Claims
- 1. A method for the treatment of pancreatitis, which comprises administering an effective amount of a pyrazolopyridine compound of the following formula: ##STR19## wherein R.sup.1 is lower alkyl, aryl which may have one or more substituent(s) selected from the group consisting of halogen, lower alkoxy, nitro, amino, protected amino, (C.sub.1 -C.sub.4)alkylamino and di(C.sub.1 -C.sub.4)alkylamino, or a heterocyclic group selected from the group consisting of saturated or unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 4 nitrogen atom(s), saturated or unsaturated condensed heterocyclic groups containing from 1 to 4 nitrogen atom(s), saturated or unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 2 oxygen atom(s) and from 1 to 3 nitrogen atom(s), unsaturated condensed heterocyclic groups containing from 1 to 2 oxygen atom(s) and from 1 to 3 nitrogen atom(s), saturated or unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 2 sulphur atom(s) and from 1 to 3 nitrogen atom(s), unsaturated condensed heterocyclic groups containing from 1 to 2 sulphur atom(s) and from 1 to 3 nitrogen atom(s), unsaturated 3- to 8-membered heteromonocyclic groups containing an oxygen atom, unsaturated 3- to 8-membered heteromonocyclic groups containing an oxygen atom and from 1 to 2 sulphur atom(s), unsaturated condensed heterocyclic groups containing from 1 to 2 sulphur atom(s) and unsaturated condensed heterocyclic groups containing an oxygen atom and from 1 to 2 sulphur atoms,
- R.sup.2 is a group of the formula ##STR20## wherein R.sup.4 is protected amino or hydroxy and R.sup.5 is hydrogen or lower alkyl;
- cyano;
- a group of the formula --A--R.sup.6, wherein R.sup.6 is an acyl group, and A is lower aliphatic hydrocarbon group which may have one or more suitable halogen substituent(s);
- amidated carboxy;
- an unsaturated heterocyclic group selected from the group consisting of unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 4 nitrogen atom(s), unsaturated condensed heterocyclic groups containing from 1 to 4 nitrogen atom(s), unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 2 oxygen atom(s) and from 1 to 3 nitrogen atom(s), unsaturated condensed heterocyclic groups containing from 1 to 2 oxygen atom(s) and from 1 to 3 nitrogen atom(s), unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 2 sulphur atom(s) and from 1 to 3 nitrogen atom(s), unsaturated condensed heterocyclic groups containing from 1 to 2 sulphur atom(s) and from 1 to 3 nitrogen atom(s), unsaturated 3- to 8-membered heteromonocyclic groups containing from 1 to 2 sulphur atom(s), unsaturated 3- to 8-membered heteromonocyclic groups containing an oxygen atom, unsaturated 3-8-membered heteromonocyclic groups containing an oxygen atom and from 1 to 2 sulphur atom(s), unsaturated condensed heterocyclic groups containing from 1 to 2 sulphur atom(s) and unsaturated condensed heterocyclic groups containing an oxygen atom and from 1 to 2 sulphur atoms, which may have one or more substituent(s) selected from the group consisting of carboxy(lower)alkenyl; amino; di(lower)alkylamino; halogen; lower alkoxy; oxo; hydroxy; cyano; acyl; amino(lower)alkyl; lower alkylamino(lower)alkyl; carboxy(lower)alkylamino(lower)alkyl; protected carboxy(lower)alkylamino(lower)alkyl; lower alkylamino(lower)alkyl having hydroxy and naphthyloxy; protected amino(lower)alkyl; cyano(lower)alkyl; cyano(higher)alkyl; lower alkyl which may have one or more suitable substituent(s) selected from the group consisting of hydroxy, halogen, lower alkoxy and acyl; higher alkyl having an unsaturated 3- to 8-membered heteromonocyclic group containing from 1 to 4 nitrogen atom(s); phenyl(lower)alkyl; lower alkenyl; lower alkyl having a heterocyclic group selected from the group consisting of a saturated or unsaturated 3- to 8-membered heteromonocyclic group containing from 1 to 4 nitrogen atom(s), a saturated 3- to 8-membered heteromonocyclic group containing from 1 to 2 oxygen atom(s) and from 1 to 3 nitrogen atom(s), and saturated 3 to 8-membered heteromonocyclic group containing from 1 to 2 oxygen atom(s), in which said heterocyclic group may have from 1 to 3 suitable substituent(s) selected from the group consisting of hydroxy(lower)alkyl and phenyl which may have a lower alkoxy substituent; and dihydrochromenyl which may have one or more substituent(s) selected from the group consisting of lower alkyl, hydroxy and cyano; or
- amino or protected amino; and
- R.sup.3 is hydrogen, lower alkyl, lower alkoxy or halogen; or a pharmaceutically acceptable salt thereof, to a human being having pancreatitis or an animal having pancreatitis in need thereof.
