Maprotiline hydrochloride
Synonym(s):9-(γ-Methylaminopropyl)-9,10-dihydro-9,10-ethanoanthracene hydrochloride;Maprotiline hydrochloride
- CAS NO.:10347-81-6
- Empirical Formula: C20H24ClN
- Molecular Weight: 313.86
- MDL number: MFCD00079464
- EINECS: 233-758-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-20 11:41:24
What is Maprotiline hydrochloride?
Description
Maprotiline is a tricyclic antidepressant. It binds to the norepinephrine transporter (NET; Kd = 11 nM) and is selective for NET over the serotonin (5-HT) and dopamine transporters (Kds = 5,800 and 1,000 nM, respectively). Maprotiline also binds to the 5-HT receptor subtype 5-HT2A (KI = 51 nM), as well as histamine H1, muscarinic acetylcholine, α1-adrenergic, and dopamine D2 receptors (Kds = 2, 570, 90, and 350 nM, respectively). In vivo, maprotiline inhibits norepinephrine reuptake in rat brain and peripheral tissues. It reduces isolation-induced aggressive behavior and inhibits electrical foot-shock stimulation-induced belligerence in mice when administered at doses ranging from 3 to 10 mg/kg. Maprotiline (20 μM) prevents acid sphingomyelinase activation and subsequent ceramide release induced by infection with replication-deficient vesicular stomatitis virus pseudoviral particles (pp-VSV) presenting the severe acute respiratory coronavirus 2 (SARS-CoV-2) spike protein in Vero cells, an effect that can be overcome with exogenous application of C16 ceramide . Formulations containing maprotiline have been used in the treatment of depression and anxiety. This product is also available as an analytical reference material (Item Nos. 32702 | 33077).
Chemical properties
Crystalline Solid
Originator
Maprotiline hydrochloride ,Mylan
The Uses of Maprotiline hydrochloride
Maprotiline Hydrochloride has also been shown to block apoptosis of spiny neurons and inhibit SLC6A2.
The Uses of Maprotiline hydrochloride
Antidepressant
The Uses of Maprotiline hydrochloride
estrogen, with progesterone as oral contraceptive
What are the applications of Application
Maprotiline Hydrochloride is A norepinephrine reuptake inhibitor shown to block apoptosis of spiny neurons
Definition
ChEBI: Maprotiline hydrochloride is a member of anthracenes.
Manufacturing Process
9-(3-Hydroxypropyl)anthracene was prepared by reduction of 3-(9-anthryl) propionic acid with LiAlH4. By action of thionylchloride and then methylamine the 9-(3-hydroxypropyl)anthracene was converted to 9-(3-methylaminopropyl) anthracene. By addition of ethylene to 9-(3-methylaminopropyl)anthracene (at 150°C, a pressure of ethylene 50 atm, 24 hours) was obtained 3-(9,10- dihydro-9,10-ethanoanthracene-9-yl)-N-methylpropylamine. Hydrochloride 3- (9,10-dihydro-9,10-ethanoanthracene-9-yl)-N-methylpropylamine may be prepared by action hydrochloric acid.
Therapeutic Function
Antidepressant
General Description
Maprotiline hydrochloride, N-methyl-9,10-ethanoanthracene-9(10H)-propanamine hydrochloride (Ludiomil), is sometimesdescribed as a tetracyclic rather than a tricyclic antidepressant.The description is chemically accurate, but the compound,nonetheless, conforms to the overall TCA pharmacophore. Itis a dibenzobicyclooctadiene and can be viewed as a TCAwith an ethylene-bridged central ring. The compound is notstrongly anticholinergic and has stimulant properties. It canhave effects on the cardiovascular system. It is a SNERI.
Biological Activity
Selective noradrenalin re-uptake inhibitor.
Properties of Maprotiline hydrochloride
Melting point: | 230-232°C |
Flash point: | 9℃ |
storage temp. | 2-8°C |
solubility | H2O: 50 mg/mL |
form | powder |
color | white |
Water Solubility | Soluble to 50mg/ml in water. Soluble in ethanol at 10mM |
Merck | 14,5748 |
Safety information for Maprotiline hydrochloride
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Computed Descriptors for Maprotiline hydrochloride
New Products
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