Ephedrine hydrochlorideProduct ingredient for Ephedrine

Name
Ephedrine hydrochloride
Drug Entry
Ephedrine

Ephedrine was first described in western literature in 1888, as a naturally occurring component of the ephedra plant, along with pseudoephedrine.5 Ephedrine acts as both a direct and indirect sympathomimetic. It is an alpha- and beta-adrenergic receptor agonist; however, it also causes the indirect release of norepinephrine from sympathetic neurons, inhibiting norepinephrine reuptake and displacing more norepinephrine from storage vesicles.4,8 Ephedrine is used for its vasoconstrictive, positive chronotropic, and positive inotropic effects.8 Ephedrine and phenylephrine are still used to treat hypotension, but their use in other indications has decreased due to the development of more selective adrenergic agonists.6,7,9 Ephedrine was granted a type 7 FDA Approval on 29 April 2016.9

Accession Number
DBSALT001513
Structure
Synonyms
(-)-ephedrine hydrochloride / Ephedrine HCl / Ephedrini hydrochloridum / L-Ephedrine hydrochloride
UNII
NLJ6390P1Z
CAS Number
50-98-6
Weight
Average: 201.69
Monoisotopic: 201.0920418
Chemical Formula
C10H16ClNO
InChI Key
BALXUFOVQVENIU-GNAZCLTHSA-N
InChI
InChI=1S/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10-;/m0./s1
IUPAC Name
(1R,2S)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride
SMILES
Cl.CN[C@@H](C)[C@H](O)C1=CC=CC=C1
ChemSpider
58810
ChEBI
31541
ChEMBL
CHEMBL2146102
Wikipedia
Ephedrine
Predicted Properties
PropertyValueSource
Water Solubility8.26 mg/mLALOGPS
logP1ALOGPS
logP1.32Chemaxon
logS-1.3ALOGPS
pKa (Strongest Acidic)13.89Chemaxon
pKa (Strongest Basic)9.52Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area32.26 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity49.69 m3·mol-1Chemaxon
Polarizability18.93 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon