4-[3-(4-cyclopropanecarbonylphenoxy)propyl]-1H-imidazole; but-2-enedioic acid

• ChemBase ID: 154259
• Molecular Formular: C20H22N2O6
• Molecular Mass: 386.39848
• Monoisotopic Mass: 386.14778643
• SMILES: c1cc(ccc1C(=O)C1CC1)OCCCc1c[nH]cn1.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: O=C(c1ccc(cc1)OCCCc1nc[nH]c1)C1CC1.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C16H18N2O2.C4H4O4/c19-16(12-3-4-12)13-5-7-15(8-6-13)20-9-1-2-14-10-17-11-18-14;5-3(6)1-2-4(7)8/h5-8,10-12H,1-4,9H2,(H,17,18);1-2H,(H,5,6)(H,7,8)
• InChIKey: RLQFKEYRALXXEJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[3-(4-cyclopropanecarbonylphenoxy)propyl]-1H-imidazole; but-2-enedioic acid
• IUPAC Traditional name: 4-[3-(4-cyclopropanecarbonylphenoxy)propyl]-1H-imidazole; butenedioic acid
• Synonyms: Cyclopropyl (4-[3-(1H-imidazol-4-yl)propyloxy]phenyl) ketone maleate salt; FUB 359 maleate salt; Ciproxifan maleate

Database IDs

• CAS Number: 184025-19-2
• MDL Number: MFCD06411563
• PubChem SID: 24892901; 162248398
• PubChem CID: 46700835

CALCULATED PROPERTIES

• Acid pKa: 14.585167
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5044147
• LogD (pH = 7.4): 2.2884722
• Log P: 2.3661673
• Molar Refractivity: 76.8228 cm^3
• Polarizability: 29.548162 Å^3
• Polar Surface Area: 54.98 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble32 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-43
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H18N2O2 · C4H4O4

DETAILS

Sigma Aldrich - C6848

Biochem/physiol Actions
Potent, selective H3 histamine receptor antagonist.