4-methyl-N-[2-(morpholin-4-yl)ethyl]-6-phenylpyridazin-3-amine

• ChemBase ID: 684
• Molecular Formular: C17H22N4O
• Molecular Mass: 298.38278
• Monoisotopic Mass: 298.17936134
• SMILES: O1CCN(CC1)CCNc1nnc(cc1C)c1ccccc1
• Canonical SMILES: Cc1cc(nnc1NCCN1CCOCC1)c1ccccc1
• InChI: InChI=1S/C17H22N4O/c1-14-13-16(15-5-3-2-4-6-15)19-20-17(14)18-7-8-21-9-11-22-12-10-21/h2-6,13H,7-12H2,1H3,(H,18,20)
• InChIKey: LDMWSLGGVTVJPG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-N-[2-(morpholin-4-yl)ethyl]-6-phenylpyridazin-3-amine
• IUPAC Traditional name: minaprine
• Brand Name: Brantur; Cantor
• Synonyms: Minaprine Hydrochloride; Minaprine Dihydrochloride; Minaprina [INN-Spanish]; Minaprinum [INN-Latin]; Minaprine

Database IDs

• CAS Number: 25905-77-5
• PubChem SID: 46505380; 160964147
• PubChem CID: 4199
• ATC CODE: N06AX07
• CHEMBL: 278819
• Chemspider ID: 4054
• KEGG ID: D05039
• Unique Ingredient Identifier: 00U7GX0NLM
• Wikipedia Title: Minaprine

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.25459
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.3438344
• LogD (pH = 7.4): 2.1580982
• Log P: 2.1896803
• Molar Refractivity: 91.1707 cm^3
• Polarizability: 34.957195 Å^3
• Polar Surface Area: 50.28 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.15
• LOG S: -3.63
• Solubility (Water): 7.01e-02 g/l

PROPERTIES

Physical Property

• Solubility: 2360 mg/L
• Hydrophobicity(logP): 2

Pharmacology Properties

• Admin Routes: Oral
• Half Life: 2-2.5 hours
• Legal Status: Rx-only

DETAILS

DrugBank - DB00805

• Drug Groups: approved
• Description: Minaprine is a psychotropic drug which has proved to be effective in the treatment of various depressive states. Like most antidepressants minaprine antagonizes behavioral despair. Minaprine is an amino-phenylpyridazine antidepressant reported to be relatively free of cardiotoxicity, drowsiness, and weight gain.
• Indication: For the treatment of depression
• Pharmacology: Minaprine is an amino-phenylpyridazine antidepressant reported to be relatively free of cardiotoxicity, drowsiness, and weight gain. Similar to other antidepressant treatments, minaprine attenuates the beta-adrenergic receptor function. Studies have also shown that minaprine improves memory consolidation and that repeated drug administration leads to potentiation of this effect. Moreover, the effects of minaprine on memory consolidation are related to its dopaminergic action.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. Cytochrome P4502D is responsible for the 4-hydroxylation of minaprine to 4-hydroxyminaprine.