Carbamates of rapamycin

Details Carbamates of rapamycin Carbamates of rapamycin

1994-08-02

1996-01-02

Bond, Robert T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D49816, A61K 31395

Patent

active

054809886

ABSTRACT:
A compound of the structure ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, hydrogen, --CONR.sup.3 (CR.sup.4 R.sup.5).sub.m (CR.sup.4 R.sup.5).sub.n (CR.sup.8 R.sup.9).sub.p NR.sup.10 R.sup.11, or ##STR2## --R.sup.12, or --CONR.sup.3 R.sup.13 ; R.sup.3 is hydrogen, alkyl, or arylalkyl;
R.sup.4, R.sup.5, R.sup.8, and R.sup.9 are each, independently, hydrogen, alkyl, p--OH, --CF.sub.3, or --F;
R.sup.6 is hydrogen or --OR.sup.13 ;
R.sup.7 is hydrogen or alkyl;
R.sup.10 is hydrogen, alkyl, or arylalkyl;
R.sup.11, R.sup.12, and R.sup.13 are each independently, --(CR.sup.15 R.sup.16).sub.r R.sup.17 ;
R.sup.14 is hydrogen, alkyl of 1-6 carbon atoms, tri-(alkyl)silyl, Tri-(alkyl)silyethyl, triphenylmethyl, benzyl, alkoxymethyl, tri-(alkyl)silylethoxymethyl, or tetrahydropyranyl;
R.sup.15 and R.sup.16 are each independently, hydrogen or alkyl; ##STR3## R.sup.18, R.sup.19, R.sup.20, and R.sup.21 are each, independently, hydrogen, alkyl, halogen, or phenyl, wherein the phenyl group may be optionally mono-, di-, or tri-substituted; ##STR4## is a 5-7 membered saturated or partially unsaturated heterocyclic radical containing at least 2 ring nitrogens, wherein the heterocyclic ring may optionally contain NR.sup.22 in the heterocyclic ring, and the ring carbons may optionally be substituted by alkyll, arylalkyl, halogen, --CF.sub.3, ---OR.sup.14, or --CO.sub.2 R.sup.10 ;
R.sup.22 is hydrogen, alkyl, or arylalkyl;
m=0-6;
n=1-6;
p=0-6; and
r=1-6
with the proviso that R.sup.1 and R.sup.2 are both not hydrogen, or a pharmaceutically acceptable salt thereof which is useful as an immunosuppressive, anti inflammatory, antifungal, antiproliferative, and antitumor agent.

REFERENCES:
patent: 3929992 (1975-12-01), Sehgal et al.
patent: 3993749 (1976-11-01), Sehgal et al.
patent: 4316885 (1982-02-01), Rakhit
patent: 4375464 (1983-03-01), Sehgal et al.
patent: 4401653 (1983-08-01), Eng
patent: 4650803 (1987-03-01), Stella et al.
patent: 4885171 (1989-12-01), Serendra et al.
patent: 5023262 (1991-06-01), Caufield et al.
patent: 5023263 (1991-06-01), Von Burg
patent: 5023264 (1991-06-01), Caufield et al.
patent: 5078999 (1992-01-01), Warner et al.
patent: 5080899 (1992-01-01), Sturm et al.
patent: 5091389 (1992-02-01), Ondeyka et al.
patent: 5100883 (1992-03-01), Schiehser
patent: 5100899 (1992-03-01), Calne
patent: 5102876 (1992-04-01), Caufield
patent: 5118677 (1992-06-01), Caufield
patent: 5118678 (1992-06-01), Kao et al.
patent: 5120842 (1992-06-01), Failli et al.
patent: 5130307 (1992-07-01), Failli et al.
patent: 5138051 (1992-08-01), Hughes et al.
patent: 5151413 (1992-09-01), Caufield et al.
patent: 5169851 (1992-12-01), Hughes et al.
patent: 5177203 (1993-01-01), Failli et al.
patent: 5194447 (1993-03-01), Kao
patent: 5221670 (1993-06-01), Caufield
patent: 5233036 (1993-08-01), Hughes
patent: 5260300 (1993-11-01), Hu
patent: 5262423 (1993-11-01), Kao
patent: 5286730 (1994-02-01), Caufield et al.
patent: 5286731 (1994-02-01), Caufield et al.
patent: 5302584 (1994-04-01), Kao et al.
Commonly owned U.S. patent application Ser. No. 08/160,984 filed Dec. 1, 1993.
Commonly owned U.S. patent application Ser. No. 08/259,701, filed Jun. 14, 1994.
Commonly owned U.S. patent application Ser. No. 08/224,983 filed Apr. 8, 1994.
Commonly owned U.S. patent application Ser. No. 08/259,763 filed Jun. 14, 1994.
Venzina, C., J. Antibiot. 28:721 (1975).
Sehgal, S. N., J. Antibiot. 28:727 (1975).
Baker, H. J., Antibiot. 31:539 (1978).
Martel, R. R., Can. J. Physiol. Pharmacol. 55:48 (1977).
Staruch, M. J., FASEB 3:3411 (1989).
Dumont, F. J., FASEB 3:5256 (1989).
Calne, R. Y., Lancet 1183 (1978).
Morris, R. E., Med. Sci. Res. 17:877 (1989).
Baeder, W. L., Fifth Int. Conf. Inflamm. Res. Assoc. 121 (Abstract) (1990).
Meiser, B. M., J. Heart Lung Transplant. 11 (pt. 2):197 (1992).
Stepkowski, S. M., Transplantation Proc. 23:507 (1991).

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