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Diol-containing renin inhibitors
| Details |
Inventors: Himmelsbach, Richard; Hodges, John C.; Kaltenbronn, James S.; Patt, William C.; Repine, Joseph T.; Sircar, Ila;
Assignee: Warner-Lambert Company (Morris Plains, NJ)
Primary Examiner: Russel; Jeffrey E.
Assistant Examiner:
Attorney, Agent or Firm: Anderson; Elizabeth M.
The invention concerns novel renin-inhibitory peptides which are useful for treating renin-associated hypertension, congestive heart failure, hyperaldosteronism, and diseases caused by retroviruses including HTLV-I and -III. Processes for preparing the peptides, compositions containing them, and methods of using them are included. Also included is a diagnostic method which uses the compounds to determine the presence of renin-associated hypertension, or hyperaldosteronism. |
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DETAILED DESCRIPTION The following table provides a dictionary of the terms used in the description of the invention.
TABLE I
______________________________________
Abbreviated
Designation
______________________________________
Amino Acid
PHE L-Phenylalanine
HOMOPHE Homophenylalanine
LYS L-Lysine
NAPHTHYLALA 1-Naphthylalanine
CYCLOHEXYLALA
Cyclohexylalanine
TYR(OMe) O-Methyl-L-tyrosine
TYR L-Tyrosine
TZA 4-Thiazolylalanine
HIS L-Histidine
ASN L-Asparagine
C-Terminal Group
CAD
##STR5##
CAH
##STR6##
Protecting Group
Z Benzyloxycarbonyl
BOC Tert-butyloxycarbonyl
TRT Triphenylmethyl
Acyls
IVA Isovaleryl
BNMA Bis-(1-naphthylmethyl)acetyl
BBSP 2-Benzyl-3-(t-butylsulfonyl)
propionyl
Z-BMA 3-(Benzyloxycarbonylamino)-3-
methylbutanoyl
BMA 3-Amino-3-methylbutanoyl
Esters With
OCH.
sub.
3 Methanol
OC.
sub.
2 H.
sub.
5
Ethanol
OCH(CH.
sub.
3).
sub.
2
2-Propanol
OC(CH.
sub.
3).
sub.
3
tert-Butanol
Solvents and Reagents
CHCl.
sub.
3 Chloroform
DMF N,N-Dimethylformamide
DMSO Dimethylsulfoxide
HOBT Hydroxybenzotriazole
DCC N,N'-Dicyclohexylcarbodiimide
HOAc Acetic acid
Et.
sub.
3 N Triethylamine
THF Tetrahydrofuran
CH.
sub.
2 Cl.
sub.
2
Dichloromethane
MeOH Methanol
EtOAc Ethyl acetate
______________________________________
The peptides of the present invention are represented by the formula A--X--Y--W (I) or a pharmaceutically acceptable acid addition salt thereof, wherein A is BOC, IVA, NVA, BNMA, BMA, BBSP, Z ##STR7## wherein G is hydroxyl or halide, ##STR8## wherein R and R' are each independently hydrogen, straight or branched chain lower alkyl, or R and R' are P--CH
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Molecular Biology 
