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CAS No 17692-31-8 , 3-(4-phenylpiperazin-1-yl)propane-1,2-diol

  • Name: 3-(4-phenylpiperazin-1-yl)propane-1,2-diol
  • Synonyms: 3-(4-phenylpiperazin-1-yl)propane-1,2-diol; Catabex; Ribex; Katril;3-(4-phenylpiperazin-1-yl)propane-1,2-diol; Ditustat; Dipropizine; Larylin;dropropizine; 17692-31-8; Tussilex;
  • CAS Registry Number:
  • Melting Point: 105-108ºC
  • Density: 1.168 g/cm3
  • Refractive index: 1.576
  • Safety Statements: R22
  • Hazard Symbols: Xn: Harmful;
  • EINECS: 241-683-7
  • Molecular Weight: 236.3101
  • InchiKey: PTVWPYVOOKLBCG-UHFFFAOYSA-N
  • InChI: InChI=1S/C13H20N2O2/c16-11-13(17)10-14-6-8-15(9-7-14)12-4-2-1-3-5-12/h1-
    5,13,16-17H,6-11H2
  • Risk Statements: S36
  • Molecular Formula: C13H20N2O2
  • Molecular Structure:CAS No:17692-31-8 3-(4-phenylpiperazin-1-yl)propane-1,2-diol

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References of 3-(4-phenylpiperazin-1-yl)propane-1,2-diol
Title: Dropropizine
CAS Registry Number: 17692-31-8
CAS Name: 3-(4-Phenyl-1-piperazinyl)-1,2-propanediol
Synonyms: 1-phenyl-4-(2,3-dihydroxypropyl)piperazine; 1-(2,3-dihydroxypropyl)-4-phenylpiperazine; 1-phenyl-4-(2,3-dihydroxypropyl)diethylenediamine
Manufacturers' Codes: UCB-1967
Trademarks: Ribex (Formenti)
Molecular Formula: C13H20N2O2
Molecular Weight: 236.31
Percent Composition: C 66.07%, H 8.53%, N 11.85%, O 13.54%
Literature References: Cough suppressive phenylpiperazine derivative. Prepn: H. G. Morren, BE 601394; eidem, US 3163649 (1961, 1964 to UCB); H. Howell et al., J. Org. Chem. 27, 1709 (1962); J. Bourdais, Bull. Soc. Chim. Fr. 1968, 3246. Prepn of enantiomers: M. Borsa et al., EP 147847; eidem, US 4699911 (1985, 1987 both to Dompé). LC-MS-MS determn in plasma: Y. Tang et al., J. Chromatogr. B 819, 185 (2005). Pharmacology: K. Cartwright, J. L. Paterson, J. Pharm. Pharmacol. 23, Suppl., 247S (1971). Controlled clinical trials: G. C. Moreo et al., Gazz. Med. Ital. 140, 409 (1981); A. Ravetta, M. Ravetta, ibid. 141, 531 (1982). Chronic oral toxicity: P. R. B. Noel, Arzneim.-Forsch. 19, 1246 (1969).
Properties: Crystals from benzene, mp 105° (Morren); also reported as mp 108° (Bourdais). LD50 in rats (mg/kg): 200 i.v., 750 orally (Morren).
Melting point: mp 105° (Morren); mp 108° (Bourdais)
Toxicity data: LD50 in rats (mg/kg): 200 i.v., 750 orally (Morren)
 
Derivative Type: S-Form
CAS Registry Number: 99291-24-4
Synonyms: Levodropropizine
Trademarks: Danka (Mediolanum); Levotuss (Domp?; Rapitux (De Angeli)
Properties: White solid from acetone, mp 98-100°. [a]D25 -10° (c = 1.0 in ethanol). LD50 in mice, rats (mg/kg): 1287.2, 886.6 orally; 408.0, 401.3 i.p. (Borsa).
Melting point: mp 98-100°
Optical Rotation: [a]D25 -10° (c = 1.0 in ethanol)
Toxicity data: LD50 in mice, rats (mg/kg): 1287.2, 886.6 orally; 408.0, 401.3 i.p. (Borsa)
 
Derivative Type: R-Form
Properties: Crystals from acetone, mp 104-105°. [a]D25 +9.7° (c = 1.0 in ethanol). LD50 in mice, rats (mg/kg): 871.7, 721.3 orally; 319.2, 363.4 i.p. (Borsa).
Melting point: mp 104-105°
Optical Rotation: [a]D25 +9.7° (c = 1.0 in ethanol)
Toxicity data: LD50 in mice, rats (mg/kg): 871.7, 721.3 orally; 319.2, 363.4 i.p. (Borsa)
 
Therap-Cat: Antitussive.
Keywords: Antitussive.