GB2004870A - 3-[2-Hydroxy-1-(substituted) phenyl]cycloalkanone and cycloalkanol analgesic agents and intermediates therefor - Google Patents
3-[2-Hydroxy-1-(substituted) phenyl]cycloalkanone and cycloalkanol analgesic agents and intermediates thereforInfo
- Publication number
- GB2004870A GB2004870A GB7836418A GB7836418A GB2004870A GB 2004870 A GB2004870 A GB 2004870A GB 7836418 A GB7836418 A GB 7836418A GB 7836418 A GB7836418 A GB 7836418A GB 2004870 A GB2004870 A GB 2004870A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- substituted
- cycloalkanone
- cycloalkanol
- 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.)
- Granted
Links
- 239000000730 antalgic agent Substances 0.000 title abstract 2
- 239000000543 intermediate Substances 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title 1
- -1 2-hydroxy-4-substituted phenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 229940035676 analgesics Drugs 0.000 abstract 1
- 229940125681 anticonvulsant agent Drugs 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- 229940125714 antidiarrheal agent Drugs 0.000 abstract 1
- 239000003793 antidiarrheal agent Substances 0.000 abstract 1
- 239000002249 anxiolytic agent Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000002934 diuretic Substances 0.000 abstract 1
- 229940030606 diuretics Drugs 0.000 abstract 1
- 229940125723 sedative agent Drugs 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
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
Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is OH, alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, are useful as CNS agents especially as analgesics, tranquilisers, sedatives and antianxiety agents and/or as anticonvulsants, diuretics and antidiarrheal agents.
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 (2)
Publication Number | Publication Date |
---|---|
GB2004870A true GB2004870A (en) | 1979-04-11 |
GB2004870B GB2004870B (en) | 1982-01-20 |
Family
ID=27125579
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7836418A Expired GB2004870B (en) | 1977-09-13 | 1978-09-12 | 3-(2-hydroxy-4 - (substituted)phenyl) cycloalkanone and cycloalkanol analgesic agents and intermediates therefor |
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) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0048572A2 (en) * | 1980-09-19 | 1982-03-31 | Pfizer Inc. | Substituted 2-hydroxyphenyl cycloalkanes and pharmaceutical compositions thereof |
EP0049953A2 (en) * | 1980-09-19 | 1982-04-21 | Pfizer Inc. | 4-(Substituted phenyl)-naphthalen-2(1H)-ones and 2-ols, processes for their preparation, and pharmaceutical compositions containing them |
FR2527203A1 (en) * | 1982-05-18 | 1983-11-25 | Mitsui Toatsu Chemicals | NOVEL ALKYLAROMATIC COMPOUNDS, PROCESSES FOR THEIR PREPARATION, INSECTICIDAL AGENTS AND ACARICIDES CONTAINING THESE COMPOUNDS AS ACTIVE INGREDIENTS |
US4736057A (en) * | 1983-11-11 | 1988-04-05 | Imperial Chemical Industries Plc | Cyclohexane derivatives |
CN109369514A (en) * | 2018-12-10 | 2019-02-22 | 天津科技大学 | A kind of synthetic method of six-membered carbon ring derivative |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4709016A (en) * | 1982-02-01 | 1987-11-24 | Northeastern University | Molecular analytical release tags and their use in chemical analysis |
US5650270A (en) * | 1982-02-01 | 1997-07-22 | Northeastern University | Molecular analytical release tags and their use in chemical analysis |
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 |
CN1246300C (en) * | 1999-03-22 | 2006-03-22 | 辉瑞大药厂 | Resorcinol derivatives |
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 |
BRPI0710732A2 (en) * | 2006-04-24 | 2011-11-08 | Allergan Inc | Abnormal cannabidiols as agents for reducing intraocular pressure |
