13182-82-6

Basic information

• Product Name: Metronidazole Acetate
• Synonyms: Metronidazole Acetate
• CAS NO: 13182-82-6
• Molecular Formula: C₈H₁₁N₃O₄
• Molecular Weight: 213.19064
• Product Categories: Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 13182-82-6.mol

Chemical Properties

• Boiling Point: 397.1°C at 760 mmHg
• Flash Point: 194°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.62E-06mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Metronidazole Acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Metronidazole Acetate(13182-82-6)
• EPA Substance Registry System: Metronidazole Acetate(13182-82-6)

Safety Data

• Hazardous Substances Data: 13182-82-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Metronidazole Acetate is used as an active pharmaceutical ingredient for the treatment of various infections caused by protozoa, such as trichomoniasis, and anaerobic bacteria. Its antifungal and spermicidal properties also contribute to its use in this industry.
Used in Veterinary Medicine:
In the veterinary field, Metronidazole Acetate is used as a broad-spectrum antiprotozoal and antibacterial agent for the treatment of infections in animals.
Used in Contraceptives:
Due to its spermicidal activity, Metronidazole Acetate can be used in the development of contraceptive products to prevent pregnancy.
Used in Antifungal Treatments:
Metronidazole Acetate's antifungal properties make it suitable for use in treatments targeting fungal infections, both in humans and animals.
Used in Research:
As a pale yellow solid with unique chemical properties, Metronidazole Acetate can be utilized in research settings to study the effects of imidazole derivatives on various biological systems and to develop new therapeutic agents.

InChI:InChI=1/C8H11N3O4/c1-6-9-5-8(11(13)14)10(6)3-4-15-7(2)12/h5H,3-4H2,1-2H3

Upstream product

• 108-24-7 acetic anhydride 
• 443-48-1 metronidazole 
• 64-19-7 acetic acid 

Downstream Products

• 75787-25-6 1-<(2-Hydroxyethyl)-5-nitro-2-imidazolyl>-2-bromo-p-nitroacetophenone 
• 75787-24-5 1-<(β-Hydroxyethyl)-5-nitro-2-imidazolyl>-p-nitroacetophenone 
• 75787-20-1 3-Nitro-8-(4-nitro-phenyl)-5,6-dihydro-imidazo[1,2-d][1,4]oxazepine 
• 64-19-7 acetic acid 
• 443-48-1 metronidazole 
• 75787-23-4 1-(2-Acetoxyethyl)-5-nitro-2-imidazole-α-(p-nitrophenyl)ethenol-p-nitrobenzoate 

Relevant articles and documents

Imidazole derivatives as possible microbicides with dual protection

Twenty seven derivatives (2-28) of 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanol were synthesized and evaluated for anti-trichomonas, spermicidal and antifungal activities. Twenty six compounds were active against Trichomonas vaginalis at MIC ranging from 1-42 μM and seven compounds (9,18,19,22,24,26,28) immobilized 100% human spermatozoa at 1% concentration (w/v). Twenty three compounds (2,3,5,8-26,28) exhibited antifungal activity at 25-50 μg/mL concentration. Seven compounds (9,18,19,22,24,26,28) showed significant anti-trichomonas and spermicidal activities and also exhibited mild antifungal activity. All the compounds were highly safe towards human cervical cell line (HeLa) as shown by the cell-viability assay of HeLa cells at 200 μg/mL concentration, whereas nonoxynol-9 (N-9, the marketed spermicidal microbicide) was highly cytotoxic. Therefore, it may be concluded that introduction of the pharmacophore responsible for spermicidal activity into a proven anti-trichomonas structure may lead to a potent dual function microbicide better and safer than N-9.

Evaluation of lipophilicity, antimicrobial activity and mutagenicity of some novel ester prodrugs of metronidazole

Various novel aliphatic and aromatic esters of metronidazole have been synthesized to improve the physicochemical properties (Rm values, lipophilicity) using prodrug approach. The alcoholic functional group of metronidazole is readily esterified, thus several novel ester prodrugs of metronidazole have been synthesized and evaluated for their anaerobic antibacterial activity and mutagenicity. These compounds have been characterized by UV, IR, 1H NMR, mass spectra and elemental analysis. The partition coefficient of esters is determined by n-octanol/water system, RP-TLC and computed in silico. Anaerobic-activity against C. perfringens. determined in terms of MIC (μg/ml) show the esters, particularly SDS-18 and SDS-19, to be more potent in comparison to metronidazole. The Ames test is used to compare the mutagenic potential of the synthesized 5-nitroimidazoles.

Pharmaceutical compositions primarily for the treatment and prevention of genitourinary infections and their extragenital complications

Compositions having synergistic effective amounts of one or more antibacterial agents, a nitroimidazole, and/or a sulfonamide or a molecule or compound having folic acid antagonist effect and nitroimidazole substitution in addition, with or without an ant

Lipophilic metronidazole derivatives and their absorption through hairless mouse skin

Previously we have shown that the diacyl glyceryl ester of naproxen is absorbed into excised mouse skin and slowly degraded to release naproxen. In the present work we have synthesised some organic acid and fatty acid derivatives of metronidazole, and studied the in-vitro degradation in aqueous buffer solutions and serum as well as their permeation through hairless mouse skin. The derivatives were enzymatically degraded in serum to form metronidazole. Only the acetic acid and butyric acid derivatives were able to permeate hairless mouse skin intact. The fatty acid derivatives released metronidazole within the skin. The metronidazole delivery through the skin was significant when the metronidazole oleate was used. This compound could therefore be considered as a suitable pro drug for dermal applications.