US5302584A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Carbamates of rapamycin
Assignee: Wyeth LLC
•
Filing: 1993-04-23
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Granted: 1994-04-12
•
Expires: 2013-04-23
Abstract
Abstract A compound of the structure ##STR1## wherein R 1 and R 2 are each, independently, hydrogen, --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; ##STR2## R 3 , R 4 , R 5 , R 6 , and B are each, independently, hydrogen, alkyl, alkenyl, alkynyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, arylalkyl, cycloalkyl, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CO 2 R 7 , --CONHR 7 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 7 , or Ar; R 7 and R 8 are each, independently, hydrogen, alkyl, arylalkyl, alkenyl, alkynyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, cycloalkyl; R 9 and R 10 are each, independently, alkyl, alkenyl, alkynyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, dialkylaminoalkyl, arylalkyl, --CF 3 , --COR 7 , --CO 2 R 7 , --CONHR 7 , --SO 2 R 7 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --SO--, --SO 2 --, --PR 7 --, --CO--, --NHCO--, --NHSO--, or --P(O)(R 7 )--; Ar is phenyl, naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, indolyl, thiazolyl, isoxazolyl, pyrimidinyl, pyrazinyl, imidazolyl, benzopyranyl, benz[b]thiophenolyl, benzimidazolyl, benzthiazolyl, benzodioxolyl, piperidinyl, morpholinyl, piperazinyl, tetrahydrofuranyl, or pyrrolidinyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted; ##STR3## is a nitrogen containing heterocycle that may be saturated, unsaturated, or partially unsaturated, and may be optionally mono-, di-, or tri- substituted; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof which is useful as an immunosuppressive, antiinflammatory, antifungal, antiproliferative, and antitumor agent.
Inventors
- 👤 Wenling Kao
- 👤 Magid A. Abou-Gharbia
- 👤 Robert L. Vogel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 13:00
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/70; A61P; A61P29/00; A61P37/00; A61P37/02; A61P37/06; A61P9/00
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
329 words
A compound having the structure ##STR29## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; R 3 , R 4 , R 5 , and, R 6 are each, independently, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CONH 2 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; B is hydroxy, --SR 7 , --CN, --COR 7 , --CONH 2 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --PR 7 --, or --P(O)(R 7 )--; R 7 and R 8 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, or Ar; Ar is naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, or benzodioxolyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
329 words
A compound having the structure ##STR29## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; R 3 , R 4 , R 5 , and, R 6 are each, independently, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CONH 2 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; B is hydroxy, --SR 7 , --CN, --COR 7 , --CONH 2 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --PR 7 --, or --P(O)(R 7 )--; R 7 and R 8 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, or Ar; Ar is naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, or benzodioxolyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
11 words
The compound according to claim 1 wherein R 2 is hydrogen.
Claim 4
Dependent Claim
12 words
The compound according to claim 1, wherein p=0 and B is Ar.
Claim 5
Dependent Claim
11 words
The compound according to claim 3 wherein R 2 is hydrogen.
Claim 6
Dependent Claim
19 words
The compound according to claim 1, wherein m=2, n=0, p=1, q=1, and A is --O-- or --NR 7 .
Claim 7
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 2-hydroxyethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 2-(dimethylamino)ethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim
19 words
The compound according to claim 1 which is rapamycin 42-ester with aminocarbamic acid or a pharmaceutically acceptable salt thereof.
Claim 10
Dependent Claim
19 words
The compound according to claim 1 which is rapamycin 42-ester with hydroxycarbamic acid or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 2-(pyridin-2-yl)-ethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 12
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 2-(pyridin-2-yl)-ethyl carbamic acid hydrochloride salt.
Claim 13
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 2-(pyridin-2-yl)-ethyl carbamic acid methanesulfonate salt.
Claim 14
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 2-(pyridin-2-yl)-ethyl carbamic acid maleate salt.
Claim 15
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 2-pyridinylmethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 16
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 2-pyridinylmethyl carbamic acid hydrochloride salt.
Claim 17
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 3-pyridinylmethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 18
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 3-pyridinylmethyl carbamic acid hydrochloride salt.
Claim 19
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 4-pyridinylmethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 4-pyridinylmethyl carbamic acid hydrochloride salt.
Claim 21
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 2-furylmethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 22
Dependent Claim
16 words
The compound according to claim 1 which is rapamycin 42-ester with 2-pyridinylmethyl carbamic acid methanesulfonate salt.
Claim 23
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 4-hydroxybutyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 24
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with (S)-1-methyl-2-hydroxyethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 25
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with (R)-1-methyl-2-hydroxyethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 26
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with 2-(2-aminoethoxy)ethyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 27
Dependent Claim
20 words
The compound according to claim 1 which is rapamycin 42-ester with dihydroxyispropyl carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 28
Dependent Claim
19 words
The compound according to claim 1 which is rapamycin 42-ester with [3-[bis(2-hydroxyethyl)amino]propyl]carbamic acid or a pharmaceutically acceptable salt thereof.