- 2. The method of claim 1, wherein said pyrazolopyridine compound has the following formula: ##STR21## wherein R.sup.1 is lower alkyl, phenyl which may have one or more suitable substituent(s) selected from the group consisting of halogen, lower alkoxy, nitro, amino, protected amino, (C.sub.1 -C.sub.4)alkylamino and di(C.sub.1 -C.sub.4)alkylamino, or an unsaturated 3- to 8-membered heteromonocyclic group containing 1 to 4 nitrogen atom(s),
- R.sup.2 is a group of the formula ##STR22## wherein R.sup.4 is protected amino or hydroxy and R.sup.5 is hydrogen or lower alkyl;
- cyano;
- a group of the formula --A--R.sup.6, wherein R.sup.6 is an acyl group, and A is lower alkyl, lower alkenyl or lower alkynyl, each of which may have one or more halogen substituent(s);
- amidated carboxy;
- an unsaturated 3- to 8-membered heteromonocyclic group containing 1 to 4 nitrogen atom(s) or an unsaturated condensed heterocyclic group containing 1 to 2 sulfur atom(s) and 1 to 3 nitrogen atom(s), each of which may have one or more substituent(s) selected from the group consisting of carboxy(lower)alkenyl; amino; di(lower)alkylamino; halogen; lower alkoxy; oxo; hydroxy; cyano; acyl; amino(lower)alkyl; lower alkylamino(lower)alkyl; carboxy(lower)alkylamino(lower)alkyl; protected carboxy(lower)alkylamino(lower)alkyl; lower alkylamino(lower)alkyl having hydroxy and naphthyloxy; protected amino(lower)alkyl; cyano(lower)alkyl; cyano(higher)alkyl; lower alkyl which may have one or more suitable substituent(s) selected from the group consisting of hydroxy, halogen, lower alkoxy and acyl; higher alkyl having an unsaturated 3- to 8-membered heteromonocyclic group containing from 1 to 4 nitrogen atom(s); phenyl(lower)alkyl; lower alkenyl; lower alkyl having a heterocyclic group selected from the group consisting of a saturated or unsaturated 3- to 8-membered heteromonocyclic group containing from 1 to 4 nitrogen atom(s), a saturated 3- to 8-membered heteromonocyclic group containing from 1 to 2 oxygen atom(s) and from 1 to 3 nitrogen atom(s), and saturated 3 to 8-membered heteromonocyclic group containing from 1 to 2 oxygen atom(s), in which said heterocyclic group may have from 1 to 3 suitable substituent(s) selected from the group consisting of hydroxy(lower)alkyl and phenyl which may have a lower alkoxy substituent; and dihydrochromenyl which may have one or more substituent(s) selected from the group consisting of lower alkyl, hydroxy and cyano;
- amino or protected amino; and
- R.sup.3 is hydrogen, lower alkyl, lower alkoxy or halogen, or a pharmaceutically acceptable salt thereof.
