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Ornidazole

CAS No.
16773-42-5
Chemical Name:
Ornidazole
Synonyms
OPSS;1-Chloro-3-(2-Methyl-5-nitro-1H-iMidazol-1-yl)propan-2-ol;tiberal;alpha-(chlormethyl)-2-methyl-5-nitro-imidazol-1-aethanol;Ornidazol a-(ChloroMethyl)-2-Methyl-5-nitro-1H-iMidazole-1-ethanol;Madelen;Ornidal;ro7-0207;NSC 95075;Ornidazol
CBNumber:
CB5735895
Molecular Formula:
C7H10ClN3O3
Molecular Weight:
219.63
MDL Number:
MFCD00057960
MOL File:
16773-42-5.mol
MSDS File:
SDS
Last updated:2024-04-09 22:15:29

Ornidazole Properties

Melting point 85-90°C
Boiling point 443.2±40.0 °C(Predicted)
Density 1.6545 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Soluble in ethanol at 50mg/ml
pka 2.4 ± 0.1(at 25℃)
color Crystals from toluene
λmax 276nm(H2SO4 aq.)(lit.)
Merck 14,6872
InChIKey IPWKIXLWTCNBKN-UHFFFAOYSA-N
CAS DataBase Reference 16773-42-5(CAS DataBase Reference)
FDA UNII 62XCK0G93T
ATC code G01AF06,J01XD03,P01AB03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312a-P330-P501a
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  NI5460000
HS Code  2933.29.4300
HazardClass  IRRITANT
Toxicity LD50 in rats, mice (mg/kg): 1780, 1420 orally (Grunberg); LD50 in mice (mg/kg): >2000 orally, >2000 i.p. (Hoffer, Grunberg)
NFPA 704
0
2 0

Ornidazole price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich O5879 Ornidazole analytical standard 16773-42-5 5g $80.4 2024-03-01 Buy
TCI Chemical O0417 Ornidazole >98.0%(HPLC)(T) 16773-42-5 5g $26 2024-03-01 Buy
TCI Chemical O0417 Ornidazole >98.0%(HPLC)(T) 16773-42-5 25g $58 2024-03-01 Buy
Alfa Aesar J63100 Ornidazole, 99% 16773-42-5 5g $64.9 2024-03-01 Buy
Alfa Aesar J63100 Ornidazole, 99% 16773-42-5 25g $261 2024-03-01 Buy
Product number Packaging Price Buy
O5879 5g $80.4 Buy
O0417 5g $26 Buy
O0417 25g $58 Buy
J63100 5g $64.9 Buy
J63100 25g $261 Buy

Ornidazole Chemical Properties,Uses,Production

Description

Ornidazole is prescribed for the treatment of certain protozoan infections, post-surgery infections and bacterial infections. The action of this drug is based on its potential to inhibit the development of microorganisms. Ornidazole is available as an oral tablet that should be taken based on a pharmacist/doctor’s instructions. Prescriptions that include this drug should also take into consideration some of the patient’s specifications such as hypersensitivity and potential drug interactions.

Indications

Ornidazole is given to patients who have vaginal infections such as bacterial vaginitis, post-surgical infections, anaerobic bacterial infections, skin infections, trichomonas vaginitis, intestinal infections, stomach infections, parasitic infections and bacterial infections. It is highly recommended that this drug is taken under appropriate diagnosis and medical indication.

Contraindications

It is not recommended to take this medicine if one is hypersensitive to similar antibiotics, or if one has a history of hypersensitivity. Other than hypersensitivity, this drug is contraindicated in lactating/pregnant women, and in patients with epilepsy, myasthenia gravis and multiple sclerosis.

Dosage Information

For the treatment of amoebiasis, adult patients should take 1g daily in 2 doses for 7-10 days whereas children should be given 10-25mg/kg once a day for 3 days.
For treatment of amoebic dysentery, adults should take 1.5mg once a day for 3 days whereas children should be given 40mg/kg once per day for 3 days.
The typical Ornidazole dosage for treatment of trichomoniasis in adults is 0.5gm once every 12 hours/1.5gm as a single dose for 5 days. In children, 25mg/kg can be taken as a single dose.
For treatment of Giardiasis in adults, 1-1.5gm should be taken once per day for 2 days and in children, 40mg/kg should be taken for two days.
The dosage requirements for the treatment of bacterial vaginitis is 1.5gm, which is taken once every day or 500mg taken as a daily single dose for 5-7 days.
In the event of a missed dose, supportive and symptomatic treatment should be commenced where the Ornidazole is removed through gastric lavage, induced emesis, application of a carthartic or administration of activated charcoal.

Mechanism of Action

The drug is a nitroimidazole with broad spectrum cidal action against specific types of anaerobic bacteria and protozoa. Ornidazole’s selective toxicity in response to anaerobic microbes entails entry of the drug into the cell through diffusion and reduction of the drug’s nitro group into reactive nitro by redox proteins in anaerobic organisms. This activity influences cytotoxic action by destroying DNA and other fundamental molecules. The final step entails destabilization of the DNA helix and the breakage of certain strands.

Drug Interactions

Some medications have a higher probability of interacting with other prescription drugs hence the doctor should approve any medication adjustments. It is essential for a patient to notify their doctor of any medication, herbal treatments and vitamin supplements that they may be taking before the administration of Ornidazole. A prompt notification may minimize the probability of occurrence of specific side effects.
Ornidazole may interact with warfarin and vecuronium.

Warnings

It is recommended that a patient abstains from alcohol intake for at least 3 days after initiation of therapy with this drug. Alcohol use or associated products may influence disulfiram-like responses in some people.
Ornidazole use in pregnant/breastfeeding women is not recommended as the potential risks may outweigh the benefits in some cases. However, a patient should always consult their healthcare practitioner before taking this medication.
The use of Ornidazole may result in drowsiness hence a patient should avoid activities such as the operation of heavy machinery and driving during the first stages of treatment with this drug.
Caution should be taken amongst patients with multiple sclerosis as it is a neurodegenerative disorder associated with the brain. Ornidazole should not be prescribed for patients with convulsion disorders such as epilepsy.
For patients with hepatic/renal impairment, the drug should be used cautiously as it may intensify the severity of the pre-existing condition. In this case, it is recommended that the patient is monitored frequently by their doctor for mild to moderate impairment and the respective dose modifications.

Pharmacokinetics

Ornidazole is absorbed well orally, and it is widely distributed through the body. The drug undergoes metabolism in the liver and part of the drug is excreted in bile whereas the rest is eliminated in urine. The duration of action of the drug is 14 hours.

Side Effects

In the administration of medications to treat specific medical conditions, there is a high probability that unintended side effects will develop. Patients on Ornidazole treatment may experience some of the associated side effects in varying intensities. However, if the symptoms persist for an extended period, the patient should contact their doctor.
Potential side effects may include hormonal imbalances in the thyroid gland, skin rash, urticaria, abdominal distress, vertigo metallic taste, dry mouth, upset stomach, drowsiness, headache and nausea.

Description

Ornidazole is an orally bioavailable 5-nitroimidazole derivative with antibacterial and antiprotozoal activities. Ornidazole inhibits the growth of clinical isolates of B. fragilis (MICs = 0.5-5 μM) and various anaerobic bacteria when used at concentrations ranging from less than 0.1 to 3.2 μg/ml. It also inhibits the growth of Giardia isolates (IC50s = 0.01-0.47 μg/ml). Oral administration of ornidazole reduces T. vaginalis and T. foetus infection in mice and E. histolytica infection in rats with curative dose (CD50) values of 37, 3, and 10 mg/kg, respectively. Ornidazole (400 mg/kg per day) induces infertility in male rats within 7 days and inhibits spermatozoa binding to rat oocyte zona pellucida.

Chemical Properties

Crystalline Solid

Originator

Tiberal,Roche,W. Germany ,1977

Uses

Ornidazole is a drug that cures some protozoan infections. It has been investigated for use in Crohn's disease after bowel resection. It is indicated in treatment of mixed amoebiasis, mixed amoebic dysentery, mixed giardiasis, trichomoniasis, bacterial vaginosis, Sexually transmitted diseases, infections of gynaecology, lower respiratory tract infections, ENT, surgical and dental infections.

Uses

estrogen

Uses

Anti-infective

Definition

ChEBI: A C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by 3-chloro-2-hydroxypropyl and methyl groups, respectively. It is used in the treatment of susceptible protozoal infections and for the treatment of anaerobic bacterial infections.

Manufacturing Process

5g of 1-(2,3-epoxypropyl)-2-methyl-5-nitroimidazole was added to 30 ml of concentrated aqueous hydrochloric acid. The solution was heated to the boiling point for 20 minutes, chilled, diluted with 30 ml of water and carefully neutralized with ammonia to a pH of 7 to 8. It was then saturated with ammonium sulfate. The precipitated oil crystallized after several days. Recrystallized from toluene, there was obtained the 1-(3-chloro-2hydroxypropyl)-2-methyl-5-nitroimidazole product melting at 77°C to 78°C.

Therapeutic Function

Antiinfective

Pharmaceutical Applications

A 5-nitroimidazole available for oral administration, intravenous infusion and as a vaginal pessary. Its activity closely parallels that of metronidazole and tinidazole.
Peak plasma levels after a single 750 mg or 1.5 g oral dose reach 11 mg/L and 30 mg/L, respectively, within about 2 h. The half-life is 12–14 h. It is well absorbed from the vagina, with peak plasma concentrations of 5 mg/L being reached 12 h after the insertion of a 500 mg vaginal pessary. After a single 1 g intravenous infusion for colorectal surgery, serum levels reached about 24 mg/L after 15 min and about 6 mg/L after 24 h. It has wide tissue distribution, including CSF. Plasma protein binding is 10–15%.
It is metabolized in the liver, mainly to hydroxymethyl derivatives. The plasma clearance rate decreases in hepatic failure because of reduced liver metabolism and decreased biliary elimination. About 60% of an oral dose is recovered in the urine and 20% in the feces. The dosing interval should be doubled in patients with severe hepatic impairment, but it is unnecessary to reduce the dose in patients with impaired renal function. It is removed by hemodialysis.
Toxicity and side effects are similar to those of metronidazole and tinidazole and it has similar clinical uses. It has been shown to be effective for the prevention of recurrence of Crohn’s disease after ileocolonic resection.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. Whenheated to decomposition it emits very toxic fumes of Clí and NOx.

696-23-1
106-89-8
16773-42-5
Synthesis of Ornidazole from 2-Methyl-4-nitroimidazole and Epichlorohydrin

Ornidazole Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 537)Suppliers
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View Lastest Price from Ornidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ornidazole pictures 2024-04-19 Ornidazole
16773-42-5
US $50.00-40.00 / kg 1kg 99% 20Tons Hebei Dangtong Import and export Co LTD
Ornidazole pictures 2024-04-10 Ornidazole
16773-42-5
US $0.00-0.00 / mg 10mg 90%+ 10g Guangzhou PI PI BIOTECH INC
ORNIDAZOLE pictures 2024-04-09 ORNIDAZOLE
16773-42-5
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
  • Ornidazole pictures
  • Ornidazole
    16773-42-5
  • US $50.00-40.00 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Ornidazole pictures
  • Ornidazole
    16773-42-5
  • US $0.00-0.00 / mg
  • 90%+
  • Guangzhou PI PI BIOTECH INC
  • ORNIDAZOLE pictures
  • ORNIDAZOLE
    16773-42-5
  • US $0.00-0.00 / Kg
  • 99.9%
  • airuikechemical co., ltd.

Ornidazole Spectrum

Ornidazole (Tiberal) Ornidazole 0.1 alpha-(chloromethyl)-2-methyl-5-nitro-1h-imidazole-1-ethano alpha-(chloromethyl)-2-methyl-5-nitro-imidazole-1-ethano ro7-0207 (S)-1-chloro-3-(2-Methyl-5-nitro-1H-iMidazol-1-yl)propan-2-ol ORNIDAZOLE TIMTEC-BB SBB006918 LABOTEST-BB LT00772185 alpha-(chloromethyl)-2-methyl-5-nitro-1h-imidazole-1-ethanol α-[Chloromethyl]-2-methyl-5-nitroimidazole-1-ethanol a-(Chloromethyl)-2-methyl-5-nitro-1H-imidazole-1-ethanol Madelen NSC 95075 Ornidal 1-Chloro-3-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol α-(Chloromethyl)-2-methyl-5-nitro-1H-imidazole-1-ethanol α-Chloromethyl-2-methyl-5-nitro-1H-imidazole-1-ethanol 1-[3-CHLORO-2-HYDROXYPROPYL]-2-METHYL-5-NITROIMIDAZOLE 1-Chloro-3-(2-methyl-5-nitro-1H-imidazol-1-yl)-2-propanol α-(ChloroMethyl)-2-Methyl-5-nitro- Ornidazole API Ornidazole Solution, 100ppm Manufacture Factory CAS 16773-42-5 Ornidazole CAS NO.16773-42-5 1-chloro-3-(2-methyl-5-nitro-1-imidazolyl)-2-propanol Ornidazol Ornidazole> Ornidazole Ornidazole Ornidazolum 1H-Imidazole-1-ethanol, α-(chloromethyl)-2-methyl-5-nitro- Ornidazole USP/EP/BP α-(Chloromethyl)-2-methyl-5-nitroimidazole-1-ethanol OrnidazoleQ: What is Ornidazole Q: What is the CAS Number of Ornidazole Q: What is the storage condition of Ornidazole Q: What are the applications of Ornidazole Orthopyridyl disulfide Ornidazol a-(ChloroMethyl)-2-Methyl-5-nitro-1H-iMidazole-1-ethanol alpha-(chlormethyl)-2-methyl-5-nitro-imidazol-1-aethanol 1-Chloro-3-(2-Methyl-5-nitro-1H-iMidazol-1-yl)propan-2-ol tiberal OPSS 1H-Imidazole-1-ethanol, α-(chloromethyl)-2-methyl-5-nitro- 16773-42-5 C7H10ClN3O3 Analytical Chromatography Product Catalog Alphabetic Analytical Standards disinfectant alcohol| alkyl chloride| nitro-compound OGEN Intermediates & Fine ChemicalsHeterocycles Heterocycles Intermediates & Fine Chemicals Pharmaceuticals API 16773-42-5