(2Z)-but-2-enedioic acid; 6-nitro-2-(piperazin-1-yl)quinoline

• ChemBase ID: 133630
• Molecular Formular: C17H18N4O6
• Molecular Mass: 374.34802
• Monoisotopic Mass: 374.12263432
• SMILES: c1cc(nc2c1cc(cc2)[N+](=O)[O-])N1CCNCC1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)ccc(n2)N1CCNCC1.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C13H14N4O2.C4H4O4/c18-17(19)11-2-3-12-10(9-11)1-4-13(15-12)16-7-5-14-6-8-16;5-3(6)1-2-4(7)8/h1-4,9,14H,5-8H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: LXOHMGALVZOYRF-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 6-nitro-2-(piperazin-1-yl)quinoline
• IUPAC Traditional name: 6-nitroquipazine; maleic acid
• Synonyms: 6-Nitro-2-(1-piperazinyl)quinoline maleate salt; Du 24565; 6-Nitroquipazine maleate salt

Database IDs

• CAS Number: 77372-73-7(freebase)
• MDL Number: MFCD00153868
• PubChem SID: 24278116; 162227907
• PubChem CID: 11957672

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.71633816
• LogD (pH = 7.4): 0.86400765
• Log P: 2.2374578
• Molar Refractivity: 72.8015 cm^3
• Polarizability: 28.095158 Å^3
• Polar Surface Area: 73.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble16 mg/mL; 0.1 M NaOH: insoluble; H2O: soluble5 mg/mL; methanol: soluble6 mg/mL
• Apperance: yellow solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

DETAILS

Sigma Aldrich - Q109

Biochem/physiol Actions
Potent and selective serotonin transport blocker.