CAS 3034-38-6

5-Nitroimidazole

Description:

5-Nitroimidazole is a chemical compound characterized by its imidazole ring structure, which is a five-membered heterocyclic compound containing two nitrogen atoms. This compound features a nitro group (-NO2) attached to the carbon atom adjacent to one of the nitrogen atoms in the imidazole ring, which contributes to its reactivity and biological activity. It is typically a yellow to orange crystalline solid that is soluble in organic solvents but has limited solubility in water. 5-Nitroimidazole is known for its antimicrobial properties and is often used in pharmaceuticals, particularly as an antiprotozoal and antibacterial agent. Its mechanism of action involves the reduction of the nitro group, leading to the formation of reactive intermediates that can damage DNA and inhibit nucleic acid synthesis in target organisms. Additionally, it is important to handle this compound with care due to its potential toxicity and environmental impact. Overall, 5-Nitroimidazole serves as a significant compound in medicinal chemistry and microbiology.

Formula: C₃H₃N₃O₂

InChI: InChI=1S/C3H3N3O2/c7-6(8)3-1-4-2-5-3/h1-2H,(H,4,5)

InChI key: InChIKey=VYDWQPKRHOGLPA-UHFFFAOYSA-N

SMILES: N(=O)(=O)C1=CN=CN1

Synonyms:

• 1H-4-Nitroimidazole
• 1H-5-Nitroimidazole
• 1H-Imidazole, 4-nitro-
• 1H-Imidazole, 5-nitro-
• 4(5)-Nitroimidazole
• 4-Nitro-1H-imidazole
• 5-Nitro-1H-imidazole
• 5-Nitroimidazole
• Imidazole, 4(or 5)-nitro-
• Imidazole, 4-nitro-
• NSC 50359

4-Nitroimidazole

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Purity: >98.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 113.08

Ref: 3B-N0506

4-Nitroimidazole, 97%

CAS: 3034-38-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₃H₃N₃O₂

Purity: 97%

Color and Shape: Powder, White to pale cream to pale yellow

Molecular weight: 113.08

Ref: 02-A12458

4-Nitroimidazole

CAS: 3034-38-6

Color and Shape: Neat

Ref: 61-FOR0012.05

1H-Imidazole, 5-nitro-

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 113.0748

Ref: IN-DA002ZTG

4-Nitro-1H-imidazole

CAS: 3034-38-6

4-Nitro-1H-imidazole

Formula: C₃H₃N₃O₂

Purity: 98%

Color and Shape: off-white powder

Molecular weight: 113.07481g/mol

Ref: 54-OR25125

Metronidazole EP Impurity B (4-Nitroimidazole)

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Color and Shape: White To Off-White Solid

Molecular weight: 113.08

Ref: 4Z-M-637

4-Nitroimidazole

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Purity: ≥ 97%

Color and Shape: White to off-white or yellow powder

Molecular weight: 113.08

Ref: 7W-GE4873

GB/T 21318-2007, SN/T 1928-2007 10 Nitroimidazoles 100 µg/mL in Methanol

Controlled Product

CAS: 14885-29-1, 3034-38-6, 443-48-1, 4812-40-2, 4897-25-0, 551-92-8, 696-23-1, 7681-76-7, 936-05-0, 94-52-0

Color and Shape: Mixture

Ref: 04-A50000088ME

4-Nitroimidazole

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Color and Shape: Neat

Molecular weight: 113.07

Ref: 04-C15588300

4-Nitroimidazole

Controlled Product

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Color and Shape: Neat

Molecular weight: 113.07

Ref: 86-MM0012.05

Metronidazole EP impurity B

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Molecular weight: 113.08

Ref: ST-EA-CP-M18002

4-Nitro-1H-imidazole

Controlled Product

CAS: 3034-38-6

Applications Metronidazole (M338880) derivative, an antibacterial in the treatment of rosacea and inflammatory bowel disease.
References Khan, K. et al.; Am. J. Gastroenterol. 106, 661 (2011)

Formula: C₃H₃N₃O₂

Color and Shape: Neat

Molecular weight: 113.07

Ref: TR-N496220

4-Nitroimidazole

CAS: 3034-38-6

4-Nitroimidazole has a redox potential that is well suited to the reduction of nitro groups. It is an antimicrobial agent that inhibits the growth of microorganisms by inhibiting DNA synthesis. 4-Nitroimidazole can be used for the treatment of infectious diseases such as tuberculosis, leprosy, and brucellosis. In rat liver microsomes, 4-nitroimidazole reacts with NADPH to produce a nitro group and an imidazole ring with a new configuration. The reaction mechanism is based on electron transfer from NADPH to the nitro group in 4-nitroimidazole via a series of reactions that involve cytochrome P450 enzymes. This reaction has kinetic energy and matrix effects that affect its pharmacokinetics and pharmacodynamics.

Formula: C₃H₃N₃O₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 113.07 g/mol

Ref: 3D-FN14780

4-Nitroimidazole

CAS: 3034-38-6

Formula: C₃H₃N₃O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 113.076

Ref: 10-F077872