4'-Methyl-.beta.-mercapto-.beta.,.beta.-cyclopentamethylenepropi

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Peptide containing doai

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514807, 530315, A61K 3734, C07K 716

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active

048268135

ABSTRACT:
Vasopressin antagonists which have a 4'-methyl-.beta.-mercapto-.beta.,.beta.-cyclopentamethylenepropionic acid group have vasopressin antagonist activity without substantial agonist activity. A species of the invention is [1-(4'-methyl-.beta.-mercapto-.beta.,.beta.-cyclopentamethylenepropionic acid)-2-(O-ethyl)-D-tyrosine-4-valine-8-arginine]vasopressin.

REFERENCES:
patent: 4367225 (1983-01-01), Manning et al.
patent: 4469679 (1984-09-01), Huffman et al.
patent: 4481193 (1984-11-01), Ali et al.
patent: 4481194 (1984-11-01), Ali et al.
patent: 4649130 (1987-03-01), Manning et al.
patent: 4717715 (1988-01-01), Ali
"Carboxy Terminus of Vasopressin Required for Activity but Not Binding", Maurice Manning, Aleksandra Olma, Wieslaw Klis, Aleksander Kolodziejczyk, Eleonora Nawrocka, Aleksandra Misicka, Janny Seto & Wilbur H. Sawyer, Nature, vol. 380, 12 Apr. 1984, pp. 652-653.
"SK&F 101926 is Antidiuretic in Man"--Jeffrey Dubb, Nancy Allison, Dianne Tatoian, Alan Blumberg, Kenward Lee & Robert Stote, Kidney International, vol. 31, No. 1, 1987, p. 267.
"Synthesis of Arginine-Vasopressins, Modified in Positions 1 and 2, as Antagonists of the Vasopressor Response to the Parent Hormone", B. Lammek, P. Rekowski, G. Kupryszewski, P. Melin, U. Ragnarsson--Abstracts from the Tenth American Peptide Symposium, Washington University, St. Louis, MO, May 23-28, 1987.
"A Facile Synthesis of .beta.-(S-benzylmercapto)-.beta.,.beta.-cyclopentamethylenepropionic Acid", W. Huffman, N. Yim-Int. J. Peptide Protein Res., 21, 1983, 568-570.
Moore et al., "Dicarbavasopressin Antagonist Analogues Exhibit Reduced in Vitro Agonist Activity", J. Med. Chem., 31, 1487-1489 (1987).
Albrightson et al., "Indomethocin (INDO) Unmasks Agonist Activity of the Vasopressin Antagonist, SK&F 101926 in Dogs", Fed. Proc., 46, 1284 (1987).
Stromberg et al., "Effects of Prostaglandin Inhibition on Vasopressin Levels in Women with Primary Dysmenorrhea", Obstet. Gynecol., 58, 206-208 (1981).
Aakerlund et al., "Inhibition of Vasopressin Effects on the Uterus by a Synthetic Analog", Obstet. Gynecol., (N.Y.), 309-312 (1983).

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