Escitalopram oxalateProduct ingredient for Escitalopram
- Name
- Escitalopram oxalate
- Drug Entry
- Escitalopram
Escitalopram is a selective serotonin re-uptake inhibitor (SSRI) and the S-enantiomer of racemic citalopram.11 It is used to restore serotonergic function in the treatment of depression and anxiety.18,19,20 Escitalopram is approximately 150 times more potent than citalopram’s R-enantiomer and is responsible for the vast majority of citalopram’s clinical activity, with some evidence suggesting that the R-enantiomer of racemic citalopram actively dampens the activity of escitalopram rather than existing simply as an inactive enantiomer.6,14 Amongst SSRIs, escitalopram exerts the highest degree of selectivity for the serotonin transporter (SERT) relative to other off-targets which may explain its lower rates of adverse effects as compared to other agents in this class.13 Escitalopram also differentiates itself from other SSRIs via allosteric action on its target - this may be the mechanism responsible for its observed superior efficacy and faster onset compared to other SSRIs.16,13,15
- Accession Number
- DBSALT002455
- Structure
Structure for Escitalopram oxalate (DBSALT002455)
- Synonyms
- Not Available
- External IDs
- LU 26-054-0 / LU-26-054-0 / LU-26-054-O
- UNII
- 5U85DBW7LO
- CAS Number
- 219861-08-2
- Weight
- Average: 414.433
Monoisotopic: 414.159100012 - Chemical Formula
- C22H23FN2O5
- InChI Key
- KTGRHKOEFSJQNS-BDQAORGHSA-N
- InChI
- InChI=1S/C20H21FN2O.C2H2O4/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20;3-1(4)2(5)6/h4-9,12H,3,10-11,14H2,1-2H3;(H,3,4)(H,5,6)/t20-;/m0./s1
- IUPAC Name
- (1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile; oxalic acid
- SMILES
- OC(=O)C(O)=O.CN(C)CCC[C@]1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1
- External Links
- ChemSpider
- 129278
- ChEMBL
- CHEMBL1200322
- Wikipedia
- Escitalopram
- Predicted Properties
Property Value Source Water Solubility 0.00588 mg/mL ALOGPS logP 3.58 ALOGPS logP 3.76 Chemaxon logS -4.7 ALOGPS pKa (Strongest Basic) 9.78 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 36.26 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 94.02 m3·mol-1 Chemaxon Polarizability 35.21 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon