GB1063744A - 4-substituted-4'-tertiary aminoalkoxy biphenyls - Google Patents

4-substituted-4'-tertiary aminoalkoxy biphenyls

Info

Publication number
GB1063744A
GB1063744A GB17917/65A GB1791765A GB1063744A GB 1063744 A GB1063744 A GB 1063744A GB 17917/65 A GB17917/65 A GB 17917/65A GB 1791765 A GB1791765 A GB 1791765A GB 1063744 A GB1063744 A GB 1063744A
Authority
GB
United Kingdom
Prior art keywords
diethylaminoethoxy
hydroxy
biphenyl
general formula
compound
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
GB17917/65A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB1063744A publication Critical patent/GB1063744A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
    • C07C317/36—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atoms of the amino groups bound to hydrogen atoms or to carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
    • C07C317/38—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atom of at least one amino group being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfones
    • C07C317/40—Y being a hydrogen or a carbon atom
    • 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

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)

Abstract

1,063,744. Aminoalkoxybiphenyls. AMERICAN CYANAMID CO. April 28, 1965 [May 25, 1964; Jan. 21, 1965], No. 17917/65. Heading C2C. Novel compounds of the general formula (wherein Z represents halogen, NO 2 , C 2-5 alkanoyl, COOH, C 2-7 alkoxycarbonyl, CF 3 , SO 2 NH 2 , SO 2 CH 3 or 1-hydroxy-1-methyl-2- propynyl, R 1 , R 2 , R 3 and R 4 each represent H or CH 3 , and R 5 and R 6 each represent C 1-4 alkyl or jointly form with N a pyrrolidino or piperidino group) are prepared by heating in an inert solvent at 80-140‹ C. a compound of the general formula (wherein B represents H or an alkali metal) with a compound of the general formula (wherein X represents OH or halogen), or, in particular cases, as follows: 4-carboxy-4<SP>1</SP>-(2- diethylaminoethoxy)-biphenyl by reacting 4-(2- diethylaminoethoxy) - biphenylyl magnesium bromide with solid CO 2 and hydrolysing the product; 4 - (1 - hydroxy - 1 - methyl - 2 - pro - pynyl) - 4<SP>1</SP>- (2 - diethylaminoethoxy)- biphenyl by reacting 4-acetyl-4<SP>1</SP>-(2-diethylaminoethoxy)- biphenyl with lithium acetylide in liquid NH 3 and hydrolysing the product. The products may be converted into acid addition or quaternary ammonium salts. The preparation of the following starting materials is described: 4-methoxy- and 4-hydroxy - 4<SP>1</SP>- trifluoromethylbiphenyl, 4 - acetamido- 4<SP>1</SP> - biphenylylsulphinic acid, 4 - acetamido-, 4- amino- and 4-hydroxy-4<SP>1</SP>-methylsulphonylbiphenyl. Pharmaceutical products for oral administration comprise a compound (I) or an acid addition or quaternary ammonium salt thereof and an edible carrier therefor. They have hypocholesteremic activity.
GB17917/65A 1964-05-25 1965-04-28 4-substituted-4'-tertiary aminoalkoxy biphenyls Expired GB1063744A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US37004464A 1964-05-25 1964-05-25
US42709465A 1965-01-21 1965-01-21
US595360A US3375256A (en) 1964-05-25 1966-11-18 4-substituted-4'-tertiary aminoalkoxy biphenyls

Publications (1)

Publication Number Publication Date
GB1063744A true GB1063744A (en) 1967-03-30

Family

ID=27408945

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17917/65A Expired GB1063744A (en) 1964-05-25 1965-04-28 4-substituted-4'-tertiary aminoalkoxy biphenyls

Country Status (9)

Country Link
US (1) US3375256A (en)
BE (1) BE675461A (en)
CH (1) CH460041A (en)
DE (1) DE1493426A1 (en)
DK (1) DK123091B (en)
FR (1) FR1595509A (en)
GB (1) GB1063744A (en)
NL (1) NL6516582A (en)
SE (1) SE316190B (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1265978A (en) * 1968-04-29 1972-03-08
GB1266170A (en) * 1968-09-27 1972-03-08
US4067904A (en) * 1975-12-19 1978-01-10 Mead Johnson & Company Alkylsulfonylphenoxypropanolamine derivatives
US4119729A (en) * 1975-12-19 1978-10-10 Mead Johnson & Company Alkylsulfonylphenoxypropanolamine therapeutic process
US4220603A (en) * 1977-10-07 1980-09-02 Mitsubishi Chemical Industries, Limited Pharmaceutically active (omega-aminoalkoxy)bibenzyls
GR78370B (en) * 1981-12-24 1984-09-26 Delalande Sa
US5234946A (en) * 1987-11-27 1993-08-10 Banyu Pharmaceutical Co., Ltd. Substituted alkylamine derivatives
US6316475B1 (en) * 2000-11-17 2001-11-13 Abbott Laboratories Aminoalkoxybiphenylcarboxamides as histamine-3 receptor ligands and their therapeutic applications
KR100809489B1 (en) * 2001-10-10 2008-03-03 씨제이제일제당 (주) 4'-Methanesulfonyl-biphenyl derivatives as a highly selective cyclooxygenase-2 inhibitor
CN101928284A (en) * 2003-03-14 2010-12-29 小野药品工业株式会社 Nitrogen-containing heterocyclic derivatives and drugs containing the same as the active ingredient
US8143404B2 (en) * 2004-09-13 2012-03-27 Ono Pharmaceutical Co., Ltd Nitrogenous heterocylic derivative and medicine containing the same as an active ingredient
US8003642B2 (en) * 2006-03-10 2011-08-23 Ono Pharmaceutical Co., Ltd. Nitrogenated heterocyclic derivative, and pharmaceutical agent comprising the derivative as active ingredient

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2495772A (en) * 1947-02-07 1950-01-31 Parke Davis & Co Beta-(2-biphenyloxy) ethyl beta-haloalkyl amines
US2748116A (en) * 1951-12-20 1956-05-29 Searle & Co Arylcycloalkyloxyalkylamine derivatives and methods for their preparation
US2966518A (en) * 1957-07-22 1960-12-27 Bristol Myers Co Process of producing nitrtogen-containing chemical compounds
US2935439A (en) * 1957-11-25 1960-05-03 Abbott Lab Method of inhibiting growth of fungi
US3196159A (en) * 1959-09-29 1965-07-20 Ciba Geigy Corp (aminoalkyleneoxy)-phenyl alcohols
US3077472A (en) * 1961-03-21 1963-02-12 Univ Kansas Res Foundation 3-[4-(aminoalkoxy)-phenyl]-4-(4-oxyphenyl)-alkanes and alkenes
US3135745A (en) * 1961-10-17 1964-06-02 Frank P Palopoli Heterocyclic derivatives of diarylethanes and diarylethylenes ii

Also Published As

Publication number Publication date
SE316190B (en) 1969-10-20
US3375256A (en) 1968-03-26
BE675461A (en) 1966-07-22
NL6516582A (en) 1966-07-22
CH460041A (en) 1968-07-31
FR1595509A (en) 1970-06-15
DE1493426A1 (en) 1969-04-24
DK123091B (en) 1972-05-15

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