Tenatoprazole
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MedKoo CAT#: 326715

CAS#: 113712-98-4

Description: Tenatoprazole, also known as TU-199, is a proton pump inhibitor drug candidate that was undergoing clinical testing as a potential treatment for reflux oesophagitis and peptic ulcer. Tenatoprazole has an imidazopyridine ring in place of the benzimidazole moiety found in other proton pump inhibitors, and has a half-life about seven times longer than other PPIs.


Chemical Structure

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Tenatoprazole
CAS# 113712-98-4

Theoretical Analysis

MedKoo Cat#: 326715
Name: Tenatoprazole
CAS#: 113712-98-4
Chemical Formula: C16H18N4O3S
Exact Mass: 346.11
Molecular Weight: 346.405
Elemental Analysis: C, 55.48; H, 5.24; N, 16.17; O, 13.86; S, 9.26

Price and Availability

Size Price Availability Quantity
50mg USD 190
100mg USD 350
200mg USD 650
500mg USD 1050
1g USD 1750
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Synonym: TU-199; TU 199; TU199; Tenatoprazole; Ulsacare; Protop.

IUPAC/Chemical Name: 5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-imidazo[4,5-b]pyridine

InChi Key: ZBFDAUIVDSSISP-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=S(C1=NC2=NC(OC)=CC=C2N1)CC3=NC=C(C)C(OC)=C3C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 346.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Hunt RH, Armstrong D, Yaghoobi M, James C. The pharmacodynamics and pharmacokinetics of S-tenatoprazole-Na 30 mg, 60 mg and 90 mg vs. esomeprazole 40 mg in healthy male subjects. Aliment Pharmacol Ther. 2010 Mar;31(6):648-57. doi: 10.1111/j.1365-2036.2009.04219.x. Epub 2009 Dec 15. PubMed PMID: 20015104.

2: Mahadik M, Bhusari V, Kulkarni M, Dhaneshwar S. LC-UV and LC-MS evaluation of stress degradation behaviour of tenatoprazole. J Pharm Biomed Anal. 2009 Dec 5;50(5):787-93. doi: 10.1016/j.jpba.2009.06.026. Epub 2009 Jun 21. PubMed PMID: 19615841.

3: Dhaneshwar SR, Bhusari VK, Mahadik MV, Santakumari B. Application of a stability-indicating thin-layer chromatographic method to the determination of tenatoprazole in pharmaceutical dosage forms. J AOAC Int. 2009 Mar-Apr;92(2):387-93. PubMed PMID: 19485196.

4: Guan J, Yang J, Li J, Li X, Li F. Determination of tenatoprazole enantiomers and their enantioselective pharmacokinetics in rats. Chirality. 2009 Jun;21(6):613-8. doi: 10.1002/chir.20657. PubMed PMID: 18752288.

5: Guan J, Yang J, Bi Y, Shi S, Li F. [Chiral separation of tenatoprazole enantiomers using high performance liquid chromatography on vacomycin-bonded chiral stationary phase]. Se Pu. 2007 Sep;25(5):732-4. Chinese. PubMed PMID: 18161328.

6: Nirogi R, Kandikere V, Mudigonda K, Bhyrapuneni G. Quantification of tenatoprazole in rat plasma by HPLC: validation and its application to pharmacokinetic studies. Biomed Chromatogr. 2007 Dec;21(12):1240-4. PubMed PMID: 17590865.

7: Liu P, Sun B, Lu X, Qin F, Li F. HPLC determination and pharmacokinetic study of tenatoprazole in dog plasma after oral administration of enteric-coated capsule. Biomed Chromatogr. 2007 Jan;21(1):89-93. PubMed PMID: 17080510.

8: Thomson AB, Cohen P, Ficheux H, Fiorentini P, Domagala F, Homerin M, Taccoen A. Comparison of the effects of fasting morning, fasting evening and fed bedtime administration of tenatoprazole on intragastric pH in healthy volunteers: a randomized three-way crossover study. Aliment Pharmacol Ther. 2006 Apr 15;23(8):1179-87. PubMed PMID: 16611279.

9: Domagala F, Ficheux H, Houin G, Barré J. Pharmacokinetics of tenatoprazole, a newly synthesized proton pump inhibitor, in healthy male Caucasian volunteers. Arzneimittelforschung. 2006;56(1):33-9. PubMed PMID: 16478003.

10: Shin JM, Homerin M, Domagala F, Ficheux H, Sachs G. Characterization of the inhibitory activity of tenatoprazole on the gastric H+,K+ -ATPase in vitro and in vivo. Biochem Pharmacol. 2006 Mar 14;71(6):837-49. Epub 2006 Jan 10. PubMed PMID: 16405921.

11: Hunt RH, Armstrong D, James C, Chowdhury SK, Yuan Y, Fiorentini P, Taccoen A, Cohen P. Effect on intragastric pH of a PPI with a prolonged plasma half-life: comparison between tenatoprazole and esomeprazole on the duration of acid suppression in healthy male volunteers. Am J Gastroenterol. 2005 Sep;100(9):1949-56. PubMed PMID: 16128938.

12: Galmiche JP, Sacher-Huvelin S, Bruley des Varannes S, Vavasseur F, Taccoen A, Fiorentini P, Homerin M. A comparative study of the early effects of tenatoprazole 40 mg and esomeprazole 40 mg on intragastric pH in healthy volunteers. Aliment Pharmacol Ther. 2005 Mar 1;21(5):575-82. PubMed PMID: 15740541.

13: Galmiche JP, Bruley Des Varannes S, Ducrotté P, Sacher-Huvelin S, Vavasseur F, Taccoen A, Fiorentini P, Homerin M. Tenatoprazole, a novel proton pump inhibitor with a prolonged plasma half-life: effects on intragastric pH and comparison with esomeprazole in healthy volunteers. Aliment Pharmacol Ther. 2004 Mar 15;19(6):655-62. PubMed PMID: 15023167.

14: Tenatoprazole. Benatoprazole, TU 199. Drugs R D. 2002;3(4):276-7. Review. PubMed PMID: 12455204.

15: Nakamura T. [Proton pump inhibitors: Tenatoprazole (TU-199)]. Nihon Rinsho. 2002 Feb;60 Suppl 2:650-4. Review. Japanese. PubMed PMID: 11979864.