Patent US5352705A successfully refreshed from Google Patents.
← Back to Patent Explorer
US5352705A Expired / Lapsed US ⏱️ 0.0 years remaining

Inhibitors of farnesyl protein transferase

Assignee: Merck and Co Inc
•
Filing: 1992-06-26
•
Granted: 1994-10-04
•
Expires: 2012-06-26
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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.

References Cited (Backward Citations)

DE1040531B Cited
WO1991016340A1 Cited
US5043268A Cited
EP0456180A1 Cited
EP0461869A2 Cited
US5173506A Cited

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag