Esmirtazapine

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Esmirtazapine
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Systematic (IUPAC) name
(S)-1,2,3,4,10,14b-hexahydro-2-methylpyrazino(2,1-a)pyrido(2,3-c)(2)benzazepine
Clinical data
Legal status
  • Uncontrolled
Routes of
administration
Oral
Pharmacokinetic data
Metabolism Liver (CYP2D6)[1]
Identifiers
CAS Number 61337-87-9 YesY
ATC code none
PubChem CID: 3085218
DrugBank DB00316 YesY
ChemSpider 2342166 YesY
UNII 4685R51V7M YesY
KEGG D04055 YesY
Chemical data
Formula C17H19N3
Molecular mass 265.35 g/mol
  • CN1CCN2c3c(cccn3)Cc4ccccc4[C@H]2C1
  • InChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3/t16-/m1/s1 YesY
  • Key:RONZAEMNMFQXRA-MRXNPFEDSA-N YesY
Physical data
Melting point 114 to 116 °C (237 to 241 °F)
Solubility in water Soluble in methanol and chloroform mg/mL (20 °C)
  (verify)

Esmirtazapine (ORG-50,081) is a drug which was under development by Organon for the treatment of insomnia and vasomotor symptoms (e.g., hot flashes) associated with menopause.[2][3][4][5] Esmirtazapine is the (S)-(+)-enantiomer of mirtazapine and possesses similar overall pharmacology, including inverse agonist actions at H1 and 5-HT2 receptors and antagonist actions at α2-adrenergic receptors.[2][6] As of March 2010, Merck terminated internal clinical development program for esmirtazapine, for hot flashes and insomnia, for strategic reasons.[7]

See also

References

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  7. http://www.merck.com/investors/financials/form-10-K-2009-final.pdf

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