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US 7,247,636 B2Granted
Phenolic guanidine sodium channel blockers
AssigneeParion Sciences, Inc.
InventorMichael R. Johnson
Life of this patent
Estimating the term…
Abstract
The present invention relates to sodium channel blockers. The present invention also relates to a variety of methods of treatment using these sodium channel blockers.
Claims22
A compound represented by formula (I):
- wherein
- X is hydrogen, halogen, trifluoromethyl, lower alkyl, unsubstituted or substituted phenyl, lower alkyl-thio, phenyl-lower alkyl-thio, lower alkyl-sulfonyl, or phenyl-lower alkyl-sulfonyl;
- Y is hydrogen, hydroxyl, mercapto, lower alkoxy, lower alkyl-thio, halogen, lower alkyl, unsubstituted or substituted mononuclear aryl, or —N(R2)2;
- R1 is hydrogen or lower alkyl;
- each R2 is, independently, —R7, —(CH2)m—OR8, —(CH2)m—NR7R10, —(CH2)n(CHOR8)(CHOR8)n—CH2OR8, —(CH2CH2O)m—R8, —(CH2CH2O)m—CH2CH2NR7R10, —(CH2)n—C(═O)NR7R10, —(CH2)n-Zg-R7, —(CH2)m—NR10—CH2(CHOR8)(CHOR8)n—CH2OR8, —(CH2)n—CO2R7, or
- R3 and R4 are each, independently, hydrogen, a group represented by formula (A), lower alkyl, hydroxy lower alkyl, phenyl, phenyl-lower alkyl, (halophenyl)-lower alkyl, lower-(alkylphenylalkyl), lower alkoxyphenyl)-lower alkyl, naphthyl-lower alkyl, or pyridyl-lower alkyl, with the proviso that at least one of R3 and R4 is a group represented by formula (A):
- wherein
- each RL is, independently, —R7, —(CH2)n—OR8, —O—(CH2)m—OR8, —(CH2)n—NR7R10, —O—(CH2)m—NR7R10, —(CH2)n(CHOR8)(CHOR8)n—CH2OR8, —O—(CH2)m(CHOR8)(CHOR8)n—CH2OR8, —(CH2CH2O)m—R8, —O—(CH2CH2O)m—R8, —(CH2CH2O)m—CH2CH2NR7R10, —O—(CH2CH2O)m—CH2CH2NR7R10, —(CH2)n—C(═O)NR7R10, —O—(CH2)m—C(═O)NR7R10, —(CH2)n-(Z)g-R7, —O—(CH2)m-(Z)g-R7, —(CH2)n—NR10—CH2(CHOR8)(CHOR8)n—CH2OR8, —O—(CH2)m—NR10—CH2(CHOR8)(CHOR8)n—CH2OR8, —(CH2)n—CO2R7, —O—(CH2)m—CO2R7, —OSO3H, —O-glucuronide, —O-glucose, or
- each x represents a single bond;
- each o is, independently, an integer from 0 to 4;
- each p is, independently, an integer from 0 to 4;
- the sum of o and p is 4;
- each R6 is, independently, hydrogen;
- each R7 is, independently, hydrogen or lower alkyl;
- each R8 is, independently, hydrogen, lower alkyl, —C(═O)—R11, glucuronide, 2-tetrahydropyranyl, or
- each R9 is, independently, —CO2R7, —CON(R7)2, —SO2CH3, or —C(═O)R7;
- each R10 is, independently, —H, —SO2CH3, —CO2R7, —C(═O)NR7R9, —C(═O)R7, or —CH2—(CHOH)n—CH2OH;
- each Z is, independently, CHOH, C(═O), CHNR7R10, C═NR10, or NR10;
- each R11 is, independently, lower alkyl;
- each g is, independently, an integer from 1 to 6;
- each m is, independently, an integer from 1 to 7;
- each n is, independently, an integer from 0 to 7;
- each Q is, independently, C—R6,
- or a pharmaceutically acceptable salt thereof, and
- inclusive of all enantiomers, diastereomers, and racemic mixtures thereof.
22 more elements
Dependencies are inferred from the claim text.