4919-03-3

Basic information

• Product Name: 4-Aminoimidazole
• Synonyms: 3H-imidazol-4-amine;5-Aminoimidazole;5-AMINOIMIDAZOLE: AMINOIMIDAZOLE: 4-AMINOIMIDAZOLE;4-aminoimidazole;1H-imidazol-5-ylamine;1H-iMidazol-4-aMine;4(5)-AMinoiMidazole;5-AMino-1H-iMidazole
• CAS NO: 4919-03-3
• Molecular Formula: C₃H₅N₃
• Molecular Weight: 83.09
• Mol File: 4919-03-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 415.5 °C at 760 mmHg
• Flash Point: 234.4 °C
• Appearance: /
• Density: 1.313 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 16.92±0.10(Predicted)
• CAS DataBase Reference: 4-Aminoimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminoimidazole(4919-03-3)
• EPA Substance Registry System: 4-Aminoimidazole(4919-03-3)

Safety Data

• Hazardous Substances Data: 4919-03-3(Hazardous Substances Data)

Usage

Description

4-Aminoimidazole, also known as ChEBI, is an aminoimidazole that is 1H-imidazole substituted by an amino group at position 4. It is characterized by its off-white to beige solid appearance and is a significant compound in the field of chemistry and pharmaceuticals due to its unique properties and potential applications.

Uses

Used in Pharmaceutical Industry:
4-Aminoimidazole is used as a building block for the synthesis of vitamin B12-analogs via Eubacterium limosu. This application is particularly important in the pharmaceutical industry, as vitamin B12-analogs have a wide range of therapeutic applications, including the treatment of anemia, neurological disorders, and other health conditions.
In addition to its role in the synthesis of vitamin B12-analogs, 4-Aminoimidazole may also have potential applications in other areas of the pharmaceutical industry, such as the development of new drugs or the enhancement of existing drug formulations. Its unique chemical properties make it a valuable compound for further research and development in this field.

InChI:InChI=1/C3H5N3/c4-3-1-5-2-6-3/h1-2H,4H2,(H,5,6)

Upstream product

• 76055-00-0 2-formylamino-N-(2-pyridyl)acetamide 
• 34665-48-0 tert-butyl (1H-imidazol-4-yl)carbamate 
• 7647-01-0 hydrogenchloride 
• 3034-38-6 1H-4⁽⁵⁾-nitroimidazole 

Downstream Products

• 145837-41-8 ethyl N-<(1H-imidazol-4-yl)aminomethylene>carbamate 
• 145799-21-9 N-Imidazol-4-yl-N-phenylurea 
• 145799-22-0 N-Imidazol-4-yl-N-phenylthiourea 
• 795310-08-6 2-methoxy-6-amino-5,8-diaza-7,9-dicarbapurine 
• 795310-11-1 4-(imidazol-4'-yl)allophanic acid phenyl ester 
• 3034-38-6 1H-4⁽⁵⁾-nitroimidazole 
• 274-67-9 imidazo[1,5-a]pyrimidine 
• 30086-17-0 4-fluoro-1H-imidazole 

Relevant articles and documents

Convenient synthesis of imidazo[1,5-a]pyrimidine derivatives and their unusual recyclization into 3H-imidazo[4,5-b]pyridine derivatives

[Figure not available: see fulltext.] New derivatives of imidazo[1,5-a]pyrimidine have been synthesized by cyclization of in situ generated 1H-imidazol-4(5)-amine with 1,3-diketones or malondialdehyde derivatives. Utilization of asymmetrical 1,3-diketones leads to the formation of a mixture of regioisomers. The discovered conversion of imidazo[1,5-a]pyrimidine core into 3H-imidazo[4,5-b]pyridine that takes place only under acidic conditions can be considered as a new version of Dimroth rearrangement involving cleavage of C–N bond and formation of C–C bond.

Determination of inter-ionic and intra-ionic interactions in a monofluorinated imidazolium ionic liquid by a combination of X-ray crystallography and NOE NMR spectroscopy

We report the very first application of a Transient 1D 1H{19F} NOE NMR experiment in neat ionic liquids. In comparison with classical 2D HOESY NMR spectroscopy, a substantial reduction in measurement time is gained with comparable quality and information content of the spectra. In combination with classical X-ray crystallography, we have applied this technique for the determination of inter-ionic distances (i.e. probabilities of presence) utilizing an ionic liquid containing a monofluorinated imidazolium cation. Copyright

Mannich-type C-nucleosidations in the 5,8-diaza-7,9-dicarba-purine family

(Chemical Equation Presented) C-Nucleosidation with cyclic iminium salts occurring under mild reaction conditions and affording C-nucleosides that are isosteric with N-nucleosides of natural purines is shown to be a consistent property of the entire family of 2,6-(oxo or amino)-disubstituted 5,8-diaza-7,9-dicarba-purines.