ES480150A1 - A SELECTIVE RENTAL PROCEDURE OF A 3-2,4-DIHI-DROXIFENIL CICLOALCANONA. - Google Patents

A SELECTIVE RENTAL PROCEDURE OF A 3-2,4-DIHI-DROXIFENIL CICLOALCANONA.

Info

Publication number
ES480150A1
ES480150A1 ES480150A ES480150A ES480150A1 ES 480150 A1 ES480150 A1 ES 480150A1 ES 480150 A ES480150 A ES 480150A ES 480150 A ES480150 A ES 480150A ES 480150 A1 ES480150 A1 ES 480150A1
Authority
ES
Spain
Prior art keywords
group
droxifenil
cicloalcanona
dihi
carbon atoms
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
ES480150A
Other languages
Spanish (es)
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.)
Pfizer Inc
Original Assignee
Pfizer Inc
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 Pfizer Inc filed Critical Pfizer Inc
Publication of ES480150A1 publication Critical patent/ES480150A1/en
Expired legal-status Critical Current

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Classifications

    • 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
    • C07D317/72—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 spiro-condensed with carbocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • 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
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • 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
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • C07C37/0555—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group being esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/17—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing six-membered aromatic rings and other rings, with unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/24—Halogenated derivatives
    • C07C39/42—Halogenated derivatives containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/02—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains containing only carbon and hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C07C41/50—Preparation of compounds having groups by reactions producing groups
    • C07C41/56—Preparation of compounds having groups by reactions producing groups by condensation of aldehydes, paraformaldehyde, or ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/315—Compounds having groups containing oxygen atoms singly bound to carbon atoms not being acetal carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/95—Esters of quinone carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/117—Esters of phosphoric acids with cycloaliphatic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biomedical Technology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Neurology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1. Un procedimiento de alquilación selectiva de una 3-(2,4- dihidroxifenil)-cicloalcanona de 5 a 8 átomos de carbono en el radical cicloalquilo en el grupo 4-hidroxi, caracterizado porque comprende: (a) someter dicha 3-(2,4-dihidroxifenil)- cicloalcanona a una reacción de formación de un cetal, con un alcohol de 1 a 4 átomos de carbono; (b) someter a una reacción de alquilación el producto de la etapa (a) con un compuesto de fórmula: W-Z-Y donde Y está seleccionado entre el grupo formado por cloro, bromo, mesiloxi y tosiloxi; Z está seleccionado entre el grupo formado por -(alq2)- donde (alq2) es alquileno de 1 a 13 átomos de carbono; y W está seleccionado entre el grupo formado por hidrógeno, piridilo y -O-W1, donde W1 está seleccionado entre el grupo formado por hidrógeno, flúor y cloro; y (c) tratar el producto alquilado de la etapa (b) con un ácido diluido.1. A process for the selective alkylation of a 3-(2,4-dihydroxyphenyl)-cycloalkanone with 5 to 8 carbon atoms in the cycloalkyl radical in the 4-hydroxy group, characterized in that it comprises: (a) subjecting said 3-( 2,4-dihydroxyphenyl)-cycloalkanone to a ketal-forming reaction with an alcohol of 1 to 4 carbon atoms; (b) subjecting the product of step (a) to an alkylation reaction with a compound of formula: W-Z-Y where Y is selected from the group consisting of chlorine, bromine, mesyloxy and tosyloxy; Z is selected from the group consisting of -(alk2)- where (alk2) is alkylene of 1 to 13 carbon atoms; and W is selected from the group consisting of hydrogen, pyridyl, and -O-W1, where W1 is selected from the group consisting of hydrogen, fluorine, and chlorine; and (c) treating the alkylated product of step (b) with a dilute acid.

ES480150A 1977-09-13 1979-05-02 A SELECTIVE RENTAL PROCEDURE OF A 3-2,4-DIHI-DROXIFENIL CICLOALCANONA. Expired ES480150A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US83310277A 1977-09-13 1977-09-13
US92668778A 1978-07-25 1978-07-25

Publications (1)

Publication Number Publication Date
ES480150A1 true ES480150A1 (en) 1980-09-01

Family

ID=27125579

Family Applications (3)

Application Number Title Priority Date Filing Date
ES473288A Expired ES473288A1 (en) 1977-09-13 1978-09-12 A PROCEDURE FOR THE PREPARATION OF NEW OXYGENATED CYCLIC DERIVATIVES
ES480150A Expired ES480150A1 (en) 1977-09-13 1979-05-02 A SELECTIVE RENTAL PROCEDURE OF A 3-2,4-DIHI-DROXIFENIL CICLOALCANONA.
ES480149A Granted ES480149A0 (en) 1977-09-13 1979-05-02 A PROCEDURE FOR THE PREPARATION OF NEW OXYGENATED CYCLE DERIVATIVES. (AS DIVISIONAL OF PATENT NUMBER 480.149)

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES473288A Expired ES473288A1 (en) 1977-09-13 1978-09-12 A PROCEDURE FOR THE PREPARATION OF NEW OXYGENATED CYCLIC DERIVATIVES

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES480149A Granted ES480149A0 (en) 1977-09-13 1979-05-02 A PROCEDURE FOR THE PREPARATION OF NEW OXYGENATED CYCLE DERIVATIVES. (AS DIVISIONAL OF PATENT NUMBER 480.149)

Country Status (27)

