Pantoprazole
Title: Pantoprazole
CAS Registry Number: 102625-70-7
CAS Name: 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole
Manufacturers' Codes: SKF-96022; BY-1023
Molecular Formula: C16H15F2N3O4S
Molecular Weight: 383.37
Percent Composition: C 50.13%, H 3.94%, F 9.91%, N 10.96%, O 16.69%, S 8.36%
Literature References: Gastric proton pump inhibitor. Prepn: B. Kohl et al., EP 166287; eidem, US 4758579 (1986, 1988 both to Byk Gulden); eidem, J. Med. Chem. 35, 1049 (1992). Mechanism of action: W. A. Simon et al., Biochem. Pharmacol. 39, 1799 (1990). HPLC determn in plasma and serum: R. Huber et al., J. Chromatogr. 529, 389 (1990). Clinical pharmacokinetics: B. Simon et al., Z. Gastroenterol. 28, 443 (1990). Clinical trial in duodenal ulcer: P. Müller et al., ibid. 30, 771 (1992); in Zollinger-Ellison syndrome: E. A. Lew et al., Gastroenterology 118, 696 (2000). Review of pharmacology and clinical experience: P. Poole, Am. J. Health-Syst. Pharm. 58, 999-1008 (2001).
Properties: Off-white solid, mp 139-140° (dec). pKa1 3.92; pKa2 8.19.
Melting point: mp 139-140° (dec)
pKa: pKa1 3.92; pKa2 8.19
 
Derivative Type: Sodium salt
CAS Registry Number: 138786-67-1
Trademarks: Eupantol (Altana); Pantecta (Pfizer); Pantozol (Altana); Pantopan (Pharmacia); Pantorc (Altana); Peptazol (Recordati); Protium (Altana); Protonix (Wyeth); Somac (Pfizer)
Molecular Formula: C16H14F2N3NaO4S
Molecular Weight: 405.35
Percent Composition: C 47.41%, H 3.48%, F 9.37%, N 10.37%, Na 5.67%, O 15.79%, S 7.91%
Properties: Prepd as the sesquihydrate. White to off-white crystalline powder, dec >130°. uv max (methanol): 289 (e 1.64 ´ 104). Freely sol in water; very slightly sol in phosphate buffer (pH 7.4). Practically insol in n-hexane.
Absorption maximum: uv max (methanol): 289 (e 1.64 ´ 104)
 
Therap-Cat: Antiulcerative; in treatment of Zollinger-Ellison syndrome.
Keywords: Antiulcerative; Gastric Proton Pump Inhibitor.

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