2-{4-[2-(4-chlorobenzenesulfonamido)ethyl]phenyl}acetic acid

• ChemBase ID: 153762
• Molecular Formular: C16H16ClNO4S
• Molecular Mass: 353.82054
• Monoisotopic Mass: 353.04885668
• SMILES: c1cc(ccc1CCNS(=O)(=O)c1ccc(cc1)Cl)CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc(cc1)CCNS(=O)(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C16H16ClNO4S/c17-14-5-7-15(8-6-14)23(21,22)18-10-9-12-1-3-13(4-2-12)11-16(19)20/h1-8,18H,9-11H2,(H,19,20)
• InChIKey: IULOBWFWYDMECP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[2-(4-chlorobenzenesulfonamido)ethyl]phenyl}acetic acid
• IUPAC Traditional name: daltroban
• Synonyms: 4-[2-[(4-Chlorophenylsulfonyl)amino]ethyl]benzeneacetic acid; BM-13505; SKF-96148; Daltroban

Database IDs

• CAS Number: 79094-20-5
• MDL Number: MFCD00868295
• PubChem SID: 162247901; 24724468
• PubChem CID: 54343

CALCULATED PROPERTIES

• Acid pKa: 4.111784
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6553514
• LogD (pH = 7.4): -0.03586549
• Log P: 3.05788
• Molar Refractivity: 88.5926 cm^3
• Polarizability: 34.995815 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble22 mg/mL
• Apperance: white
• Melting Point: 132.5-137.4 °C(lit.)

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

Pharmacology Properties

• Gene Information: human ... TBXA2R(6915)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C16H16ClNO4S

DETAILS

Sigma Aldrich - D7441

Biochem/physiol Actions
Selective thromboxane A2 receptor antagonist
General description
Exerts protective effects on brain infarction, heart cell injury due to hypoxia and hypoglycemia and lowers serum CPK activity.