Esketamine hydrochlorideProduct ingredient for Esketamine
- Name
- Esketamine hydrochloride
- Drug Entry
- Esketamine
Major depressive disorder (MDD) is a significant cause of disability worldwide and the most common illness preceding suicide.5,3 On March 5, 2019, the nasal spray drug, esketamine, also known as Spravato (by Janssen Pharmaceuticals), was approved by the FDA for treatment-resistant major depression.
Esketamine is the s-enantiomer of Ketamine. Ketamine is a mixture of two enantiomers (mirror image molecules). This is the first time that the FDA has approved esketamine for any use. The FDA approved ketamine (Ketalar) in 1970.4
Esketamine may prove to be a promising treatment for patients diagnosed with major depressive disorder who have not experienced an improvement in symptoms despite treatment with various medications and therapies. The intranasal route of administration for this drug allows for easy administration and a fast onset of action, which sets it apart from many other antidepressant agents that may take several weeks to take effect.
- Accession Number
- DBSALT002086
- Structure
Structure for Esketamine hydrochloride (DBSALT002086)
- Synonyms
- (S)-(+)-ketamine hydrochloride / (S)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone HCl / (S)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone hydrochloride / (S)-ketamine HCl / (S)-ketamine hydrochloride / Esketamine HCl / Esketamine hydrochloride
- UNII
- L8P1H35P2Z
- CAS Number
- 33643-47-9
- Weight
- Average: 274.19
Monoisotopic: 273.0687196 - Chemical Formula
- C13H17Cl2NO
- InChI Key
- VCMGMSHEPQENPE-ZOWNYOTGSA-N
- InChI
- InChI=1S/C13H16ClNO.ClH/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14;/h2-3,6-7,15H,4-5,8-9H2,1H3;1H/t13-;/m0./s1
- IUPAC Name
- (2S)-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one hydrochloride
- SMILES
- Cl.CN[C@@]1(CCCCC1=O)C1=CC=CC=C1Cl
- External Links
- ChemSpider
- 26332012
- ChEBI
- 60800
- ChEMBL
- CHEMBL2364609
- Wikipedia
- Esketamine
- Predicted Properties
Property Value Source Water Solubility 0.0464 mg/mL ALOGPS logP 2.69 ALOGPS logP 3.35 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 19.77 Chemaxon pKa (Strongest Basic) 7.16 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 29.1 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 65.55 m3·mol-1 Chemaxon Polarizability 24.97 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon