CA1110261A - 3-¬2-hydroxy-4-(substituted)phenyl|-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor - Google Patents

3-¬2-hydroxy-4-(substituted)phenyl|-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor

Info

Publication number: CA1110261A
Authority: CA; Canada
Prior art keywords: arh; phenyl; ether; methyl; benzyloxy
Prior art date: 1977-09-13
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

CA310,713A

Other languages

English (en)

French (fr)

Inventor

Michael R. Johnson

Charles A. Harbert

Lawrence S. Melvin, Jr.

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 Ltd

Original Assignee

Pfizer 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.)

1977-09-13

Filing date

1978-09-06

Publication date

1981-10-06

1978-09-06 Application filed by Pfizer Ltd filed Critical Pfizer Ltd

1981-07-06 Priority to CA000381216A priority Critical patent/CA1137099A/en

1981-10-06 Application granted granted Critical

1981-10-06 Publication of CA1110261A publication Critical patent/CA1110261A/en

Status Expired legal-status Critical Current

Links

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)

CA310,713A 1977-09-13 1978-09-06 3-¬2-hydroxy-4-(substituted)phenyl|-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor Expired CA1110261A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000381216A CA1137099A (en)	1977-09-13	1981-07-06	3-[2-hydroxy-4-(substituted)phenyl]-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US83310277A	1977-09-13	1977-09-13
US833,102		1977-09-13
US92668778A	1978-07-25	1978-07-25
US926,687		1978-07-25

Publications (1)

Publication Number	Publication Date
CA1110261A true CA1110261A (en)	1981-10-06

Family

ID=27125579

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA310,713A Expired CA1110261A (en)	1977-09-13	1978-09-06	3-¬2-hydroxy-4-(substituted)phenyl\|-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor

Country Status (27)

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

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 (de) *	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 (ja) *	1982-05-18	1983-11-24	Mitsui Toatsu Chem Inc	新規芳香族アルカン誘導体、その製造法およびそれを有効成分とする殺虫、殺ダニ剤
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
WO2000056702A1 (en) *	1999-03-22	2000-09-28	Pfizer Inc.	Resorcinol derivatives
US6828460B2 (en)	1999-03-22	2004-12-07	Pfizer Inc.	Resorcinol derivatives
CA2823724A1 (en) *	2006-04-24	2007-11-08	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
US7612101B2 (en)	2006-04-24	2009-11-03	Allergan, Inc.	Abnormal cannabidiols as agents for lowering intraocular pressure
US7718830B2 (en)	2006-04-24	2010-05-18	Allergan, Inc.	Abnormal cannabidiols as agents for lowering intraocular pressure
CN109369514B (zh) *	2018-12-10	2021-10-26	天津科技大学	一种六元碳环衍生物的合成方法
EP3997098A4 (de)	2019-07-12	2023-10-11	Canopy Growth Corporation	Cannabinoidderivate

Family Cites Families (1)

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

1978
- 1978-08-28 SE SE7809060A patent/SE431085B/sv unknown
- 1978-09-01 IN IN649/DEL/78A patent/IN150334B/en unknown
- 1978-09-06 CA CA310,713A patent/CA1110261A/en not_active Expired
- 1978-09-11 GR GR57203A patent/GR74134B/el unknown
- 1978-09-12 IT IT27558/78A patent/IT1099054B/it active
- 1978-09-12 IL IL55556A patent/IL55556A/xx unknown
- 1978-09-12 NZ NZ188391A patent/NZ188391A/en unknown
- 1978-09-12 ES ES473288A patent/ES473288A1/es not_active Expired
- 1978-09-12 NO NO783087A patent/NO149426C/no unknown
- 1978-09-12 AT AT658778A patent/AT361455B/de not_active IP Right Cessation
- 1978-09-12 IE IE1841/78A patent/IE47187B1/en unknown
- 1978-09-12 FI FI782794A patent/FI66584C/fi not_active IP Right Cessation
- 1978-09-12 GB GB7836418A patent/GB2004870B/en not_active Expired
- 1978-09-12 DK DK400878A patent/DK400878A/da not_active Application Discontinuation
- 1978-09-12 JP JP11217078A patent/JPS5448741A/ja active Granted
- 1978-09-12 NL NL7809274A patent/NL7809274A/xx not_active Application Discontinuation
- 1978-09-12 FR FR7826194A patent/FR2402639A1/fr not_active Withdrawn
- 1978-09-12 LU LU80220A patent/LU80220A1/fr unknown
- 1978-09-13 MX MX787390U patent/MX5306E/es unknown
- 1978-09-13 AU AU39818/78A patent/AU513523B2/en not_active Expired
- 1978-09-13 DE DE2839836A patent/DE2839836C2/de not_active Expired
- 1978-09-13 CH CH955678A patent/CH635812A5/fr not_active IP Right Cessation
- 1978-09-13 AR AR273693A patent/AR224618A1/es active
- 1978-09-13 PH PH21596A patent/PH15252A/en unknown
1979
- 1979-05-02 ES ES480149A patent/ES480149A0/es active Granted
- 1979-05-02 ES ES480150A patent/ES480150A1/es not_active Expired
- 1979-09-03 NO NO792840A patent/NO792840L/no unknown
- 1979-10-09 PH PH23144A patent/PH16597A/en unknown
1983
- 1983-09-30 NL NL8303358A patent/NL8303358A/nl not_active Application Discontinuation
- 1983-11-22 KE KE3352A patent/KE3352A/xx unknown
1984
- 1984-02-16 HK HK132/84A patent/HK13284A/xx unknown
1985
- 1985-12-30 MY MY94/85A patent/MY8500094A/xx unknown

