Maprotiline hydrochloride
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Maprotiline hydrochloride
structure -
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CAS No:
10347-81-6
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Formula:
C20H23N.ClH
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Chemical Name:
Maprotiline hydrochloride
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Synonyms:
9,10-Ethanoanthracene-9(10H)-propanamine,N-methyl-,hydrochloride (1:1);9,10-Ethanoanthracene-9(10H)-propylamine,N-methyl-,hydrochloride;9,10-Ethanoanthracene-9(10H)-propanamine,N-methyl-,hydrochloride;9,10-Dihydro-9-(3-methylaminopropyl)-9,10-ethanoanthracene hydrochloride;Ba 34276;CIBA 34,276Ba;9-[γ-(Methylamino)propyl]-9,10-dihydro-9,10-ethanoanthracene hydrochloride;CIBA 34276 hydrochloride;9,10-Ethanoanthracene-9-propylamine,9,10-dihydro-N-methyl-,hydrochloride;Maprotiline hydrochloride;Ludiomil;Ladiomil;Deprilept;Psymion
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CAS No:
Description
Crystalline SolidMaprotiline 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
Maprotiline hydrochloride is a member of anthracenes.|Maprotiline Hydrochloride is the hydrochloride salt form of maprotiline, a tetracyclic antidepressant closely related to the tricyclic antidepressants with adrenergic activity and sedative properties. Maprotiline hydrochloride exerts its effect by blocking the re-uptake of norepinephrine, thereby increasing the synaptic concentration of norepinephrine in the central nervous system and subsequently prolonging the action of norepinephrine on central receptors.|A bridged-ring tetracyclic antidepressant that is both mechanistically and functionally similar to the tricyclic antidepressants, including side effects associated with its use.
Maprotiline hydrochloride Basic Attributes
313.86
313.159729
233-758-8
7C8J54PVFI
757085
DTXSID2044507
C47594
2921490002
Characteristics
12
5.40430
white powder
230-232 °C
428.2°C at 760 mmHg
9℃
soluble to 50mg/ml in water. soluble in ethanol at 10mM
Store at RT
9.8E-08mmHg at 25°C
LD50 in mice, rats (mg/kg): ~750, ~900 orally (Hess)
163.5 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
III
6.1(b)
3249
3
22-39/23/24/25-23/24/25-11
7-16-36/37-45
KJ4555000
Xn,T,F
P301 + P312 + P330
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory.
Drug Information
Drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants (ANTIDEPRESSIVE AGENTS, TRICYCLIC) and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. (See all compounds classified as Adrenergic Uptake Inhibitors.)|A structurally and mechanistically diverse group of drugs that are not tricyclics or monoamine oxidase inhibitors. The most clinically important appear to act selectively on serotonergic systems, especially by inhibiting serotonin reuptake. (See all compounds classified as Antidepressive Agents, Second-Generation.)
Ba-34,276
Maprotiline hydrochloride Use and Manufacturing
estrogen, with progesterone as oral contraceptive
Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients
Computed Properties
Molecular Weight:313.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:313.1597275
Monoisotopic Mass:313.1597275
Topological Polar Surface Area:12
Heavy Atom Count:22
Complexity:339
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
This product is a tetracyclic antidepressant. Its main function is to selectively inhibit the reuptake of norepinephrine in the peripheral and central nervous systems, while having no effect on the reuptake of 5-hydroxytryptamine. Due to the reduction of norepinephrine reuptake, the concentration of norepinephrine in the synaptic cleft increases, which downregulates the α2 receptors in the presynaptic membrane and strengthens the action of the α1 receptors in the postsynaptic membrane, producing an antidepressant effect. This product also has an anti-anxiety effect, and its sedative, anticholinergic and blood pressure-lowering effects are relatively mild.
Registered Holders
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OLON S.P.A.
Active
Italy
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ZHONGFU Pharmaceutical Co., Ltd.
Active
China
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Beijing Yimin Pharmaceutical Co., Ltd.
Active
China
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