227622-73-3

227622-73-3 structure

Name: Secnidazole heMihydrate
Chemical Name: 1-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol,hydrate
CAS Number: 227622-73-3
Molecular Formula: C₁₄H₂₄N₆O₇
Molecular Weight: 388.37600
Catalog: analytical chemistry Standard Analytical standard
Create Date: 2017-10-25 03:38:25
Modify Date: 2024-01-03 16:01:16
Secnidazole (RP-14539) hemihydrate is an orally active azole antibiotic and a imidazole mitigator of Serratia marcescens virulence. Secnidazole (hemihydrate), as an analog of acylhomoserine lactones, effectively inhibits QS resulting in the attenuation of Pseudomonas aeruginosa pathogenesis. Secnidazole (hemihydrate) has antimicrobial activity against many anaerobic Gram-negative and Gram-positive bacterial species in vitro. Secnidazole (hemihydrate) can be used for the research of various diseases, such as amoebiasis and giardiasis, and bacterial vaginitis[1][2][3].

Name	1-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol,hydrate
Synonyms	\|A,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol hemihydrate Secnidazole hemihydrate

Description	Secnidazole (RP-14539) hemihydrate is an orally active azole antibiotic and a imidazole mitigator of Serratia marcescens virulence. Secnidazole (hemihydrate), as an analog of acylhomoserine lactones, effectively inhibits QS resulting in the attenuation of Pseudomonas aeruginosa pathogenesis. Secnidazole (hemihydrate) has antimicrobial activity against many anaerobic Gram-negative and Gram-positive bacterial species in vitro. Secnidazole (hemihydrate) can be used for the research of various diseases, such as amoebiasis and giardiasis, and bacterial vaginitis[1][2][3].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Anti-infection >> Bacterial
Target	IC50: 3873 μmol/L (CYP2C19), 3722 μmol/L (CYP3A4), 503 μmol/L (ALDH2); MIC50: 10 mg/mL (S.marcescens)[2][3].
In Vitro	Secnidazole (hemihydrate) inhibits CYP2C19 and CYP3A4, with IC50 values of 3873 and 3722 μmol/L, respectively. [2] Secnidazole (hemihydrate) does not exhibit time-dependent inhibition. [2] Secnidazole (hemihydrate) has an apparent IC50 value of 503 μmol/L for direct inhibition of human ALDH2. [2]Secnidazole (hemihydrate) has concentration-dependent inhibition at higher concentration with some of the CYP isoforms notably CYP2A6, CYP2B6, and CYP2D6. [2]Secnidazole (hemihydrate) inhibits S.marcescens growth at 10 mg/mL with a MIC50 value of 10 mg/mL[3].
In Vivo	Secnidazole (hemihydrate) (RP-14539) (100 μL; ip.; for 5 days) has protective activity against S.marcescens pathogenesis and can diminish its pathogenesis in mice[3]. Animal Model: Female healthy albino mice[3] Dosage: 100 μL Administration: 100 μL; ip.; for 5 days Result: Significantly diminished the bacteria s capacity to kill mice.
References	[1]. Secnidazole. LiverTox: Clinical and Research Information on Drug-Induced Liver Injury, National Institute of Diabetes and Digestive and Kidney Diseases, 25 February 2020. [2]. Helen S Pentikis, et al. In vitro metabolic profile and drug-drug interaction assessment of secnidazole, a high-dose 5-nitroimidazole antibiotic for the treatment of bacterial vaginosis. Pharmacol Res Perspect. 2020 Aug;8(4):e00634. [3]. Ahdab N Khayyat, et al. Secnidazole Is a Promising Imidazole Mitigator of Serratia marcescens Virulence. Microorganisms. 2021 Nov 11;9(11):2333.

Molecular Formula	C₁₄H₂₄N₆O₇
Molecular Weight	388.37600
Exact Mass	388.17100
PSA	176.97000
LogP	1.94310

Symbol	GHS08
Signal Word	Warning
Hazard Statements	H361d
Precautionary Statements	P281
Hazard Codes	Xn
Risk Phrases	63
Safety Phrases	36/37
RIDADR	NONH for all modes of transport

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