References of 8-hydroxy-5-[1-hydroxy-2-(propan-2-ylamino)butyl]-1H-quinolin-2-one
Title: Procaterol
CAS Registry Number: 72332-33-3
CAS Name: rel-8-Hydroxy-5-[(1
R,2
S)-1-hydroxy-2-[(1-methylethyl)amino]butyl]-2(1
H)-quinolinone
Synonyms: (
±)
-erythro-8-hydroxy-5-[1-hydroxy-2-(isopropylamino)butyl]carbostyril
Molecular Formula: C16H22N2O3
Molecular Weight: 290.36
Percent Composition: C 66.18%, H 7.64%, N 9.65%, O 16.53%
Literature References: Sympathomimetic amine with selective b2-adrenergic agonist activity. Prepn: K. Nakagawa
et al., BE 823841;
eidem, US 4026897 (1975, 1977 both to Otsuka); S. Yoshizaki
et al., J. Med. Chem. 19, 1138 (1976). Prepn of optical isomers:
eidem, ibid. 20, 1103 (1977). Assessment of selective action: H. Himori, N. Taira,
Br. J. Pharmacol. 61, 9 (1977). Metabolism: Y. Yasuda
et al., Arzneim.-Forsch. 29, 261 (1979). Pharmacokinetics: M. Ishigami
et al., ibid. 266. Series of reproduction studies:
Iyakuhin Kenkyu 10, 68-111 (1979),
C.A. 90, 197728f-30a (1979). Antigenicity test: N. Nakagiri, S. Tei,
Oyo Yakuri 17, 363 (1979),
C.A. 91, 186577a (1979).
Derivative Type: Hydrochloride hemihydrate
CAS Registry Number: 81262-93-3
Manufacturers' Codes: OPC-2009
Trademarks: Lontermin (Lek); Masacin (Otsuka); Meptin (Otsuka); Onsukil (Otsuka); Procadil (Recordati); Promaxol (Otsuka); Propulm (DMS)
Molecular Formula: C16H22N2O3.HCl.?H2O
Molecular Weight: 335.83
Percent Composition: C 57.22%, H 7.20%, N 8.34%, O 16.67%, Cl 10.56%
Properties: Off-white crystalline powder, mp 193-197° (dec). Sol in methanol; slightly sol in ethanol. Practically insol in acetone, ether, ethyl acetate, chloroform, benzene. Colors on exposure to light. LD50 of the hydrochloride in male rats (mg/kg): 2600 orally, 80 i.v. (Nakagawa).
Melting point: mp 193-197° (dec)
Toxicity data: LD50 of the hydrochloride in male rats (mg/kg): 2600 orally, 80 i.v. (Nakagawa)
Therap-Cat: Bronchodilator.
Keywords: ?Adrenergic Agonist; Bronchodilator; Ephedrine Derivatives.