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GB1085405A - Dibenzoxepins and dibenzthiepins - Google Patents

Dibenzoxepins and dibenzthiepins

Info

Publication number
GB1085405A
GB1085405A GB39686/64A GB3968664A GB1085405A GB 1085405 A GB1085405 A GB 1085405A GB 39686/64 A GB39686/64 A GB 39686/64A GB 3968664 A GB3968664 A GB 3968664A GB 1085405 A GB1085405 A GB 1085405A
Authority
GB
United Kingdom
Prior art keywords
formula
alkyl
ketone
dehydrating
hydroxy
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
GB39686/64A
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
Charles Pfizer and Co 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, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of GB1085405A publication Critical patent/GB1085405A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C07D219/06—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
    • C07D311/82—Xanthenes
    • C07D311/90—Xanthenes with hydrocarbon radicals, substituted by amino radicals, directly attached in position 9
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
    • C07D313/02—Seven-membered rings
    • C07D313/06—Seven-membered rings condensed with carbocyclic rings or ring systems
    • C07D313/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D313/12—[b,e]-condensed
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
    • C07D337/02—Seven-membered rings
    • C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
    • C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D337/12—[b,e]-condensed
    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/535—Organo-phosphoranes
    • C07F9/5352—Phosphoranes containing the structure P=C-
    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/54—Quaternary phosphonium compounds
    • C07F9/5407—Acyclic saturated phosphonium compounds
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/650952—Six-membered rings having the nitrogen atoms in the positions 1 and 4
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/26—Organic compounds containing phosphorus
    • C10L1/2608—Organic compounds containing phosphorus containing a phosphorus-carbon bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The invention comprises compounds of the formula <FORM:1085405/C2/1> wherein R1 is hydrogen or C1- 4 alkyl, X and Y are each hydrogen, C1- 4 alkyl, chlorine, bromine, iodine, fluorine, trifluoromethyl, C1- 4 alkylthio, C1- 4 alkoxy, C1- 4 acyl or hydroxy, Z is -CH2O- or -CH2S-, and A is 4-hydroxy-alkylpiperazinyl, 4-alkoxyalkylpiperazinyl, 4-arylpiperazinyl, 4-aryloxyalkylpiperazinyl, 4-hydroxyalkyloxyalkylpiperazinyl, 4 - alkylsulphonylpiperazinyl, 4 - dialkylsulphamoylpiperazinyl, 4 - dihydroxyalkylpiperazinyl, 4 - halo - hydroxyalkylpiperazinyl, 4 - acyloxyalkylpiperazinyl, 4 - monoalkylcarbamoylpiperazinyl, 4 - dialkylcarbamoylpiperazinyl, 4 - acylalkylpiperazinyl, 4-aroylalkylpiperazinyl, 4-carboalkoxypiperazinyl, 4 - carbamoylalkylpiperazinyl, 4 - monoalkylcarbamoylalkylpiperazinyl, 4 - dialkylcarbamoylalkylpiperazinyl, 4-acylpiperazinyl or 4-aroylpiperazinyl, the alkyl, alkoxy and acyl groups containing 1 to 4 carbon atoms and the aryloxy and aroyl groups containing up to 8 carbon atoms; cis and trans isomers thereof; and acid-addition salts thereof. The compounds are prepared by (a) reacting a phosphorane of the formula (R)3P = CH-CH(R1)CH2A in which R is a C1- 6 alkyl, phenyl, aminophenyl or benzyl, with a ketone of the formula <FORM:1085405/C2/2> or (b) treating a ketone of the Formula II with an appropriate aminoalkylmagnesium halide Grignard reagent, followed by hydrolising and dehydrating the carbinol thus obtained, or (c) reacting ketone of the Formula II with an allyl magnesium halide Grignard reagent, dehydrating the 11-hydroxy compound thus formed and aminating, with an appropriately substituted piperazine, the b -olefinic of the resulting compound or (d) treating a ketone of the Formula II with an appropriate 3-piperazinylpropyne-1 in the presence of a condensing agent, followed by hydrogenating and dehydrating the subsequent intermediates. Reference has been directed by the Comptroller to Specification 950,717.
GB39686/64A 1963-10-14 1964-09-29 Dibenzoxepins and dibenzthiepins Expired GB1085405A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US31614163A 1963-10-14 1963-10-14
US35603364A 1964-03-31 1964-03-31

Publications (1)

Publication Number Publication Date
GB1085405A true GB1085405A (en) 1967-10-04

Family

ID=26980261

Family Applications (2)

Application Number Title Priority Date Filing Date
GB39686/64A Expired GB1085405A (en) 1963-10-14 1964-09-29 Dibenzoxepins and dibenzthiepins
GB39687/64A Expired GB1085406A (en) 1963-10-14 1964-09-29 Aminoalkylphosphorus compounds, preparation thereof and reaction products with ketones

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB39687/64A Expired GB1085406A (en) 1963-10-14 1964-09-29 Aminoalkylphosphorus compounds, preparation thereof and reaction products with ketones

Country Status (6)

Country Link
BE (1) BE654283A (en)
CH (1) CH464177A (en)
DE (3) DE1793529A1 (en)
FR (1) FR4361M (en)
GB (2) GB1085405A (en)
NL (1) NL6411861A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3699099A (en) * 1969-08-07 1972-10-17 Colgate Palmolive Co 11-aminoalkylidenemorphanthridines
US7271176B2 (en) 1998-09-04 2007-09-18 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use thereof
US7541365B2 (en) 2001-11-21 2009-06-02 Millennium Pharmaceuticals, Inc. Chemokine receptor antagonists and methods of use therefor
TWI291467B (en) 2002-11-13 2007-12-21 Millennium Pharm Inc CCR1 antagonists and methods of use therefor

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2996503A (en) * 1955-09-23 1961-08-15 Merck & Co Inc Derivatives of heterocyclic compounds
BE557002A (en) * 1956-07-09
US3046283A (en) * 1957-08-19 1962-07-24 Merck & Co Inc 10-(omega-aminoalkylidene)-thioxanthenes
US3047580A (en) * 1961-09-29 1962-07-31 Merck & Co Inc 10-(omega-amino alkyl)-10-hydroxythiaxanthenes

Also Published As

Publication number Publication date
CH464177A (en) 1968-10-31
GB1085406A (en) 1967-10-04
FR4361M (en) 1966-08-22
DE1468772B1 (en) 1971-04-15
NL6411861A (en) 1965-04-15
BE654283A (en) 1965-04-12
DE1793529A1 (en) 1972-03-09
DE1795597A1 (en) 1972-01-13

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