1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)-
(+-)-dropropizine
CAS: 17692-31-8
Molecular Formula: C13H20N2O2
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Names and Identifiers
| Name | (+-)-dropropizine |
| Synonyms | katril larylin catabex ditustat dopropizin dipropizine Dropropizine (+-)-dropropizine 3-(4-phenyl-1-piperazinyl)-2-propanediol 3-(4-phenylpiperazin-1-yl)propane-1,2-diol 1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- |
| CAS | 17692-31-8 |
| EINECS | 241-683-7 |
| InChI | InChI=1/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 |
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Physico-chemical Properties
| Molecular Formula | C13H20N2O2 |
| Molar Mass | 236.31 |
| Density | 1.168±0.06 g/cm3(Predicted) |
| Melting Point | 105° (Morren); mp 108° (Bourdais) |
| Boling Point | 205 °C(Press: 1 Torr) |
| Flash Point | 220.9°C |
| Solubility | Soluble in organic solvents such as DMSO and ethanol. |
| Vapor Presure | 1.5E-07mmHg at 25°C |
| Appearance | White or almost white powder |
| Color | White to Off-White |
| pKa | 14.21±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.576 |
| MDL | MFCD00079124 |
| Physical and Chemical Properties | Crystallized from benzene, melting point 105 °c, melting point 108 °c. Acute toxicity LD50 rats (mg/kg):200 intravenous, 750 oral. S-Levodropropizine:[99291-24-4]. A white solid was obtained from acetone, melting point 98-100 °c. [Α] D25-10 °(C = 1.0, ethanol). Acute toxicity LD50 mice, rats (mg/kg):1287.2,886.6 oral; 408.0,401.3 intraperitoneal injection. R-d-dropropizine: crystallized from acetone, melting point 104-105 °c. [Α] d 25 9.7 °(C = 1.0, ethanol). Acute toxicity LD50 mice, rats (mg/kg):871.7,721.3 oral; 319.2,363.4 intraperitoneal injection. |
| Use | For the manufacture of levodropropizine |
| In vitro study | Dropropizine acted on Chinese hamster V79 and human EUE cells and was neither mutagenic nor aberrant in the presence of microsomal fraction S9, whereas lithium carbonate showed a weak and moderate genotoxic response in Mazindol. |
| In vivo study | Dropropizine-treated cats had significantly lower antitussive activity than Pinacidil and Codeine. Dropropizine (100 mg/kg by body weight I. P.) had similar antitussive activity as EEPF(200 mg/kg by body weight P. O.). Treatment of unanesthetized cats with Dropropizine for cough induced by mechanical stimulation produced 28.3% antitussive activity, compared with 24.7% for Prenoxdiazine. The antitussive effect of Dropropizine (100 mg/kg) is similar to that of S. althaeae mucus. Dropropizine (100 mg/kg) was less effective than E. officinalis in the treatment of cough induced by mechanical stimulation. |
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | TZ1074800 |
| Toxicity | LD50 in rats (mg/kg): 200 i.v., 750 orally (Morren) |
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Reference
| Reference Show more | 1. [IF=1.783] Peng Wei et al."Docking study and antiosteoporosis effects of a dibenzylbutane lignan isolated from Litsea cubeba targeting Cathepsin K and MEK1."Med Chem Res. 2018 Sep;27(9):2062-2070 |
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Nature
Open Data Verified Data
crystallized from benzene, melting point 105 °c.
Last Update：2024-01-02 23:10:35
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Preparation Method
Open Data Verified Data
preparation of dropropizine each: the condensation of aniline and diethanolamine gave phenylpiperazine after reaction treatment. The phenyl piperazine, sodium bicarbonate, 95% ethanol and 3 chlorine 1,2 propylene glycol, stirring reflux, after processing to hydroxypropizine.
Last Update：2022-01-01 09:22:56
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Use
Open Data Verified Data
L-hydroxypiperazine was developed for dompe' farm SPA in Italy. The new antitussive drug has the same effect as racemic hydroxyphenylpiperazine, but the side effect is reduced.
Last Update：2022-01-01 09:22:56
1,2-PROPANEDIOL, 3-(4-PHENYL-1-PIPERAZINYL)- - Safety
Open Data Verified Data
Rat (mg/kg) LDso:200 intravenously, 750 orally.
Last Update：2022-01-01 09:22:56
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CAS: 17692-31-8
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