B2/ja
Publication of GB1361879A publication Critical patent/GB1361879A/en
Priority to SE7605364A priority patent/SE7605364L/en
Priority to US05/688,616 priority patent/US4007271A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/78—Benzoic acid esters
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/88—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dermatology (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)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

1361879 Benzoyl esters of 1,8,9-anthracenetriols STERLING WINTHROP GROUP Ltd 23 Nov 1972 [26 Nov 1971] 54927/71 Heading C2C [Also in Division A5] Novel substituted-benzoyl esters of a 1,8,9- anthracenetriol are prepared by reaction of an appropriate 1,8,9-anthracenetriol with a benzoic acid or a functional derivative thereof (preferably the acid chloride) in an inert solvent, in the presence of a catalyst (preferably a nitrogenous base) and under an inert atmosphere. The esters have the general Formula (I) in which each R is hydrogen or an X, Y-substituted benzoyl group and at least one R is the said benzoyl group. X is halogen, hydroxy, nitro, alkyl, alkoxy, aryloxy trifluoromethyl or an optionally substituted alkyl- or aryl-carboxy group, Y is hydrogen or X and R 1 is hydrogen or methyl. Compounds prepared are the tribenzoyl esters in which Y is hydrogen X is nitro, hydroxymethyl, acetoxy or chloro and R 1 is hydrogen and also 1,8,9-tri-(2-hydroxy-benzoyloxy)-3-methyl-anthracene and the mono- or di- (2-acetoxy-benzoyl)esters of 1,8,9-anthracenetriol. These anthracene derivatives are useful in treating inflammatory conditions of the skin and form with a suitable vehicle a pharmaceutical composition which may be administered topically. The composition may also contain salicylic acid and/or hydrocortisone.
GB5492771A 1971-11-26 1971-11-26 Benzoyl esters of 1,8,9-trihydroxy-anthracene processes for their preparation and compositions incorporating them Expired GB1361879A (en)

Priority Applications (17)

Application Number Priority Date Filing Date Title
BE791643D BE791643A (en) 1971-11-26 PROCESS FOR PREPARATION OF NEW ANTHRACENE DERIVATIVES
GB5492771A GB1361879A (en) 1971-11-26 1971-11-26 Benzoyl esters of 1,8,9-trihydroxy-anthracene processes for their preparation and compositions incorporating them
NL7215802A NL7215802A (en) 1971-11-26 1972-11-22
IE1633/72A IE37193B1 (en) 1971-11-26 1972-11-23 Benzoyl esters of 1,8,9-trihydroxyanthracene processes for their preparation and compositions incorporating them
CS7976A CS161968B2 (en) 1971-11-26 1972-11-23
DE19722257442 DE2257442C3 (en) 1971-11-26 1972-11-23 1,8,9-trihydroxyanthracene derivatives and processes for their preparation
PL1972159046A PL89681B1 (en) 1971-11-26 1972-11-23
SE7215395A SE400548B (en) 1971-11-26 1972-11-24 PROCEDURE FOR THE PREPARATION OF A SUBSTITUTED BENZOYLESTER OF A 1,8,9-TRIHYDROXIAN TRACENE
FR7241854A FR2161058B1 (en) 1971-11-26 1972-11-24
DK587672AA DK141116B (en) 1971-11-26 1972-11-24 Analogous process for the preparation of a di- (2-acetoxybenzoyl) ester of 1,8,9-trihydroxyanthracene or a 9-anthronutomer thereof.
CA157,483A CA996134A (en) 1971-11-26 1972-11-24 Anthracene derivatives
HUSE1652A HU167374B (en) 1971-11-26 1972-11-24
FI3329/72A FI56371C (en) 1971-11-26 1972-11-24 FREQUENCY REQUIREMENT FOR THERAPEUTIC USE OF THERAPEUTIC BENSOYLESTRAR AV 1,8,9-TRIHYDROXIANTRACEN
CH1713572A CH584181A5 (en) 1971-11-26 1972-11-24
JP11816272A JPS5531766B2 (en) 1971-11-26 1972-11-27
SE7605364A SE7605364L (en) 1971-11-26 1976-05-11 PROCEDURE FOR PREPARING ANTHRACENDE DERIVATIVES
US05/688,616 US4007271A (en) 1971-11-26 1976-05-21 Dermatalogical compounds and compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5492771A GB1361879A (en) 1971-11-26 1971-11-26 Benzoyl esters of 1,8,9-trihydroxy-anthracene processes for their preparation and compositions incorporating them

Publications (1)

Publication Number Publication Date
GB1361879A true GB1361879A (en) 1974-07-30

Family

ID=10472486

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5492771A Expired GB1361879A (en) 1971-11-26 1971-11-26 Benzoyl esters of 1,8,9-trihydroxy-anthracene processes for their preparation and compositions incorporating them

Country Status (14)

Country Link
JP (1) JPS5531766B2 (en)
BE (1) BE791643A (en)
CA (1) CA996134A (en)
CH (1) CH584181A5 (en)
CS (1) CS161968B2 (en)
DK (1) DK141116B (en)
FI (1) FI56371C (en)
FR (1) FR2161058B1 (en)
GB (1) GB1361879A (en)
HU (1) HU167374B (en)
IE (1) IE37193B1 (en)
NL (1) NL7215802A (en)
PL (1) PL89681B1 (en)
SE (2) SE400548B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2426971A1 (en) * 1978-05-26 1979-12-21 Peugeot Vehicle speed changing control lever - has flexible rod contact which closes with another electrical contact on lateral displacement of lever
US4843097A (en) * 1984-06-13 1989-06-27 Groupement D'interet Economique Dit: Centre International De Recherches Dermatologiques C.I.R.D. 10-aryl-1,8-dihydroxy-9-anthrones and their esters, process for preparing same, and use of same in human and veterinary medicine and in cosmetics
FR2591222B1 (en) * 1985-12-11 1988-07-22 Cird MONO, DI AND TRI-ESTERS OF 1,8-DIHYDROXY PHENYL-10 ANTHRONE-9 OR ANTHRANOL-9, THEIR PREPARATION PROCESS AND THEIR USE IN HUMAN OR VETERINARY MEDICINE AND IN COSMETICS
JP6255210B2 (en) * 2013-10-24 2017-12-27 アーゼッド・エレクトロニック・マテリアルズ（ルクセンブルグ）ソシエテ・ア・レスポンサビリテ・リミテ Resist underlayer film forming composition

Also Published As

Publication number Publication date
DK141116B (en) 1980-01-21
PL89681B1 (en) 1976-12-31
SE400548B (en) 1978-04-03
CH584181A5 (en) 1977-01-31
DK141116C (en) 1980-06-30
JPS4862749A (en) 1973-09-01
IE37193L (en) 1973-05-26
NL7215802A (en) 1973-05-29
SE7605364L (en) 1976-05-11
FR2161058A1 (en) 1973-07-06
DE2257442A1 (en) 1973-05-30
BE791643A (en) 1973-03-16
IE37193B1 (en) 1977-05-25
DE2257442B2 (en) 1977-03-10
FI56371B (en) 1979-09-28
JPS5531766B2 (en) 1980-08-20
CA996134A (en) 1976-08-31
CS161968B2 (en) 1975-06-10
HU167374B (en) 1975-09-27
FR2161058B1 (en) 1976-04-23
FI56371C (en) 1980-01-10

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee