GB1111338A - Aralkyl substituted resorcinols - Google Patents

Aralkyl substituted resorcinols

Info

Publication number
GB1111338A
GB1111338A GB34310/66A GB3431066A GB1111338A GB 1111338 A GB1111338 A GB 1111338A GB 34310/66 A GB34310/66 A GB 34310/66A GB 3431066 A GB3431066 A GB 3431066A GB 1111338 A GB1111338 A GB 1111338A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
alkyl
group
carbon
phenyl
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
GB34310/66A
Inventor
George Harry Lord
Arthur Hedley Wragg
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.)
Fisons Pharmaceuticals Ltd
Original Assignee
Fisons Pharmaceuticals 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
Application filed by Fisons Pharmaceuticals Ltd filed Critical Fisons Pharmaceuticals Ltd
Publication of GB1111338A publication Critical patent/GB1111338A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/001—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain
    • C07C37/002—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain by transformation of a functional group, e.g. oxo, carboxyl
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration

Abstract

Novel compounds of the formula <FORM:1111338/C2/1> where one of R2 and R3 is a group -OR7, R7 and R1 being hydrogen, alkyl, or a group R8 NR9R10, where R8 is alkylene, and R9 and R10 are H or alkyl or form a saturated heterocyclic ring at least one of R1 and R7 being a group R8NR9R10, R4 and R5 and the other of R2 and R3 are hydrogen, alkyl, aralkyl or halogen, R6 is naphthyl, phenyl, or alkyl- and/or halo-substituted phenyl and Y is a carbon-carbon bond or a group containing carbon and hydrogen only, at least one of R4, R5 the other of R2 and R3 or the substituents on R6 being other than hydrogen if Y contains less than 2 carbon atoms and acid addition salts thereof are produced by the reduction of the corresponding ketone which has a keto group adjacent to Y. The reduction is preferably effected by zinc and concentrated hydrochloric acid, and if a free hydroxy compound is initially formed, it may be alkylated using an alkyl halide e.g. in the presence of an acid-binding agent in acetone solution. Exemplified compounds have R1 and R7 as hydrogen, methyl, hexyl, b -diethylaminoethyl, b - N - morpholinoethyl and b -N-piperidinoethyl, R4 as hydrogen, R5 as hydrogen or chlorine and R6 as phenyl, p-chlorophenyl, p - tolyl or p - ethylphenyl, and Y as the various alkylene groups having 2 to 9 carbon atoms. Pharmaceutical preparations having amoebicidal properties contain the above compounds together with conventional carriers and diluents.
GB34310/66A 1964-07-24 1964-07-24 Aralkyl substituted resorcinols Expired GB1111338A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB29814/64A GB1111336A (en) 1964-07-24 1964-07-24 Aryl ketones

Publications (1)

Publication Number Publication Date
GB1111338A true GB1111338A (en) 1968-04-24

Family

ID=10297608

Family Applications (3)

Application Number Title Priority Date Filing Date
GB29814/64A Expired GB1111336A (en) 1964-07-24 1964-07-24 Aryl ketones
GB34310/66A Expired GB1111338A (en) 1964-07-24 1964-07-24 Aralkyl substituted resorcinols
GB34309/66A Expired GB1111337A (en) 1964-07-24 1964-07-24 Substituted aralkyl alcohols

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB29814/64A Expired GB1111336A (en) 1964-07-24 1964-07-24 Aryl ketones

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB34309/66A Expired GB1111337A (en) 1964-07-24 1964-07-24 Substituted aralkyl alcohols

Country Status (4)

Country Link
CH (1) CH441370A (en)
DE (1) DE1493729A1 (en)
FR (2) FR1499864A (en)
GB (3) GB1111336A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4732896A (en) * 1981-12-24 1988-03-22 Delalande S.A. Aromatic derivatives comprising an aminoalkoxy chain, the salts thereof, the process for preparing these derivatives and salts and the application thereof in therapeutics
US4945099A (en) * 1987-01-12 1990-07-31 Eli Lilly And Company Anti-inflammatory agents
US5098613A (en) * 1987-01-12 1992-03-24 Eli Lilly And Company Anti-inflammatory agents
US5294613A (en) * 1987-01-12 1994-03-15 Eli Lilly And Company Method of treating endotoxic shock in mammals
EP0600717A1 (en) * 1992-11-30 1994-06-08 Sankyo Company Limited Phenoxyalkylamines, -pyrrolidines and -piperidines for the treatment and prevention of circulatory diseases and psychosis

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2518992A1 (en) * 1981-12-24 1983-07-01 Delalande Sa 1-Amino-omega-aryloxy substd. ethane and propane derivs. - with calcium antagonising activity e.g. for treating angina
FR2537970B1 (en) * 1982-12-15 1986-08-14 Delalande Sa NOVEL AMINOALKOXY AROMATIC DERIVATIVES, THEIR PREPARATION PROCESS AND THEIR APPLICATION IN THERAPEUTICS
CA1315279C (en) * 1987-01-12 1993-03-30 Nancy Grace Bollinger Anti-inflammatory agents
DE3825559A1 (en) * 1988-07-28 1990-02-01 Basf Ag P-HYDROXIPHENONE DERIVATIVES AND THEIR USE
ZA917369B (en) * 1990-09-20 1992-06-24 Merrell Dow Pharma Calcium uptake inhibitors
FR2670205A1 (en) * 1990-12-06 1992-06-12 Rhone Poulenc Agrochimie 2,6-ALKOXYPENYL ALKYLCETONE AND DERIVATIVES HERBICIDES.

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4732896A (en) * 1981-12-24 1988-03-22 Delalande S.A. Aromatic derivatives comprising an aminoalkoxy chain, the salts thereof, the process for preparing these derivatives and salts and the application thereof in therapeutics
US4945099A (en) * 1987-01-12 1990-07-31 Eli Lilly And Company Anti-inflammatory agents
US5098613A (en) * 1987-01-12 1992-03-24 Eli Lilly And Company Anti-inflammatory agents
US5294613A (en) * 1987-01-12 1994-03-15 Eli Lilly And Company Method of treating endotoxic shock in mammals
EP0600717A1 (en) * 1992-11-30 1994-06-08 Sankyo Company Limited Phenoxyalkylamines, -pyrrolidines and -piperidines for the treatment and prevention of circulatory diseases and psychosis
AU666590B2 (en) * 1992-11-30 1996-02-15 Sankyo Company Limited Alpha, omega-diarylalkane derivatives, their preparation and their use in the treatment and prevention of circulatory diseases and psychosis
US5556864A (en) * 1992-11-30 1996-09-17 Sankyo Company, Limited α-ω-diarylalkane compounds serotonin-2 receptor agonists

Also Published As

Publication number Publication date
FR5003M (en) 1967-04-17
FR1499864A (en) 1967-11-03
DE1493729A1 (en) 1969-01-30
GB1111337A (en) 1968-04-24
CH441370A (en) 1967-08-15
GB1111336A (en) 1968-04-24

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