3-Dibenz(b,e)oxepin-11(6H)-yliden-N,N-dimethyl-1-propanamin-hydrochlorid Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Doxepin is a tricyclic antidepressant that binds to the serotonin (5-HT) transporter (SERT) and norepinephrine transporter (NET; K
ds = 68 and 29.5 nM, respectively). It is a histamine H
1 receptor antagonist (K
i = 1.23 nM). Doxepin selectively binds to SERT and NET over the dopamine transporter (DAT; K
d = 12,100 nM) and inhibits histamine H
1 over H
2, H
3, and H
4 receptors (K
is = 170, 39,810, and 15,135 nM, respectively). It also binds to the 5-HT
2 receptor, as well as to muscarinic acetylcholine and α
1-adrenergic receptors (α
1-ARs; K
ds = 27, 23, and 23.5 nM, respectively). Doxepin (10 mg/kg, i.p.) decreases allodynia and hyperalgesia in a mouse model of chronic constriction injury-induced neuropathic pain. It increases the distance traveled in the center of the open field test and reduces immobility time in the forced swim test in a mouse model of depression induced by chronic stress when administered orally at a dose of 15 mg/kg. Formulations containing doxepin have been used in the treatment of depression and insomnia.
Chemische Eigenschaften
White Solid
Verwenden
Doxepin hydrochloride is a tricyclic antidepressant that inhibits the reuptake of serotonin and norepinephrine and acts as an antagonist at histamine, serotonin, adrenergic, and muscarinic receptors with Ki values in the nanomolar range.It is a antidepressant used clinically to treat anxiety and depression.
Indications
Doxepin (Sinequan, Adapin) is a tricyclic antidepressant with potent H1
and H2 antagonistic effects. It also has antimuscarinic, antiserotonic, and
anti-α-adrenergic activity. Use of 10 to 50 mg PO t.i.d. to q.i.d. has been
shown to be effective in the treatment of primary acquired, chronic idiopathic
urticaria, idiopathic cold urticaria, and for patients with anxiety or depression
associated with their urticaria. Sedation and dry mouth are the most common
side effects. Doxepin may interact with other drugs that are metabolized by the cytochrome P-450 system (ketoconazole, itraconazole, erythromycin,
clarithromycin, etc.).
Allgemeine Beschreibung
Doxepin, 3-dibenz[b,e]-oxepin-11(6H)ylidine-N,N-dimethyl-1-propanamine hydrochloride, N,N-dimethyl-3-(dibenz[b,e]oxepin-11(6H)-ylidene)propylamine (Sinequan, Adapin), isan oxa congener of amitriptyline, as can be seen from itsstructure.
The oxygen is interestingly placed and should influenceoxidative metabolism as well as postsynaptic and presynapticbinding affinities. The (Z)-isomer is the more active, althoughthe drug is marketed as the mixture of isomers. Thedrug overall is a NE and 5-HT reuptake blocker with significantanticholinergic and sedative properties. It can be anticipatedthat the nor- or des- metabolite will contribute to theoverall activity pattern.
3-Dibenz(b,e)oxepin-11(6H)-yliden-N,N-dimethyl-1-propanamin-hydrochlorid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Butyllithium
N-Methylmethanamin, gasförmig
Triphenylphosphin
Hydrogenbromid
10-Chloro-10, 11-dihydro-dibenz(b,f)thiepin
Benzoic acid, 2-(phenoxymethyl)-, methyl ester
11-(3-Bromopropylidene)-6,11-dihydrodibenzo[b,e]oxepine
Dibenz[b,e]oxepin-11-ol, 11-[3-(1,1-dimethylethoxy)propyl]-6,11-dihydro-
2-(Hydroxymethyl)benzoesure
o-(Phenoxymethyl)benzoesure
(E)-11-(3-chloropropylidene)-6,11-dihydrodibenzo[b,e]oxepine
CHLORO[3-(DIMETHYLAMINO)PROPYL]MAGNESIUM
Dibenz[b,e]oxepin-11(6H)-on
Phenol
Methyl-2-chlormethylbenzoat
Phthalid
1,2-Benzoldicarboxaldehyd
Downstream Produkte
