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

• ChemBase ID: 133187
• Molecular Formular: C17H19N3O4
• Molecular Mass: 329.35046
• Monoisotopic Mass: 329.1375561
• SMILES: c1ccc2c(c1)ccc(n2)N1CCNCC1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: N1CCN(CC1)c1ccc2c(n1)cccc2.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C13H15N3.C4H4O4/c1-2-4-12-11(3-1)5-6-13(15-12)16-9-7-14-8-10-16;5-3(6)1-2-4(7)8/h1-6,14H,7-10H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: QYJJDHZHSCTBII-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 2-(piperazin-1-yl)quinoline
• IUPAC Traditional name: maleic acid; quipazine
• Synonyms: 2-(1-Piperazinyl)quinoline maleate salt; Quipazine maleate salt; 2-(1-Piperazinyl)quinoline (2Z)-2-Butenedioate; 2-(1-Piperazinyl)quinoline Maleate; 1-(2-Quinolyl)piperazine Maleate; MA 1291; Quipazine Maleate

Database IDs

• CAS Number: 5786-68-5
• EC Number: 227-314-2
• MDL Number: MFCD00133796
• PubChem SID: 24278122; 162227464
• PubChem CID: 5702242

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.6823596
• LogD (pH = 7.4): 0.89164394
• Log P: 2.2974734
• Molar Refractivity: 65.4768 cm^3
• Polarizability: 26.31171 Å^3
• Polar Surface Area: 28.16 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohol: soluble; dilute aqueous acid: soluble; H2O: soluble

Safety Information

• RTECS: VC2515000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others
• 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)

Product Information

• Salt Data: maleate

DETAILS

Sigma Aldrich - Q1004

Biochem/physiol Actions
Non-selective serotonin receptor agonist.

Toronto Research Chemicals - Q797500

Quipazine is a non-selective serotonin receptor agonist. Quipazine increases renin release by a peripheral hemodynamic mechanism.

REFERENCES

• Elliott, P.J., et al.: Neuropharmacol., 29, 949 (1990)
• Hashimoto, K., et al.: Eur. J. Pharmacol., 180, 273 (1990)