ethyl 2-({8-chloro-3-[2-(diethylamino)ethyl]-4-methyl-2-oxo-2H-chromen-7-yl}oxy)acetate hydrochloride

• ChemBase ID: 155830
• Molecular Formular: C20H27Cl2NO5
• Molecular Mass: 432.33808
• Monoisotopic Mass: 431.12662833
• SMILES: CCN(CC)CCc1c(c2ccc(c(c2oc1=O)Cl)OCC(=O)OCC)C.Cl
• Canonical SMILES: CCOC(=O)COc1ccc2c(c1Cl)oc(=O)c(c2C)CCN(CC)CC.Cl
• InChI: InChI=1S/C20H26ClNO5.ClH/c1-5-22(6-2)11-10-15-13(4)14-8-9-16(26-12-17(23)25-7-3)18(21)19(14)27-20(15)24;/h8-9H,5-7,10-12H2,1-4H3;1H
• InChIKey: CCCZJRFQJNGCCU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-({8-chloro-3-[2-(diethylamino)ethyl]-4-methyl-2-oxo-2H-chromen-7-yl}oxy)acetate hydrochloride
• IUPAC Traditional name: cloricromene hydrochloride
• Synonyms: 8-Chloro-3-(2-diethylaminoethyl)-7-ethoxycarbonylmethoxy-4-methylcoumarin hydrochloride; AD6; Cloricromene

Database IDs

• CAS Number: 74697-28-2
• MDL Number: MFCD06409251
• PubChem SID: 162249968; 24892703
• PubChem CID: 16219127

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.08752016
• LogD (pH = 7.4): 1.6314174
• Log P: 3.3356159
• Molar Refractivity: 104.8117 cm^3
• Polarizability: 40.865326 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble17 mg/mL; H2O: insoluble
• Apperance: white solid
• Melting Point: 221-222.3 °C

Safety Information

• RTECS: AF8970000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H26ClNO5 · HCl

DETAILS

Sigma Aldrich - C4615

Biochem/physiol Actions
Antithrombotic coumarin derivative that inhibits platelet and leukocyte function and suppresses arachidonic acid liberation by interfering with PLA2 activation.