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'''Prazepine''' is a [[tricyclic antidepressant]] (TCA).<ref name="BF00411159">{{cite journal |doi=10.1007/BF00411159|title=Electrophysiological comparison of the action of imipramine and propazepine|journal=Psychopharmacologia|volume=3|issue=6|pages=423–431| pmid=13967414|year=1962|last1=Benešová|first1=O.|last2=Bohdanecký|first2=Z.|last3=Votava|first3=Z.}}</ref> It is confused with [[Imipramine]]<ref name="BF00411159" /><ref>[[Special:PermanentLink/422350464|This page redirected from 4 April 2011&lrm; to 22 October 2015]]</ref> It can be synthesized chemically <ref>{{cite journal|doi=10.1021/jm00325a016|pmid=14287270|title=Derivatives of Morphanthridine|journal=Journal of Medicinal Chemistry|volume=8|pages=74–80|year=1965|last1=Werner|first1=L. H.|last2=Ricca|first2=S.|last3=Mohacsi|first3=E.|last4=Rossi|first4=A.|last5=Arya|first5=V. P.}}</ref><ref>{{cite journal|doi=10.1135/cccc19650445|title=Neurotrope und psychotrope substanzen II. Morphanthridin und derivate. Neue synthese des propazepins|journal=Collection of Czechoslovak Chemical Communications|volume=30|issue=2|pages=445–462|year=1965|last1=Jílek|first1=J. O.|last2=Pomykáček|first2=J.|last3=Svátek|first3=E.|last4=Seidlová|first4=V.|last5=Rajšner|first5=M.|last6=Pelz|first6=K.|last7=Hoch|first7=B.|last8=Protiva|first8=M.|trans-title=Neurotropic and psychotropic substances II. Morphanthridin and derivatives. New Synthesis of propazepins}}</ref>
'''Prazepine''' is a [[tricyclic antidepressant]] (TCA).<ref name="BF00411159">{{cite journal |doi=10.1007/BF00411159|title=Electrophysiological comparison of the action of imipramine and propazepine|journal=Psychopharmacologia|volume=3|issue=6|pages=423–431| pmid=13967414|year=1962|last1=Benešová|first1=O.|last2=Bohdanecký|first2=Z.|last3=Votava|first3=Z.}}</ref> Its active ingredient is [[Imipramine Hydrochloride]], which accounts for its generic name [[Imipramine]]<ref>{{cite web|title=Prazepine General Information|url=http://edudrugs.com/P/Prazepine.html|accessdate=20 January 2017}}</ref> Prazepine is a dibenzazepine-derivative, similar to phenothiazines. It can be synthesized chemically <ref>{{cite journal|doi=10.1021/jm00325a016|pmid=14287270|title=Derivatives of Morphanthridine|journal=Journal of Medicinal Chemistry|volume=8|pages=74–80|year=1965|last1=Werner|first1=L. H.|last2=Ricca|first2=S.|last3=Mohacsi|first3=E.|last4=Rossi|first4=A.|last5=Arya|first5=V. P.}}</ref><ref>{{cite journal|doi=10.1135/cccc19650445|title=Neurotrope und psychotrope substanzen II. Morphanthridin und derivate. Neue synthese des propazepins|journal=Collection of Czechoslovak Chemical Communications|volume=30|issue=2|pages=445–462|year=1965|last1=Jílek|first1=J. O.|last2=Pomykáček|first2=J.|last3=Svátek|first3=E.|last4=Seidlová|first4=V.|last5=Rajšner|first5=M.|last6=Pelz|first6=K.|last7=Hoch|first7=B.|last8=Protiva|first8=M.|trans-title=Neurotropic and psychotropic substances II. Morphanthridin and derivatives. New Synthesis of propazepins}}</ref>

It is a potent inhibitor of [[serotonin]] and [[norepinephrine]] reuptake. It also [[down-regulate]]s cerebral cortical β-adrenergic receptors and sensitizes post-synaptic serotonergic receptors with chronic use. The antidepressant effect is thought to be due to an overall increase in serotonergic neurotransmission. As norepinephrine and serotonin are used to stimulate the synapse, slowing the reuptake of these neurotransmitters allows them to remain in the synaptic gap longer, increasing the stimulation of the recipient neuron. The clinical effect is also hypothesized as being due to potentiation of adrenergic synapses by blocking uptake of norepinephrine at nerve endings.

