Tinidazole

• CAT Number: A000726
• CAS Number: 19387-91-8
• Molecular Formula: C8H13N3O4S
• Molecular Weight: 247.3
• Purity: ≥95%
• Target: Antibiotic
• Solubility: >11.3mg/mL in DMSO
• Storage: -20°C
• InChI: 1S/C8H13N3O4S/c1-3-16(14,15)5-4-10-7(2)9-6-8(10)11(12)13/h6H,3-5H2,1-2H3
• InChIKey: HJLSLZFTEKNLFI-UHFFFAOYSA-N
• SMILES: CCS(=O)(=O)CCN1C(=NC=C1[N+](=O)[O-])C

Tinidazole is an antiprotozoal, antibacterial agent. The nitro- group of tinidazole is reduced by cell extracts of Trichomonas. The free nitro- radical generated as a result of this reduction may be responsible for the antiprotozoal activity. Chemically reduced tinidazole was shown to release nitrites and cause damage to purified bacterial DNA in vitro. Additionally, the drug caused DNA base changes in bacterial cells and DNA strand breakage in mammalian cells. The mechanism by which tinidazole exhibits activity against Giardia and Entamoeba species is not known.

Reference

1: Alfaro-Fuentes I, Castro-Ramírez R, Ortiz-Pastrana N, Medina-Guerrero RM,
Soler-Jiménez LC, Martínez-Rodríguez I, Betancourt-Lozano M, Ibarra-Castro L,
Barba-Behrens N, Fajer-ávila EJ. Novel antihelmintic activity of tinidazole
coordination compounds. Relevance of the metal ion and structural properties. J
Inorg Biochem. 2017 Nov;176:159-167. doi: 10.1016/j.jinorgbio.2017.08.013. Epub
2017 Aug 30. PubMed PMID: 28917638.

2: Khan G, Yadav SK, Patel RR, Kumar N, Bansal M, Mishra B. Tinidazole
functionalized homogeneous electrospun chitosan/poly (ε-caprolactone) hybrid
nanofiber membrane: Development, optimization and its clinical implications. Int
J Biol Macromol. 2017 Oct;103:1311-1326. doi: 10.1016/j.ijbiomac.2017.05.161.
Epub 2017 Jun 2. PubMed PMID: 28583874.

3: Petrina MAB, Cosentino LA, Rabe LK, Hillier SL. Susceptibility of bacterial
vaginosis (BV)-associated bacteria to secnidazole compared to metronidazole,
tinidazole and clindamycin. Anaerobe. 2017 Oct;47:115-119. doi:
10.1016/j.anaerobe.2017.05.005. Epub 2017 May 15. PubMed PMID: 28522362; PubMed
Central PMCID: PMC5623164.

4: Singh R, Ramachandra SS, Dayakara JK. Oral fixed drug eruption due to
tinidazole. Cutis. 2016 Dec;98(6):E1-E2. PubMed PMID: 28099544.

5: Raja IM, Basavareddy A, Mukherjee D, Meher BR. Randomized, double-blind,
comparative study of oral metronidazole and tinidazole in treatment of bacterial
vaginosis. Indian J Pharmacol. 2016 Nov-Dec;48(6):654-658. doi:
10.4103/0253-7613.194843. PubMed PMID: 28066102; PubMed Central PMCID:
PMC5155465.

6: Sharma BG, Kumar N, Nishad DK, Khare NK, Bhatnagar A. Development of microbial
trigger based oral formulation of Tinidazole and its Gamma Scintigraphy
Evaluation: A promising tool against anaerobic microbes associated GI problems.
Eur J Pharm Sci. 2016 Jun 30;89:94-104. doi: 10.1016/j.ejps.2016.04.022. Epub
2016 Apr 21. PubMed PMID: 27108116.

7: Escobedo AA, Ballesteros J, González-Fraile E, Almirall P. A meta-analysis of
the efficacy of albendazole compared with tinidazole as treatments for Giardia
infections in children. Acta Trop. 2016 Jan;153:120-7. doi:
10.1016/j.actatropica.2015.09.023. Epub 2015 Oct 22. Review. PubMed PMID:
26476393.

8: Lotfy HM, Hegazy MA, Mowaka S, Mohamed EH. Validated spectrophotometric
methods for simultaneous determination of Omeprazole, Tinidazole and Doxycycline
in their ternary mixture. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan
15;153:321-32. doi: 10.1016/j.saa.2015.07.106. Epub 2015 Aug 20. PubMed PMID:
26322842.

9: Tian Y, Shen Y, Jv M. Synthesis, characterization and evaluation of
tinidazole-loaded mPEG-PDLLA (10/90) in situ gel forming system for periodontitis
treatment. Drug Deliv. 2016 Oct;23(8):2726-2735. Epub 2015 Aug 7. PubMed PMID:
26289210.

10: Tian Y, Shen Y, Jv M. Synthesis, characterization and evaluation of
tinidazole-loaded mPEG-PDLLA (10/90) in situ gel forming system for periodontitis
treatment. Drug Deliv. 2015 Aug 7:1-10. [Epub ahead of print] PubMed PMID:
26250518.