- Secnidazol
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- $0.00 / 1g
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2026-05-20
- CAS:3366-95-8
- Min. Order: 1g
- Purity: More Than 99%
- Supply Ability: 100kg/Month
- Secnidazole
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- $0.00 / 1kg
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2026-05-19
- CAS:3366-95-8
- Min. Order: 1kg
- Purity: 98%-102%
- Supply Ability: 1000KGS
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| | alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol Basic information |
| | alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol Chemical Properties |
| Melting point | 76°C | | Boiling point | 396.1±22.0 °C(Predicted) | | density | 1.39±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Chloroform (Sparingly), Methanol (Sparingly) | | pka | 14.50±0.20(Predicted) | | form | Solid | | color | White to Light Yellow | | Water Solubility | H2O: 2mg/mL, clear (warmed) | | λmax | 319nm(H2O)(lit.) | | Merck | 14,8419 | | InChI | InChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3 | | InChIKey | KPQZUUQMTUIKBP-UHFFFAOYSA-N | | SMILES | C(N1C(=NC=C1N(=O)=O)C)C(O)C | | CAS DataBase Reference | 3366-95-8(CAS DataBase Reference) |
| WGK Germany | WGK 3 | | HS Code | 2933.29.2000 | | Storage Class | 13 - Non Combustible Solids |
| | alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol Usage And Synthesis |
| Chemical Properties | Crystalline Solid | | Uses | antiameobic, antitrichomonas | | Uses | Analog of Metronidazole. Antiamebic. Antiprotozoal (Trichomonas). | | Definition | ChEBI: Secnidazole is a C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by 2-hydroxypropyl and methyl groups, respectively. It has a role as an epitope. It is a C-nitro compound, a member of imidazoles and a secondary alcohol. | | Pharmaceutical Applications | A 5-nitroimidazole with properties similar to those of metronidazole. It is rapidly absorbed after oral administration and is distinguished by having the longest plasma half-life (18 h) of clinically used nitroimidazole drugs. It is used in the treatment of intestinal amebiasis, giardiasis, trichomoniasis and bacterial vaginosis. | | Biological Activity | Secnidazole is a nitroimidazole anti-microbial selective against many anaerobic Gram-positive and Gram-negative bacteria and protozoa. It has been approved for the treatment of bacterial vaginosis. Secnidazole is a prodrug, whose nitro group is reduced by bacterial enzymes to radical anions th at interfere with bacterial DNA synthesis. | | Synthesis | In a 10 L glass reactor, 2-methyl-5-nitroimidazole (635 g), 1-bromo-2-propanol (2070 g), potassium carbonate (2114 g) and acetone (7.1 L) were added in a molar ratio of 1:3:3:20. The reaction mixture was heated to 70 °C and refluxed for 5 h under stirring conditions. The progress of the reaction was monitored by TLC (GF254 silica gel plate, unfolding agent was chloroform:ethanol=85:15) to confirm the completion of the reaction to obtain the reaction mixture A. Acetone was recovered by distillation under reduced pressure to obtain the reaction mixture B. 9 L of water was added to the reaction mixture B, cooled down to 0 °C and centrifuged to obtain the wet product. The wet product was washed with cold water and centrifuged again after stirring at 1 °C for 3 h to obtain 1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-ol crude product. The crude product was transferred to a 5L reactor, 40% ethanol (3L) and activated carbon (30g) were added, heated to 70°C refluxed to dissolve and then hot filtered. The filtrate was cooled to 0°C for crystallization for 3 h. After centrifugal separation, the product was dried under vacuum at 40°C to obtain the pure Secnidazole. After weighing, the mass of the final product was 820 g, and the total yield was 89.1%. | | References | [1] Patent: CN103772289, 2016, B. Location in patent: Paragraph 0036-0042 |
| | alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol Preparation Products And Raw materials |
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