CAS 3366-95-8 Secnidazole - Analytical Products / Alfa Chemistry

CAT	APS3366958
CAS	3366-95-8
Structure
Synonyms	Secnidazole
IUPAC Name	1-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol
Molecular Weight	185.18
Molecular Formula	C7H11N3O3
Canonical SMILES	CC(O)Cn1c(C)ncc1[N+](=O)[O-]
InChI	InChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3

Accurate Mass	185.08
Format	Neat

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CAT	Size	Shipping	Storage Conditions	Description	Price
APS3366958-1	10MG	Room Temperature	+4°C	Subcategory: Pharmaceutical and veterinary compounds and metabolites	Inquiry
APS3366958-2	100MG	Room Temperature	+5°C	Subcategory: Antibiotics, API standards, Mikromol; API Family: Matrix - API Family Secnidazole; Product Type: API	Inquiry
APS3366958-3	10MG	Room Temperature	2-8°C Fridge/Coldroom	Subcategory: Pharmaceutical and veterinary compounds and metabolites, Stable isotope labelled compounds, Antibiotics, Additional pharmaceutical toxicology research materials, Additional pharmaceutical toxicology reference materials	Inquiry

Case Study

Secnidazole for the Preparation of a Stable Coamorphous System with Mandelic Acid to Enhance Antimicrobial Performance

de Oliveira Neto, João G., et al. European Journal of Pharmaceutical Sciences (2025): 107231.

Secnidazole (SNZ), a nitroimidazole-class antimicrobial, has limited aqueous solubility, which restricts its bioavailability in pharmaceutical applications. To overcome this, a coamorphous system of Secnidazole and mandelic acid (MND) was prepared via the slow solvent evaporation method. This binary composition was designed to stabilize the amorphous form while enhancing dissolution and biological activity.
Experimental procedure:
1. Crystalline SNZ and MND were weighed at molar ratios ranging from 3:1 to 1:3.
2. Each mixture was dissolved in 30 mL of ethanol under magnetic stirring (360 rpm, 30 °C) for 180 min.
3. The solutions were filtered through 25 μm pore-size filter paper and covered with perforated plastic film to enable controlled solvent evaporation.
4. Evaporation proceeded in an oven at 35 ± 0.5 °C for ~21 days until constant weight confirmed complete solvent removal.
PXRD confirmed the amorphous nature of the 1:1 SNZ-MND system, which remained stable for over 180 days. DFT calculations revealed hydrogen bonding between the imidazole ring of SNZ and the carboxyl group of MND as the key stabilizing interaction, with favorable interaction energy (-2.02 kcal/mol). Thermal analysis showed a glass transition temperature of 106.5 °C, ensuring thermostructural stability.
Pharmacokinetic studies demonstrated a 1.22-fold higher dissolution rate and a 22% increase in solubility compared with crystalline SNZ. Importantly, the coamorphous SNZ-MND system exhibited enhanced antibacterial efficacy against Staphylococcus aureus, Klebsiella pneumoniae, and Pseudomonas aeruginosa.
This case highlights Secnidazole's potential in coamorphous drug formulations to improve solubility, stability, and therapeutic performance.

Secnidazole for the Synthesis of Silver Nanoparticles as a Selective Colorimetric Sensor for Carbendazim Detection

Arain, Munazza, et al. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 304 (2024): 123313.

Secnidazole (SEC), a nitroimidazole derivative, has recently been employed as a capping agent in the synthesis of silver nanoparticles (AgNPs) for analytical applications. In this study, SEC was utilized to prepare stable AgNPs capable of selectively detecting carbendazim (CARB), a fungicide with known endocrine-disrupting and carcinogenic risks.
Experimental procedure:
1. Standard aqueous solutions of AgNO₃ (0.8 mM), SEC (0.3 mM), and NaBH₄ (0.05 mM) were prepared in deionized water.
2. For nanoparticle synthesis, a mixture of 0.8 mM AgNO₃ and 0.3 mM SEC was combined with 0.08 mL NaBH₄ solution in a total volume of 5 mL at pH 9.0.
3. The immediate color change to yellow indicated successful formation of SEC-AgNPs, which was further confirmed by UV-Vis spectroscopy.
4. The nanoparticles were tested for their sensing capability by mixing with standard CARB solutions and real samples.
The SEC-AgNPs exhibited strong surface plasmon resonance, high colloidal stability, and narrow size distribution, as confirmed by UV-Vis, FTIR, FESEM, AFM, DLS, and zeta-potential analyses. The developed sensor demonstrated remarkable sensitivity toward CARB in the range of 0.5-22 µM, achieving a detection limit as low as 0.021 µM (R² = 0.9964). Importantly, interference studies with other pesticides confirmed excellent selectivity.
Application to real samples, including tap water and human plasma, validated the practicality of the SEC-AgNP sensor for environmental and biological monitoring. This case underscores the dual role of secnidazole as both a stabilizing agent and a functional material in nanoparticle-based sensing platforms.

Secnidazole for the Preparation of Silver Nanoparticles as a Colorimetric Sensor for Cadmium Detection

Arain, Munazza, et al. Optik 299 (2024): 171620.

Secnidazole (SEC), a nitroimidazole derivative widely recognized for its antimicrobial activity, has recently been explored as a stabilizing and capping agent in nanomaterials research. In this study, SEC was utilized for the facile, economical, and one-pot synthesis of silver nanoparticles (SEC-AgNPs) designed for the sensitive colorimetric detection of cadmium ions (Cd²⁺), a toxic heavy metal classified as a probable human carcinogen.
Experimental procedure:
1. Solutions of secnidazole (0.3 mM), AgNO₃ (0.8 mM), and NaBH₄ (0.05 mM) were prepared in Milli-Q water.
2. The solutions were mixed in a total volume of 4 mL, and the pH was adjusted to 9.0.
3. A yellowish coloration appeared immediately, indicating nanoparticle formation.
4. UV-Vis spectrometry confirmed the localized surface plasmon resonance (LSPR) band characteristic of AgNPs.
The synthesized SEC-AgNPs were systematically characterized using UV-Vis, FTIR, DLS, zeta potential, FESEM, and AFM. Results demonstrated uniform morphology, high colloidal stability, and efficient surface functionalization imparted by secnidazole. Functionally, these nanoparticles served as a robust colorimetric sensor with linear responsiveness to Cd²⁺ concentrations in the range of 5-27 µM, achieving a remarkably low detection limit (LOD) of 0.021 µM and LOQ of 0.07 µM (R² = 0.9965). Importantly, the SEC-AgNPs sensor displayed excellent selectivity against 18 competing mono-, di-, tri-, and tetravalent ions, even at tenfold higher concentrations.
Application to real matrices, including tap water and human plasma, confirmed accurate cadmium detection with recoveries within acceptable limits. This case study highlights secnidazole's dual functionality as a therapeutic agent and a valuable capping material in nanotechnology-enabled sensing.