Also Published As

Publication number	Publication date
IN150334B (de)	1982-09-11
AU513523B2 (en)	1980-12-04
AT361455B (de)	1981-03-10
AR224618A1 (es)	1981-12-30
ES8100795A1 (es)	1980-11-01
JPS5758329B2 (de)	1982-12-09
NZ188391A (en)	1984-05-31
PH15252A (en)	1982-11-02
ES480150A1 (es)	1980-09-01
GB2004870B (en)	1982-01-20
FI66584B (fi)	1984-07-31
DE2839836C2 (de)	1983-01-27
IT7827558A0 (it)	1978-09-12
HK13284A (en)	1984-02-24
IL55556A0 (en)	1978-12-17
ATA658778A (de)	1980-08-15
IE781841L (en)	1979-03-13
ES473288A1 (es)	1980-03-01
SE7809060L (sv)	1979-03-14
FI782794A7 (fi)	1979-03-14
NL7809274A (nl)	1979-03-15
IE47187B1 (en)	1984-01-11
FI66584C (fi)	1984-11-12
AU3981878A (en)	1980-03-20
JPS5448741A (en)	1979-04-17
PH16597A (en)	1983-11-22
DK400878A (da)	1979-03-14
NO792840L (no)	1979-03-14
CH635812A5 (fr)	1983-04-29
KE3352A (en)	1983-12-16
MX5306E (es)	1983-06-14
SE431085B (sv)	1984-01-16
NL8303358A (nl)	1984-02-01
GB2004870A (en)	1979-04-11
GR74134B (de)	1984-06-06
NO149426C (no)	1984-04-18
MY8500094A (en)	1985-12-31
DE2839836A1 (de)	1979-03-15
NO149426B (no)	1984-01-09
IL55556A (en)	1982-11-30
LU80220A1 (fr)	1980-04-21
NO783087L (no)	1979-03-14
ES480149A0 (es)	1980-11-01
FR2402639A1 (fr)	1979-04-06
IT1099054B (it)	1985-09-18

Legal Events

Date	Code	Title	Description
1998-10-06	MKEX	Expiry

Publication	Publication Date	Title
US4391827A (en)	1983-07-05	3-(2-Hydroxy-4-(substituted)phenyl)-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor
US4306097A (en)	1981-12-15	3-[2-Hydroxy-4-(substituted)phenyl]-cycloalkanol analgesic agents
US4283569A (en)	1981-08-11	Hydroxyalkyl and oxoalkyl substituted phenols as analgesics and sedatives
NZ188391A (en)	1984-05-31	3-(2-hydroxy-4-(substituted)phenyl)cycloalkanone and cycloalkanol analgesics
JPH037239A (ja)	1991-01-14	新規なアルカン誘導体の製造法
US4371720A (en)	1983-02-01	2-Hydroxy-4-(substituted) phenyl cycloalkanes and derivatives
US4235913A (en)	1980-11-25	9-Hydroxyhexahydrodibeno[b,d]pyrans, 1-substituted-9-hydroxyhexahydrodibenzo]b,d]pyrans
CH621785A5 (de)	1981-02-27
Grieco et al.	1973	Dianions of. beta.-ketophosphonates. Two-step synthesis of (+)-ar-turmerone
HU181937B (en)	1983-11-28	Process for preparing 3-/2-hydroxy-4-substituted phenyl/-cycloalkanone and -cycloalkanol derivatives
Lyle et al.	1970	Orientation in the hydroboration of tetrahydropyridines and tropidines
US4284829A (en)	1981-08-18	Hydroxyalkyl and oxoalkyl substituted phenols as analgesics and sedatives
JPH0466218B2 (de)	1992-10-22
EP0048572B1 (de)	1987-07-15	Substituierte 2-Hydroxyphenyl-cycloalkane und die sie enthaltenden pharmazeutischen Zusammensetzungen
US4285867A (en)	1981-08-25	Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor
US4831059A (en)	1989-05-16	Producing analgesia with pharmacologically active 2-hydroxy-4-(substituted) phenyl cycloalkanes derivatives
KR830000043B1 (ko)	1983-02-03	3-[2-하이드록시-4-(치환된)페닐] 사이클로알칸온의 제조방법
CA1137099A (en)	1982-12-07	3-[2-hydroxy-4-(substituted)phenyl]-cycloalkanone and cycloalkanol analgesic agents and intermediates therefor
KR820002097B1 (ko)	1982-11-05	3-〔2-하이드록시-4-(치환된)페닐〕사이클로 알칸올의 제조방법
CA1181404A (en)	1985-01-22	4-or 5-oxoalkyl-3-phenyl-cycloalkan-1-one derivatives
US4486609A (en)	1984-12-04	Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor
US4933475A (en)	1990-06-12	Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor
US4921994A (en)	1990-05-01	Pharmacologically active 2-hydroxy-4-(substituted) phenyl cycloalkanes and derivatives thereof
US4593131A (en)	1986-06-03	Pharmacologically active 4-[2-hydroxy-4-(substituted)phenyl]naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor
US4331602A (en)	1982-05-25	Pharmacologically active 4-[2-hydroxy-4-(substituted]phenyl)naphthalen-2(1H)-ones and 2-ols, derivatives thereof and intermediates therefor