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Secnidazole

CAT: 0013-GTR19162552-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162552-02Size:5 mg
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Description
Secnidazole (trade names Flagentyl, Sindose, Secnil) is a nitroimidazole anti-infective. Effectiveness in the treatment of dientamoebiasis has been reported. Secnidazole is structurally related to the commonly used 5-nitroimidazoles metronidazole and tinidazole. (In Vitro) :Secnidazole (RP-14539) (0-5000 μM; 5 or 10 min) inhibits CYP2C19 and CYP3A4, with IC50 values of 3873 μM and 3722 μM, respectively.Secnidazole (0-5000 μM; 5 or 10 min) does not exhibit time-dependent inhibition.Secnidazole (0-5000 μM; 5 or 10 min) has an apparent IC50 value of 503 μM for direct inhibition of human ALDH2.Secnidazole (0-5000 μM; 5 or 10 min) has concentration-dependent inhibition at higher concentration with some of the CYP isoforms notably CYP2A6, CYP2B6, and CYP2D6.Secnidazole (10 μL; 20 h; the secnidazole solution was two-fold serially diluted using Mueller–Hinton broth to obtain dilutions ranging from 80 to 0.3125 mg/mL) inhibits S.marcescens growth with a MIC50 value of 10 mg/mL. (In Vivo) :Secnidazole (100 μL; ip.; for 5 days) has protective activity against S.marcescens pathogenesis and can diminish its pathogenesis in mice.
CAS Number
3366-95-8
Product Name Alternative
PM 185184 | RP 14539
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Ethanol: 37 mg/mL (199.8 mM) ; Water: 37 mg/mL (199.8 mM) ; DMSO: 37 mg/mL (199.8 mM)
Smiles
(2RS) - (2-methyl-5-nitro-1H-imidazol-1-yl) propan-2-ol
Molecular Formula
C7H11N3O3
Molecular Weight
185.18
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
1- (2-methyl-5-nitro-1H-imidazol-1-yl) propan-2-ol

Chemical Information

Secnidazole

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 is a drug used for the treatment of trichomoniasis caused by Trichomonas vaginalis. It has a role as an antibacterial agent, an antiprotozoal drug and an epitope. It is a member of imidazoles, a secondary alcohol and a C-nitro compound.

CAS Number3366-95-8
PubChem CID71815
IUPAC Name1-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol
Molecular FormulaC7H11N3O3
Molecular Weight185.18
XLogP0.2
Topological Polar Surface Area83.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count13
Formal Charge0
Complexity194
SMILES
CC1=NC=C(N1CC(C)O)[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
InChIKey
KPQZUUQMTUIKBP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Secnidazole
CAS: 3366-95-8
CID: 71815
Formula: C7H11N3O3
MW: 185.18
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight185.18
XLogP30.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass185.08004122
Monoisotopic Mass185.08004122
Topological Polar Surface Area83.9 Ų
Heavy Atom Count13
Formal Charge0
Complexity194
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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