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ornidazole

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EntityQ2358146· pop 14· linked from 135 articles

ornidazole

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Also known as alpha-(chloromethyl)-2-methyl-5-nitro-1H-imidazole-1-ethanol, Ro 7-0207, 1-(3-chloro-2-hydroxypropyl)-2-methyl-5-nitroimidazole, 1-(2-hydroxy-3-chloropropyl)-2-methyl-5-nitroimidazole

Ornidazole is an antibiotic used to treat protozoan infections. A synthetic nitroimidazole, it is commercially obtained from an acid-catalyzed reaction between 2-methyl-5-nitroimidazole and epichlorohydrin. Ornidazole is nothing but chloro-secnidazole.

Chemical data

Formula
C7H10ClN3O3
Molecular weight
219.62 g/mol
IUPAC name
1-chloro-3-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol
SMILES
CC1=NC=C(N1CC(CCl)O)[N+](=O)[O-]
InChIKey
IPWKIXLWTCNBKN-UHFFFAOYSA-N
XLogP
0.6
Polar surface area
83.9 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
Indications
rectum cancer, bacterial disease, malignant colon neoplasm, amebiasis

via ChEMBL · EBI

Wikidata facts

Mass
219.041
Show 5 more facts
World Health Organisation international non-proprietary name
ornidazole
chemical formula
C₇H₁₀ClN₃O₃
canonical SMILES
CC1=NC=C(N1CC(CCl)O)[N+](=O)[O-]
medical condition treated
giardiasis
Commons category
Ornidazole
Sources (9)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Ornidazole is an antibiotic used to treat protozoan infections. A synthetic nitroimidazole, it is commercially obtained from an acid-catalyzed reaction between 2-methyl-5-nitroimidazole and epichlorohydrin. Ornidazole is nothing but chloro-secnidazole.

Antimicrobial spectrum is similar to that of metronidazole and is more well tolerated; however there are concerns of lower relative efficacy.

Excerpted from Wikipedia’s “ornidazole” article, available under the CC BY-SA 4.0 licence.