N-[4-(4-aminophenyl)phenyl]-6-(4-chlorophenyl)pyridazin-3-amine

• ChemBase ID: 154052
• Molecular Formular: C22H17ClN4
• Molecular Mass: 372.85018
• Monoisotopic Mass: 372.11417424
• SMILES: c1cc(ccc1c1ccc(cc1)Nc1ccc(nn1)c1ccc(cc1)Cl)N
• Canonical SMILES: Nc1ccc(cc1)c1ccc(cc1)Nc1ccc(nn1)c1ccc(cc1)Cl
• InChI: InChI=1S/C22H17ClN4/c23-18-7-1-17(2-8-18)21-13-14-22(27-26-21)25-20-11-5-16(6-12-20)15-3-9-19(24)10-4-15/h1-14H,24H2,(H,25,27)
• InChIKey: ABGCSSPCKSVMHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(4-aminophenyl)phenyl]-6-(4-chlorophenyl)pyridazin-3-amine
• IUPAC Traditional name: N-[4-(4-aminophenyl)phenyl]-6-(4-chlorophenyl)pyridazin-3-amine
• Synonyms: BCP; 3-Benzidino-6-(4-chlorophenyl)pyridazine

Database IDs

• CAS Number: 901773-91-9
• MDL Number: MFCD11046030
• PubChem SID: 162248191
• PubChem CID: 53412025

CALCULATED PROPERTIES

• Acid pKa: 15.46568
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.2411594
• LogD (pH = 7.4): 5.2652903
• Log P: 5.2656064
• Molar Refractivity: 111.9697 cm^3
• Polarizability: 44.260506 Å^3
• Polar Surface Area: 63.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >14 mg/mL
• Apperance: light yellow solid

Safety Information

• 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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H17N4Cl

DETAILS

Sigma Aldrich - B6936

Biochem/physiol Actions
3-Benzidino-6-(4-chlorophenyl)pyridazine is an inhibitor of delayed rectifier and transient outward potassium currents. The IC50 values for the blocking action of BCP on IKDR and IKA was calculated as 7.13 μM and 0.55 μM, respectively in acutely isolated rat hippocampal pyramidal neurons by using whole-cell patch-clamp technique. The parent compound, minaprine (Cat. No. M3157), has selective affinity for M1 muscarinic receptors and possesses memory-enhancing properties and also acts as an antidepressant.