bis((2Z)-but-2-enedioic acid); 2-(4-methylpiperazin-1-yl)quinoline

• ChemBase ID: 132217
• Molecular Formular: C22H25N3O8
• Molecular Mass: 459.4492
• Monoisotopic Mass: 459.16416478
• SMILES: CN1CCN(CC1)c1nc2c(cc1)cccc2.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CN1CCN(CC1)c1ccc2c(n1)cccc2.OC(=O)/C=C\C(=O)O.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C14H17N3.2C4H4O4/c1-16-8-10-17(11-9-16)14-7-6-12-4-2-3-5-13(12)15-14;2*5-3(6)1-2-4(7)8/h2-7H,8-11H2,1H3;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1-
• InChIKey: HNSITEGFVDCKMF-SPIKMXEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2Z)-but-2-enedioic acid); 2-(4-methylpiperazin-1-yl)quinoline
• IUPAC Traditional name: N-methylquipazine; bis(maleic acid)
• Synonyms: 2-[1-(4-Methyl)piperazinyl]quinoline dimaleate salt; N-Methylquipazine dimaleate salt

Database IDs

• CAS Number: 28614-26-8
• MDL Number: MFCD00153869
• PubChem SID: 24278115; 162226494
• PubChem CID: 11957670

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.4364117
• LogD (pH = 7.4): 2.1964865
• Log P: 2.6805215
• Molar Refractivity: 70.7715 cm^3
• Polarizability: 28.158752 Å^3
• Polar Surface Area: 19.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble; 0.1 M NaOH: slightly soluble; ethanol: slightly soluble; H2O: soluble
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242)

DETAILS

Sigma Aldrich - Q107

Biochem/physiol Actions
Tertiary amine analog of quipazine that is an agonist at 5-HT3 serotonin receptors with an affinity similar to that of quipazine, but which lacks affinity for central 5-HT1B serotonin receptors.