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CAS 3607-18-9

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(Z)-Doxepin

Description:
(Z)-Doxepin is a tricyclic antidepressant primarily used for the treatment of depression and anxiety disorders, as well as for managing insomnia. It is characterized by its dual action as both an antidepressant and an antihistamine, which contributes to its sedative properties. The chemical structure of (Z)-Doxepin features a dibenzoxepin core, with a side chain that includes a tertiary amine, which is crucial for its pharmacological activity. The (Z) configuration indicates that the molecule has a specific geometric arrangement around a double bond, influencing its biological interactions. (Z)-Doxepin exhibits a relatively high lipophilicity, allowing it to cross the blood-brain barrier effectively. Its mechanism of action involves the inhibition of the reuptake of neurotransmitters such as serotonin and norepinephrine, enhancing mood and alleviating anxiety. Additionally, it may block certain histamine receptors, contributing to its sedative effects. As with any medication, (Z)-Doxepin can have side effects, and its use should be monitored by healthcare professionals.
Formula:C19H21NO
InChI:InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3/b17-11-
InChI key:InChIKey=ODQWQRRAPPTVAG-BOPFTXTBSA-N
SMILES:C(\CCN(C)C)=C\1/C=2C(COC=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (3Z)-3-(dibenzo[b,e]oxepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine
  • (3Z)-3-Dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine
  • (Z)-Doxepin
  • 1-Propanamine, 3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-, (3Z)-
  • 1-Propanamine, 3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-, (Z)-
  • Cidoxepin [INN]
  • Cidoxepina
  • Cidoxepinum
  • Dibenz[b,e]oxepin, 1-propanamine deriv.
  • Dibenz[b,e]oxepin-Δ<sup>11(6</sup><sup>H</sup><sup>),γ</sup>-propylamine, N,N-dimethyl-, (Z)-
  • See more synonyms
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