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| CAS No.: | 16773-42-5 |
|---|---|
| Name: | Ornidazole |
| Molecular Structure: | |
|
|
|
| Formula: | C7H10ClN3O3 |
| Molecular Weight: | 219.628 |
| 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; |
| EINECS: | 240-826-0 |
| Density: | 1.53 g/cm3 |
| Melting Point: | 85-90 ºC |
| Boiling Point: | 443.2 ºC at 760 mmHg |
| Flash Point: | 221.9 ºC |
| Solubility: | 4330 mg/L at 25 ºC in water |
| Appearance: | Crystalline solid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 36 |
| PSA: | 83.87000 |
| LogP: | 1.22260 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 211914-50-0N-[[2-[[[4-(Aminoiminomethyl)phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-(2-pyridinyl)-beta-alanine ethyl ester hydrochloride
| Conditions | Yield |
|---|---|
| With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(dimethylamino)cyclohexyl]thiourea In ethyl acetate at 25 - 30℃; for 6h; Solvent; Temperature; Reagent/catalyst; | 85.2% |
| Stage #1: 2-methyl-5-nitro-1H-imidazole With aluminum (III) chloride In ethyl acetate at 0℃; for 0.25h; Stage #2: epichlorohydrin In ethyl acetate | 79% |
| With aluminum (III) chloride In ethyl acetate at 45 - 50℃; for 1.5h; | 78% |
- 16773-42-5
ornidazole
- 16773-52-7
(±)-2-methyl-5-nitro-1-(oxiran-2-ylmethyl)-1H-imidazole
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water; acetone at 0℃; for 1h; Inert atmosphere; | 97.2% |
| With sodium hydroxide In dichloromethane; water at 0℃; | 91% |
| With sodium hydroxide In dichloromethane at 0℃; for 3h; | 90% |
| With sodium hydroxide for 0.25h; | 82% |
- 16773-42-5
ornidazole
- 160738-57-8, 112811-59-3
gatifloxacin
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol; water for 12h; Reflux; | 93% |
- 10025-99-7
potassium tetrachloroplatinate(II)
- 16773-42-5
ornidazole
- 84431-20-9
(NO2CCHNC(CH3)N(CH2CH(OH)CH2Cl))2PtCl2
| Conditions | Yield |
|---|---|
| In water solid ligand added to aq. soln. of K2(PtCl4), stirred at 50 °C for 1 h; ppt. filtered, washed with EtOH/Et2O, Et2O, dried in vac.; elem. anal.; | 91% |
- 16773-42-5
ornidazole
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol; water for 12h; Reflux; | 91% |
- 16773-42-5
ornidazole
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol; water for 12h; Reflux; | 87% |
- 16773-42-5
ornidazole
| Conditions | Yield |
|---|---|
| With trichlorophosphate In acetonitrile Reflux; | 87% |
- 108-24-7
acetic anhydride
- 16773-42-5
ornidazole
- 57939-59-0
1-(2-acetoxypropyl-3-chloro)-2-methyl-5-nitroimidazole
| Conditions | Yield |
|---|---|
| With pyridine for 1h; Ambient temperature; | 84% |
- 16773-42-5
ornidazole
| Conditions | Yield |
|---|---|
| In acetone for 4h; Alkylation; Heating; | 81% |
- 16773-42-5
ornidazole
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone for 21h; Alkylation; Heating; | 81% |
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Chemistry
Molecular Structure of Ornidazole (CAS NO.16773-42-5):
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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 : 
Xn
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- .