2-[2-(4-aminophenyl)-1H-1,3-benzodiazol-6-yl]-1H-1,3-benzodiazol-6-amine

• ChemBase ID: 154409
• Molecular Formular: C20H16N6
• Molecular Mass: 340.38124
• Monoisotopic Mass: 340.14364454
• SMILES: c1cc(ccc1c1[nH]c2cc(ccc2n1)c1[nH]c2cc(ccc2n1)N)N
• Canonical SMILES: Nc1ccc(cc1)c1[nH]c2c(n1)ccc(c2)c1[nH]c2c(n1)ccc(c2)N
• InChI: InChI=1S/C20H16N6/c21-13-4-1-11(2-5-13)19-23-15-7-3-12(9-17(15)25-19)20-24-16-8-6-14(22)10-18(16)26-20/h1-10H,21-22H2,(H,23,25)(H,24,26)
• InChIKey: PAGZCEHLFCJSPV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(4-aminophenyl)-1H-1,3-benzodiazol-6-yl]-1H-1,3-benzodiazol-6-amine
• IUPAC Traditional name: 2-[2-(4-aminophenyl)-3H-1,3-benzodiazol-5-yl]-3H-1,3-benzodiazol-5-amine
• Synonyms: 2′-(4-Aminophenyl)-[2,5′-bi-1H-benzimidazol]-5-amine; Ro 90-7501

Database IDs

• CAS Number: 293762-45-5
• MDL Number: MFCD00367977
• PubChem SID: 162248548; 24724587
• PubChem CID: 824226

CALCULATED PROPERTIES

• Acid pKa: 11.238512
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.3096786
• LogD (pH = 7.4): 2.9232943
• Log P: 2.937451
• Molar Refractivity: 123.483 cm^3
• Polarizability: 41.922165 Å^3
• Polar Surface Area: 109.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~20 mg/mL; H2O: insoluble
• Apperance: brown solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• 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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H16N6

DETAILS

Sigma Aldrich - R0529

Biochem/physiol Actions
Inhibitor of Aβ42 fibril formation