Timoprazole

Timoprazole
Identifiers
	IUPAC name 2-[(2-Pyridylmethyl)sulfinyl]-1H-benzimidazole;
CAS Number	57237-97-5 ;
PubChem CID	72171;
ChemSpider	65144 ;
UNII	95H6S1X9CC;
KEGG	D05900;
CompTox Dashboard (EPA)	DTXSID40866622 ;
Chemical and physical data
Formula	C13H11N3OS
Molar mass	257.31 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES n1ccccc1CS(=O)c2[nH]c3ccccc3n2;
	InChI InChI=1S/C13H11N3OS/c17-18(9-10-5-3-4-8-14-10)13-15-11-6-1-2-7-12(11)16-13/h1-8H,9H2,(H,15,16) ; Key:HBDKFZNDMVLSHM-UHFFFAOYSA-N ;
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Timoprazole is in a class of medications called proton pump inhibitors (PPI) that inhibit gastric acid secretion. While it has never come to market, it was studied early on and is considered to be the "backbone" of the PPI class that succeeded it.^[1]^[2] This medication has high anti-secretory activity, which flared interest along with its simple structure.^[3]

References

^ Snaeder W (1996). Drug prototypes and their exploitation. Wiley. pp. 414–5.
^ Hemenway JN (2007). "Case Study: Omeprazole (Prilosec)". Prodrugs. Biotechnology: Pharmaceutical Aspects. pp. 1313–21. doi:10.1007/978-0-387-49785-3_49. ISBN 978-0-387-49782-2.
^ Senn-Bilfinger J, Sturm E (2006). "The Development of a New Proton-Pump Inhibitor: The Case History of Pantoprazole". Analogue-based Drug Discovery. pp. 115–36. doi:10.1002/3527608001.ch6. ISBN 978-3-527-60800-3.

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[1] Snaeder W (1996). Drug prototypes and their exploitation. Wiley. pp. 414–5.

[Hemenway_2007-2] Hemenway JN (2007). "Case Study: Omeprazole (Prilosec)". Prodrugs. Biotechnology: Pharmaceutical Aspects. pp. 1313–21. doi:10.1007/978-0-387-49785-3_49. ISBN 978-0-387-49782-2.

[Senn-3] Senn-Bilfinger J, Sturm E (2006). "The Development of a New Proton-Pump Inhibitor: The Case History of Pantoprazole". Analogue-based Drug Discovery. pp. 115–36. doi:10.1002/3527608001.ch6. ISBN 978-3-527-60800-3.

[1]

[2]

[3]

Identifiers

IUPAC name 2-[(2-Pyridylmethyl)sulfinyl]-1H-benzimidazole
CAS Number	57237-97-5^Y
PubChem CID	72171
ChemSpider	65144^Y
UNII	95H6S1X9CC
KEGG	D05900
CompTox Dashboard (EPA)	DTXSID40866622
Chemical and physical data
Formula	C₁₃H₁₁N₃OS
Molar mass	257.31 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES n1ccccc1CS(=O)c2[nH]c3ccccc3n2
InChI InChI=1S/C13H11N3OS/c17-18(9-10-5-3-4-8-14-10)13-15-11-6-1-2-7-12(11)16-13/h1-8H,9H2,(H,15,16)^Y Key:HBDKFZNDMVLSHM-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)