N-carbamimidoyl-5-cyclopropyl-1-(quinolin-4-yl)-1H-pyrazole-4-carboxamide hydrate hydrochloride

• ChemBase ID: 155056
• Molecular Formular: C17H19ClN6O2
• Molecular Mass: 374.82476
• Monoisotopic Mass: 374.12580156
• SMILES: c1ccc2c(c1)c(ccn2)n1c(c(cn1)C(=O)NC(=N)N)C1CC1.O.Cl
• Canonical SMILES: NC(=N)NC(=O)c1cnn(c1C1CC1)c1ccnc2c1cccc2.O.Cl
• InChI: InChI=1S/C17H16N6O.ClH.H2O/c18-17(19)22-16(24)12-9-21-23(15(12)10-5-6-10)14-7-8-20-13-4-2-1-3-11(13)14;;/h1-4,7-10H,5-6H2,(H4,18,19,22,24);1H;1H2
• InChIKey: SGGBBTTYWGOZAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-carbamimidoyl-5-cyclopropyl-1-(quinolin-4-yl)-1H-pyrazole-4-carboxamide hydrate hydrochloride
• IUPAC Traditional name: N-carbamimidoyl-5-cyclopropyl-1-(quinolin-4-yl)pyrazole-4-carboxamide hydrate hydrochloride
• Synonyms: N-(Aminoiminomethyl)-5-cyclopropyl-1-(5-quinolinyl)-1H-pyrazole-4-carboxamide hydrochloride hydrate; Zoniporide hydrochloride hydrate

Database IDs

• CAS Number: 241800-98-6(freebase)
• MDL Number: MFCD04113213
• PubChem SID: 162249194
• PubChem CID: 71312066

CALCULATED PROPERTIES

• Acid pKa: 10.202979
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.37691468
• LogD (pH = 7.4): 1.3431035
• Log P: 1.4155809
• Molar Refractivity: 100.5992 cm^3
• Polarizability: 35.27479 Å^3
• Polar Surface Area: 109.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble2 mg/mL, clear (warmed)
• Apperance: white to tan powder

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16N6O · xHCl · yH2O

DETAILS

Sigma Aldrich - SML0076

Biochem/physiol Actions
Zoniporide is a potent and selective inhibitor of Na+/H+ exchanger isoform 1 (NHE-1). IC50 = 59 nM at NHE-1, vs. 12,000 nM at NHE-2; Zoniporide inhibits NHE-1-dependent Na+ update with IC50 of 14 nM.