Introduction：Basic information about BENPROPERINE CAS 2156-27-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
BENPROPERINE Basic information
| Product Name: | BENPROPERINE |
| Synonyms: | BENPROPERINE;1-(1-methyl-2-((alpha-phenyl-o-tolyl)oxy)ethyl)-piperidin;1-(1-methyl-2-((alpha-phenyl-o-tolyl)oxy)ethyl)piperidine;1-(1-methyl-2-(2-(phenylmethyl)phenoxy)ethyl)-piperidin;1-(2-(2-benzilfenossi)-1-metiletil)-piperidina;pirexyl;Benproperin;1-[2-(2-Benzylphenoxy)-1-methylethyl]piperidine |
| CAS: | 2156-27-6 |
| MF: | C21H27NO |
| MW: | 309.45 |
| EINECS: | 1308068-626-2 |
| Product Categories: | |
| Mol File: | 2156-27-6.mol |
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BENPROPERINE Chemical Properties
| Boiling point | bp0.2 159-161° |
| density | 1.0350 (rough estimate) |
| refractive index | 1.5614 (estimate) |
| solubility | DMSO:1.0(Max Conc. mg/mL);3.23(Max Conc. mM)
PBS (pH:7.2):1.0(Max Conc. mg/mL);3.23(Max Conc. mM) |
| pka | 9.46±0.50(Predicted) |
| InChI | InChI=1S/C21H27NO/c1-18(22-14-8-3-9-15-22)17-23-21-13-7-6-12-20(21)16-19-10-4-2-5-11-19/h2,4-7,10-13,18H,3,8-9,14-17H2,1H3 |
| InChIKey | JTUQXGZRVLWBCR-UHFFFAOYSA-N |
| SMILES | N1(C(C)COC2=CC=CC=C2CC2=CC=CC=C2)CCCCC1 |
Safety Information
| Toxicity | LD50 orally in mice: 1087 mg/kg (Tellini, De Fina) |
BENPROPERINE Usage And Synthesis
| Uses | It is used to treat acute bronchitis and coughs caused by various reasons such as infection, smoking, irritants, and allergies. It is particularly effective for irritating dry coughs. |
| Originator | Tussafug,Medipharm,Switz. |
| Definition | ChEBI: 1-[1-[2-(phenylmethyl)phenoxy]propan-2-yl]piperidine is a diarylmethane. |
| Manufacturing Process | A mixture of 26.1 g of o-benzylphenoxy-β-chloropropane and 17 g ofpiperidine is refluxed over a period of 32 hours until the temperature is about124°C and a nearly solid mixture is formed due to the precipitation of a salt.The mixture is then refluxed over a period of 48 hours at about 160°C andthe reaction product obtained is cooled and dissolved in methanol. Thesolution is concentrated under reduced pressure to yield an oil which is added to 200 ml 3N hydrochloric acid whereupon the mixture is shaken with ether, 3x 100 ml, until the aqueous phase is clear. The ether solution is washed withwater, 3 x 50 ml, and the water present in the combined aqueous phase andwater used for washing is evaporated under reduced pressure methanol beingadded three times when the residue appears to be dry. The impurehydrochloride of o-benzylphenoxy-β-N-piperidinopropane, 41 g, obtained isdissolved in 100 ml water and 100 ml 30% aqueous sodium hydroxidesolution are added, whereupon precipitated oil is extracted with ether, 1 x 100and 2 x 50 ml. The ether solution is washed with water, 4 x 50 ml, dried withmagnesium sulfate and the ether is removed under reduced pressure. Theresidue, 25.2 g, is distilled under reduced pressure and the main fraction,23.2 g, BP 159°-161°C/0.2 mm. |
| Therapeutic Function | Antitussive |
BENPROPERINE Preparation Products And Raw materials
| Raw materials | Tosyl chloride-->Piperidine |
