6-chloro-N-[3-(4-{3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl}piperazin-1-yl)propyl]-2-methoxyacridin-9-amine

• ChemBase ID: 154415
• Molecular Formular: C38H40Cl2N6O2
• Molecular Mass: 683.6692
• Monoisotopic Mass: 682.25897991
• SMILES: COc1ccc2c(c1)c(c1ccc(cc1n2)Cl)NCCCN1CCN(CC1)CCCNc1c2ccc(cc2nc2c1cc(cc2)OC)Cl
• Canonical SMILES: COc1ccc2c(c1)c(NCCCN1CCN(CC1)CCCNc1c3cc(OC)ccc3nc3c1ccc(c3)Cl)c1c(n2)cc(cc1)Cl
• InChI: InChI=1S/C38H40Cl2N6O2/c1-47-27-7-11-33-31(23-27)37(29-9-5-25(39)21-35(29)43-33)41-13-3-15-45-17-19-46(20-18-45)16-4-14-42-38-30-10-6-26(40)22-36(30)44-34-12-8-28(48-2)24-32(34)38/h5-12,21-24H,3-4,13-20H2,1-2H3,(H,41,43)(H,42,44)
• InChIKey: GUTKNTSGEOMFPZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-chloro-N-[3-(4-{3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl}piperazin-1-yl)propyl]-2-methoxyacridin-9-amine
• IUPAC Traditional name: 6-chloro-N-[3-(4-{3-[(6-chloro-2-methoxyacridin-9-yl)amino]propyl}piperazin-1-yl)propyl]-2-methoxyacridin-9-amine
• Synonyms: N,N′-Bis(6-chloro-2-methoxy-9-acridinyl)-1,4-piperazinedipropanamine; BiCAPPA

Database IDs

• CAS Number: 119662-55-4
• MDL Number: MFCD07370130
• PubChem SID: 24724426; 162248554
• PubChem CID: 9831373

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.24316008
• LogD (pH = 7.4): 3.357076
• Log P: 6.664917
• Molar Refractivity: 196.8696 cm^3
• Polarizability: 80.026054 Å^3
• Polar Surface Area: 74.78 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ~10 mg/mL
• Apperance: yellow solid

Safety Information

• Storage Condition: under inert gas
• 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

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C38H40Cl2N6O2

DETAILS

Sigma Aldrich - B8435

Biochem/physiol Actions
Inhibitor of the formation of abnormal β-rich isoform of prion protein PrPSc.