US3692835A - Pharmacologically active amino-ethyl oximes - Google Patents

Pharmacologically active amino-ethyl oximes Download PDF

Info

Publication number
US3692835A
US3692835A US715571A US3692835DA US3692835A US 3692835 A US3692835 A US 3692835A US 715571 A US715571 A US 715571A US 3692835D A US3692835D A US 3692835DA US 3692835 A US3692835 A US 3692835A
Authority
US
United States
Prior art keywords
group
mls
ethyl
ether
amino
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 - Lifetime
Application number
US715571A
Other languages
English (en)
Inventor
Jan Van Dijk
Jenkin Eric Davies
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.)
Individual
Original Assignee
Individual
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 claimed from NL676704810A external-priority patent/NL150105B/xx
Priority claimed from NL676717001A external-priority patent/NL151361B/xx
Application filed by Individual filed Critical Individual
Application granted granted Critical
Publication of US3692835A publication Critical patent/US3692835A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/16Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by singly-bound oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58Radicals substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D319/00Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/101,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/141,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/161,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D319/18Ethylenedioxybenzenes, not substituted on the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D327/00Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06Six-membered rings
    • C07D327/08[b,e]-condensed with two six-membered carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/04Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/18Fluorenes; Hydrogenated fluorenes

Definitions

  • the temperature of the reaction mixture may vary between rather wide limits. As a rule, however, it will be between 0 and 50 C.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (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)
US715571A 1967-04-05 1968-03-25 Pharmacologically active amino-ethyl oximes Expired - Lifetime US3692835A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL676704810A NL150105B (nl) 1967-04-05 1967-04-05 Verbindingen met antidepressieve werking.
NL676717001A NL151361B (nl) 1967-12-14 1967-12-14 Verbindingen met centrale werking.

Publications (1)

Publication Number Publication Date
US3692835A true US3692835A (en) 1972-09-19

Family

ID=26644178

Family Applications (2)

Application Number Title Priority Date Filing Date
US715571A Expired - Lifetime US3692835A (en) 1967-04-05 1968-03-25 Pharmacologically active amino-ethyl oximes
US06/814,019 Expired - Fee Related US5008452A (en) 1967-04-05 1989-12-20 Aminoethyl oximes

Family Applications After (1)

Application Number Title Priority Date Filing Date
US06/814,019 Expired - Fee Related US5008452A (en) 1967-04-05 1989-12-20 Aminoethyl oximes

Country Status (16)

Country Link
US (2) US3692835A (xx)
AT (4) AT289759B (xx)
BE (1) BE713172A (xx)
CA (1) CA959063A (xx)
CH (2) CH534669A (xx)
DE (1) DE1768100C2 (xx)
DK (1) DK120384B (xx)
ES (2) ES352329A1 (xx)
FI (1) FI49957C (xx)
FR (2) FR1583796A (xx)
GB (1) GB1205665A (xx)
IE (1) IE33428B1 (xx)
IL (1) IL29740A (xx)
NO (1) NO125974B (xx)
SE (1) SE352078B (xx)
YU (3) YU33857B (xx)

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3903164A (en) * 1972-03-24 1975-09-02 Kabi Ab Pharmacodynamically active amino alkyloxim ethers
US4038317A (en) * 1975-02-12 1977-07-26 Seperic O-aminoalkyl oximes
US4060631A (en) * 1975-03-20 1977-11-29 U.S. Philips Corporation Aminoethyl oxime ethers having anti-depressive activity
US4062969A (en) * 1976-06-25 1977-12-13 Union Carbide Corporation Dioxane oxime compounds and pesticidal dioxane carbamoyloxime derivatives
US4077999A (en) * 1976-01-27 1978-03-07 Egyt Gyogyszervegyeszeti Gyar Novel oxime ethers
US4081552A (en) * 1975-03-20 1978-03-28 U.S. Philips Corporation Oxime ethers having anti-depressive activity
US4081551A (en) * 1975-03-20 1978-03-28 U.S. Philips Corporation Oxime ethers having anti-depressive activity
US4085225A (en) * 1975-03-20 1978-04-18 U.S. Philips Corporation Oxime ethers having anti-depressive activity
US4086361A (en) * 1975-03-20 1978-04-25 U.S. Philips Corporation Aminoethyl oximes having anti-depressive activity
FR2387945A1 (fr) * 1977-03-02 1978-11-17 Ciba Geigy Ag Agents favorisant la croissance des plantes et phytoprotecteurs a base d'oximethers et d'oximesters
US4192893A (en) * 1975-03-20 1980-03-11 U.S. Philips Corporation Anti-depressive compounds
US4242348A (en) * 1970-06-11 1980-12-30 Duphar International Research B.V. Novel basic substituted-alkylidenamino-oxylalkyl-carboxylic-acid esters
US4328227A (en) * 1976-12-24 1982-05-04 Hoechst Aktiengesellschaft Novel O-propyloximes
US4342763A (en) * 1979-02-13 1982-08-03 Provesan S.A. P-Chloroacetophenone oxime compounds and pharmaceutical compositions
US4358450A (en) * 1976-12-24 1982-11-09 Hoechst Aktiengesellschaft O-Alkylated oximes and pharmaceutical composition thereof
US4388106A (en) * 1978-08-31 1983-06-14 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4488900A (en) * 1978-08-31 1984-12-18 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4488899A (en) * 1978-08-31 1984-12-18 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4488898A (en) * 1978-08-31 1984-12-18 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4548756A (en) * 1977-03-02 1985-10-22 Ciba Geigy Corporation Oxime ethers
US4581060A (en) * 1977-03-02 1986-04-08 Ciba-Geigy Corporation Compositions, which promote plant growth and protect plants, based on oxime ethers and oxime esters
US4709095A (en) * 1984-08-06 1987-11-24 Yoshitomi Pharmaceutical Industries, Ltd. Ortho-aminomethylphenol compounds
US4845287A (en) * 1986-01-16 1989-07-04 Bayer Aktiengesellschaft Hydroxybenzaldoxime O-ethers
US5008452A (en) * 1967-04-05 1991-04-16 Duphar International Research B.V. Aminoethyl oximes
WO2018096376A1 (en) 2016-11-24 2018-05-31 Mta Támogatott Kutatócsoportok Irodája Compositions for organ preservation

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1600969A (en) * 1977-01-07 1981-10-21 Acf Chemiefarma Nv Heterocyclic compounds
AU532700B2 (en) * 1979-04-02 1983-10-13 Sumitomo Chemical Company, Limited Diphenylalkanoether
FR2518090A1 (fr) * 1981-12-11 1983-06-17 Univablot Ethers d'oximes a-b insatures, leur procede de preparation et leur utilisation comme medicament
US5665756A (en) * 1994-08-03 1997-09-09 Hoechst Marion Roussel, Inc. Aminoalkyloximes useful in the treatment of depression and obsessive compulsive disorders

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1733462A (en) * 1926-09-23 1929-10-29 Winthrop Chem Co Inc New basic oxime ethers of cyclic compounds
US3270055A (en) * 1963-09-11 1966-08-30 Engelhard Hermann 5-aminoalkoxy ethers of 5-hydroxyimino-10, 11-dihydro-5h-dibenzo (a, d) cyclohepta (1, 4) dienes
US3441608A (en) * 1964-11-26 1969-04-29 Bayer Ag 5beta - n - methylamino - ethoxyimino - 5h - dibenzo - (a,d) - 10,11 - dihydrocycloheptene and non-toxic pharmaceutically acceptable salts thereof and their production

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL6503019A (xx) * 1965-03-10 1966-09-12
US3692835A (en) * 1967-04-05 1972-09-19 Jan Van Dijk Pharmacologically active amino-ethyl oximes
US4192818A (en) * 1967-04-05 1980-03-11 Duphar International Research B.V. Compounds having pharmacological properties
NL150105B (nl) * 1967-04-05 1976-07-15 Philips Nv Verbindingen met antidepressieve werking.
US4235931A (en) * 1967-04-05 1980-11-25 Duphar International Research B.V. Compounds having pharmacological properties
NL7503312A (nl) * 1975-03-20 1976-09-22 Philips Nv Verbindingen met antidepressieve werking.

