3-cyano-1-methyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl]guanidine

• ChemBase ID: 153136
• Molecular Formular: C14H16N6O
• Molecular Mass: 284.31644
• Monoisotopic Mass: 284.13855916
• SMILES: CC1CC(=O)NN=C1c1ccc(cc1)/N=C(\NC)/NC#N
• Canonical SMILES: N#CN/C(=N/c1ccc(cc1)C1=NNC(=O)CC1C)/NC
• InChI: InChI=1S/C14H16N6O/c1-9-7-12(21)19-20-13(9)10-3-5-11(6-4-10)18-14(16-2)17-8-15/h3-6,9H,7H2,1-2H3,(H,19,21)(H2,16,17,18)
• InChIKey: NUHPODZZKHQQET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-cyano-1-methyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl]guanidine
• IUPAC Traditional name: 3-cyano-1-methyl-2-[4-(4-methyl-6-oxo-4,5-dihydro-1H-pyridazin-3-yl)phenyl]guanidine
• Synonyms: N-Cyano-N′-methyl-N″-[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl]guanidine; Siguazodan; SKF-94836

Database IDs

• CAS Number: 115344-47-3
• MDL Number: MFCD00867103
• PubChem SID: 162247276; 24277794
• PubChem CID: 72124

CALCULATED PROPERTIES

• Acid pKa: 11.786929
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.5713121
• LogD (pH = 7.4): 0.5335331
• Log P: 0.6867144
• Molar Refractivity: 80.7904 cm^3
• Polarizability: 29.100784 Å^3
• Polar Surface Area: 101.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: freely soluble >5 mg/mL
• Apperance: white solid
• Melting Point: 268-268.9 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PDE3A(5139), PDE3B(5140)

Product Information

• Purity: >99% (HPLC)
• Empirical Formula (Hill Notation): C14H16N6O

DETAILS

Sigma Aldrich - S3317

Biochem/physiol Actions
Phosphodiesterase III (PDE3) inhibitor
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline