4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole

Base Information

• Chemical Name: 4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole
• CAS No.: 102804-82-0
• Molecular Formula: C15H15N3OS
• Molecular Weight: 285.37
• UNII: ZSW7NEY2NI
• DSSTox Substance ID: DTXSID401167124
• Nikkaji Number: J963.072D
• ChEMBL ID: CHEMBL50978
• Mol file: 102804-82-0.mol

Synonyms:102804-82-0;4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole;ZSW7NEY2NI;2-[(4-METHOXY-3-METHYL-2-PYRIDINYL)-METHYLTHIO]-BENZIMIDAZOLE;2-(((4-Methoxy-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole;2-[(4-methoxy-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzimidazole;4-Desmethoxypropoxyl-4-methoxy rabeprazole thioether;1H-Benzimidazole, 2-(((4-methoxy-3-methyl-2-pyridinyl)methyl)thio)-;2-(((4-Methoxy-3-methylpyridin-2-yl)methyl)sulfanyl)-1H-benzimidazole;2-[[(4-Methoxy-3-methylpyridin-2-yl)methyl]sulfanyl]-1H-benzimidazole;UNII-ZSW7NEY2NI;CHEMBL50978;SCHEMBL2985096;DTXSID401167124;Rabeprazole sodium impurity G [EP];CS-0166551;RABEPRAZOLE SODIUM IMPURITY G [EP IMPURITY];2-[(4-methoxy-3-methyl-2-pyridyl) methylthio]benzimidazole;2-[(4-methoxy-3-methyl-2-pyridinyl)methylthio]-benzimidazole;2-[(4-methoxy-3-methylpyridin-2-yl)-methylthio]-1H-benzimidazole;2-[[(3-Methyl-4-methoxy-2-pyridyl)methyl]thio]-1H-benzimidazole;2-[[(4-Methoxy-3-methyl-2-pyridinyl)methyl]thio]-1H-benzimidazole;2-(((4-METHOXY-3-METHYLPYRIDIN-2-YL)METHYL)THIO)BENZIMIDAZOLE;2-((4-Methoxy-3-methylpyridin-2-yl)methylthio)-1H-benzo[d]imidazole;2-(((4-Methoxy-3-methylpyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole (Rabeprazole Impurity;Rabeprazole Sodium Imp G (EP);Rabeprazole Sodium Impurity G;Rabeprazole Impurity G

Chemical Property of 4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole

Chemical Property:

• Melting Point: 143-145oC
• Boiling Point: 504.7±60.0 °C(Predicted)
• PKA: 10.60±0.10(Predicted)
• PSA: 76.10000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 3.56720
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.09358328
• Heavy Atom Count: 20
• Complexity: 318

Purity/Quality:

98% ^*data from raw suppliers

4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN=C1CSC2=NC3=CC=CC=C3N2)OC
• Uses: Used in the preparation of 2-[[(2-pyridyl)methyl]thio]-1H-benzimidazoles derivatives as anti helicobacter pylori agents. 2-[(4-Methoxy-3-Methyl-2-Pyridinyl)-Methylthio]-benzimidazole is used in the preparation of 2-[[(2-pyridyl)methyl]thio]-1H-benzimidazoles derivatives as anti helicobacter pylori agents.

Technology Process of 4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole

There total 8 articles about 4-Desmethoxypropoxyl-4-methoxy S-Deoxo Rabeprazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride (86604-74-2) + Benzimidazol-2-thiol (134469-07-1) → 2-[[(4-methoxy-3-methylpyridin-2-yl)methyl]mercapto]-1H-benzimidazole (102804-82-0)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; for 3h;

Reference yield: 20.9%

2-acetoxymethyl-4-methoxy-3-methylpyridine (102625-98-9) + Benzimidazol-2-thiol (134469-07-1) → 2-[[(4-methoxy-3-methylpyridin-2-yl)methyl]mercapto]-1H-benzimidazole (102804-82-0)

Guidance literature:

2-acetoxymethyl-4-methoxy-3-methylpyridine; With thionyl chloride; In chloroform; for 1h; Reflux;

Benzimidazol-2-thiol; With sodium methylate; In methanol; for 1h; Reflux;

Reference yield:

4-chloro-2,3-dimethylpyridine-N-oxide (59886-90-7) → 2-[[(4-methoxy-3-methylpyridin-2-yl)methyl]mercapto]-1H-benzimidazole (102804-82-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaOH / dimethylsulfoxide / 1 h / 60 °C

1.2: 15 g / dimethylsulfoxide / 4 h / 60 °C

2.1: 5 h / 120 °C

3.1: NaOH / H₂O / 1 h / 25 °C

4.1: 90 percent / SOCl₂ / CH₂Cl₂ / 1 h / 25 °C

5.1: 88 percent / NaOH / H₂O / 3 h / 25 °C

With sodium hydroxide; thionyl chloride; In dichloromethane; water; dimethyl sulfoxide;

upstream raw materials:

2-chloromethyl-3-methyl-4-methoxypyridine

Benzimidazol-2-thiol

2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride

2,3-dimethyl-4-nitropyridine N-oxide

Downstream raw materials:

demethoxypropylrabeprazole thioether

2-[(RS)-[(4-methoxy-3-methylpyridin-2-yl)methyl]sulfinyl]-1H-benzimidazole

Refernces

• 1、 Pingili, R. Reddy,Jambula, M. Reddy,Ganta, M. Reddy,Ghanta, M. Reddy,Sajja,Sundaram,Boluggdu, V. Bhaskar. "Identification and synthesis of potential impurities of rabeprazole sodium". . p. 814 - 818. Retrieved 2007/10/03.