4-hydroxy-3-[3-(4-phenylphenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]-2H-chromen-2-one

• ChemBase ID: 156456
• Molecular Formular: C31H24O3
• Molecular Mass: 444.52046
• Monoisotopic Mass: 444.17254463
• SMILES: c1ccc(cc1)c1ccc(cc1)C1Cc2ccccc2C(C1)c1c(c2ccccc2oc1=O)O
• Canonical SMILES: O=c1oc2ccccc2c(c1C1CC(Cc2c1cccc2)c1ccc(cc1)c1ccccc1)O
• InChI: InChI=1S/C31H24O3/c32-30-26-12-6-7-13-28(26)34-31(33)29(30)27-19-24(18-23-10-4-5-11-25(23)27)22-16-14-21(15-17-22)20-8-2-1-3-9-20/h1-17,24,27,32H,18-19H2
• InChIKey: FVQITOLOYMWVFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-[3-(4-phenylphenyl)-1,2,3,4-tetrahydronaphthalen-1-yl]-2H-chromen-2-one
• IUPAC Traditional name: difenacoum
• Synonyms: 3-(3-Biphenyl-4-yl-1,2,3,4-tetrahydro-1-naphthyl)-4-hydroxycoumarin; 3-(3-Biphenyl-4-yl-1,2,3,4-tetrahydro-naphthalen-1-yl)-4-hydroxychromen-2-one; Difenacoum; 3-(3-[1,1'-Biphenyl]-4-yl-1,2,3,4-tetrahydro-1-naphthalenyl)-4-hydroxy-2H-1-benzopyran-2-one; 3-(3-p-Diphenyl-1,2,3,4-tetrahydronaphth-1-yl)-4-hydroxycoumarin; Diphenacoum; Neosorexa; Ratak; Difenacoum; 3-(3-联苯基-1,2,3,4-四氢-1-萘基)-4-羟基-2H-1-苯并吡喃-2-酮; 3-(3-联苯基-1,2,3,4-四氢-1-萘基)-4-羟基香豆素; 鼠得克

Database IDs

• CAS Number: 56073-07-5
• EC Number: 259-978-4
• MDL Number: MFCD01632770
• Beilstein Number: 8360065
• PubChem SID: 162250594
• PubChem CID: 54676884

CALCULATED PROPERTIES

• Acid pKa: 6.568485
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.8175282
• LogD (pH = 7.4): 5.966181
• Log P: 6.8530674
• Molar Refractivity: 134.6624 cm^3
• Polarizability: 53.02383 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• German water hazard class: 3
• Risk Statements: 28-48/25-50/53
• Safety Statements: 36/37-45-60-61
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H372-H410
• GHS Precautionary statements: P264-P273-P301 + P310-P314-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C31H24O3

DETAILS

Sigma Aldrich - 32677

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - D445350

Difenacoum is a 4-hydroxycouramin derivative. Difenacoum is a second generation anticoagulant rodenticide used against rodent pests such as rats and mice.

REFERENCES

• Hadler, M.R. et al.: J. Hygiene, 74, 441 (1975)
• Rehman, A.B. et al.: J. Pharm., 1, 1 (1975)
• Quy, R.J. et al.: Crop Prot., 11, 14 (1975)