Peroxynitrite decomposition catalysts and methods of use thereof
First Claim
Patent Images
1. A metallic complex of Formula I:
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or a pharmaceutically acceptable base or acid addition salt, hydrate, ester, solvate, prodrug, metabolite, stereoisomer, or mixtures thereof, wherein at least one of R1, R2, R3, or R4, is independently selected from a moiety selected from the group consisting of;
—
(CH2)n—
X;
—
(CH2)n—
Y, —
CH2CH═
CH2;
—
CH2CH2OCH2CH2OCH2CH2OCH3;
—
CH2CO2CH2CH3;
—
(OCH2CH2)m—
X;
—
Y2C(Z1)3,
wherein;
Z1 is CH2OCH2(CH2)nX or CH2OCH2(CH2)nY;
—
(CH2)nC(O)Y2C(Z2)3,
wherein;
Z2 is CH2OCH2CH2C(O)Y2C(Z4)3, Z4 is CH2OCH2CH2Z5, and Z5 is CO2(CH2CH2O)m, —
COOH;
—
CONH2;
—
CONR′
2;
—
OPO3H2;
—
PO3H2;
—
SO3H;
—
NH2;
—
NR′
2;
or —
NR′
3+;
—
(CH2)nOCH2C(CH2OH)3;
—
(CH2)nOCH2CH(CH2OH)2;
—
(CH2)nOCH2C(CH2OH)2(CH3);
—
(CH2)nOCH2C[CH2OCH2C(CH2OH)3]3; and
—
(CH2)nOCH2C[CH2OCH2C(CH2O[CH2CH2O]mCH2CH2OX)3]3, wherein n is an integer from 1 to 10;
m is an integer from 1 to 200;
X is —
COOH;
—
CONH2;
—
CONR′
2;
—
OPO3H2;
—
PO3H2;
—
SO3H;
—
NH2;
—
NR′
2;
or —
NR′
3+, further wherein R′
is an alkyl group;
Y is —
OH or —
(O—
CH2CH2)m—
W;
where W is —
OH, or —
(O—
(CH2CH2)m;
Y2 is selected from the group consisting of —
(CH2)nO—
, —
(CH2)nNH—
, and —
(CH2)nS—
; and
wherein the remaining R1, R2, R3, and R4 are hydrogen, and M is Mn or Fe.
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Abstract
This invention provides a novel class of substituted macrocyclic metallic complexes. The complexes are useful as peroxynitrite decomposition catalysts. Pharmaceutical compositions, and methods of making and using the compounds, or a pharmaceutically acceptable salt, hydrate, prodrug, or mixture thereof are also described.
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Citations
22 Claims
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1. A metallic complex of Formula I:
-
or a pharmaceutically acceptable base or acid addition salt, hydrate, ester, solvate, prodrug, metabolite, stereoisomer, or mixtures thereof, wherein at least one of R1, R2, R3, or R4, is independently selected from a moiety selected from the group consisting of; —
(CH2)n—
X;
—
(CH2)n—
Y,—
CH2CH═
CH2;
—
CH2CH2OCH2CH2OCH2CH2OCH3;
—
CH2CO2CH2CH3;
—
(OCH2CH2)m—
X;
—
Y2C(Z1)3,
wherein;
Z1 is CH2OCH2(CH2)nX or CH2OCH2(CH2)nY;
—
(CH2)nC(O)Y2C(Z2)3,
wherein;
Z2 is CH2OCH2CH2C(O)Y2C(Z4)3, Z4 is CH2OCH2CH2Z5, and Z5 is CO2(CH2CH2O)m, —
COOH;
—
CONH2;
—
CONR′
2;
—
OPO3H2;
—
PO3H2;
—
SO3H;
—
NH2;
—
NR′
2;
or —
NR′
3+;
—
(CH2)nOCH2C(CH2OH)3;
—
(CH2)nOCH2CH(CH2OH)2;
—
(CH2)nOCH2C(CH2OH)2(CH3);
—
(CH2)nOCH2C[CH2OCH2C(CH2OH)3]3; and
—
(CH2)nOCH2C[CH2OCH2C(CH2O[CH2CH2O]mCH2CH2OX)3]3,wherein n is an integer from 1 to 10;
m is an integer from 1 to 200;
X is —
COOH;
—
CONH2;
—
CONR′
2;
—
OPO3H2;
—
PO3H2;
—
SO3H;
—
NH2;
—
NR′
2;
or —
NR′
3+, further wherein R′
is an alkyl group;
Y is —
OH or —
(O—
CH2CH2)m—
W;
where W is —
OH, or —
(O—
(CH2CH2)m;
Y2 is selected from the group consisting of —
(CH2)nO—
, —
(CH2)nNH—
, and —
(CH2)nS—
; and
wherein the remaining R1, R2, R3, and R4 are hydrogen, and M is Mn or Fe. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 18, 19, 20, 21, 22)
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16. A complex of formula I:
-
wherein R1, R2, R3, or R4 is selected from the group consisting of CH2CH═
CH2, CH2CONH2, CH2CO2CH2CH3, and CH2CH2OCH2CH2OCH2CH2OCH3, and M is Mn, or Fe.- View Dependent Claims (17)
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Specification