Esmirtazapine maleateProduct ingredient for Esmirtazapine
- Name
- Esmirtazapine maleate
- Drug Entry
- Esmirtazapine
Esmirtazapine, known by the standardized identifier SCH 900265, was under development by Organon to treat insomnia and vasomotor symptoms associated with menopause. Esmirtazapine is the (S)-(+)-enantiomer of mirtazapine and possesses similar overall pharmacology. This includes inverse agonist activity of H1 and 5-HT2 receptors and antagonism of α2-adrenergic receptors. Merck has terminated its internal clinical development program for esmirtazapine as of March 2010.
- Accession Number
- DBSALT001294
- Structure
Structure for Esmirtazapine maleate (DBSALT001294)
- Synonyms
- Not Available
- UNII
- I2U18E6JKA
- CAS Number
- 680993-85-5
- Weight
- Average: 381.432
Monoisotopic: 381.168856233 - Chemical Formula
- C21H23N3O4
- InChI Key
- RPUBHMMISKEXSR-MLCLTIQSSA-N
- InChI
- InChI=1S/C17H19N3.C4H4O4/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20;5-3(6)1-2-4(7)8/h2-8,16H,9-12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t16-;/m1./s1
- IUPAC Name
- (2Z)-but-2-enedioic acid; (7S)-5-methyl-2,5,19-triazatetracyclo[13.4.0.0²,⁷.0⁸,¹³]nonadeca-1(19),8(13),9,11,15,17-hexaene
- SMILES
- OC(=O)\C=C/C(O)=O.[H][C@]12CN(C)CCN1C1=NC=CC=C1CC1=C2C=CC=C1
- External Links
- KEGG Drug
- D04055
- ChemSpider
- 4953625
- ChEMBL
- CHEMBL2107339
- Wikipedia
- Esmirtazapine
- Predicted Properties
Property Value Source Water Solubility 1.1 mg/mL ALOGPS logP 2.9 ALOGPS logP 3.21 Chemaxon logS -2.4 ALOGPS pKa (Strongest Basic) 6.67 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 19.37 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 82.66 m3·mol-1 Chemaxon Polarizability 30.26 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon