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Secnidazole (SYM 1219; SYM1219; SYM-1219; PM-185184, RP-14539; Solosec; Flagentyl) is a potent nitroimidazole anti-infective drug approved for the treatment of bacterial vaginosis in adult women. Also reported to be effective for the treatment of dientamoebiasis.
| ln Vitro |
CYP2C19 and CYP3A4 are inhibited by secnidillo (RP-14539) (0-5000 μM; 5 or 10 minutes), with IC50 values of 3873 μM and 3722 μM, respectively [2]. Regarding time-dependent inhibition, secnidazole (0-5000 μM; 5 or 10 minutes) shows no evidence [2]. With an apparent IC50 value of 503 μM, secnidazole (0-5000 μM; 5 or 10 minutes) directly inhibits human ALDH2 [2]. Secnidazole (0-5000 μM; 5 or 10 minutes) inhibits several CYP isomers, including CYP2A6, CYP2B6, and CYP2D6, at higher dosages in a concentration-dependent manner [2]. The growth of Serratia marcescens is inhibited by secnidazole (10 μL; 20 hours; serially dilute the secnidazole solution two-fold using Mueller-Hinton broth to generate dilutions from 80 to 0.3125 mg/mL); the MIC50 value is 10 mg/mL[3].
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| ln Vivo |
Secnidazole (100 μL; intraperitoneal injection; 5 days) can lessen Salmonella marcescens pathogenesis in mice and has preventive action against its pathogenesis [3].
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| Cell Assay |
Cell Viability Assay[3]
Cell Types: S.marcescens Tested Concentrations: 10 μL (Secnidazole solution was serially diluted two-fold using Mueller-Hinton broth to obtain dilutions from 80 to 0.3125 mg/mL) Incubation Duration: 20 h Experimental Results: 2 mg/mL (equivalent to 1/5 MIC) has no inhibitory effect on the growth of Serratia marcescens. |
| Animal Protocol |
Animal/Disease Models: Female healthy albino mouse[3]
Doses: 100 μL Administration Doses: 100 μL; intellectual property. ; Results for 5 days: Dramatically diminished the ability of bacteria to kill mice. |
| References |
[1]. Secnidazole. LiverTox: Clinical and Research Information on Drug-Induced Liver Injury, National Institute of Diabetes and Digestive and Kidney Diseases, 25 February 2020.
[2]. Helen S Pentikis, et al. In vitro metabolic profile and drug-drug interaction assessment of secnidazole, a high-dose 5-nitroimidazole antibiotic for the treatment of bacterial vaginosis. Pharmacol Res Perspect. 2020 Aug;8(4):e00634. [3]. Ahdab N Khayyat, et al. Secnidazole Is a Promising Imidazole Mitigator of Serratia marcescens Virulence. Microorganisms. 2021 Nov 11;9(11):2333. |
| Molecular Formula |
C7H11N3O3
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|---|---|
| Molecular Weight |
185.18
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| Exact Mass |
185.08
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| CAS # |
3366-95-8
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| Related CAS # |
Secnidazole hemihydrate;227622-73-3;Secnidazole-d6;1346603-27-7;Secnidazole-13C2, 15N2;Secnidazole-d4
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| SMILES |
OC(C)CN1C([N+]([O-])=O)=CN=C1C
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| Synonyms |
SYM 1219 SYM1219 SYM-1219PM 185184, RP 14539 PM185184, RP14539 PM-185184, RP-14539
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ≥ 30 mg/mL (~162.00 mM)
H2O : ~25 mg/mL (~135.00 mM) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: 50 mg/mL (270.01 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
(Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.4002 mL | 27.0008 mL | 54.0015 mL | |
| 5 mM | 1.0800 mL | 5.4002 mL | 10.8003 mL | |
| 10 mM | 0.5400 mL | 2.7001 mL | 5.4002 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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