CAS No 34661-75-1 , 6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,
3-dimethylpyrimidine-2,4-dione

Title: Urapidil
CAS Registry Number: 34661-75-1
CAS Name: 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione
Synonyms: 6-[[3-[4-(o-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil
Manufacturers' Codes: B-66256
Trademarks: Ebrantil (Byk Gulden); Eupressyl (Byk Gulden); Uraprene (IBI)
Molecular Formula: C20H29N5O3
Molecular Weight: 387.48
Percent Composition: C 61.99%, H 7.54%, N 18.07%, O 12.39%
Literature References: a1-Adrenergic antagonist; deriv of uracil, q.v. Prepn: W. Pruesse et al., DE 1942405; eidem, US 3957786 (1971, 1976 both to Byk Gulden); K. Klemm et al., Arzneim.-Forsch. 27, 1895 (1977). Series of articles on pharmacology, pharmacokinetics, metabolism: ibid. 1898-1932. Toxicity data: J. Koenig et al., ibid. 1919. Mode of action: M. Eltze, Eur. J. Pharmacol. 59, 1 (1979); H. R. Kaplan, R. D. Smith, Fed. Proc. 40, 2268 (1981). Hemodynamic responses in man: G. G. Belz et al., Clin. Pharmacol. Ther. 37, 48 (1985). Clinical trials: A. Barankay et al., Arzneim.-Forsch. 31, 849 (1981); H. Liebau et al., J. Hypertens. 4, Suppl. 6, S141 (1986). Series of articles on clinical efficacy in hypertension: Drugs 35, Suppl. 6, 147-192 (1988).
Properties: Crystals from water, mp 156-158°. uv max (methanol): 237, 268 nm (e 1.10′104, 2.67′104). pKa 7.10. LD50 in male mice, rats (mg/kg): 750, 550 orally; 260, 145 i.v. (Koenig).
Melting point: mp 156-158°
pKa: pKa 7.10
Absorption maximum: uv max (methanol): 237, 268 nm (e 1.10′104, 2.67′104)
Toxicity data: LD50 in male mice, rats (mg/kg): 750, 550 orally; 260, 145 i.v. (Koenig)
Therap-Cat: Antihypertensive.
Keywords: Antihypertensive.