Pantoprazole sulfide

Base Information

• Chemical Name: Pantoprazole sulfide
• CAS No.: 102625-64-9
• Molecular Formula: C16H15F2N3O3S
• Molecular Weight: 367.376
• Hs Code.: 2933399090
• European Community (EC) Number: 700-025-3,600-330-0
• UNII: BWZ6X03HIB
• DSSTox Substance ID: DTXSID30145418
• Nikkaji Number: J2.182.702I
• Wikidata: Q27274931
• Mol file: 102625-64-9.mol

Synonyms:102625-64-9;Pantoprazole sulfide;5-Difluoromethoxy-2-[(3,4-dimethoxy-2-pyridinyl)methyl]thio-1H-benzimidazole;5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole;Pantoprazole thioether;5-Difluoromethoxy-2-{[(3,4-dimethoxy-2-pyridinyl)methyl]thio}-1H-benzimidazole;UNII-BWZ6X03HIB;BWZ6X03HIB;PantoprazoleSulfide-D7(Major);H-258/28;6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfanyl]-1H-benzimidazole;5-(Difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridyl)methyl)thio)-1H-benzimidazole;EC 700-025-3;1H-Benzimidazole, 6-(difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl)thio)-;5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)sulfanyl)-1H-benzimidazole;5-(difluoromethoxy)-2-((3,4-dimethoxypyridin-2-yl)methylthio)-1H-benzo[d]imidazole;Pantoprazole sodium sesquihydrate specified impurity B [EP];5-Difluoromethoxy-2-(((3,4-dimethoxy-2-pyridyl)methyl)thio)-1H-benzimidazole;1H-Benzimidazole, 6-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-;5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole;5-(Difluoromethoxy)-2-[[(3,4-dimethoxypyridin-2-yl)methyl]sulphanyl]-1H-benzimidazole;C16H15F2N3O3S;5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl]methyl]thio]-1H-benzimidazole;5-difluoromethoxy-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole;Pantoprazole Sulphide;L-Asparticacid hydrochloride;SCHEMBL537800;SCHEMBL13846375;DTXSID30145418;AMY40854;BCP12247;MFCD07368273;AKOS015895368;AKOS015965059;AC-8095;CS-O-05990;CS-W016749;5-(Difluoromethoxy)-2-{[(3,4-dimethoxypyridin-2-yl)methyl]thio}-1H-benzimidazole;5-Difluoromethoxy)-2-{[(3,4-dimeth-;AS-11877;FT-0642493;P2066;I11939;A800592;J-000743;J-516335;Q27274931;PANTOPRAZOLE SODIUM SESQUIHYDRATE IMPURITY B [EP IMPURITY];5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]thio]benzimidazole;5-(difluoromethoxy)-2-((3,4-dimethoxypyridin-2-yl)methylthio)-1h-benzimidazole;5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl) methyl]thio]-1H-benzimidazole;5-Difluoromethoxy-2-[(3,4-dimethoxy-2-pyridinyl) methyl]thio-1H-benzimidazole;5-Difluoromethoxy-2-[(3,4-dimethoxy-2-pyridinyl)methyl]thio-1Hbenzimidazole;5-difluoromethoxy-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1h-benzimidazol;6-(difluoromethoxy)-2-((3,4-dimethoxypyridin-2-yl)methylthio)-1H-benzo[d]imidazole;6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridylmethylthio)-1H-benzoimidazole;5-difluoromethoxy-2-[[(3,4-dimethoxy-2-pyridyl)methyl]thio]-1H-benzimidazole, 5-difluoromethoxy-2-[[(3,4-dimethoxy-2-pyridyl)methyl]thio]-1H-benzimidazole;6-(difluoromethoxy)-2-[(3,4-dimethoxy-2-pyridyl)methylsulfanyl]-1H-benzimidazole;5-DIFLUOROMETHOXY-2-[(3,4-DIMETHOXY-2-PYRIDINYL)METHYL]THIO-1H-BENZIMIDAZOLE

Chemical Property of Pantoprazole sulfide

Chemical Property:

• Appearance/Colour: beige solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 110-118 °C
• Refractive Index: 1.623
• Boiling Point: 526.293 °C at 760 mmHg
• PKA: 8.97±0.10(Predicted)
• Flash Point: 272.1 °C
• PSA: 94.56000
• Density: 1.43 g/cm³
• LogP: 3.86880
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 367.08021885
• Heavy Atom Count: 25
• Complexity: 424

Purity/Quality:

98% ^*data from raw suppliers

Pantoprazole Sulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=NC=C1)CSC2=NC3=C(N2)C=C(C=C3)OC(F)F)OC
• Uses: A metabolite of Pantoprazole, an antiulcerative, gastric pump inhibitor A metabolite of Pantoprazole (P183000), an antiulcerative, gastric pump inhibitor. Pantoprazole Sulfide (Pantoprazole EP Impurity B) is a metabolite of Pantoprazole (P183000), an antiulcerative, gastric pump inhibitor.

Technology Process of Pantoprazole sulfide

There total 17 articles about Pantoprazole sulfide 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: 98.14%

ClH*C8H12ClNO2 + 5-(difluoromethoxy)-2-mercapto-1H-benzimidazole (97963-62-7) → pantoprazole sulfide (102625-64-9)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 30 - 50 ℃; for 2h;

Reference yield: 97.5%

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole (97963-62-7) + 2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride (72830-09-2) → pantoprazole sulfide (102625-64-9)

Guidance literature:

With sodium hydroxide; In water; at 25 - 30 ℃; for 4 - 5h;

Reference yield: 94.0%

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole (97963-62-7) + 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine hydrochloride (86604-75-3) → pantoprazole sulfide (102625-64-9)

Guidance literature:

With sodium hydroxide; In ethanol; at 80 ℃; for 8h;

upstream raw materials:

5-(difluoromethoxy)-2-mercapto-1H-benzimidazole

2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride

3-methoxy-2-methyl-4-nitropyridine 1-oxide

3-methoxy-2-methylpyridin-4(1H)-one

Downstream raw materials:

5‐(difluoromethoxy)‐2‐[(3,4‐dimethoxy‐2‐pyridyl)methylsulfinyl]‐1H‐benzimidazole

5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole

5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole

pantoprazole sodium

Refernces

• 1、 Reddy, Gunupati Sharathchandra,Reddy, Narra Santosh,Manudhane, Kushal,Rama Krishna, Medisetti Venkata,Ramachandra, Kopparapu Janardana Sarma,Gangula, Srinivas. "Application of continuous flow micromixing reactor technology for synthesis of benzimidazole drugs". . p. 1272 - 1276. Retrieved 2013.
• 2、 -. "Preparation of Pantoprazole sodium method and Pantoprazole sodium (by machine translation)". Paragraph 0171; 0172; 0174; 0175-0178; 0181. . Retrieved 2019/02/27.
• 3、 Polley, Arghya,Bairy, Gurupada,Das, Pritha,Jana, Ranjan. "Triple Mode of Alkylation with Ethyl Bromodifluoroacetate: N, or O-Difluoromethylation, N-Ethylation and S-(ethoxycarbonyl)difluoromethylation". supporting information. p. 4161 - 4167. Retrieved 2018/09/21.