Compounds > 1-methyl-2-((4-aminophenyl)sulfonyl)amino-5-nitroimidazole
Page last updated: 2024-12-07

1-methyl-2-((4-aminophenyl)sulfonyl)amino-5-nitroimidazole

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1-methyl-2-((4-aminophenyl)sulfonyl)amino-5-nitroimidazole, also known as **metronidazole**, is a well-known antimicrobial drug. It's not a complex molecule with a unique name like the one you provided; that name likely refers to a related compound or a derivative.

**Metronidazole** is a **nitroimidazole antibiotic** used to treat various infections, including:

* **Bacterial infections:** It's effective against anaerobic bacteria, which are bacteria that can survive without oxygen.
* **Parasitic infections:** Metronidazole also works against certain parasites, like Giardia and Trichomonas.

**Mechanism of Action:**

Metronidazole works by interfering with the DNA of the target organism. The nitro group within the molecule is reduced by bacterial enzymes, creating a toxic free radical that damages DNA. This stops the bacteria from replicating and ultimately leads to their death.

**Importance in Research:**

Metronidazole is a well-studied drug, and its importance in research extends beyond its clinical uses. Researchers are interested in:

* **Developing new antibiotics:** Understanding how metronidazole works provides insights for designing new antibiotics that target anaerobic bacteria and other pathogens.
* **Exploring its potential in other applications:** Metronidazole's ability to interact with DNA has led to research exploring its potential as an anti-cancer agent or even as a tool to understand DNA repair mechanisms.
* **Studying resistance mechanisms:** As with all antibiotics, resistance to metronidazole is a concern. Research into how bacteria develop resistance is critical for preventing the spread of resistant strains.

**To summarize:**

While the name you provided might be related to metronidazole, it's not a commonly used name. Metronidazole is a critical antimicrobial drug used for treating bacterial and parasitic infections. Research on metronidazole contributes to our understanding of antibiotic mechanisms, the development of new treatments, and the fight against antibiotic resistance.

1-methyl-2-((4-aminophenyl)sulfonyl)amino-5-nitroimidazole: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID131483
MeSH IDM0169238

Synonyms (9)

Synonym
sulfimidazole
4-amino-n-(1-methyl-5-nitroimidazol-2-yl)benzenesulfonamide
132151-84-9
masan
benzenesulfonamide, 4-amino-n-(1-methyl-5-nitro-1h-imidazol-2-yl)-
1-methyl-2-((4-aminophenyl)sulfonyl)amino-5-nitroimidazole
sulphimidazole
DTXSID80157400
4-amino-n-(1-methyl-5-nitro-1h-imidazol-2-yl)benzenesulfonamide

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The results show that sulphimidazole is only slightly toxic in vitro for Vero cells, either alone or in association with trimethoprim, and that the combination of the two functional groups in a single molecule not only maintains its structure-activity relationship intact but also broadens its antibacterial spectrum."( Cytotoxicity and probable mechanism of action of sulphimidazole.
Baggio, G; Castelli, M; Cermelli, C; Lupo, L; Malagoli, M; Paolucci, F; Roffia, S; Zanca, A, 2000)		0.31

Bioavailability

ExcerptReferenceRelevance
" Compound 5 is well absorbed in rats after oral administration but the plasma levels are inferior to those of sulfadiazine and sulfamethoxazole."( Synthesis and biological properties of 1-methyl-2-[(4-aminophenyl)-sulfonyl-]amino-5-nitro imidazole.
Alberti, D; Bertolini, A; Borella, F; Castelli, M; Comini, A; Coppi, G; Dall' Asta, L, 1989)		0.28
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (20.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.54

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.54 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.54)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
metronidazole
Metronidazole: A nitroimidazole used to treat AMEBIASIS; VAGINITIS; TRICHOMONAS INFECTIONS; GIARDIASIS; ANAEROBIC BACTERIA; and TREPONEMAL INFECTIONS.. metronidazole : A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death.		2.0110C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic
sulfamethoxazole
Sulfamethoxazole: A bacteriostatic antibacterial agent that interferes with folic acid synthesis in susceptible bacteria. Its broad spectrum of activity has been limited by the development of resistance. (From Martindale, The Extra Pharmacopoeia, 30th ed, p208). sulfamethoxazole : An isoxazole (1,2-oxazole) compound having a methyl substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 3-position.		2.1110isoxazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial agent;
antiinfective agent;
antimicrobial agent;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
epitope;
P450 inhibitor;
xenobiotic
trimethoprim
Trimethoprim: A pyrimidine inhibitor of dihydrofolate reductase, it is an antibacterial related to PYRIMETHAMINE. It is potentiated by SULFONAMIDES and the TRIMETHOPRIM, SULFAMETHOXAZOLE DRUG COMBINATION is the form most often used. It is sometimes used alone as an antimalarial. TRIMETHOPRIM RESISTANCE has been reported.. trimethoprim : An aminopyrimidine antibiotic whose structure consists of pyrimidine 2,4-diamine and 1,2,3-trimethoxybenzene moieties linked by a methylene bridge.		210aminopyrimidine;
methoxybenzenes		antibacterial drug;
diuretic;
drug allergen;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
environmental contaminant;
xenobiotic
styrene
Styrene: A colorless, toxic liquid with a strong aromatic odor. It is used to make rubbers, polymers and copolymers, and polystyrene plastics.. styrene : A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.		2.1710styrenes;
vinylarene;
volatile organic compound		mouse metabolite;
mutagen;
plant metabolite
azomycin
azomycin: RN given refers to parent cpd with specified locant; structure		3.1250C-nitro compound;
imidazoles		antitubercular agent
thiamphenicol
[no description available]		2.1110monocarboxylic acid amide;
sulfone		antimicrobial agent;
immunosuppressive agent
florfenicol
florfenicol: structure given in first source. florfenicol : A carboxamide that is the N-dichloroacetyl derivative of (1R,2S)-2-amino-3-fluoro-1-[4-(methanesulfonyl)phenyl]propan-1-ol. A synthetic veterinary antibiotic that is used for treatment of bovine respiratory disease and foot rot; also used in aquaculture.		2.1110organochlorine compound;
organofluorine compound;
secondary alcohol;
secondary carboxamide;
sulfone		antimicrobial agent
ConditionIndicatedRelationship StrengthStudiesTrials
E coli Infections
[description not available]		02.1110
Escherichia coli Infections
Infections with bacteria of the species ESCHERICHIA COLI.		02.1110
Bacterial Disease
[description not available]		01.9710
Bacterial Infections
Infections by bacteria, general or unspecified.		01.9710