Country Link
JP (1) JPS5448741A (en)
AR (1) AR224618A1 (en)
AT (1) AT361455B (en)
AU (1) AU513523B2 (en)
CA (1) CA1110261A (en)
CH (1) CH635812A5 (en)
DE (1) DE2839836C2 (en)
DK (1) DK400878A (en)
ES (3) ES473288A1 (en)
FI (1) FI66584C (en)
FR (1) FR2402639A1 (en)
GB (1) GB2004870B (en)
GR (1) GR74134B (en)
HK (1) HK13284A (en)
IE (1) IE47187B1 (en)
IL (1) IL55556A (en)
IN (1) IN150334B (en)
IT (1) IT1099054B (en)
KE (1) KE3352A (en)
LU (1) LU80220A1 (en)
MX (1) MX5306E (en)
MY (1) MY8500094A (en)
NL (2) NL7809274A (en)
NO (2) NO149426C (en)
NZ (1) NZ188391A (en)
PH (2) PH15252A (en)
SE (1) SE431085B (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4285867A (en) * 1980-09-19 1981-08-25 Pfizer Inc. Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor
IN162851B (en) * 1980-09-19 1988-07-16 Pfizer
US5650270A (en) * 1982-02-01 1997-07-22 Northeastern University Molecular analytical release tags and their use in chemical analysis
US4709016A (en) * 1982-02-01 1987-11-24 Northeastern University Molecular analytical release tags and their use in chemical analysis
JPS58201737A (en) * 1982-05-18 1983-11-24 Mitsui Toatsu Chem Inc Novel aromatic alkane derivative, its preparation and insecticide and acaricide containing the same as active constituent
GB8330099D0 (en) * 1983-11-11 1983-12-21 Ici Plc Cycloalkane derivatives
IL75480A0 (en) * 1985-06-11 1985-10-31 Yissum Res Dev Co Alkoxyphenol derivatives and pharmaceutical compositions containing them
US4623657A (en) * 1985-09-05 1986-11-18 Hoechst-Roussel Pharmaceuticals Inc. Spiro [benzofuran-2(3H),1'-cycloheptane]s and their therapeutic use
IE70521B1 (en) * 1989-02-28 1996-12-11 Zeneca Pharma Sa Heterocycles with inhibitory activity of 5-lipoxygenase
US6828460B2 (en) 1999-03-22 2004-12-07 Pfizer Inc. Resorcinol derivatives
ES2238993T3 (en) * 1999-03-22 2005-09-16 Pfizer Inc. RESORCINOL DERIVATIVES
US7718830B2 (en) 2006-04-24 2010-05-18 Allergan, Inc. Abnormal cannabidiols as agents for lowering intraocular pressure
US7618966B2 (en) 2006-04-24 2009-11-17 Allergan, Inc. Abnormal Cannabidiols as agents for lowering intraocular pressure
CA2823724A1 (en) * 2006-04-24 2007-11-08 Allergan, Inc. Abnormal cannabidiols as agents for lowering intraocular pressure
US7612101B2 (en) 2006-04-24 2009-11-03 Allergan, Inc. Abnormal cannabidiols as agents for lowering intraocular pressure
CN109369514B (en) * 2018-12-10 2021-10-26 天津科技大学 Synthetic method of six-membered carbocyclic ring derivative
EP3997098A4 (en) * 2019-07-12 2023-10-11 Canopy Growth Corporation Cannabinoid derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU487907A1 (en) * 1973-09-21 1975-10-15 Полоцкий Химический Комбинат Им. 50-Летия Белор.Сср Polymer composition

Also Published As

Publication number Publication date
ES8100795A1 (en) 1980-11-01
AU3981878A (en) 1980-03-20
PH15252A (en) 1982-11-02
AR224618A1 (en) 1981-12-30
MY8500094A (en) 1985-12-31
IT1099054B (en) 1985-09-18
IN150334B (en) 1982-09-11
FR2402639A1 (en) 1979-04-06
NO149426C (en) 1984-04-18
ATA658778A (en) 1980-08-15
IL55556A (en) 1982-11-30
GR74134B (en) 1984-06-06
NL7809274A (en) 1979-03-15
KE3352A (en) 1983-12-16
NL8303358A (en) 1984-02-01
DE2839836A1 (en) 1979-03-15
ES480149A0 (en) 1980-11-01
CA1110261A (en) 1981-10-06
AU513523B2 (en) 1980-12-04
FI66584B (en) 1984-07-31
JPS5448741A (en) 1979-04-17
FI66584C (en) 1984-11-12
IE781841L (en) 1979-03-13
IT7827558A0 (en) 1978-09-12
NZ188391A (en) 1984-05-31
IL55556A0 (en) 1978-12-17
ES473288A1 (en) 1980-03-01
CH635812A5 (en) 1983-04-29
GB2004870B (en) 1982-01-20
HK13284A (en) 1984-02-24
GB2004870A (en) 1979-04-11
LU80220A1 (en) 1980-04-21
NO783087L (en) 1979-03-14
NO792840L (en) 1979-03-14
PH16597A (en) 1983-11-22
DK400878A (en) 1979-03-14
SE431085B (en) 1984-01-16
AT361455B (en) 1981-03-10
FI782794A7 (en) 1979-03-14
NO149426B (en) 1984-01-09
IE47187B1 (en) 1984-01-11
DE2839836C2 (en) 1983-01-27
JPS5758329B2 (en) 1982-12-09
SE7809060L (en) 1979-03-14
MX5306E (en) 1983-06-14

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Effective date: 20001204