methyl(3-{tetracyclo[6.6.2.02,7.09,14]hexadeca-2(7),3,5,9(14),10,12-hexaen-1-yl}propyl)amine hydrochloride

• ChemBase ID: 73059
• Molecular Formular: C20H24ClN
• Molecular Mass: 313.86426
• Monoisotopic Mass: 313.15972745
• SMILES: c1ccc2c(c1)C1(c3c(C2CC1)cccc3)CCCNC.Cl
• Canonical SMILES: CNCCCC12CCC(c3c1cccc3)c1c2cccc1.Cl
• InChI: InChI=1S/C20H23N.ClH/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20;/h2-5,7-10,15,21H,6,11-14H2,1H3;1H
• InChIKey: NZDMFGKECODQRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl(3-{tetracyclo[6.6.2.0^2,^7.0^9,^1^4]hexadeca-2(7),3,5,9(14),10,12-hexaen-1-yl}propyl)amine hydrochloride; methyl(3-{tetracyclo[6.6.2.0^{2,7}.0^{9,14}]hexadeca-2,4,6,9(14),10,12-hexaen-1-yl}propyl)amine hydrochloride
• IUPAC Traditional name: maprotiline hydrochloride; methyl(3-{tetracyclo[6.6.2.0^{2,7}.0^{9,14}]hexadeca-2,4,6,9(14),10,12-hexaen-1-yl}propyl)amine hydrochloride
• Synonyms: 3-(9,10-dihydro-9,10-ethanoanthracen-9-yl)-N-methylpropan-1-amine hydrochloride; Deprilept; Ludiomil; Psymion; Maprotiline hydrochloride; 9-(γ-Methylaminopropyl)-9,10-dihydro-9,10-ethanoanthracene hydrochloride; Maprotiline hydrochloride

Database IDs

• CAS Number: 10347-81-6
• EC Number: 233-758-8
• MDL Number: MFCD00079464
• PubChem SID: 24278576; 162037979
• PubChem CID: 71478

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.1368963
• LogD (pH = 7.4): 1.4832375
• Log P: 4.3721046
• Molar Refractivity: 99.3017 cm^3
• Polarizability: 34.660324 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white powder

Safety Information

• Storage Condition: -20°C
• RTECS: KJ4555000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Reuptake inhibitor

Product Information

• Purity: >99% (HPLC)
• Salt Data: HCl; hydrochloride

DETAILS

Selleck Chemicals - S2517

Research Area: Neurological Disease
Biological Activity:
Maprotiline hydrochloride (Deprilept, Ludiomil, Psymion) is a selective noradrenalin re-uptake inhibitor and a tetracyclic antidepressant. Maprotiline hydrochloride (Deprilept, Ludiomil, Psymion) acts primarily by potentiation of central adrenergic synapses by blocking reuptake of norepinephrine at nerve endings. The pharmacologic action of Maprotiline hydrochloride (Deprilept, Ludiomil, Psymion) is thought to be responsible for the drug’s antidepressant and anxiolytic effects. Maprotiline hydrochloride (Deprilept, Ludiomil, Psymion) is indicated for the treatment of depressive illness in patients with depressive neurosis (dysthymic disorder) and manic-depressive illness, depressed type (major depressive disorder). Maprotiline hydrochloride (Deprilept, Ludiomil, Psymion) is also effective for the relief of anxiety associated with depression. [1][2]

Sigma Aldrich - M9651

Biochem/physiol Actions
Selective norepinephrine uptake inhibitor.

REFERENCES

• http://en.wikipedia.org/wiki/Maprotiline