Zipeprol

Title: Zipeprol
CAS Registry Number: 34758-83-3
CAS Name: 4-(2-Methoxy-2-phenylethyl)-a-(methoxyphenylmethyl)-1-piperazineethanol
Additional Names: a-(a-methoxybenzyl)-4-(b-methoxyphenethyl)-1-piperazineethanol; 1-(2-hydroxy-3-methoxy-3-phenylpropyl)-4-(2-methoxy-2-phenylethyl)piperazine; 1-(2-methoxy-2-phenylethyl)-4-(2-hydroxy-3-methoxy-3-phenylpropyl)piperazine
Molecular Formula: C23H32N2O3
Molecular Weight: 384.51
Percent Composition: C 71.84%, H 8.39%, N 7.29%, O 12.48%
Literature References: Prepn: R. Y. Mauvernay et al., DE 2109366; eidem, US 3718650 (1971, 1973 both to Mauvernay). Pharmacology: G. Rispat et al., Arzneim.-Forsch. 26, 523 (1976); D. Cosnier et al., ibid. 848. Clinical abuse potential: L. Janiri et al., Drug Alcohol Depend. 27, 121 (1991). GC-MS determn in plasma and urine: P. Kintz et al., J. Pharm. Biomed. Anal. 11, 335 (1993).
Properties: Crystals from abs ethanol, mp 83°.
Melting point: mp 83°
Derivative Type: Dihydrochloride
CAS Registry Number: 34758-84-4
Manufacturers' Codes: CERM-3024
Trademarks: Antituxil-Z (Ghimas); Citizeta (CT); Mirsol (Permamed); Respirase (Gibipharma); Robnin (Nikken); Zitoxil (Lifepharma)
Molecular Formula: C23H32N2O3.2HCl
Molecular Weight: 457.43
Percent Composition: C 60.39%, H 7.49%, N 6.12%, O 10.49%, Cl 15.50%
Properties: Crystals from abs ethanol, mp 231°. Very stable in aq soln. LD50 orally in mice: 301 mg/kg (Rispat).
Melting point: mp 231°
Toxicity data: LD50 orally in mice: 301 mg/kg (Rispat)
Therap-Cat: Antitussive.
Keywords: Antitussive.
Ziprasidone Zirconium Chloride Zirconium Fluoride Zirconium Hydride Zirconium Hydroxide

Zipeprol
Zipeprol.png
Systematic (IUPAC) name
1-methoxy- 3-[4-(2-methoxy- 2-phenylethyl)piperazin- 1-yl]- 1-phenylpropan- 2-ol
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Schedule I (US) Schedule II international
Routes Oral
Identifiers
CAS number 34758-83-3 N
ATC code R05DB15
PubChem CID 36910
ChemSpider 33868 YesY
UNII G5MUV8139H YesY
KEGG D07390 YesY
Chemical data
Formula C23H32N2O3 
Mol. mass 384.512 g/mol
 N (what is this?)  (verify)

Zipeprol is a centrally acting cough suppressant developed in France in the 1970s.[1] It is not an morphinan derivative (in contrast to codeine and dextromethorphan). Zipeprol acts as a local anaesthetic and has mucolytic, antihistamine and anticholinergic properties.[2]It is sold with several brand names such as Zinolta and Respilene. It is not available in the United States or Canada and has been discontinued in Europe. It is still available in some countries in Asia and South America.

Zipeprol has been misused in Korea, mainly for the hallucinations it produces. Such use has become an issue due to the seizures and various neurological side effects it causes at high dosages.[3]