It also blocks histamine H1 receptors, α1-adrenergic receptors and muscarinic receptors, which accounts for its sedative, hypotensive and anticholinergic effects (blurred vision, dry mouth, constipation, urinary retention). It is also used to treat nocturnal enuresis in children (bedwetting). Unlabeled indications include chronic and neuropathic pain (including diabetic neuropathy), panic disorder, attention-deficit/hyperactivity disorder (ADHD), and post-traumatic stress disorder (PTSD).<ref>{{cite web|title=GENERIC DRUGS Therapeutic equivalent brand and generic drugs|url=http://www.ndrugs.com/?s=tofranil#generic|accessdate=20 January 2017}}</ref>




== References ==
== References ==

Revision as of 19:39, 20 January 2017



Propazepine
Names
IUPAC name
3-(6,11-dihydrobenzo[c] [1]benzazepin-5-yl)-N,N-dimethylpropan-1-amine
Other names
Propazepine, Proazepine
Identifiers
3D model (JSmol)
ChemSpider
  • CN(C)CCCN1CC2=CC=CC=C2CC3=CC=CC=C31
Properties
C19H24N2
Molar mass 280.415 g·mol−1
Density 1.041 g/cm3[1]
Boiling point 419.8° C[1]
Hazards
Flash point 188.7° C[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Prazepine is a tricyclic antidepressant (TCA).[2] Its active ingredient is Imipramine Hydrochloride, which accounts for its generic name Imipramine[3] Prazepine is a dibenzazepine-derivative, similar to phenothiazines. It can be synthesized chemically [4][5]

It is a potent inhibitor of serotonin and norepinephrine reuptake. It also down-regulates cerebral cortical β-adrenergic receptors and sensitizes post-synaptic serotonergic receptors with chronic use. The antidepressant effect is thought to be due to an overall increase in serotonergic neurotransmission. As norepinephrine and serotonin are used to stimulate the synapse, slowing the reuptake of these neurotransmitters allows them to remain in the synaptic gap longer, increasing the stimulation of the recipient neuron. The clinical effect is also hypothesized as being due to potentiation of adrenergic synapses by blocking uptake of norepinephrine at nerve endings.

It also blocks histamine H1 receptors, α1-adrenergic receptors and muscarinic receptors, which accounts for its sedative, hypotensive and anticholinergic effects (blurred vision, dry mouth, constipation, urinary retention). It is also used to treat nocturnal enuresis in children (bedwetting). Unlabeled indications include chronic and neuropathic pain (including diabetic neuropathy), panic disorder, attention-deficit/hyperactivity disorder (ADHD), and post-traumatic stress disorder (PTSD).[6]


References

  1. ^ a b c "Prazepine 73-07-4". chemnet.com.
  2. ^ Benešová, O.; Bohdanecký, Z.; Votava, Z. (1962). "Electrophysiological comparison of the action of imipramine and propazepine". Psychopharmacologia. 3 (6): 423–431. doi:10.1007/BF00411159. PMID 13967414.
  3. ^ "Prazepine General Information". Retrieved 20 January 2017.
  4. ^ Werner, L. H.; Ricca, S.; Mohacsi, E.; Rossi, A.; Arya, V. P. (1965). "Derivatives of Morphanthridine". Journal of Medicinal Chemistry. 8: 74–80. doi:10.1021/jm00325a016. PMID 14287270.
  5. ^ Jílek, J. O.; Pomykáček, J.; Svátek, E.; Seidlová, V.; Rajšner, M.; Pelz, K.; Hoch, B.; Protiva, M. (1965). "Neurotrope und psychotrope substanzen II. Morphanthridin und derivate. Neue synthese des propazepins" [Neurotropic and psychotropic substances II. Morphanthridin and derivatives. New Synthesis of propazepins]. Collection of Czechoslovak Chemical Communications. 30 (2): 445–462. doi:10.1135/cccc19650445.
  6. ^ "GENERIC DRUGS Therapeutic equivalent brand and generic drugs". Retrieved 20 January 2017.


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