5-HYDROXY OMEPRAZOLE

Base Information

• Chemical Name: 5-HYDROXY OMEPRAZOLE
• CAS No.: 92340-57-3
• Molecular Formula: C₁₇H₁₉N₃O₄S
• Molecular Weight: 361.422
• European Community (EC) Number: 804-339-2
• DSSTox Substance ID: DTXSID50919234
• Nikkaji Number: J513.684I
• Wikidata: Q27132844
• Metabolomics Workbench ID: 42559
• ChEMBL ID: CHEMBL3527071
• Mol file: 92340-57-3.mol

Synonyms:3-Pyridinemethanol,4-methoxy-6-[[(5-methoxy-1H-benzimidazol-2-yl)sulfinyl]methyl]-5-methyl- (9CI);5-Hydroxyomeprazole;5-Methoxy-2-[[(4-methoxy-3-methyl-5-hydroxymethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole;Hydroxyomeprazole;

Chemical Property of 5-HYDROXY OMEPRAZOLE

Chemical Property:

• Melting Point: 144-146?C
• Boiling Point: 656.3 °C at 760 mmHg
• PKA: 8.50±0.10(Predicted)
• Flash Point: 350.7 °C
• PSA: 116.54000
• Density: 1.45 g/cm³
• LogP: 2.94930
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 361.10962727
• Heavy Atom Count: 25
• Complexity: 469

Purity/Quality:

98%min ^*data from raw suppliers

5-HydroxyOmeprazole(~5%Triethylamineasstabilizer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CN=C1CS(=O)C2=NC3=C(N2)C=C(C=C3)OC)CO)OC
• Uses: The main metabolite of Omeprazole. 5-Hydroxy Omeprazole is the main metabolite of Omeprazole (O635000), which binds covalently to proton pump. It inhibits gastric secretion. Used as an anttiulcerative.

Technology Process of 5-HYDROXY OMEPRAZOLE

There total 2 articles about 5-HYDROXY OMEPRAZOLE 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:

5-methoxy-2-[(3-methyl-4-methoxy-5-hydroxymethyl-2-pyridyl)methylthio]-1H-benzimidazole → 5-Hydroxyomeprazole sulfone (151602-51-6) + 5-Hydroxyomeprazole (92340-57-3)

Guidance literature:

With tert.-butylnitrite; dihydrogen peroxide; In tert-butyl alcohol; at 0 - 25 ℃; for 10h; Reagent/catalyst; Solvent; Temperature; Concentration; Time; Overall yield = 96 %; Overall yield = 0.35 g;

Reference yield:

omeprazole (73590-58-6) → 5-Hydroxyomeprazole (92340-57-3)

Guidance literature:

With omeprazole 5‐hydroxylase; for 0.25h; Enzymatic reaction;

DOI:10.1002/bdd.2101

upstream raw materials:

omeprazole

Refernces

• 1、 Shon, Jong Cheol,Phuc, Nguyen Minh,Kim, Won Cheol,Heo, Jae Kyung,Wu, Zhexue,Lee, Hyunyoung,Liu, Kwang-Hyeon. "Acetylshikonin is a novel non-selective cytochrome P450 inhibitor". . p. 553 - 556. Retrieved 2017/12/15.