Etafedrine hydrochlorideProduct ingredient for Etafedrine
- Name
- Etafedrine hydrochloride
- Drug Entry
- Etafedrine
Etafedrine (INN) or ethylephedrine is a long-acting bronchodilator and has been an ingredient combined with other drugs in the brand names Nethaprin 3 and Dalmacol 10. It was previously available as both the free base and as the hydrochloride salt manufactured by Sanofi-Aventis (now Sanofi) has been discontinued 7.
Ethylephedrine is be formed by alkylating ephedrine with ethyl iodide. The hydrochloride is be prepared by passing hydrogen chloride through a solution of ethylephedrine in diethyl ether 11.
This belongs to the family of medications called decongestants. It acts by narrowing blood vessels in the nasal passages, helping to relieve nasal congestion 11.
- Accession Number
- DBSALT001778
- Structure
- Synonyms
- (-)-2-(ethylmethylamino)-1-phenylpropan-1-ol hydrochloride / (-)-ethylephedrine hydrochloride / alpha-(1-(ethylmethylamino)ethyl)benzyl alcohol hydrochloride / Etafedrin hydrochloride / Etafedrine HCl / Nethamine
- UNII
- Y134VQ304Y
- CAS Number
- 530-35-8
- Weight
- Average: 229.75
Monoisotopic: 229.123342 - Chemical Formula
- C12H20ClNO
- InChI Key
- WRONACHIHQGZSD-JGAZGGJJSA-N
- InChI
- InChI=1S/C12H19NO.ClH/c1-4-13(3)10(2)12(14)11-8-6-5-7-9-11;/h5-10,12,14H,4H2,1-3H3;1H/t10-,12-;/m0./s1
- IUPAC Name
- (1R,2S)-2-[ethyl(methyl)amino]-1-phenylpropan-1-ol hydrochloride
- SMILES
- Cl.CCN(C)[C@@H](C)[C@H](O)C1=CC=CC=C1
- External Links
- ChemSpider
- 32701663
- Predicted Properties
Property Value Source Water Solubility 9.44 mg/mL ALOGPS logP 2.07 ALOGPS logP 2.06 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 13.88 Chemaxon pKa (Strongest Basic) 9.14 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 23.47 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 59.73 m3·mol-1 Chemaxon Polarizability 22.51 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon