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4-aminoimidazole-5-carboxamide

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Identification
Molecular formula
C4H6N4O
CAS number
360-97-4
IUPAC name
4-amino-1H-imidazole-5-carboxamide
State
State

This compound is a solid at room temperature.

Melting point (Celsius)
231.00
Melting point (Kelvin)
504.15
Boiling point (Celsius)
403.00
Boiling point (Kelvin)
676.15
General information
Molecular weight
126.11g/mol
Molar mass
126.1120g/mol
Density
1.2870g/cm3
Appearence

4-aminoimidazole-5-carboxamide typically appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 4-amino-1H-imidazole-5-carboxamide

The solubility of 4-amino-1H-imidazole-5-carboxamide (also known as a derivative of imidazole) presents intriguing characteristics:

  • Water Solubility: This compound is generally considered to be highly soluble in water, owing to the presence of polar functional groups such as amino and carboxamide groups that facilitate hydrogen bonding.
  • Solvent Polarity: Solubility may vary significantly in different solvents. For instance, it is expected to have good solubility in polar solvents but may exhibit lower solubility in non-polar solvents.
  • pH Sensitivity: The solubility of 4-amino-1H-imidazole-5-carboxamide can be influenced by pH changes, as the ionization of functional groups can alter its solubility profile. In acidic conditions, it may exhibit altered solubility.

In general, it can be summarized that:

  • The compound is likely to be soluble in aqueous environments.
  • It displays variability in other solvents based on their polarity.
  • Understanding the effect of pH on its solubility is crucial for practical applications.

Thus, when considering the solubility of 4-amino-1H-imidazole-5-carboxamide, it is essential to account for the solvent type and environmental conditions to predict its behavior accurately.

Interesting facts

Interesting Facts about 4-amino-1H-imidazole-5-carboxamide

4-amino-1H-imidazole-5-carboxamide, commonly referred to as AICA, is a fascinating compound with notable applications and properties that make it a subject of interest in the field of chemistry and biochemistry.

Unique Characteristics

  • Biological Significance: AICA has been identified as a potent precursor for the biosynthesis of purines, which are essential components of nucleic acids like DNA and RNA. This makes it an important player in cellular processes.
  • Role in Metabolism: The compound is involved in the regulation of AMP-activated protein kinase (AMPK), an important enzyme in energy homeostasis. This mechanism underscores its potential in metabolic studies and therapeutic implications.
  • Research Applications: In the field of pharmacology, AICA has attracted attention due to its potential anti-diabetic effects, making it valuable in the development of treatments for metabolic disorders.

Fun Facts

  • AICA is an example of an imidazole derivative, a class of compounds that often exhibits interesting biological properties.
  • Its simple structure belies its complexity in terms of functionality; the imidazole ring contributes to a variety of chemical reactions, making it a versatile building block in organic synthesis.
  • Researchers are exploring its use in various therapeutic applications, particularly in enhancing exercise performance and in the modulation of cellular stress responses.

In summary, 4-amino-1H-imidazole-5-carboxamide stands out not only for its intriguing role in biochemistry but also for its potential as a therapeutic agent. As research continues to evolve, the insights gained from studying this compound may lead to significant advancements in health and medicine.

Synonyms
360-97-4
4-Amino-1H-imidazole-5-carboxamide
5-Aminoimidazole-4-carboxamide
4-Amino-5-imidazolecarboxamide
5-amino-1H-imidazole-4-carboxamide
5-Amino-4-imidazolecarboxamide
21299-72-9
4-Aminoimidazole-5-carboxamide
AICA
Colahepat
Aminoimidazole carboxamide
1H-Imidazole-4-carboxamide, 5-amino-
Diazol-C
4-Carbamoyl-5-aminoimidazole
5-Aminoimidazol-4-carboxamide
4-Carboxamido-5-aminoimidazole
5-amino-3H-imidazole-4-carboxamide
Ba 2756
IMIDAZOLE-4-CARBOXAMIDE, 5-AMINO-
4-Amino-5-imidazole carboxamide
5-Aminoimidazolecarboxamide
5-Imidazolecarboxamide, 4-amino-
5-Aminoimidazole carboxamide
NSC 7784
5-amino-imidazole-4-carboxamide
NSC-7784
EINECS 206-641-4
4-amino-5-carbamoylimidazole
CHEBI:2030
AIC
IMIDAZOLE-4(OR 5)-CARBOXAMIDE, 5(OR 4)-AMINO-
MFCD02181040
3V0Y2PDE6K
5-Amino-4-imidazolecarboxyamide
DTXSID8059891
BA-2756
DACARBAZINE IMPURITY B [EP IMPURITY]
TEMOZOLOMIDE IMPURITY A [EP IMPURITY]
Imidazole-4-carboxamide, 5-amino- (hydrochloride)
TEMOZOLOMIDE IMPURITY, AMINOIMIDAZOLECARBOXAMIDE [USP IMPURITY]
DACARBAZINE IMPURITY B (EP IMPURITY)
TEMOZOLOMIDE IMPURITY A (EP IMPURITY)
Carboxamide, Aminoimidazole
UNII-3V0Y2PDE6K
TEMOZOLOMIDE IMPURITY, AMINOIMIDAZOLECARBOXAMIDE (USP IMPURITY)
5AC
Dacarbazine impurity B
SCHEMBL8024
CHEMBL1610
4-Aminoimidazol-5-carboamide
MLS000701328
Imidazole C-4,5 deriv. 2
WLN: T5M CNJ DVZ EZ
BDBM7957
DTXCID7039127
DVNYTAVYBRSTGK-UHFFFAOYSA-
NSC7784
Imidazole, 5-amino-4-carboxamide
HMS2231D11
HMS3369A01
5-amino-1H-imidazole4-carboxamide
BCP22943
5-amino-1 H-imidazole4-carboxamide
4-azanyl-1H-imidazole-5-carboxamide
HY-41461R
Imidazole, 4-amino-5-aminocarbonyl-
s3651
STL484285
5-amino-1 H-imidazole-4-carboxamide
5-Amino-4-imidazolecarboxamide, 95%
AKOS009084625
AKOS015855671
5-Amino-1H-imidazole-4-carboxamide #
AC-8311
CCG-266103
CS-W019921
FA00577
FA09803
NCGC00245975-01
NCGC00245975-02
AS-12404
HY-41461
SMR000526285
SY009547
DB-014548
NS00014751
4-Amino-5-carboxamido imidazole hydrochloride
5-amino-1H-imidazole-4-carboxylic acid amide
5-Amino-3H-imidazole-4-carboxylic acid amide
EN300-23736
5-Amino-3H-imidazole-4-Carboxamide (Standard)
A29261
C04051
O11342
W13853
A823125
AG-756/20213048
Q27067435
4-Amino-5-imidazolecarboxamide hydrochloride (Salt/Mix)
F0001-1035
49B332E5-7C8B-4C28-9FDF-05F173231B6A
Dacarbazine impurity B, European Pharmacopoeia (EP) Reference Standard
InChI=1/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)