3366-95-8 Secnidazole hemihydrate AKSci J10074
 
 
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  J10074    AKSci Reference Standard
Secnidazole hemihydrate
, >98% (HPLC)
 
alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol hemihydrate
(RS)-1-(2-Methyl-5-nitroimidazol-1-yl)-2-propanol hemihydrate




IDENTITY
CAS Number:3366-95-8
MDL Number:MFCD00864656
MF:C7H11N3O3
MW:185.18
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:>98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:71-80°C
Long-Term Storage:Store long-term in a cool, dry place
Note:Loss on drying max 7.0%
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Application(s):Nitroimidazole anti-infective

REVIEW

 Secnidazole (trade names Flagentyl, Sindose, Secnil) is a nitroimidazole anti-infective, an is widely used in the treatment of amoebiasis, giardiasis and genital infections due to Trichomonas vaginalis. Secnidazole demonstrates excellent activity against anaerobic bacteria similar to that of metronidazole. The compound has also been shown to be effective against dientamoebiasis and Atopobium vaginae. The mode of action of secnidazole involove reduction of the nitra and subsequent DNA strand breakage at concentrations easily attainable during routine drug administration, but which only occurs after reduction of the nitro group.

REFERENCES
[1]Girginkardeşler N, Coşkun S, Cüneyt Balcioğlu I, Ertan P, Ok UZ. Dientamoeba fragilis, a neglected cause of diarrhea, successfully treated with secnidazole. Clin Microbiol Infect. 2003 Feb;9(2):110-3.
[2] Edwards, D. I.; Knox, R. J.; Rowley, D. A.; Skolimowski, I. M.; Knight, R. C. Edwards, David I. Mechanisms of cytotoxicity of nitroimidazole drugs Progress in Medicinal Chemistry (1981), 18, 87-116.
[3] The biochemistry of nitroimidazole drug action Janssen Research Foundation Series (1980), 2(Host-Invader Interplay), 673-6.
[4] Gillis JC, Wiseman LR.Secnidazole. A review of its antimicrobial activity, pharmacokinetic properties and therapeutic use in the management of protozoal infections and bacterial vaginosis.Drugs. 1996 Apr;51(4):621-38.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H361

Precautionary Statements
P201; P202; P281; P308+P313; P405; P501


Current as of January 29, 2025

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES

 APIs and Bioactives > Antibacterials, Antiparasitics


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