# US 5,349,060 A · Rapamycin 31-ester with N,N-dimethylglycine derivatives useful as immunosuppressive agents

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- Number: US 5,349,060 A
- Document ID: US5349060A
- Status: Granted
- Kind: A
- Application number: 08/058,918
- Filed: 1993-05-06
- Granted: 1994-09-20
- Earliest claimed: 1993-01-07
- Assignees: American Home Products Corporation
- Inventors: Wenling Kao; Robert L. Vogel
- Web page: https://patentgrep.com/patent/US5349060A

## CPC

- C07D 498/18: Bridged systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

A derivative of rapamycin of general formula (1) and (2) ##STR1## wherein ##STR2## or hydrogen; R.sup.2 =hydrogen, or lower alkyl having 1 to 6 carbon atoms; ##STR3## wherein X=hydrogen, lower alkyl having 1 to 6 carbon atoms, --CF.sub.3, --NO.sub.2, --OR.sup.2, NR.sup.2, SR.sup.2, or halogen; R.sup.4 =lower alkyl, alkenyl or alkynyl having 1 to 6 carbon atoms or an aromatic or heterocyclic moiety selected from the group consisting of phenyl, naphthyl, thiophenyl and quinolinyl; Y-=halide, methanesulfonate, toluene sulfonate or maleate; and Z=oxygen or OH and H. which by virtue of its immunosuppressive activity is useful in treating transplantation rejection, host versus graft disease, autoimmune diseases, and diseases of inflammation.

## Claims

### Claim 1

A compound of general formula (1) and (2) ##STR24## wherein ##STR25## or hydrogen; R.sup.2 =hydrogen, or lower alkyl having 1 to 6 carbon atoms; ##STR26## wherein X=hydrogen, lower alkyl having 1 to 6 carbon atoms, --CF.sub.3, --NO.sub.2, --OR.sup.2, NR.sup.2, SR.sup.2, or halogen; R.sup.4 =lower alkyl, alkenyl or alkynyl having 1 to 6 carbon atoms or an aromatic or heterocyclic moiety selected from the group consisting of phenyl, naphthyl, thiophenyl and quinolinyl;
Y-=halide, methanesulfonate, toluene sulfonate or maleate; and
Z=oxygen or OH and H.

### Claim 2 (depends on 1)

A compound of claim 1 wherein R.sup.1 is ##STR27## and Y.sup.- is chloride.

### Claim 3 (depends on 1)

A compound of claim 1 wherein R.sup.1 is ##STR28## and Y.sup.- is chloride.

### Claim 4 (depends on 1)

A compound of claim 1 wherein R.sup.1 is ##STR29## and Y.sup.- is chloride.

### Claim 5 (depends on 1)

A compound of claim 1 wherein R.sup.1 is ##STR30## and Y.sup.- is chloride.

### Claim 6 (depends on 1)

A compound of claim 1 wherein R.sup.1 is ##STR31## and Y.sup.- is chloride.

### Claim 7 (depends on 1)

A compound of claim 1 wherein R.sup.1 is hydrogen; Y.sup.- is chloride and Z is OH and H.

### Claim 8 (depends on 1)

A compound of claim 1 wherein R.sup.1 is 8-quinolinesulfonyl.

### Claim 9 (depends on 1)

A compound of claim 1 wherein R.sup.1 is 5-(dimethylamino)naphthalene-1-sulfonyl.

### Claim 10 (depends on 1)

A compound of claim 1 wherein R.sup.1 is D(+)-10-camphorsulfonyl.