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Metronidazole

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Identification
Molecular formula
C4H5N3O2
CAS number
443-48-1
IUPAC name
2-methyl-5-nitro-1H-imidazole
State
State

At room temperature, Metronidazole is typically in a solid state. It is often formulated into tablets, creams, or suspensions for pharmaceutical use.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.00
Boiling point (Celsius)
327.60
Boiling point (Kelvin)
600.80
General information
Molecular weight
113.09g/mol
Molar mass
113.0930g/mol
Density
1.4667g/cm3
Appearence

Metronidazole appears as a colorless to pale yellow crystalline powder. It is often odorless and has a slightly bitter taste. The compound can present in various solid forms depending on its formulation.

Comment on solubility

Solubility of 2-methyl-5-nitro-1H-imidazole

Understanding the solubility of 2-methyl-5-nitro-1H-imidazole is essential as it influences its behavior in various chemical environments. This compound demonstrates some distinct solubility characteristics:

  • Solvent Compatibility: 2-methyl-5-nitro-1H-imidazole is generally more soluble in polar solvents. This includes:
    • Water
    • Methanol
    • Ethanol
  • Poor Solubility in Non-polar Solvents: Conversely, the compound shows limited solubility in non-polar solvents such as:
    • Hexane
    • Chloroform
  • Influencing Factors: Factors that can affect solubility include:
    • Temperature: Increased temperature typically enhances solubility.
    • pH level: The ionization state can vary with pH, impacting solubility.

In summary, while 2-methyl-5-nitro-1H-imidazole is soluble in polar environments, it showcases limited interaction with non-polar solvents. This property can be crucial for its applications in various chemical processes and formulations.

Interesting facts

Interesting Facts About 2-Methyl-5-Nitro-1H-Imidazole

2-Methyl-5-nitro-1H-imidazole is a fascinating compound, particularly known for its applications in various fields of chemistry and biology. Here are some key points that highlight its significance:

  • Biological Activity: This compound is notable for exhibiting antibacterial as well as antifungal properties. Its ability to interfere with microbial processes makes it a potential candidate for developing antimicrobial agents.
  • Pharmaceutical Relevance: Compounds similar to 2-methyl-5-nitro-1H-imidazole are commonly explored in drug discovery, especially in the treatment of Helicobacter pylori, a bacterium associated with stomach ulcers.
  • Chemical Structure: The imidazole ring system provides unique electronic properties that can be tailored to modify activity and solubility, enhancing its versatility in various chemical reactions.
  • Research Applications: It is also utilized in research for developing new synthetic pathways and methodologies, making it a favorite among organic chemists.
  • Toxicology and Safety: Despite its beneficial properties, understanding the toxicological profile of this compound is crucial. Safety assessments ensure that it can be utilized effectively without harmful side effects.

The study of 2-methyl-5-nitro-1H-imidazole opens up numerous avenues for further exploration. As noted in one of the research papers, “The unique characteristics of imidazole derivatives play a pivotal role in the discovery of novel therapeutic agents." This emphasizes the ongoing relevance and importance of such compounds in contemporary scientific research.


In conclusion, 2-methyl-5-nitro-1H-imidazole is a compound that stands at the intersection of medicinal chemistry and organic synthesis, driving innovation and contributing to advancements in healthcare.

Synonyms
2-Methyl-5-nitroimidazole
696-23-1
2-Methyl-5-nitro-1H-imidazole
88054-22-2
2-Methyl-4-nitroimidazole
2-METHYL-4-NITRO-1H-IMIDAZOLE
Menidazole
1H-Imidazole, 2-methyl-4-nitro-
1H-Imidazole, 2-methyl-5-nitro-
Imidazole, 2-methyl-4-nitro-
RP 8532
EINECS 211-790-3
24AG2WW15W
Imidazole, 2-methyl-5-nitro-
ORNIDAZOLE METABOLITE M1
DTXSID2061010
EC 211-790-3
METHYL-4-NITROIMIDAZOLE, 2-
RP-8532
TINIDAZOLE IMPURITY A [EP IMPURITY]
L-581490
METRONIDAZOLE BENZOATE IMPURITY B [EP IMPURITY]
100215-29-0
TINIDAZOLE IMPURITY A (EP IMPURITY)
METRONIDAZOLE BENZOATE IMPURITY B (EP IMPURITY)
DTXCID4046527
2-methyl-4(or 5)-nitroimidazole
2-Methyl-5-nitro-1H-imidazole (9CI)
211-790-3
618-108-7
800-288-5
2-Methyl-4(5)-nitroimidazole
UNII-24AG2WW15W
MFCD00005191
Tinidazole impurity A
Metronidazole impurity A
5-nitro-2-methylimidazole
2-methyl -5-nitroimidazole
SCHEMBL63215
MLS006011386
2-Methyl-4(5)nitroimidazole
CHEMBL134454
2-methyl-4-nitro-3H-imidazole
FFYTTYVSDVWNMY-UHFFFAOYSA-
CHEBI:181956
ALBB-020792
BCP32909
BCP32918
STK320516
AKOS000266160
AKOS000294748
AKOS015912419
AKOS025394814
2-Methyl-4(5)-nitroimidazole, 99%
AC-8195
CS-W011149
FM25738
Imidazole, 2-methyl-4(or 5)-nitro-
SB38360
AC-10807
AS-10894
PD055434
SMR004703227
DB-025909
M0922
NS00007865
EN300-21470
Menidazole, VETRANAL(TM), analytical standard
SR-01000945053
SR-01000945053-1
2-Methyl-5-nitro-1H-imidazole;L 581490;Menidazole
Q27253838
F1905-7036
Z1245636358
2-Methyl-5-nitroimidazole, British Pharmacopoeia (BP) Reference Standard
InChI=1/C4H5N3O2/c1-3-5-2-4(6-3)7(8)9/h2H,1H3,(H,5,6
InChI=1/C4H5N3O2/c1-3-5-2-4(6-3)7(8)9/h2H,1H3,(H,5,6)
Metronidazole impurity A, European Pharmacopoeia (EP) Reference Standard
Tinidazole EP Impurity A;Ornidazole Impurity B;2-Methyl-5-nitroimidazole
Tinidazole impurity A, European Pharmacopoeia (EP) Reference Standard
Metronidazole Imp. A (EP); Metronidazole Benzoate Imp. B (EP); Tinidazole Imp. A (EP); Tinidazole USP Related Compound A; Tinidazole USP RC A