GB1083936A - Novel carbamates and methods of producing the same - Google Patents

Novel carbamates and methods of producing the same

Info

Publication number
GB1083936A
GB1083936A GB53087/65A GB5308765A GB1083936A GB 1083936 A GB1083936 A GB 1083936A GB 53087/65 A GB53087/65 A GB 53087/65A GB 5308765 A GB5308765 A GB 5308765A GB 1083936 A GB1083936 A GB 1083936A
Authority
GB
United Kingdom
Prior art keywords
pyridyl
formula
phenyl
lower alkyl
radical
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
GB53087/65A
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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and 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 Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of GB1083936A publication Critical patent/GB1083936A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • 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
    • C07D295/16—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 acylated on ring nitrogen atoms
    • C07D295/20—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 acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
    • C07D295/205—Radicals derived from carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/42—Singly bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- 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
    • C07C2603/18—Fluorenes; Hydrogenated fluorenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Novel compounds of formula <FORM:1083936/C2/1> wherein Ar and Ar1 when taken separately are phenyl, tolyl, monohalophenyl, xenyl, trifluoromethylphenyl, a -naphthyl, b -naphthyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, a -thienyl, b -thienyl, a -furyl, or b -furyl, or Ar and Ar1 when taken together with the carbon atom to which they are attached are 9-fluoroenyl, 9,10-dihydroanthracen - 9 - yl, 10,11 - dihydro - 5H-dibenzo - [a,d] - cyclohepten - 5 - yl, or 5H-dibenzo - [a,d] - cyclohepten - 5 - yl; R1 and R2 when taken together with the nitrogen atom to which they are attached are aziridino, azetidino, pyrrolidino, piperidino, piperazino, morpholino or thiomorpholino or a radical of formula <FORM:1083936/C2/2> and R1 and R2 when taken separately, and R4 are hydrogen, C1- 6 alkyl, C1- 6 hydroxyalkyl, di - lower - alkylamino - lower alkyl, C3- 6 alkenyl, C3- 6 alkynyl, or C3- 6 cycloalkyl, and Z is a radical of formula -C­C-R3 or -CH = CH-R3 where R3 is hydrogen, halo, phenyl, a -naphthyl, b -naphthyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, a -thienyl, b -thienyl, a -furyl, b -furyl, lower alkoxy-lower alkyl, lower alkyl-mercapto, lower alkylmercapto-lower alkyl, lower alkylamino-lower alkyl or di-lower alkylamino-lower alkyl, are prepared by carbamylating a substituted tertiary propargyl carbinol of formula <FORM:1083936/C2/3> to replace the H atom with a carbamic radical of formula -CONR1R2, and, if desired, catalytically hydrogenating the acetylenic radical to provide the ethylenic radical. Phenyl 1 - (4 - bromophenyl) - 1 - phenyl - 2-propynyl carbonate is prepared by reacting 1-(4 - bromophenyl) - 1 - phenyl - 2 - propyn - 1 - ol with phenyl chloroformate. Therapeutic compositions having activity against certain bacteria and fungi, and malignancies, contain as active ingredient a compound of Formula (I) above.
GB53087/65A 1964-12-28 1965-12-14 Novel carbamates and methods of producing the same Expired GB1083936A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US42167764A 1964-12-28 1964-12-28

Publications (1)

Publication Number Publication Date
GB1083936A true GB1083936A (en) 1967-09-20

Family

ID=23671568

Family Applications (1)

Application Number Title Priority Date Filing Date
GB53087/65A Expired GB1083936A (en) 1964-12-28 1965-12-14 Novel carbamates and methods of producing the same

Country Status (7)

Country Link
BE (1) BE674395A (en)
BR (1) BR6576024D0 (en)
CH (1) CH473096A (en)
DE (1) DE1298094B (en)
FR (2) FR5015M (en)
GB (1) GB1083936A (en)
NL (1) NL133303C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0002679A1 (en) * 1977-12-15 1979-07-11 Bayer Ag 1-Halo-1-propyn-3-ols, process for their preparation and their use as fungicides
EP0066771A1 (en) * 1981-06-04 1982-12-15 Bayer Ag 1-Iodo-1-propyn-3-ols, process for their preparation and their use as plant protecting agents

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4066709A (en) * 1973-08-15 1978-01-03 Richter Gedeon Vegyeszeti Gyar Rt. α-Ethyny benzhydrols

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0002679A1 (en) * 1977-12-15 1979-07-11 Bayer Ag 1-Halo-1-propyn-3-ols, process for their preparation and their use as fungicides
EP0066771A1 (en) * 1981-06-04 1982-12-15 Bayer Ag 1-Iodo-1-propyn-3-ols, process for their preparation and their use as plant protecting agents
US4469902A (en) * 1981-06-04 1984-09-04 Bayer Aktiengesellschaft 1-Iodoprop-1-yn-3-ols as plant protection agents

Also Published As

Publication number Publication date
BE674395A (en) 1966-06-28
CH473096A (en) 1969-05-31
BR6576024D0 (en) 1973-10-23
DE1298094B (en) 1969-06-26
FR5015M (en) 1967-04-24
FR1482849A (en) 1967-06-02
NL6516922A (en) 1966-06-29
NL133303C (en) 1972-01-17

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