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Basic information

  • Name:

  • Ornidazole

  • CAS No.:

  • 16773-42-5

  • Formula:
  • C7H10ClN3O3
  • Synonyms:
  • Tiberal;1-Chloro-3-(5-(hydroxy(oxido)amino)-2-methyl-1H-imidazol-1-yl)-2-propanol;Ornidazol [INN-Spanish];alpha-(Chloromethyl)-2-methyl-5-nitro-1H-imidazole-1-ethanol (9CI);Madelen;Imidazole-1-ethanol, .alpha.- (chloromethyl)-2-methyl-5-nitro-;Prestwick_584;Ornidazolum [INN-Latin];1H-Imidazole-1-ethanol, .alpha.-(chloromethyl)-2-methyl-5-nitro-;Ormidazole;S-(-)-ornidazole;

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Chemistry

Molecular Structure of Ornidazole (CAS NO.16773-42-5):

IUPAC Name: 1-Chloro-3-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol
Canonical SMILES: CC1=NC=C(N1CC(CCl)O)[N+](=O)[O-]
InChI: InChI=1S/C7H10ClN3O3/c1-5-9-3-7(11(13)14)10(5)4-6(12)2-8/h3,6,12H,2,4H2,1H3
InChIKey: IPWKIXLWTCNBKN-UHFFFAOYSA-N
Molecular Weight: 219.6256 [g/mol]
Molecular Formula: C7H10ClN3O3
XLogP3: 0.6
H-Bond Donor: 1
H-Bond Acceptor: 4 
Index of Refraction: 1.617
Molar Refractivity: 50.19 cm3
Molar Volume: 143.3 cm3
Surface Tension: 58.2 dyne/cm
Density: 1.53 g/cm3
Flash Point: 221.9 °C
Enthalpy of Vaporization: 73.86 kJ/mol
Boiling Point: 443.2 °C at 760 mmHg
Vapour Pressure: 1.23E-08 mmHg at 25 °C
Appearance: Crystalline Solid
Melting Point: 85-90 °C
Water Solubility: 4330 mg/L at 25 °C
Classification Code: Amebicides; Anti-Infective Agents; Anti-infective; Antiparasitic Agents; Antiprotozoal Agents; Antitrichomonal agents; Drug / Therapeutic Agent; Mutation data; Radiation-sensitizing agents; Reproductive Effect

Uses

 Ornidazole (CAS NO.16773-42-5) is a drug that cures some protozoan infections. It is used by the poultry industry. It has been investigated for use in Crohn's disease after bowel resection.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1120mg/kg (1120mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 612, 1978.
mouse LD50 intravenous 375mg/kg (375mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 612, 1978.
mouse LD50 oral 1139mg/kg (1139mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 612, 1978.
rabbit LD50 oral > 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 612, 1978.
rat LD50 oral 1780mg/kg (1780mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 612, 1978.

Safety Profile

Safety Information of Ornidazole (CAS NO.16773-42-5):
Hazard Codes : HarmfulXn
Risk Statements : 22 
R22:Harmful if swallowed.
Safety Statements : 36 
S36:Wear suitable protective clothing.
WGK Germany : 3
RTECS : NI5460000
Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl− and NOx.

Specification

 Ornidazole (CAS NO.16773-42-5), its Synonyms are 1-(2-Hydroxy-3-chloropropyl)-2-methyl-5-nitroimidazole ; 1-(3-Chloro-2-hydroxypropyl)-2-methyl-5-nitroimidazole ; Madelen ; Ornidazolum ; alpha-(Chlormethyl)-2-methyl-5-nitro-imidazol-1-aethanol ; alpha-(Chloromethyl)-2-methyl-5-nitroimidazole-1-ethanol ; 1H-Imidazole-1-ethanol, alpha-(chloromethyl)-2-methyl-5-nitro- ; Imidazole-1-ethanol, alpha-(chloromethyl)-2-methyl-5-nitro- .

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