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SML1441 Sigma-Aldrich

Tenatoprazole

≥98% (HPLC)

Synonym: (RS)-3-Methoxy-8-[(4-methoxy-3,5-dimethyl-pyridin-2-yl)methylsulfinyl]-2,7,9-triazabicyclo[4.3.0]nona-2,4,8,10-tetraene

  • CAS Number 113712-98-4

  • Empirical Formula (Hill Notation) C16H18N4O3S

  • Molecular Weight 346.40

  •  MDL number MFCD00929085

  •  PubChem Substance ID 329825881

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Ion Channels,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 5 mg/mL, clear (warmed)
storage temp.   2-8°C
SMILES string   CC1=C(OC)C(C)=CN=C1CS(C2=NC3=NC(OC)=CC=C3N2)=O
InChI   1S/C16H18N4O3S/c1-9-7-17-12(10(2)14(9)23-4)8-24(21)16-18-11-5-6-13(22-3)19-15(11)20-16/h5-7H,8H2,1-4H3,(H,18,19,20)
InChI key   ZBFDAUIVDSSISP-UHFFFAOYSA-N

Description

General description

Tenatoprazole is a novel proton pump inhibitor with an imidazopyridine backbone. It has seven-fold longer plasma half-life. It is also called as 5-methoxy-2-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethanesulfinyl)-1H-imidazo[4,5-b]pyridine.Tenatoprazole is a member of the class of covalent proton pump inhibitors.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

Tenatoprazole is a proton pump inhibitor. Tenatoprazole is an acid-activated prodrug that binds covalently to gastric H,K-ATPase, resulting in acid secretion inhibition. Tenatoprazole has a different structural class from omeprazole and most other proton pump inhibitors, with an imidazopyridine backbone rather than benzimidazole, which results in slower metabolism. Tenatoprazole thus has a long plasma half-life as compared to omeprazole, resulting in prolonged inhibition of acid secretion.

Tenatoprazole is used to maintain high diurnal and nocturnal pH levels. It prevents gastric H+,K+-ATPase with potency similar to omeprazole.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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