CAS 138530-95-7

(S)-Lansoprazole

Description:

(S)-Lansoprazole is a proton pump inhibitor primarily used to treat conditions such as gastroesophageal reflux disease (GERD) and peptic ulcers by reducing stomach acid production. It is characterized by its chiral nature, with the (S)-enantiomer being the active form that exhibits therapeutic effects. The compound has a complex structure featuring a benzimidazole ring, a pyridine ring, and a sulfinyl group, contributing to its pharmacological activity. (S)-Lansoprazole is typically administered orally and is known for its relatively rapid onset of action. It is metabolized in the liver, primarily through cytochrome P450 enzymes, leading to various metabolites. The substance is generally well-tolerated, though it may cause side effects such as headache, diarrhea, or abdominal pain in some patients. Its stability is influenced by factors such as pH and light exposure, necessitating careful storage conditions. Overall, (S)-Lansoprazole plays a significant role in managing acid-related disorders, showcasing the importance of chiral compounds in medicinal chemistry.

Formula: C₁₆H₁₄F₃N₃O₂S

InChI: InChI=1/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)/t25-/m0/s1

SMILES: Cc1c(CS(=O)c2nc3ccccc3[nH]2)nccc1OCC(F)(F)F

Synonyms:

• 1H-Benzimidazole, 2-[(S)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]- (9CI)
• 1H-Benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-, (S)-
• Levolansoprazole
• 2-[(S)-[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole
• 2-[(S)-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfinyl]-1H-benzimidazole

1H-Benzimidazole, 2-[(S)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-

CAS: 138530-95-7

Formula: C₁₆H₁₄F₃N₃O₂S

Purity: 99%

Color and Shape: Solid

Molecular weight: 369.3615

Ref: IN-DA0019E4

(S)-Lansoprazole

CAS: 138530-95-7

Formula: C₁₆H₁₄F₃N₃O₂S

Color and Shape: Off-White Solid

Molecular weight: 369.36

Ref: 4Z-L-0330

Levolansoprazole

CAS: 138530-95-7

Levolansoprazole

Purity: ≥98%

Molecular weight: 369.36g/mol

Ref: 54-BUP07140

Levolansoprazole

CAS: 138530-95-7

Levolansoprazole ((S)-Lansoprazole), a proton pump inhibitor, irreversibly inhibits H+/K+-stimulated ATPase pumps in parietal cells (IC50: 5.2 μM).

Formula: C₁₆H₁₄F₃N₃O₂S

Purity: 98.629%

Color and Shape: Solid

Molecular weight: 369.36

Ref: TM-T20714

(S)-Lansoprazole

Controlled Product

CAS: 138530-95-7

Applications The S-enantiomer of Lansoprazole; a gastric proton pump inhibitor. An antiulcerative.
References Figgitt, D., et al.: Drugs, 60, 925 (2000), Katsuki, H., et al.: Eur. J. Clin. Pharmacol., 57, 709 (2001), Barradell, L.B., et al.: Drugs, 44, 225 (1992), Kim, K., et al.: Clin. Pharmacol. Ther., 72, 90 (2002), Niioka, T., et al.: Ther. Drug Monit., 28, 321 (2006),

Formula: C₁₆H₁₄F₃N₃O₂S

Color and Shape: Neat

Molecular weight: 369.36

Ref: TR-L175015

Lansoprazole S-Isomer

CAS: 138530-95-7

Formula: C₁₆H₁₄F₃N₃O₂S

Molecular weight: 369.36

Ref: ST-EA-CP-L11013

(S)-Lansoprazole

CAS: 138530-95-7

Gastric proton pump inhibitor

Formula: C₁₆H₁₄F₃N₃O₂S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 369.36 g/mol

Ref: 3D-FL24838

Dexlansoprazole S-Isomer

CAS: 138530-95-7

Formula: C₁₆H₁₄F₃N₃O₂S

Molecular weight: 369.4

Ref: ST-EA-CP-D69018