Synephrine tartrateProduct ingredient for Synephrine

Name
Synephrine tartrate
Drug Entry
Synephrine

Synephrine, also referred to as, p-synephrine, is naturally occurring alkaloid. It is present in approved drug products as neo-synephrine, its m-substituted analog. p-synephrine and m-synephrine are known for their longer acting adrenergic effects compared to norepinephrine.

The similarity of naming between m-synephrine and the unsubstituted form, synephrine, is a source of some confusion however m-synephrine refers to a related drug more commonly known as phenylephrine. While the compounds share some chemical and pharmacological similarities, they are in fact distinct chemical entities.

Accession Number
DBSALT003093
Structure
Synonyms
Oxedrine hemitartrate / Oxedrine tartrate
External IDs
240-647-8
UNII
9I99I5995J
CAS Number
16589-24-5
Weight
Average: 484.502
Monoisotopic: 484.205695238
Chemical Formula
C22H32N2O10
InChI Key
KZZBAIXGUQOHKI-CEAXSRTFSA-N
InChI
InChI=1S/2C9H13NO2.C4H6O6/c2*1-10-6-9(12)7-2-4-8(11)5-3-7;5-1(3(7)8)2(6)4(9)10/h2*2-5,9-12H,6H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1
IUPAC Name
(2R,3R)-2,3-dihydroxybutanedioic acid; bis(4-[1-hydroxy-2-(methylamino)ethyl]phenol)
SMILES
O[C@H]([C@@H](O)C(O)=O)C(O)=O.CNCC(O)C1=CC=C(O)C=C1.CNCC(O)C1=CC=C(O)C=C1
ChemSpider
91743
Predicted Properties
PropertyValueSource
Water Solubility18.6 mg/mLALOGPS
logP-0.62ALOGPS
logP-0.071Chemaxon
logS-0.95ALOGPS
pKa (Strongest Acidic)9.76Chemaxon
pKa (Strongest Basic)9.15Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area52.49 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity47.25 m3·mol-1Chemaxon
Polarizability17.99 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon