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US 2002/0002188 A1Published application
Novel immunotherapeutic agents
AssigneeCelgene Corporation
InventorsGeorge W. Muller, Mary Shire
Life of this patent
Estimating the term…
Abstract
Novel amides and imides are inhibitors of tumor necrosis factorα and phosphodiesterase and can be used to combat cachexia, endotoxic shock, retrovirus replication, asthma, and inflammatory conditions.
Claims13
A compound of the formula:
- 5
- wherein:
- R5 is the divalent residue of pyrrolidine, wherein the two bonds of the divalent residue are on vicinal ring carbon atoms;
- R6 is —CO—, —CH2—, or —CH2CO—;
- R7 is
- (i) cyclic or bicyclic alkyl of 4 to 12 carbon atoms:
- (ii) pyridyl;
- (iii) phenyl substituted with one or more substituents each selected independently of the other from nitro, cyano, trifluoromethyl, carbethoxy, carbomethoxy, carbopropoxy, acetyl, carbamoyl, acetoxy, carboxy, hydroxy, amino, straight or branched alkyl of 1 to 10 carbon atoms, straight or branched alkoxy of 1 to 10 carbon atoms, or halo;
- (iv) benzyl substituted with one to three substituents each selected independently from the group consisting of nitro, cyano, trifluoromethyl, carbethoxy, carbomethoxy, carbopropoxy, acetyl, carbamoyl, acetoxy, carboxy, hydroxy, amino, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 10 carbon atoms, or halo;
- (v) naphthyl;
- or
- (vi) benzyloxy;
- Y is —COX, —C≡N, —OR8, alkyl of 1 to 5 carbon atoms, or aryl;
- X is —NH2, —OH, —NHR, —R9, —OR9, or alkyl of 1 to 5 carbon atoms;
- R8 is hydrogen or lower alkyl;
- R9 is alkyl or benzyl;
- and,
- n has avalue of 0, 1, 2, or 3.
15 more elements
A compound of the formula:
- 6
- in which:
- one of R1 and R2 is R3—X— and the other is hydrogen, nitro, cyano, trifluoromethyl, carbethoxy, carbomethoxy, carbopropoxy, acetyl, carbamoyl, acetoxy, carboxy, hydroxy, amino, lower alkyl, lower alkoxy, halo, or R3—X—;
- R3 is monocycloalkyl of up to 10 carbon atoms, polycycloalkyl of up to 10 carbon atoms, or benzocyclic alkyl of up to 10 carbon atoms;
- X is —CH2— or —O—;
- R5 is the vicinally divalent residue of pyrrolidine, wherein the two bonds of the divalent residue are on vicinal ring carbon atoms;
- R6 is —CO—, —CH2—, or —CH2CO—;
- Y is —COX, —CN, —OR8, alkyl of 1 to 5 carbon atoms, or aryl;
- X is —NH2, —OH, —NHR, —R9, —OR9, or alkyl of 1 to 5 carbon atoms;
- R8 is hydrogen or lower alkyl;
- R9 is alkyl or benzyl;
- and,
- n has a value of 0, 1, 2, or 3.
10 more elements
Dependencies are inferred from the claim text.