- 3. The method of claim 2, wherein said pyrazolopyridine compound has the following formula: ##STR23## wherein R.sup.1 is phenyl which may have 1 to 3 substituent(s) selected from the group consisting of halogen, lower alkoxy, nitro, amino, lower alkanoylamino, lower alkoxycarbonylamino, lower alkanesulfonylamino, lower alkylamino and di(lower)alkylamino,
- R.sup.2 is a group of the formula --A--R.sup.6, wherein R.sup.6 is lower alkanoyl, carboxy or protected carboxy, and A is lower alkyl, lower alkenyl, lower alkenyl having one or more halogen substituent(s) or lower alkynyl; or
- an unsaturated 3- to 8-membered heteromonocyclic group containing 1 to 4 nitrogen atom(s) which may have 1 to 4 substituent(s) selected from the group consisting of lower alkyl; lower alkyl having hydroxy and halogen; hydroxy(lower)alkyl; lower alkoxy(lower)alkyl; carboxy(lower)alkyl; protected carboxy(lower)alkyl; amino(lower)alkyl; lower alkylamino(lower)alkyl; carboxy(lower)alkylamino(lower)alkyl; protected carboxy(lower)alkylamino(lower)alkyl; lower alkylamino(lower)alkyl having hydroxy and aryloxy; protected amino(lower)alkyl; cyano(lower)alkyl; cyano(higher)alkyl; lower alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); higher alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); ar(lower)alkyl; lower alkenyl; a heterocyclic group which may have one or more substituent(s); carboxy(lower)alkenyl; amino; di(lower)alkylamino; halogen; lower alkoxy; oxo; hydroxy; cyano; carboxy; protected carboxy and lower alkanoyl; and
- R.sup.3 is hydrogen,
- or a pharmaceutically acceptable salt thereof.
- 4. The method of claim 3, wherein said pyrazolopyridine compound has the following formula: ##STR24## wherein R.sup.1 and R.sup.3 are each as defined in claim 3, and
- R.sup.2 is a group of the formula --A--R.sup.6, wherein R.sup.6 is lower alkanoyl; carboxy; lower alkoxycarbonyl which may have N-containing heterocyclic group; N-(lower)alkylcarbamoyl; N-(higher)alkylcarbamoyl; N,N-di(lower)alkylcarbamoyl; N-lower alkyl-N-ar(lower)-alkylcarbamoyl; or a group of the formula --COR.sub.N, wherein R.sub.N is a saturated 3- to 8-membered heteromonoyclic group containing 1 to 4 nitrogen atom(s); a saturated condensed heterocyclic group containing 1 to 4 nitrogen atom(s); or a saturated 3- to 8-membered heteromonocyclic group containing 1 to 2 oxygen atom(s) and 1 to 3 nitrogen atom(s), in which each of said heteromonocyclic groups and said saturated condensed heterocyclic group may have one or more substituent(s) selected from the group consisting of lower alkyl, hydroxy(lower)alkyl, lower alkoxy(lower)alkyl, acyloxy(lower)alkyl, acyl(lower)alkyl, carboxy and protected carboxy; and A is as defined in claim 3, or
- an unsaturated 3- to 8-membered heteromonocyclic group containing 1 to 4 nitrogen atom(s) which may have 1 to 4 substituent(s) selected from the group consisting of lower alkyl; lower alkyl having hydroxy and halogen; hydroxy(lower)alkyl; lower alkoxy(lower)alkyl; carboxy(lower)alkyl; protected carboxy(lower)alkyl; amino(lower)alkyl; lower alkylamino(lower)alkyl; carboxy(lower)alkylamino(lower)alkyl; protected carboxy(lower)alkylamino(lower)alkyl; lower alkylamino(lower)alkyl having hydroxy and aryloxy; protected amino(lower)alkyl; cyano(lower)alkyl; cyano(higher)alkyl; lower alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); higher alkyl having a heterocyclic group, in which said heterocyclic group may have one or more suitable substituent(s); ar(lower)alkyl; lower alkenyl; a heterocyclic group which may have one or more substituent(s); carboxy(lower)alkenyl; amino; di(lower)alkylamino; halogen; lower alkoxy; oxo; hydroxy; cyano; carboxy; protected carboxy and lower alkanoyl; or
- a pharmaceutically acceptable salt thereof.
