4-(dipropylcarbamoyl)-4-(phenylformamido)butanoic acid

• ChemBase ID: 103490
• Molecular Formular: C18H26N2O4
• Molecular Mass: 334.41004
• Monoisotopic Mass: 334.18925732
• SMILES: CCCN(CCC)C(=O)C(CCC(=O)O)NC(=O)c1ccccc1
• Canonical SMILES: CCCN(C(=O)C(NC(=O)c1ccccc1)CCC(=O)O)CCC
• InChI: InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)
• InChIKey: DGMKFQYCZXERLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(dipropylcarbamoyl)-4-(phenylformamido)butanoic acid
• IUPAC Traditional name: proglumide
• Synonyms: 4-Benzoylamino-5-dipropylamino-5-oxopentanoic acid sodium salt; N-Benzoyl-N',N'-dipropyl-DL-isoglutamine sodium-potassium salt; PROGLUMIDE; 4-(Benzoylamino)-5-(dipropylamino)-5-oxo-pentanoic Acid; DL-4-Benzamido-N,N-dipropylglutaramic Acid; (+/-)-Proglumide; Binoside; CR 242; DL-Proglumide; Gastrotopic; Midelid; Milid; Milide; Nulsa; Promid; Ulcutin; W 5219; Xyde; Xylamide

Database IDs

• CAS Number: 6620-60-6
• PubChem SID: 162105831
• PubChem CID: 4922

CALCULATED PROPERTIES

• Acid pKa: 4.4169846
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.0242945
• LogD (pH = 7.4): -0.73462313
• Log P: 2.1402292
• Molar Refractivity: 91.5628 cm^3
• Polarizability: 35.163136 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)

DETAILS

MP Biomedicals - 02151950

Sodium Salt
Selective cholecystokinin antagonist, water soluble, gastrin receptor antagonist.

Toronto Research Chemicals - P755955

Anticholinergic.

REFERENCES

• Umetzu, T., et al.: Eur. J. Pharmacol., 64, 69 (1980)