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US 2006/0135484 A1Published application
Vesicant treatment with phenyl-thiophene type vitamin d receptor modulators
AssigneeEli Lilly and Company Patent Divison
InventorsSunil Nagpal, Ying Yee
Life of this patent
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Abstract
The present invention relates to a method of treating or preventing damage to human skin cells by chemical vesicants by administering a non-secosteroidal, phenylthiophene compound with vitamin D receptor (VDR) modulating activity.
Claims13
A method of treating a mammal to prevent or alleviate the effect of Mustard by administering a pharmaceutically effective amount of a compound represented by formula I or a pharmaceutically acceptable salt or a prodrug derivative thereof:
- wherein;
- R and R′ are independently C1-C5 alkyl, C1-C5 fluoroalkyl, or together R and R′ form a substituted or unsubstituted, saturated or unsaturated carbocyclic ring having from 3 to 8 carbon atoms;
- Ring atoms Q1 and Q2 are independently selected from carbon or sulfur, with the proviso that one atom is sulfur and the other atom is carbon;
- RP and RT are independently selected from the group consisting of hydrogen, halo, C1-C5 alkyl, C1-C5 fluoroalkyl, —O—C1-C5 alkyl, —S—C1-C5 alkyl, —O—C1-C5 fluoroalkyl, —CN, —NO2, acetyl, —S—C1-C5 fluoroalkyl, C2-C5 alkenyl, C3-C5 cycloalkyl,
- and C3-C5 cycloalkenyl;
- (LP) and (LT) are divalent linking groups independently selected from the group consisting of
- where m is 0, 1 or 2, X1 is oxygen or sulfur, and each R40 is independently hydrogen or C1-C5 alkyl or C1-C5 fluoroalkyl;
- ZP and ZT are independently selected from
- -hydrogen,
- -phenyl,
- -benzyl,
- -fluorophenyl,
- —(C1-C5 alkyl),
- —(C2-C5 alkenyl),
- —(C3-C5 cycloalkyl),
- —(C3-C5 cycloalkenyl),
- —(C1-C5 hydroxyalkyl),
- —(C1-C5 fluoroalkyl),
- —(C1-C5 alkyl)-phenyl,
- —(C1-C5 alkyl)-O—(C1-C5) alkyl,
- —(C1-C5 alkyl)-NH2,
- —(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —(C1-C5 alkyl)-C(O)—NH2,
- —(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —(C1-C5 alkyl)-N-pyrrolidine,
- —(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —(C1-C5 alkyl)-C(O)—(O—C1-C5 alkyl),
- —(C1-C5 alkyl)-C(O)—OH,
- —(C1-C5 alkyl)-5-tetrazolyl,
- —(C1-C5 alkyl)-P(O)—(O-C1-C5 alkyl)2,
- —(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —(C1-C5 alkyl)-SO2—NH2,
- —(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —(C1-C5 alkyl)-S(O)—NH2,
- —(C1-C5 alkyl)-S(O)—NH—(C1-C5 alkyl),
- —(C1-C5 alkyl)-S(O)—N—(C1-C5 alkyl)2,
- —(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —(C1-C5 alkyl)-N(C(O)(C1-C5 alkyl)CH2C(O)OH,
- —(C1-C5 alkyl)-N(C(O)(C1-C5 alkyl)CH2C(O)—(C1-C5 alkyl),
- —CH(OH)—(C1-C5 alkyl)
- —CH(OH)—(C2-C5 alkenyl),
- —CH(OH)—(C3-C5 cycloalkyl),
- —CH(OH)—(C3-C5 cycloalkenyl),
- —CH(OH)—(C1-C5 hydroxyalkyl),
- —CH(OH)—(C1-C5 fluoroalkyl),
- —CH(OH)-phenyl
- —CH(OH)-5-tetrazolyl,
- —CH(OH)-(1-methylpyrrolidin-2-one-3-yl),
- —C(O)—(C1-C5 alkyl),
- —C(O)—(C1-C5 alkyl)-C(O)OH,
- —C(O)—(C1-C5 alkyl)-C(O)(O—C1-C5 alkyl),
- —C(O)—(C2-C5 alkenyl),
- —C(O)—(C3-C5 cycloalkyl),
- —C(O)—(C3-C5 cycloalkenyl),
- —C(O)—(C1-C5 hydroxyalkyl),
- —C(O)—(C1-C5 fluoroalkyl),
- —C(O)—(C1-C5 alkyl)-phenyl
- —C(O)—O—(C1-C5 alkyl),
- —C(O)—O—(C2-C5 alkenyl),
- —C(O)—O—(C3-C5 cycloalkyl),
- —C(O)—O—(C3-C5 cycloalkenyl),
- —C(O)—O—(C1-C5 hydroxyalkyl),
- —C(O)—O—(C1-C5 fluoroalkyl),
- —C(O)—O—(C1-C5 alkyl)-phenyl,
- —C(O)—NH2,
- —C(O)—NH(OH),
- —C(O)—NH—(C1-C5 alkyl),
- —C(O)—N—(C1-C5 alkyl)2,
- —C(O)—NH—(C2-C5 alkenyl),
- —C(O)—NH—(C3-C5 cycloalkyl),
- —C(O)—NH—(C3-C5 cycloalkenyl),
- —C(O)—NH—(C1-C5 fluoroalkyl),
- —C(O)—NH—(C1-C5 alkyl)-phenyl,
- —C(O)—NH—SO2—(C1-C5 alkyl),
- —C(O)—NH—SO2—(C2-C5 alkenyl),
- —C(O)—NH—SO2—(C3-C5 cycloalkyl),
- —C(O)—NH—SO2—(C3-C5 cycloalkenyl),
- —C(O)—NH—S(O)—(C1-C5 alkyl),
- —C(O)—NH—S(O)—(C2-C5 alkenyl),
- —C(O)—NH—S(O)—(C3-C5 cycloalkyl),
- —C(O)—NH—S(O)—(C3-C5 cycloalkenyl),
- —C(O)—NH—(C1-C5 fluoroalkyl),
- —C(O)—NH—(C1-C5 alkyl)-phenyl
- —C(O)—NH—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —C(O)—NH—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —C(O)—NH—CH2—C(O)OH
- —C(O)—NH—CH2—C(O)—(O—C1-C5 alkyl),
- —C(O)—N—(C1-C5 alkyl)(C(O)OH),
- —C(O)—N—(C1-C5 alkyl)(C(O)—(O—C1-C5 alkyl)),
- —C(O)—NH—CH((CH2)(CO2H))(CO2H),
- —C(O)—NH—CH((CH2)(C(O)—(C1-C5 alkyl)))(C(O)—(O—C1-C5 alkyl)),
- —C(O)—NH—CH((CH2OH)(CO2H)),
- —C(O)—NH—CH((CH2OH)(C(O)(O—C1-C5 alkyl)),
- —C(O)—NH—C((C1-C5 alkyl)(C1-C5 alkyl))(CO2H),
- —C(O)—NH—C((C1-C5 alkyl)(C1-C5 alkyl))(C(O)—(O—C1-C5 alkyl)),
- —C(O)—NH-5-tetrazolyl,
- —C(O)—N-pyrrolidin-2-one,
- —C(O)—N-pyrrolidine,
- —C(O)-(1-methylpyrrolidin-2-one-3-yl),
- —C(O)—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —C(O)—(C1-C5 alkyl)-N-pyrrolidine,
- —C(O)—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —C(O)—N-pyrrolidin-2-(CO2H),
- —C(O)—N-pyrrolidin-2-(C(O)—(O—C1-C5 alkyl)),
- —C(O)—N—(C(O)—(C1-C5 alkyl))CH2)(CO2H),
- —C(O)—N—(C(O)—(C1-C5 alkyl))CH2)(C(O)—(O—C1-C5 alkyl)),
- —C(O)—N—(C1-C5 alkyl))CH2(CO2H),
- —C(O)—C(O)—OH,
- —C(O)—C(O)—(C1-C5 alkyl),
- —C(O)—C(O)—(C2-C5 alkenyl),
- —C(O)—C(O)—(C3-C5 cycloalkyl),
- —C(O)—C(O)—(C3-C5 cycloalkenyl),
- —C(O)—C(O)—(C1-C5 hydroxyalkyl),
- —C(O)—C(O)—(C1-C5 fluoroalkyl),
- —C(O)—C(O)—(C1-C5 alkyl)-phenyl,
- —C(O)—C(O)—NH2,
- —C(O)—C(O)—NH—(C1-C5 alkyl),
- —C(O)—C(O)—N—(C1-C5 alkyl)2,
- —C(O)—C(O)-5-tetrazolyl,
- —C(O)—C(O)—N-pyrrolidin-2-one,
- —C(O)—C(O)—N-pyrrolidine,
- —C(O)—C(O)-(1-methylpyrrolidin-2-one-3-yl),
- —O—(C1-C5 alkyl),
- —O—(C2-C5 alkenyl),
- —O—(C3-C5 cycloalkyl),
- —O—(C3-C5 cycloalkenyl),
- —O—(C1-C5 hydroxyalkyl),
- —O—(C1-C5 fluoroalkyl),
- —O—(C1-C5 alkyl)-phenyl,
- —O—(C1-C5 alkyl)-(O)—(C1-C5 alkyl),
- —O—(C1-C5 alkyl) NH2,
- —O—(C1-C5 alkyl)-NH—(C1-C5 alkyl)2,
- —O—(C1-C5 alkyl)-C(O)—NH2,
- —O—(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —O—(C1-C5 alkyl)-C(O)—OH,
- —O—(C1-C5 alkyl)-C(O)—NH-5-tetrazolyl,
- —O—(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-C(O)—(O—C1-C5 alkyl),
- —O—(C1-C5 alkyl)-NH2,
- —O—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —O—(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —O—(C1-C5 alkyl)-N-pyrrolidine,
- —O—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —O—(C1-C5 alkyl)-SO2—(C1-C5 alkyl,)
- —O—(C1-C5 alkyl)-SO2—NH2,
- —O—(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —O—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl,)
- —O—(C1-C5 alkyl)-S(O)—NH2,
- —O—(C1-C5 alkyl)-S(O)—NH—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-S(O)—N—(C1-C5 alkyl)2,
- —O—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —O—(C1-C5 alkyl)-P(O)—(O—C1-C5 alkyl)2,
- —O—(C1-C5 alkyl)-5-tetrazolyl,
- —O—CH2—CO2H,
- —O—CH2-5-tetrazolyl,
- —O—(C1-C5 alkyl),
- —O—C(O)—NH2,
- —O—C(O)—N—(CH3)2,
- —O—C(S)—N—(CH3)2,
- —O—C(O)—O—(C1-C5 alkyl),
- —O-(5-tetrazolyl),
- —O—SO2—(C1-C5 alkyl,)
- —O—SO2—NH2,
- —O—SO2—NH—(C1-C5 alkyl),
- —O—SO2—N—(C1-C5 alkyl)2,
- —O—S(O)—(C1-C5 alkyl,)
- —O—S(O)—NH2,
- —O—S(O)—NH—(C1-C5 alkyl),
- —O—S(O)—N—(C1-C5 alkyl)2,
- —S—(C1-C5 alkyl),
- —S—(C2-C5 alkenyl),
- —S—(C3-C5 cycloalkyl),
- —S—(C3-C5 cycloalkenyl),
- —S—(C1-C5 fluoroalkyl),
- —S—(C1-C5 hydroxyalkyl),
- —S—(C1-C5 alkyl)-phenyl,
- —S—(C1-C5 alkyl)-O—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-C(O)—OH,
- —S—(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-C(O)—O—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-C(O)—NH2,
- —S—(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —S—(C1-C5 alkyl) NH2,
- —S—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —S—(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —S—(C1-C5 alkyl)-N-pyrrolidine,
- —S—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —S—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-SO2—NH2,
- —S—(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —S—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-P(O)—(O—C1-C5 alkyl)2,
- —S—(C1-C5 alkyl)-5-tetrazolyl,
- —S—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-S(O)—NH2,
- —S—(C1-C5 alkyl)-S(O)—NH—(C1-C5 alkyl),
- —S—(C1-C5 alkyl)-S(O)—N—(C1-C5 alkyl)2,
- —S—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl),
- —SO2—(C2-C5 alkenyl),
- —SO2—(C3-C5 cycloalkyl),
- —SO2—(C3-C5 cycloalkenyl),
- —SO2—(C1-C5 hydroxyalkyl),
- —SO2—(C1-C5 fluoroalkyl),
- —SO2-(C1-C5)-phenyl,
- —SO2—NH2,
- —SO2—NH—(C1-C5 alkyl),
- —SO2—NH—CH2—C(O)OH,
- —SO2—NH—CH2—C(O)(O—C1-C5 alkyl),
- —SO2—NH—(C1-C5 alkyl)-C(O)OH,
- —SO2—NH—(C1-C5 alkyl)-C(O)(O—C1-C5 alkyl),
- —SO2—NHC(O)—(C3-C6 cycloalkyl),
- —SO2—NH—C(O)—(C1-C5 alkyl),
- —SO2—N—(C1-C5 alkyl)2,
- —SO2—(C1-C5 alkyl)-O—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl) NH2,
- —SO2—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —SO2—(C1-C5 alkyl)-C(O)—NH2,
- —SO2—(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —SO2—(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —SO2—(C1-C5 alkyl)-N-pyrrolidine,
- —SO2—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —SO2—(C1-C5 alkyl)-C(O)—O—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-C(O)—OH,
- —SO2—(C1-C5 alkyl)-5-tetrazolyl,
- —SO2—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-SO2—NH2,
- —SO2—(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —SO2—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —SO2—(C1-C5 alkyl)-P(O)—(O—C1-C5 alkyl)2,
- —SO2—(C1-C5 alkyl),
- —SO2—(C2-C5 alkenyl),
- —SO2—(C3-C5 cycloalkyl),
- —SO2—(C3-C5 cycloalkenyl),
- —SO2—(C1-C5 hydroxyalkyl),
- —SO2—(C1-C5 fluoroalkyl),
- —SO2—(C1-C5)-phenyl,
- —SO2—N═CHN(C1-C5 alkyl)2,
- —S(O)—NH2,
- —S(O)—NH—(C1-C5 alkyl),
- —S(O)—NH—CH2—C(O)OH
- —S(O)—NH—(C1-C5 alkyl)-C(O)OH,
- —S(O)—NH—CH2—C(O)(O—C1-C5 alkyl),
- —S(O)—NH—(C1-C5 alkyl)-C(O)(O—C1-C5 alkyl),
- —S(O)HC(O)—(C3-C6 cycloalkyl),
- —S(O)—NH—C(O)—(C1-C5 alkyl),
- —S(O)—N—(C1-C5 alkyl)2,
- —S(O)—(C1-C5 alkyl)-O—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-C(O)—(O—C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —S(O)—(C1-C5 alkyl)-C(O)—NH2,
- —S(O)—(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —S(O)—(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-NH—S(O)—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —S(O)—(C1-C5 alkyl)-N-pyrrolidine,
- —S(O)—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —S(O)—(C1-C5 alkyl)-C(O)—(O—C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-C(O)—OH,
- —S(O)—(C1-C5 alkyl)-5-tetrazolyl,
- —S(O)—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-SO2—NH2,
- —S(O)—(C1-C5 alkyl)-S(O)—NH2,
- —S(O)—(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-S(O)—NH—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —S(O)—(C1-C5 alkyl)-S(O)—N—(C1-C5 alkyl)2,
- —S(O)—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —S(O)—(C1-C5 alkyl)-P(O)—(O—C1-C5 alkyl)2,
- —S(O)—N═CHN(C1-C5 alkyl)2,
- —NHC(S)NH2,
- —NHC(S)NH—(C1-C5 alkyl),
- —NHC(S)N—(C1-C5 alkyl)2,
- —NHC(S)NH—(C2-C5 alkenyl),
- —NHC(S)NH—(C3-C5 cycloalkyl),
- —NHC(S)NH—(C3-C5 cycloalkenyl),
- —NHC(S)NH—(C1-C5 fluoroalkyl),
- —NHC(S)NH—C1-C5 hydroxyalkyl,
- —NHC(S)NH—(C1-C5 fluoroalkyl)
- —NHC(S)NH-phenyl,
- —NHC(S)NH—(C1-C5 alkyl)-C(O)—OH,
- —NHC(S)NH—(C1-C5 alkyl)-O—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-C(O)—(O—C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-NH2,
- —NHC(S)NH—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —NHC(S)NH—(C1-C5 alkyl)-C(O)—NH2,
- —NHC(S)NH—(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —NHC(S)NH—(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-NH—S(O)—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —NHC(S)NH—(C1-C5 alkyl)-N-pyrrolidine,
- —NHC(S)NH—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —NHC(S)NH—(C1-C5 alkyl)-5-tetrazolyl,
- —NHC(S)NH—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-SO2—NH2,
- —NHC(S)NH—(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —NHC(S)NH—(C1-C5 alkyl)-S(O)—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-S(O)—NH2,
- —NHC(S)NH—(C1-C5 alkyl)-S(O)—NH—(C1-C5 alkyl),
- —NHC(S)NH—(C1-C5 alkyl)-S(O)—N—(C1-C5 alkyl)2,
- —NHC(S)NH—(C1-C5 alkyl)-P(O)—(O—C1-C5 alkyl)2,
- —NHC(O)NH2,
- —NHC(O)NH—(C1-C5 alkyl),
- —NHC(O)N—(C1-C5 alkyl)2,
- —NHC(O)NH—(C2-C5 alkenyl),
- —NHC(O)NH—(C3-C5 cycloalkyl),
- —NHC(O)NH—(C3-C5 cycloalkenyl),
- —NHC(O)NH—(C1-C5 hydroxyalkyl),
- —NHC(O)NH—(C1-C5 fluoroalkyl),
- —NHC(O)NH-phenyl,
- —NHC(O)NH—(C1-C5 alkyl)-NH2,
- —NHC(O)NH—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —NHC(O)NH—(C1-C5 alkyl)-O—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-NH2,
- —NHC(O)NH—(C1-C5 alkyl)-NH—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-N—(C1-C5 alkyl)2,
- —NHC(O)NH—(C1-C5 alkyl)-C(O)—NH2,
- —NHC(O)NH—(C1-C5 alkyl)-C(O)—NH—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-C(O)—N—(C1-C5 alkyl)2,
- —NHC(O)NH—(C1-C5 alkyl)-C(O)—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-NH—SO2—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-N-pyrrolidin-2-one,
- —NHC(O)NH—(C1-C5 alkyl)-N-pyrrolidine,
- —NHC(O)NH—(C1-C5 alkyl)-(1-methylpyrrolidin-2-one-3-yl),
- —NHC(O)NH—(C1-C5 alkyl)-C(O)—OH,
- —NHC(O)NH—(C1-C5 alkyl)-C(O)—O—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-5-tetrazolyl,
- —NHC(O)NH—(C1-C5 alkyl)-SO2—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-SO2—NH2,
- —NHC(O)NH—(C1-C5 alkyl)-SO2—NH—(C1-C5 alkyl),
- —NHC(O)NH—(C1-C5 alkyl)-SO2—N—(C1-C5 alkyl)2,
- —NHC(O)NH—(C1-C5 alkyl)-P(O)—O—(C1-C5 alkyl)2,
- —NH2,
- —NH—(C1-C5 alkyl),
- —NH—CH2—C(O)OH,
- —N—(C1-C5 alkyl)2,
- —NH—C(O)—NH2,
- —NH—C(O)—NH—(C1-C5 alkyl),
- —NH—C(O)—N—(C1-C5 alkyl)2,
- —NH—C(O)—(C1-C5 alkyl),
- —NH—SO2—(C1-C5 alkyl),
- —NH—S(O)—(C1-C5 alkyl),
- —N(CH3)(OCH3),
- —N(OH)(CH3),
- —N-pyrrolidin-2-one,
- —N-pyrrolidine,
- -(1-methylpyrrolidin-2-one-3-yl),
- 1-hydroxycyclopentenyl,
- 1-hydroxycyclohexenyl,
- 1-hydroxycycloheptenyl,
- 1-hydroxycyclooctenyl,
- 1-hydroxycyclopropyl,
- 1-hydroxycyclobutyl,
- 1-hydroxycyclopentyl,
- 1-hydroxycyclohexyl,
- 1-hydroxycycloheptyl,
- 1-hydroxycyclooctyl,
- -5-tetrazolyl,
- -carboxyl,
- —OH,
- —I,
- —Br
- —Cl
- —F,
- —CHO,
- —NO2,
- —CN,
- sulfonamide,
- sulfinamide,
- urethane-type radical, or
- (Acidic Group);
- provided that the combined groups of formula I represented by
- may both be lipophilic, or either one may be lipophilic and the other one polar;
- but both combined groups may not be polar.
403 more elements
(canceled)
Dependencies are inferred from the claim text.