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Safety Information

SML2613

Sigma-Aldrich

Secnidazole

≥98% (HPLC)

Synonym(s):

1-(2-methyl-5-nitro-1H-imidazol-1-yl) propan-2­ol, 1-(2­Hydroxypropyl)-2-methyl-5-nitroimidazole, SYM-1219

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About This Item

Empirical Formula (Hill Notation):
C7H11N3O3
CAS Number:
3366-95-8
Molecular Weight:
185.18
MDL number:
MFCD00864656
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

[N+](=O)([O-])c1[n](c(nc1)C)CC(O)C

InChI

1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3

InChI key

KPQZUUQMTUIKBP-UHFFFAOYSA-N

Biochem/physiol Actions

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 that interfere with bacterial DNA synthesis.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000165457
0000152936
0000152939
0000152939
0000152936

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Helen S Pentikis et al.
Advances in therapy, 33(12), 2229-2241 (2016-10-17)
Bacterial vaginosis (BV) is a serious infection that is the most common vaginal infection in women of childbearing potential. SYM-1219 is a novel, granule formulation containing 2 g of secnidazole that is being developed as a single, oral dose to treat
Melinda A B Petrina et al.
Anaerobe, 47, 115-119 (2017-05-20)
Secnidazole, a 5-nitroimidazole with a longer half-life, is structurally related to metronidazole and tinidazole. For treatment of bacterial vaginosis (BV), secnidazole is a suitable single-dose oral drug having a longer serum half-life than metronidazole. The objective of this study was
Borje Darpo et al.
Journal of clinical pharmacology, 58(3), 286-293 (2017-10-03)
SYM-1219, a novel oral granule formulation of secnidazole, is under development as single-dose treatment for bacterial vaginosis. This 4-way, randomized, crossover study evaluated the effects of SYM-1219 on electrocardiographic (ECG) parameters in 52 healthy subjects. Subjects were administered single doses

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