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1733462A (en) * 1926-09-23 1929-10-29 Winthrop Chem Co Inc New basic oxime ethers of cyclic compounds
US3270055A (en) * 1963-09-11 1966-08-30 Engelhard Hermann 5-aminoalkoxy ethers of 5-hydroxyimino-10, 11-dihydro-5h-dibenzo (a, d) cyclohepta (1, 4) dienes
US3441608A (en) * 1964-11-26 1969-04-29 Bayer Ag 5beta - n - methylamino - ethoxyimino - 5h - dibenzo - (a,d) - 10,11 - dihydrocycloheptene and non-toxic pharmaceutically acceptable salts thereof and their production

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Chemical Abstracts, Vol. 61, 10545 10546(1964) *

Cited By (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5008452A (en) * 1967-04-05 1991-04-16 Duphar International Research B.V. Aminoethyl oximes
US4242348A (en) * 1970-06-11 1980-12-30 Duphar International Research B.V. Novel basic substituted-alkylidenamino-oxylalkyl-carboxylic-acid esters
US4317835A (en) * 1970-06-11 1982-03-02 Duphar International Research B.V. Novel basic substituted-alkylidenamino-oxyalkyl-carboxylic acid esters
US3903164A (en) * 1972-03-24 1975-09-02 Kabi Ab Pharmacodynamically active amino alkyloxim ethers
US4038317A (en) * 1975-02-12 1977-07-26 Seperic O-aminoalkyl oximes
US4086361A (en) * 1975-03-20 1978-04-25 U.S. Philips Corporation Aminoethyl oximes having anti-depressive activity
US4081551A (en) * 1975-03-20 1978-03-28 U.S. Philips Corporation Oxime ethers having anti-depressive activity
US4085225A (en) * 1975-03-20 1978-04-18 U.S. Philips Corporation Oxime ethers having anti-depressive activity
US4192893A (en) * 1975-03-20 1980-03-11 U.S. Philips Corporation Anti-depressive compounds
US4081552A (en) * 1975-03-20 1978-03-28 U.S. Philips Corporation Oxime ethers having anti-depressive activity
US4060631A (en) * 1975-03-20 1977-11-29 U.S. Philips Corporation Aminoethyl oxime ethers having anti-depressive activity
US4077999A (en) * 1976-01-27 1978-03-07 Egyt Gyogyszervegyeszeti Gyar Novel oxime ethers
US4062969A (en) * 1976-06-25 1977-12-13 Union Carbide Corporation Dioxane oxime compounds and pesticidal dioxane carbamoyloxime derivatives
US4328227A (en) * 1976-12-24 1982-05-04 Hoechst Aktiengesellschaft Novel O-propyloximes
US4358450A (en) * 1976-12-24 1982-11-09 Hoechst Aktiengesellschaft O-Alkylated oximes and pharmaceutical composition thereof
US4548756A (en) * 1977-03-02 1985-10-22 Ciba Geigy Corporation Oxime ethers
FR2387945A1 (fr) * 1977-03-02 1978-11-17 Ciba Geigy Ag Agents favorisant la croissance des plantes et phytoprotecteurs a base d'oximethers et d'oximesters
US4581060A (en) * 1977-03-02 1986-04-08 Ciba-Geigy Corporation Compositions, which promote plant growth and protect plants, based on oxime ethers and oxime esters
US4388106A (en) * 1978-08-31 1983-06-14 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4505742A (en) * 1978-08-31 1985-03-19 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4450000A (en) * 1978-08-31 1984-05-22 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4486224A (en) * 1978-08-31 1984-12-04 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4488900A (en) * 1978-08-31 1984-12-18 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4488899A (en) * 1978-08-31 1984-12-18 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4488898A (en) * 1978-08-31 1984-12-18 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4439228A (en) * 1978-08-31 1984-03-27 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4439230A (en) * 1978-08-31 1984-03-27 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4437879A (en) 1978-08-31 1984-03-20 Ciba-Geigy Corporation Oxime derivatives for protecting plant crops
US4342763A (en) * 1979-02-13 1982-08-03 Provesan S.A. P-Chloroacetophenone oxime compounds and pharmaceutical compositions
US4709095A (en) * 1984-08-06 1987-11-24 Yoshitomi Pharmaceutical Industries, Ltd. Ortho-aminomethylphenol compounds
US4845287A (en) * 1986-01-16 1989-07-04 Bayer Aktiengesellschaft Hydroxybenzaldoxime O-ethers
WO2018096376A1 (en) 2016-11-24 2018-05-31 Mta Támogatott Kutatócsoportok Irodája Compositions for organ preservation