- 5. The method of claim 4, wherein said pyrazolopyridine compound has the following formula: ##STR25## wherein R.sup.1 and R.sup.3 are each as defined in claim 4, and R.sup.2 is a group of the formula --A--COR.sub.N, wherein R.sub.N is piperidino, pyrrolidin-1-yl, perhydroazepin-1-yl, piperazin-1-yl, morpholino, 7-azabicyclo[2.2.2]heptan-7-yl or 3-azabicyclo[3.2.2]nonan-3-yl, each of which may have 1 to 4 substituent(s) selected from the group consisting of lower alkyl, hydroxy(lower)alkyl, lower alkoxy(lower)alkyl, lower alkanoyloxy(lower)alkyl, lower alkanoyl(lower)alkyl, carboxy(lower)alkyl, lower alkoxycarbonyl(lower)alkyl, lower alkoxycarbonyl and carboxy, and A is as defined in claim 4;
- pyridazinyl, dihydropyridazinyl, tetrahydropyridazinyl, pyrimidinyl, dihydropyrimidinyl, pyridyl, dihydropyridyl, tetrahydropyridyl, pyrazolyl or imidazothiadiazolyl, each of which may have 1 to 4 substituent(s) selected from the group consisting of lower alkyl; lower alkyl having hydroxy and halogen; hydroxy(lower)alkyl; lower alkoxy(lower)alkyl; carboxy(lower)alkyl; protected carboxy(lower)alkyl; amino(lower)alkyl; lower alkylamino(lower)alkyl; carboxy(lower)alkylamino(lower)alkyl; protected carboxy(lower)alkylamino(lower)alkyl; lower alkylamino(lower)alkyl having hydroxy and aryloxy; protected amino(lower)alkyl; cyano(lower)alkyl; cyano(higher)alkyl; lower alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); higher alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); ar(lower)alkyl; lower alkenyl; a heterocyclic group which may have one or more substituent(s); carboxy(lower)alkenyl; amino; di(lower)alkylamino; halogen; lower alkoxy; oxo; hydroxy; cyano; carboxy; protected carboxy and lower alkanoyl;
- or a pharmaceutically acceptable salt thereof.
- 6. The method of claim 5, wherein said pyrazolopyridine compound has the following formula: ##STR26## wherein R.sup.1 and R.sup.3 are each as defined in claim 5, and
- R.sup.2 is a group of the formula --A--COR.sub.N, wherein R.sub.N is piperidino which may have 1 to 4 suitable substituent(s) selected from the group consisting of lower alkyl, hydroxy(lower)alkyl, lower alkoxy(lower)alkyl, lower alkanoyloxy(lower)alkyl, lower alkanoyl(lower)alkyl, carboxy(lower)alkyl, lower alkoxycarbonyl(lower)alkyl, lower alkoxycarbonyl and carboxy, and A is as defined in claim 5, or
- dihydropyridazinyl which may have 1 to 4 substituent(s) selected from the group consisting of lower alkyl; lower alkyl having hydroxy and halogen; hydroxy(lower)alkyl; lower alkoxy(lower)alkyl; carboxy(lower)alkyl; protected carboxy(lower)alkyl; amino(lower)alkyl; lower alkylamino(lower)alkyl; carboxy(lower)alkylamino(lower)alkyl; protected carboxy(lower)alkylamino(lower)alkyl; lower alkylamino(lower)alkyl having hydroxy and aryloxy; protected amino(lower)alkyl; cyano(lower)alkyl; cyano(higher)alkyl; lower alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); higher alkyl having a heterocyclic group, in which said heterocyclic group may have one or more substituent(s); ar(lower)alkyl; lower alkenyl; a heterocyclic group which may have one or more substituent(s); carboxy(lower)alkenyl; amino; di(lower)alkylamino; halogen; lower alkoxy; oxo; hydroxy; cyano; carboxy; protected carboxy and lower alkanoyl;
- or a pharmaceutically acceptable salt thereof.
- 7. The method of claim 6, wherein said pyrazolopyridine compound has the following formula: ##STR27## wherein R.sup.1 is phenyl,
- R.sup.2 is a group of the formula --A--COR.sub.N, wherein R.sub.N is piperidino which may have hydroxy(lower)alkyl or carboxy(lower)alkyl, and A is lower alkenyl, or
- dihydropyridazinyl which may have carboxy(lower)alkyl and oxo;
- R.sup.3 is hydrogen; or
- a pharmaceutically acceptable salt thereof.
- 8. The method of claim 1, wherein said condensed heterocyclic groups are selected from the group consisting of indolyl, isoindolyl, indolizinyl, benzimidazoyl, quinolyl, isoquinolyl, indazolyl, benzotriazolyl, 7-azabicyclo[2.2.1]heptan-7-yl, 3-azabicyclo[3.2.2]nonan-3-yl, benzoxazolyl, benzoxadiazolyl, benzothiazolyl, benzothiadiazolyl, benzothienyl, benzodithiinyl, and benzoxathiinyl.
