4969. Indoramin

Nomenclature

CAS number: 26844-12-2
N-[1-[2-(1H-Indol-3-yl)ethyl]-4-piperidinyl]benzamide; 3-[2-(4-benzamidopiperidino)ethyl]indole; Wy-21901.
C22H25N3O; mol wt 347.45.
C 76.05%, H 7.25%, N 12.09%, O 4.60%.

Description and references

α1-Adrenergic blocking agent with antihypertensive and bronchodilating activity. Prepn: J. L. Archibald, J. L. Jackson, ZA 6803204; eidem, US 3527761 (1969, 1970 both to Wyeth); J. L. Archibald et al., J. Med. Chem. 14, 1054 (1971). Pharmacological study: R. B. Royds et al., Clin. Pharmacol. Ther. 13, 380 (1972). Pharmacokinetics: G. H. Draffan et al., Br. J. Clin. Pharmacol. 3, 489 (1976). Antihypertensive activity: G. S. Stokes et al., Clin. Pharmacol. Ther. 25, 783 (1979). Cardiovascular effects in man: A. J. Coleman et al., J. Int. Med. Res. 7, 511 (1979). Effects on respiration in guinea pigs: C. Hamer, D. M. Temple, Agents Actions 10, 399 (1980). Determn of therapeutic concentrations: A. J. Swaisland, Analyst 106, 717 (1981). Symposium on pharmacology and clinical studies: Br. J. Clin. Pharmacol. 12, Suppl. 1, 1S-140S (1981). Review of pharmacology, therapeutic efficacy: B. Holmes, E. M. Sorkin, Drugs 31, 467-499 (1986).

Chemical structure

Properties

Crystals from ethanol, mp 208-210°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 38821-52-2
Baratol (Wyeth); Doralese (GSK); Vidora (Wyeth); Wydora (Wyeth); Wypresin (Wyeth).
C22H25N3O.HCl; mol wt 383.91.
C 68.83%, H 6.83%, N 10.95%, O 4.17%, Cl 9.23%.

Properties

Crystals, mp 230-232°. Recryst from isopropanol gives different cryst modification, mp 258-260°.

Therapeutic Category

Antihypertensive.

Keywords

α-Adrenergic Blocker; Antihypertensive