CAS 360-97-4

5-Aminoimidazole-4-carboxamide

Description:

5-Aminoimidazole-4-carboxamide, also known as AICAR, is a chemical compound with the molecular formula C5H7N5O2. It is characterized by the presence of an imidazole ring, which is a five-membered aromatic ring containing two nitrogen atoms. This compound is a derivative of purine and plays a significant role in cellular metabolism, particularly in the context of adenosine monophosphate (AMP) and energy regulation. AICAR is known for its involvement in the activation of AMP-activated protein kinase (AMPK), which is crucial for cellular energy homeostasis. The compound is typically a white to off-white crystalline solid and is soluble in water, making it suitable for various biochemical applications. Due to its biological significance, AICAR has been studied for its potential therapeutic effects in metabolic disorders and as a performance-enhancing agent in sports. However, its use in competitive sports is prohibited by the World Anti-Doping Agency (WADA). Overall, 5-Aminoimidazole-4-carboxamide is an important compound in both research and clinical settings.

Formula: C₄H₆N₄O

InChI: InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)

InChI key: InChIKey=DVNYTAVYBRSTGK-UHFFFAOYSA-N

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

Synonyms:

• 1H-Imidazole-4-carboxamide, 5-amino-
• 1H-Imidazole-4-carboxamide, 5-amino- 5-amino-4-imidazolylcarboxamide
• 1H-imidazole-5-carboxamide, 4-amino-
• 4(5)-Amino-5(4)-Imidazolecarboxamide
• 4-(1-Aminovinyl)-1H-imidazol-5-amine
• 4-Amino-1H-imidazole-5-carboxamide
• 4-Amino-5-Imidazolecarboxamid
• 4-Amino-5-carbamoylimidazole
• 4-Amino-5-imidazole carboxamide
• 4-Amino-5-imidazolecarboxamide
• 4-Amino-5-imidazolecarboxamide monohydrate
• 4-Amino-5-imodazole
• 4-Carbamoyl-5-aminoimidazole
• 4-Carboxamido-5-aminoimidazole
• 5-Amino-1H-Imidazole-4-Carboxamid
• 5-Amino-1H-imidazole-4-carboxamide
• 5-Amino-1H-imidazole-4-carboxylic acid amide
• 5-Amino-3H-Imidazole-4-Carboxamide
• 5-Amino-4-Imidazolecarboxamide
• 5-Amino-4-Imidazolylcarboxamide
• 5-Amino-4-carbamoylimidazole
• 5-Amino-4-glyoxalinecarboxamide
• 5-Amino-Imidazole-4-Carboxamid
• 5-Aminoimidazole-4-Carboxamide
• 5-amino-Imidazole-4-carboxamide
• AICA, 4-Amino-5-carbamoylimidazole
• Aic Aminoimidazolecarboxamide
• Aica
• Ba 2756
• Ba2756 Diazol-C
• Imidazole-4-carboxamide, 5-amino-
• NSC 7784
• AIC

4-Aminoimidazole-5-carboxamide, 95%

CAS: 360-97-4

4-Aminoimidazole-5-carboxamide is used as Catalytic agent, Petrochemical additive. It is metabolite of temozolomide. 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 o

Formula: C₄H₆N₄O

Purity: 95%

Molecular weight: 126.12

Ref: 02-H66184

DACARBAZINE IMPURITY B CRS

CAS: 360-97-4

DACARBAZINE IMPURITY B CRS

Ref: 41-Y0000735

4-Amino-1H-imidazole-5-carboxamide

CAS: 360-97-4

Formula: C₄H₆N₄O

Purity: 97%

Color and Shape: Solid

Molecular weight: 126.1166

Ref: IN-DA00346Y

5-Amino-3H-imidazole-4-Carboxamide

CAS: 360-97-4

5-Amino-3H-imidazole-4-Carboxamide (AICA) is an imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC.

Formula: C₄H₆N₄O

Purity: 99.20%

Color and Shape: Solid

Molecular weight: 126.12

Ref: TM-T1705

5-Amino-3H-imidazole-4-Carboxamide

CAS: 360-97-4

5-Amino-3H-imidazole-4-Carboxamide

Purity: ