C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/235.01
C07D 295/18 (2006.01) C07C 57/18 (2006.01) C07C 405/00 (2006.01) C07D 303/32 (2006.01) C07F 7/18 (2006.01) C07F 9/40 (2006.01)
Patent
CA 1228587
ABSTRACT Novel pharmacological compounds of general formula: Image (IV) wherein: s is one or 2; D is -CHCH2-, cis-?=CH- or trans-?=CH-; R3 is H, -CH3 or -C(O)CH3; Y is -CH2CH2-, cis-CH=CH-, trans-CH=CH- or -C?C-; Z is (i) trans-CH2-CH=CH-, (ii) -CH2-(CH2)f-C(R4)2-, wherein f is zero, one, 2 or 3 and each R4 is the same and is H or F, or (iii) -(Ph)-(CH2)g-, wherein g is zero, one, 2 or 3 and Ph is 1,2-, 1,3- or 1,4-phenylene; Q is -CH2OH, -CN, -C(O)CH3, or an ester -CH2-amine, amide, cycloamine, carbonylamino or sulfonylamino group; L is H:H, .alpha.-OR12:.beta.-H, .alpha.-H:.beta.-ORl2, .alpha.-CH2OR12:.beta.-H or .alpha.-H:.beta.-CH2OR12, wherein R12 is H or an -OH-protecting group; M is .alpha.-ORl2:.beta.-R14 or .alpha.-R16:.beta.-OR12, wherein R14 is H or -CH3; L1 is .alpha.-R15:.beta.-R16, .alpha.-R16:.beta.-R15 or a mixture thereof, wherein R15 and R16, independently, are H, F or -CH3, with the proviso that one of R15 and R16 is F-only when the other is not -CH3; and R17 is (viii) cis-CH=CHCH2CH3, -(CH2)2CH(OH)CH3, -(CH2)3CH=C(CH3)2, phenyl, benzyl, phenylethyl, phenylpropyl, phenoxy, Image , (ix) -CmHl2mCH3, wherein m is an integer of from one to 5, or (x) mono-, di- or tri-F, -CL, -CF3, -C1-3alkyl or C1-alkoxy-(ring) substituted-phenyl, -benzyl, -pnenylethyl, -phenylpropyl or -phenoxy, with the proviso that not more than two substituents are other than C1-alkyl, with the proviso that when R17 is phenoxy or substituted-phenoxy, as defined above, R15 and R16 are not F; or Image , when taken together, is (xi) Image , 3-thienyloxymethyl, C4-7cycloalkyl, or mono-, di- or tri-C1-5alkyl-substituted- C4-7cycloalkyl, (xii) -C?CCqH2qCH3, wherein q is an integer of from 2 to 6, or (xiii) -CpH2pCH=CH2, wherein p is an in-teger of from 3 to 7.
423186
Macrae & Co.
Upjohn Company (the)
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