- 9. The method of claim 8, wherein R.sup.1 is a heterocyclic group selected from the group consisting of azepinyl, pyrrolyl, pyrrolinyl, imidazolyl, pyrazolyl, pyridyl, pyridyl N-oxide, dihydropyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazolyl, tetrazolyl, perhydroazepinyl, pyrrolidinyl, imidazolidinyl, piperidino, piperazinyl, oxazolyl, isoxazolyl, oxadiazolyl, morpholinyl, sydnonyl, thiazolyl, isothiazolyl, thiadiazolyl, dihydrothiazinyl, thiazolidinyl, furyl, dihydrooxathiinyl, benzothienyl and benzodithiinyl.
- 10. The method of claim 9, wherein R.sup.2 is a heterocyclic group selected from the group consisting of azepinyl, pyrrolyl, pyrrolinyl, imidazolyl, pyrazolyl, pyridyl, pyridyl N-oxide, dihydropyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazolyl, tetrazolyl, perhydroazepinyl, pyrrolidinyl, imidazolidinyl, piperidino, piperazinyl, oxazolyl, isoxazolyl, oxadiazolyl, morpholinyl, sydnonyl, thiazolyl, isothiazolyl, thiadiazolyl, dihydrothiazinyl, thiazolidinyl, furyl, dihydrooxathiinyl, benzothienyl and benzodithiinyl.
- 11. The method of claim 9, wherein R.sup.1 is a heterocyclic group selected from the group consisting of piperidino which may have 1 to 4 substituent(s) selected from the group consisting of (C.sub.1 -C.sub.4)alkyl, hydroxy(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkanoyloxy(C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxycarbonyl, carboxy, (C.sub.1 -C.sub.4)alkanoyl(C.sub.1 -C.sub.4)alkyl, carboxy(C.sub.1 -C.sub.4)alkyl and (C.sub.1 -C.sub.4)alkoxycarbonyl(C.sub.1 -C.sub.4)alkyl; pyrrolidin-1-yl which may have a (C.sub.1 -C.sub.4)alkoxy(C.sub.1 -C.sub.4)alkyl substituent; perhydroazepin-1-yl; piperazin-1-yl which may have a (C.sub.1 -C.sub.4)alkyl substituent; and morpholino.
- 12. The method of claim 8, wherein R.sup.1 is 7-azabicyclo[2.2.1]heptan-7-yl or 3-azabicyclo[3.2.2]nonan-3-yl.
- 13. The method of claim 1, wherein R.sup.1 is an aryl group selected from the group consisting of phenyl, naphthyl, indenyl and anthryl.
- 14. The method of claim 13, wherein said aryl group is phenyl.
- 15. The method of claim 13, wherein said aryl group may have one or more substituent(s) selected from the group consisting of (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkanoylamino, (C.sub.1 -C.sub.4)alkoxycarbonylamino and (C.sub.1 -C.sub.4)alkanesulfonylamino.
Priority Claims (1)
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Parent Case Info
This application is a continuation-in-part of U.S. application Ser. No. 07/648,320, filed Jan. 29, 1991, now abandoned which in turn is a continuation-in-part of U.S. application Ser. No. 07/540,325, filed Jun. 19, 1990, now U.S. Pat. No. 5,102,869, which in turn is a continuation-in-part of U.S. application Ser. No. 07/495,799, filed Mar. 19, 1990, now U.S. Pat. No. 5,102,878, which in turn is a continuation-in-part of U.S. application Ser. No. 07/407,747, filed Sep. 15, 1989, now U.S. Pat. No. 4,994,453, which in turn is a continuation-in-part of U.S. application Ser. No. 07/202,526, filed Jun. 6, 1988, now U.S. Pat. No. 4,925,849; and a continuation-in-part of U.S. application Ser. No. 07/715,460, filed Jun. 14, 1991, now U.S. Pat. No. 5,185,114 which in turn is a continuation-in-part of U.S. application Ser. No. 07/626,009, filed Dec. 12, 1990, now abandoned, which in turn is a continuation application of U.S. application Ser. No. 07/466,929, filed Jan. 18, 1990, now U.S. Pat. No. 4,985,444.
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Related Publications (1)
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Continuations (1)
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