Lansoprazole N-Oxide

Base Information

• Chemical Name: Lansoprazole N-Oxide
• CAS No.: 213476-12-1
• Molecular Formula: C16H14F3N3O3S
• Molecular Weight: 386.3688096
• Hs Code.: 29309090
• Mol file: 213476-12-1.mol

Synonyms:Lansoprazole N-Oxide;2-[[[3-Methyl-1-oxido-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]Methyl]sulfinyl]-1H-benziMidazole;1H-BenziMidazole, 2-[[[3-Methyl-1-oxido-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]Methyl]sulfinyl]-;Lansoprazole IMpurity-N-Oxide (EP-IMpurity A);Lansoprazole EP IMpurity A

Chemical Property of Lansoprazole N-Oxide

Chemical Property:

• Melting Point: 163-165°C (dec.)
• Boiling Point: 657.4±65.0 °C(Predicted)
• PKA: 9.41±0.10(Predicted)
• PSA: 99.65000
• Density: 1.53±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 4.41440
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

Lansoprazole N-oxide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Lansoprazole N-Oxide (Lansoprazole EP Impurity A) is an impurity of Lansoprazole (L175000) formed during the bulk synthesis of the drug. An impurity of Lansoprazole (L175000) formed during the bulk synthesis of the drug.

Technology Process of Lansoprazole N-Oxide

There total 4 articles about Lansoprazole N-Oxide 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: 67.0%

2-[[(3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole (163119-30-0) → lansoprazole N-oxide (213476-12-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 0.5h; cooling;

DOI:10.1080/00397910802162934

Reference yield:

2-[[(3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole (163119-30-0) → 2-[(3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole (953787-54-7) + lansoprazole N-oxide (213476-12-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 2.66667h;

DOI:10.1080/00397910701470693

Reference yield:

3-methyl-4-(2,2,2-trifluoroethoxy)-2-chloromethylpyridine hydrochloride → lansoprazole N-oxide (213476-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium bicarbonate / CHCl₃

1.2: 98.45 percent / m-chloroperbenzoic acid / 2.42 h / 5 °C

2.1: 21 percent / potassium carbonate / dimethylformamide / 20 °C

3.1: m-chloroperbenzoic acid / CH₂Cl₂ / 2.67 h / 0 °C

With sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1080/00397910701470693

upstream raw materials:

2-[[(3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole

2-chloromethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine-1-oxide

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