methyl 4-phenoxy-3-[(2,2,5,5-2H4)pyrrolidin-1-yl]-5-sulfamoylbenzoate

• ChemBase ID: 176788
• Molecular Formular: C18H20N2O5S
• Molecular Mass: 376.4268
• Monoisotopic Mass: 376.10929275
• SMILES: c1c(c(c(cc1C(=O)OC)S(=O)(=O)N)Oc1ccccc1)N1CCCC1
• Canonical SMILES: COC(=O)c1cc(N2CCCC2)c(c(c1)S(=O)(=O)N)Oc1ccccc1
• InChI: InChI=1S/C18H20N2O5S/c1-24-18(21)13-11-15(20-9-5-6-10-20)17(16(12-13)26(19,22)23)25-14-7-3-2-4-8-14/h2-4,7-8,11-12H,5-6,9-10H2,1H3,(H2,19,22,23)
• InChIKey: WYUJUHDZHVCFGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-phenoxy-3-[(2,2,5,5-^2H₄)pyrrolidin-1-yl]-5-sulfamoylbenzoate
• IUPAC Traditional name: methyl 4-phenoxy-3-[(2,2,5,5-^2H₄)pyrrolidin-1-yl]-5-sulfamoylbenzoate
• Synonyms: 3-(Aminosulfonyl)-4-phenoxy-5-(1-pyrrolidinyl-d4)benzoic Acid Methyl Ester; Arelix-d4 Methyl Ester; Arlix-d4 Methyl Ester; Diumax-d4 Methyl Ester; Eurelix-d4 Methyl Ester; HOE 118-d4 Methyl Ester; S 73-4118-d4 Methyl Ester; Tauliz-d4 Methyl Ester; Piretanide-d4 Methyl Ester (Major)

Database IDs

• PubChem SID: 164232698
• PubChem CID: 71751695

CALCULATED PROPERTIES

• Acid pKa: 9.272436
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.596817
• LogD (pH = 7.4): 2.591759
• Log P: 2.596882
• Molar Refractivity: 98.4516 cm^3
• Polarizability: 38.172424 Å^3
• Polar Surface Area: 98.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P508707

Protected Piretanide-d4 (P508702). Structurally related to Bumetanide (B689550). Diuretic. structurally related to Bumetanide (B689550). Diuretic.

REFERENCES

• Merkel, W., et al.: Eur. J. Med. Chem., 11, 399 (1976)
• Pozet, N., et al.: Br. J. Clin. Pharmacol., 9, 577 (1976)
• Clissold, S.P., et al.: Drugs, 29, 489 (1976)