US7618966B2 (en) | 2006-04-24 | 2009-11-17 | Allergan, Inc. | Abnormal Cannabidiols as agents for lowering intraocular pressure |
EP3997098A4 (en) * | 2019-07-12 | 2023-10-11 | Canopy Growth Corporation | Cannabinoid derivatives |
Family Cites Families (1)
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 |
-
1978
- 1978-08-28 SE SE7809060A patent/SE431085B/en 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 NZ NZ188391A patent/NZ188391A/en unknown
- 1978-09-12 NO NO783087A patent/NO149426C/en unknown
- 1978-09-12 IL IL55556A patent/IL55556A/en unknown
- 1978-09-12 IE IE1841/78A patent/IE47187B1/en unknown
- 1978-09-12 AT AT658778A patent/AT361455B/en not_active IP Right Cessation
- 1978-09-12 JP JP11217078A patent/JPS5448741A/en active Granted
- 1978-09-12 LU LU80220A patent/LU80220A1/en unknown
- 1978-09-12 IT IT27558/78A patent/IT1099054B/en active
- 1978-09-12 ES ES473288A patent/ES473288A1/en not_active Expired
- 1978-09-12 FR FR7826194A patent/FR2402639A1/en not_active Withdrawn
- 1978-09-12 FI FI782794A patent/FI66584C/en not_active IP Right Cessation
- 1978-09-12 GB GB7836418A patent/GB2004870B/en not_active Expired
- 1978-09-12 NL NL7809274A patent/NL7809274A/en not_active Application Discontinuation
- 1978-09-12 DK DK400878A patent/DK400878A/en not_active Application Discontinuation
- 1978-09-13 AR AR273693A patent/AR224618A1/en active
- 1978-09-13 MX MX787390U patent/MX5306E/en unknown
- 1978-09-13 AU AU39818/78A patent/AU513523B2/en not_active Expired
- 1978-09-13 DE DE2839836A patent/DE2839836C2/en not_active Expired
- 1978-09-13 CH CH955678A patent/CH635812A5/en not_active IP Right Cessation
- 1978-09-13 PH PH21596A patent/PH15252A/en unknown
-
1979
- 1979-05-02 ES ES480149A patent/ES480149A0/en active Granted
- 1979-05-02 ES ES480150A patent/ES480150A1/en not_active Expired
- 1979-09-03 NO NO792840A patent/NO792840L/en unknown
- 1979-10-09 PH PH23144A patent/PH16597A/en unknown
-
1983
- 1983-09-30 NL NL8303358A patent/NL8303358A/en not_active Application Discontinuation
- 1983-11-22 KE KE3352A patent/KE3352A/en unknown
-
1984
- 1984-02-16 HK HK132/84A patent/HK13284A/en unknown
-
1985
- 1985-12-30 MY MY94/85A patent/MY8500094A/en unknown
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0048572A2 (en) * | 1980-09-19 | 1982-03-31 | Pfizer Inc. | Substituted 2-hydroxyphenyl cycloalkanes and pharmaceutical compositions thereof |
EP0049953A2 (en) * | 1980-09-19 | 1982-04-21 | Pfizer Inc. | 4-(Substituted phenyl)-naphthalen-2(1H)-ones and 2-ols, processes for their preparation, and pharmaceutical compositions containing them |
EP0049953A3 (en) * | 1980-09-19 | 1982-12-08 | Pfizer Inc. | 4-(substituted phenyl)-naphthalen-2(1h)-ones and 2-ols, processes for their preparation, and pharmaceutical compositions containing them |
EP0048572A3 (en) * | 1980-09-19 | 1982-12-08 | Pfizer Inc. | Substituted 2-hydroxyphenyl cycloalkanes and pharmaceutical compositions thereof |
FR2527203A1 (en) * | 1982-05-18 | 1983-11-25 | Mitsui Toatsu Chemicals | NOVEL ALKYLAROMATIC COMPOUNDS, PROCESSES FOR THEIR PREPARATION, INSECTICIDAL AGENTS AND ACARICIDES CONTAINING THESE COMPOUNDS AS ACTIVE INGREDIENTS |
GB2120664A (en) * | 1982-05-18 | 1983-12-07 | Mitsui Toatsu Chemicals | Aromatic alkene derivatives used as insecticides and acaricides |
US4814340A (en) * | 1982-05-18 | 1989-03-21 | Mitsui Toatsu Chemicals, Inc. | 1,4-diaryl alkane derivatives having insecticidal and acaricidal activity |
US4736057A (en) * | 1983-11-11 | 1988-04-05 | Imperial Chemical Industries Plc | Cyclohexane derivatives |
CN109369514A (en) * | 2018-12-10 | 2019-02-22 | 天津科技大学 | A kind of synthetic method of six-membered carbon ring derivative |
CN109369514B (en) * | 2018-12-10 | 2021-10-26 | 天津科技大学 | Synthetic method of six-membered carbocyclic ring derivative |
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