Stereochemistry | RACEMIC |
Molecular Formula | C7H10ClN3O3 |
Molecular Weight | 219.626 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=NC=C(N1CC(O)CCl)[N+]([O-])=O
InChI
InChIKey=IPWKIXLWTCNBKN-UHFFFAOYSA-N
InChI=1S/C7H10ClN3O3/c1-5-9-3-7(11(13)14)10(5)4-6(12)2-8/h3,6,12H,2,4H2,1H3
Ornidazole is nitroimidazole derivative. It is an antiprotozoal drug that has proven to be effective against Trichomonas vaginalis, Entoamoeba histolytica, Giardia lamblia and Helicobacter pylori. The reduction of the nitro group and the generation of short-lived reactive intermediates are the basis of its parasiticidal activity. Ornidazole is a DNA-tropic drug with selective activity against microorganisms with enzyme systems capable of reducing the nitrogroup and catalyze the interaction between ferrodoxin proteins and nitrocompounds. After the drug penetrates the microbial cell, the mechanism of its action is based reducing the nitrogroup under the influence of the microorganism’s nitroreductases and the activity of the reduced nitroimidazole. The reduction products create compounds with DNA causing it to degrade, and disrupt the DNA replication and transcription processes. Furthermore, the drug’s metabolism products have cytotoxic properties and disrupt cellular respiration processes. It is indicated for the treatment of anaerobic systemic infections caused by ornidazole-sensitive microflora, prevention of infections caused by anaerobic bacteria, during operative treatment (especially middle and straight intestine surgeries), gynecological surgeries, severe intestinal ameobiasis, all extra-intestinal ameobiasis forms, giardiasis. Ornidazole was shown to be effective for the prevention of recurrence of Crohn's disease after ileocolonic resection.
CNS Activity
Originator
Approval Year
Doses
AEs
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Drug as perpetrator
Drug as victim
Tox targets
PubMed
Sample Use Guides
Typical Dosage for Ornidazole
Amoebiasis:
Adults: 1gm daily in 2 divided doses for 7 to 10 days
Children: 10 to 25mg/kg once daily for 3days
Amoebic dysentery:
Adults: 1.5gm once daily for 3 days
Children: 40mg/kg once daily for 3 days
Trichomoniasis
Adults: 1.5gm single daily dose or 0.5gm 12hourly for 5 days,
Male partner should be concurrently treated.
Children: 25mg/kg as a single dose
Giardiasis:
Adults: 1 to 1.5gm once daily for 2days
Children: 40mg/kg for 2days
Bacterial vaginosis: 1.5gm once or 500mg once daily for 5 to7 days
Route of Administration:
Other