Patent US5352705A successfully refreshed from Google Patents.
US5352705A
Expired / Lapsed
US
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Inhibitors of farnesyl protein transferase
Assignee: Merck and Co Inc
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Filing: 1992-06-26
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Granted: 1994-10-04
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Expires: 2012-06-26
Abstract
Abstract The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.
Inventors
- 👤 Albert A. Deana, deceased
- 👤 S. Jane deSolms
- 👤 Samuel L. Graham
- 👤 Robert L. Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:59
CPC Classifications
C; C07; C07C; C07C323/00; C07C323/23; C07C323/24; C07C323/25; A; A61; A61P; A61P3/00; A61P3/06; A61P35/00; A61P35/02; A61P43/00; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06008; C07K5/06017; C07K5/0606
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
169 words
A compound of the formula: ##STR8## wherein: ##STR9## ##STR10## R 1 is an alkyl group, hydrogen, an acyl group, an alkylsulfonyl group or arylsulfonyl group, wherein alkyl and acyl groups comprise straight chain or branched chain hydrocarbons of 1 to 6 carbon atoms which alternatively may be substituted with an aryl group; R 2 is the side chains of naturally occurring amino acids, or in the alternative may be substituted or unsubstituted aliphatic, or aromatic groups, selected from the group consisting of allyl, cyclohexyl, phenyl, or saturated chains of 2 to 8 carbon atoms which may be branched or unbranched, wherein the aliphatic substitutents may be substituted with an aromatic ring; R 3 is an aromatic ring or in the alternative, an alkyl group or an aryl substituted alkane, wherein the aromatic ring is unsubstituted or in the alternative, substituted with one or more groups selected from the group consisting of alkyl, halo, alkoxy, trifluoromethyl or sulfamoyl groups, and which may be polycyclic; or the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
169 words
A compound of the formula: ##STR8## wherein: ##STR9## ##STR10## R 1 is an alkyl group, hydrogen, an acyl group, an alkylsulfonyl group or arylsulfonyl group, wherein alkyl and acyl groups comprise straight chain or branched chain hydrocarbons of 1 to 6 carbon atoms which alternatively may be substituted with an aryl group; R 2 is the side chains of naturally occurring amino acids, or in the alternative may be substituted or unsubstituted aliphatic, or aromatic groups, selected from the group consisting of allyl, cyclohexyl, phenyl, or saturated chains of 2 to 8 carbon atoms which may be branched or unbranched, wherein the aliphatic substitutents may be substituted with an aromatic ring; R 3 is an aromatic ring or in the alternative, an alkyl group or an aryl substituted alkane, wherein the aromatic ring is unsubstituted or in the alternative, substituted with one or more groups selected from the group consisting of alkyl, halo, alkoxy, trifluoromethyl or sulfamoyl groups, and which may be polycyclic; or the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
31 words
The compound of claim 1 which is: N-[2<R)-Amino-3-mercaptopropyl]-L-isoleucine phenethylamide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-benzylamide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-3methylbutylamide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-3-phenylpropylamide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucyl-L-phenylalaninol, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-N'-methylbenzylamide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(4-methoxybenzyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(2,4-dichlorobenzyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(4-trifluoromethylbenzyl)amide N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(2,4-dichlorophenethyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(1-indanyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(2,4-dimethylbenzyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(2,3-dichlorobenzyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(4-sulfamoylbenzyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucineanilide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(2,4-dimethylphenyl)amide, N-[2(R)-Amino-3-mercaptopropyl]-L-isoleucine-(2,3-dimethylphenyl)amide, L-Cysteinyl-L-isoleucine-phenethylamide, N-(2(R)-Amino-3-mercaptopropyl)-L-alaninebenzylamide, N-Benzyl-[2(S)-(2(R)-Amino-3-mercaptopropyl)amino]butyramide, N-(2(R)-Amino-3-mercaptopropyl)-L-norleucinebenzylamide, or N-(2(R)-Amino-3-mercaptopropyl)-L-norvalinebenzylamide.
Claim 4
Dependent Claim
10 words
The compound of claim 1 which is: N-[2 (R)-Amino-3-mercaptopropyl]-L-isoleucine-3-chlorophenethylamide ##STR11##
Claim 5
Dependent Claim
10 words
The compound of claim 1 which is: N-[2 (R)-Amino-3-mercaptopropyl]-L-isoleucine-2,3-dichlorobenzylamide ##STR12##
Claim 6
Dependent Claim
9 words
The compound of claim 1 which N-[2 (R)-Amino-3-mercaptopropyl]-L-isoleucine-anilide ##STR13##
Claim 7
Dependent Claim
10 words
The compound of claim 1 which is: N-[2 (R)-Amino-3-mercaptopropyl]-L-isoleucine-2,3-dimethylphenylamide ##STR14##
Claim 8
Dependent Claim
20 words
A pharmaceutical composition comprising a pharmaceutical carrier, and dispersed therein, a therapeutically effective amount of a compound of claim 1.
Claim 9
Dependent Claim
19 words
A pharmaceutical composition comprising a pharmaceutical carrier, and dispersed therein, a therapeutically effective amount of compound of claim 2.
Claim 10
Dependent Claim
19 words
A pharmaceutical composition comprising a pharmaceutical carrier, and dispersed therein, a therapeutically effective amount of compound of claim 3.
Claim 11
Dependent Claim
19 words
A pharmaceutical composition comprising a pharmaceutical carrier, and dispersed therein, a therapeutically effective amount of compound of claim 4.
Claim 12
Dependent Claim
19 words
A pharmaceutical composition comprising a pharmaceutical carrier, and dispersed therein, a therapeutically effective amount of compound of claim 5.
Claim 13
Dependent Claim
19 words
A pharmaceutical composition comprising a pharmaceutical carrier, and dispersed therein, a therapeutically effective amount of compound of claim 6.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-10-03 | 1998-04-04 | 1998-10-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-10-03 | 2002-04-04 | 2002-10-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-10-03 | 2006-04-04 | 2006-10-04 | $7700.00 | Window Closed / Lapsed |