CAS 117977-21-6

Rabeprazole-thioether

Description:

Rabeprazole-thioether is a derivative of rabeprazole, a proton pump inhibitor commonly used to treat conditions like gastroesophageal reflux disease (GERD) and peptic ulcers. This compound features a thioether functional group, which can influence its pharmacological properties, including solubility and metabolic stability. Rabeprazole itself is known for its ability to inhibit the H+/K+ ATPase enzyme in the gastric parietal cells, thereby reducing gastric acid secretion. The thioether modification may enhance its bioavailability or alter its interaction with biological targets. Typically, compounds like rabeprazole-thioether are characterized by their molecular weight, structural formula, and specific functional groups, which contribute to their chemical reactivity and therapeutic efficacy. Additionally, the compound's stability, solubility in various solvents, and potential side effects are important characteristics that are often evaluated during drug development and clinical use. Overall, rabeprazole-thioether represents a modification aimed at optimizing the therapeutic effects of rabeprazole while potentially minimizing adverse effects.

Formula: C₁₈H₂₁N₃O₂S

InChI: InChI=1S/C18H21N3O2S/c1-13-16(19-9-8-17(13)23-11-5-10-22-2)12-24-18-20-14-6-3-4-7-15(14)21-18/h3-4,6-9H,5,10-12H2,1-2H3,(H,20,21)

InChI key: InChIKey=BSXAHDOWMOSVAP-UHFFFAOYSA-N

SMILES: S(CC1=C(C)C(OCCCOC)=CC=N1)C=2NC=3C(N2)=CC=CC3

Synonyms:

• 1H-Benzimidazole,2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]thio]-
• 2-(((4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole
• 2-[((4-(3-Methoxypropoxy)-3-methylpyridine-2-yl)methyl)thio]-1H-benzimidazole
• 2-[[4-(3-Methoxypropoxy)-3-methylpyridin-2-yl]methylsulfanyl]-1H-benzimidazole
• 2-[[[3-Methyl-4-(3-methoxypropoxy)-2-pyridyl]methyl]thio]-1H-benzimidazole
• 2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]thio]-1H-benzimidazole
• 2-{[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl]methylthio}-1H-benzimidazole
• H 295/43
• Rabeprazole-thioether

Rabeprazole Sulfide

CAS: 117977-21-6

Formula: C₁₈H₂₁N₃O₂S

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 343.45

Ref: 3B-R0098

Rabeprazole Related Compound E (2-{[4-(3-Methoxypropoxy)-3-methyl-2-pyridyl]methylthio}benzimidazole)

CAS: 117977-21-6

Aromatic or modified aromatic heterocyclic compounds wi

Formula: C₁₈H₂₁N₃O₂S

Color and Shape: White Off-White Powder

Molecular weight: 343.13545

Ref: 45-1598064

2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole

CAS: 117977-21-6

Formula: C₁₈H₂₁N₃O₂S

Purity: 98%

Color and Shape: Solid

Molecular weight: 343.4432

Ref: IN-DA007QM8

2-{[4-(3-Methoxypropoxy)-3-Methylpyridine-2-yl]Methylthio}-1H-Benzimidazole

CAS: 117977-21-6

2-{[4-(3-Methoxypropoxy)-3-Methylpyridine-2-yl]Methylthio}-1H-Benzimidazole

Purity: 98%

Molecular weight: 343.44g/mol

Ref: 54-OR1010226

Rabeprazole EP Impurity B (Rabeprazole Sulfide)

CAS: 117977-21-6

Formula: C₁₈H₂₁N₃O₂S

Color and Shape: White To Off-White Solid

Molecular weight: 343.45

Ref: 4Z-R-205

Rabeprazole Sulfide

CAS: 117977-21-6

Rabeprazole Sulfide

Purity: ≥98%

Molecular weight: 343.44g/mol

Ref: 54-BUP17604

2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]thio]-1H-benzimidazole

Controlled Product

CAS: 117977-21-6

Color and Shape: Neat

Ref: 86-MM0618.02

Rabeprazole Sulfide

CAS: 117977-21-6

Rabeprazole Sulfide (Rabeprazole Related Compound E) is an antiulcer drug in the class of proton pump inhibitors.

Formula: C₁₈H₂₁N₃O₂S

Purity: 99.34% - 99.78%

Color and Shape: Off-White Crystalline Powder

Molecular weight: 343.44

Ref: TM-T1734

Rabeprazole Sulfide

CAS: 117977-21-6

Impurity Rabeprazole EP Impurity B
Applications Rabeprazole Sulfide (Rabeprazole EP Impurity B) is a metabolite of Rabeprazole (R070500).
References Yoshida, T., et al.: Biotech. Lett., 23, 1217 (2001), Miura, M., et al.: Eur. J. Clin. Pharmacol., 62, 113 (2006), Sheridan, R.P., et al.: J. Med. Chem., 50, 3173 (2007), Ren, S., et al.: Arc. Pharm. Res., 31, 406 (2008),

Formula: C₁₈H₂₁N₃O₂S

Color and Shape: Neat

Molecular weight: 343.45

Ref: TR-R070510

Rabeprazole EP Impurity B

CAS: 117977-21-6

Formula: C₁₈H₂₁N₃O₂S

Molecular weight: 343.44

Ref: ST-EA-CP-R5002

2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole

CAS: 117977-21-6

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 343.45001220703125

Ref: 10-F078879

2-[[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]thio]-1H-benzimidazole

CAS: 117977-21-6

Rabeprazole is a proton pump inhibitor that is used to treat acid-related disorders such as gastroesophageal reflux disease and peptic ulcers. Rabeprazole inhibits the production of gastric acid by blocking the hydrogen/potassium ATPase that is found in the parietal cells of the stomach. The main mechanism of action for rabeprazole is competitive inhibition of the proton pump, which leads to decreased gastric acid secretion. Rabeprazole can be administered orally or intravenously, with a half-life of about 2 hours. It has been shown to have an effect on human liver cytochrome P450s, but does not affect the activity of recombinant cytochrome P450 3A4 (CYP3A4). In clinical studies, rabeprazole was shown to have no adverse effects on CYP3A4 activity and may even increase it slightly.

Formula: C₁₈H₂₁N₃O₂S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 343.44 g/mol

Ref: 3D-IM57863

Rabeprazole-D4 Sulfide

Controlled Product

CAS: 117977-21-6

Applications Rabeprazole-D4 Sulfide is an intermediate in the synthesis of Rabeprazole-d4 (R070492). Rabeprazole-D4 Sulfide is an isotope-labeled analogue of Rabeprazole Sulfide (Rabeprazole EP Impurity B), which is a metabolite of Rabeprazole (R070500).
References Morii, M., and Takeguchi, N.: J. Biol. Chem., 268, 21553 (1993); Yasuda, S., et al.: Int. J. Clin. Pharmacol. Ther., 32, 466 (1994); Cloud, M.L., et al.: Dig. Dis. Sci., 43, 993 (1998)

Formula: C₁₈D₄H₁₇N₃O₂S

Color and Shape: Neat

Molecular weight: 347.468

Ref: TR-R070511