Also Published As

Publication number Publication date
AT289761B (de) 1971-05-10
BE713172A (xx) 1968-10-03
CA959063A (en) 1974-12-10
DE1768100A1 (de) 1971-10-14
IE33428L (en) 1968-10-05
SE352078B (xx) 1972-12-18
GB1205665A (en) 1970-09-16
AT289760B (de) 1971-05-10
AT289758B (de) 1971-05-10
DE1768100C2 (de) 1986-02-06
FI49957C (fi) 1975-11-10
FR7901M (xx) 1970-05-11
IE33428B1 (en) 1974-06-26
AT289759B (de) 1971-05-10
YU33858B (en) 1978-06-30
IL29740A0 (en) 1968-06-20
YU84773A (en) 1977-12-31
ES352329A1 (es) 1969-12-16
ES367237A1 (es) 1971-06-16
CH534669A (de) 1973-03-15
YU33859B (en) 1978-06-30
US5008452A (en) 1991-04-16
YU84573A (en) 1977-12-31
IL29740A (en) 1971-11-29
DK120384B (da) 1971-05-24
NO125974B (xx) 1972-12-04
FR1583796A (xx) 1969-12-05
FI49957B (xx) 1975-07-31
CH535209A (de) 1973-03-31
YU33857B (en) 1978-06-30
YU75668A (en) 1977-12-31

Similar Documents

Publication Publication Date Title
US3692835A (en) Pharmacologically active amino-ethyl oximes
US4087535A (en) 5-Methyl-isoxazole-4-carboxylic acid anilides
US2653977A (en) Chxnx
US3937841A (en) Treatment of depression
US3759979A (en) Aromatic amino acids and esters thereof
SE445996B (sv) Nya atrakinonderivat
US3205136A (en) Antidepressant phenyloxyalkylamines
CA1136624A (en) 9-aminoalkylfluorenes
US4192818A (en) Compounds having pharmacological properties
US2516098A (en) Biphenyl compounds
US4235931A (en) Compounds having pharmacological properties
US3992536A (en) Pharmaceutical compositions containing a 1-phenyl-2,2,4,4-C1 -C2 alkyl-3-[4-phenyl of pyridyl)-piperazino]-cyclobutanol-(1) and method of use
US2441576A (en) Amino methyl phenols
US3526671A (en) Aminoalkylated oximes of dibenzo(a,d)cyclohepten-5-ones
AU733006B2 (en) Phenylpropenone compounds and medicines containing the same
US4086361A (en) Aminoethyl oximes having anti-depressive activity
US2541473A (en) Chzxchs
US3066141A (en) Quinoline-type mustards and process for producing same
CA1077519A (en) Oxime ethers having anti-depressive activity
US4182760A (en) Benzophenone anti-oximes, diazepin-N-oxides, and their use as pharmaceutical agents and as intermediates for pharmaceutical agents
US3334115A (en) Basically substituted ureas and salts thereof
US3943173A (en) 3-Alkylamino- alpha-aminomethyl-4-hydroxybenzyl alcohols
US3109022A (en) Nu-aryl anthranilic acids
US3504014A (en) N-(2-aroylphenyl)glycine oxime derivatives
CA1077964A (en) 4'-nitro-acetophenone-o-aminoethyloximes as antidepressive compounds