Claim 29
Independent Claim
341 words
A method of inducing immunosuppression by administering an immunosuppressive amount of a compound having the structure ##STR30## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; R 3 , R 4 , R 5 , and, R 6 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CONH 2 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; B is hydroxy, --SR 7 , --CN, --COR 7 , --CONH 2 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --PR 7 --, or --P(O)(R 7 )--; R 7 and R 8 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, or Ar; Ar is naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, or benzodioxolyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof.
Claim 30
Independent Claim
341 words
A method of inducing immunosuppression by administering an immunosuppressive amount of a compound having the structure ##STR30## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; R 3 , R 4 , R 5 , and, R 6 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CONH 2 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; B is hydroxy, --SR 7 , --CN, --COR 7 , --CONH 2 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --PR 7 --, or --P(O)(R 7 )--; R 7 and R 8 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, or Ar; Ar is naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, or benzodioxolyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof.
Claim 31
Dependent Claim
23 words
The method according to claim 28 wherein the induced immunosuppression is used to prevent or treat transplantation rejection or host versus graft disease.
Claim 32
Dependent Claim
23 words
The method according to claim 28 wherein the induced immunosuppression is used to treat autoimmune diseases, diseases of inflammation, or hyperproliferative vascular disorders.
Claim 33
Dependent Claim
348 words
A pharmaceutical composition for use as an immunosuppressive agent comprising an immunosuppressive amount of a compound of the structure ##STR31## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; R 3 , R 4 , R 5 , and, R 6 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CONH 2 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; B is hydroxy, --SR 7 , --CN, --COR 7 , --CONH 2 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --PR 7 --, or --P(O)(R 7 )--; R 7 and R 8 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, or Ar; Ar is naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, or benzodioxolyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof, and a pharmaceutical carrier.
Claim 34
Dependent Claim
348 words
A pharmaceutical composition for use as an immunosuppressive agent comprising an immunosuppressive amount of a compound of the structure ##STR31## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--[(CR 3 R 4 ) m (--A--(CR 5 R 6 ) n ) p ] q --B; R 3 , R 4 , R 5 , and, R 6 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, cycloalkyl of 3-8 carbon atoms, --OR 7 , --SR 7 , halogen, --CN, --NO 2 , --CF 3 , --COR 7 , --CONH 2 , --SO 2 R 7 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; B is hydroxy, --SR 7 , --CN, --COR 7 , --CONH 2 , --OSO 3 R 7 , --NR 7 R 8 , --NHCOR 7 , --NHSO 2 R 8 , or Ar; A is --CH 2 --, --NR 7 --, --O--, --S--, --PR 7 --, or --P(O)(R 7 )--; R 7 and R 8 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, or Ar; Ar is naphthyl, pyridyl, quinolyl, isoquinolyl, quinoxalyl, thienyl, thionaphthyl, furyl, benzofuryl, benzodioxyl, benzoxazolyl, benzoisoxazolyl, or benzodioxolyl; wherein the Ar group may be optionally mono-, di-, or tri- substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; with the proviso that R 1 and R 2 are not both hydrogen; m=0-6; n=0-6; p=0-1; q=0-1; or a pharmaceutically acceptable salt thereof, and a pharmaceutical carrier.
Claim 35
Dependent Claim
138 words
A compound of the structure ##STR32## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--(CR 3 R 4 ) m --B; B is pyridyl which may be optionally mono-, di-, or tri-substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; R 3 and R 4 are each, independently, hydrogen or alkyl of 1-6 carbon atoms; and m=0-6; with the proviso that R 1 and R 2 not both hydrogen, or a pharmaceutically acceptable salt thereof.
Claim 36
Dependent Claim
138 words
A compound of the structure ##STR32## wherein R 1 and R 2 are each, independently, hydrogen, or --CONH--(CR 3 R 4 ) m --B; B is pyridyl which may be optionally mono-, di-, or tri-substituted with a group selected from alkyl of 1-6 carbon atoms, phenylalkyl of 7-10 carbon atoms, piperazinylalkyl of 7-10 carbon atoms, piperidinylalkyl of 7-10 carbon atoms, pyridylalkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, cyano, halo, nitro, carbalkoxy of 2-7 carbon atoms, trifluoromethyl, amino, dialkylamino of 1-6 carbon atoms per alkyl group, alkylthio of 1-6 carbon atoms, --SO 3 H, --PO 3 H, and --CO 2 H; R 3 and R 4 are each, independently, hydrogen or alkyl of 1-6 carbon atoms; and m=0-6; with the proviso that R 1 and R 2 not both hydrogen, or a pharmaceutically acceptable salt thereof.
Claim 37
Dependent Claim
10 words
The compound of claim 32 wherein R 2 is hydrogen.
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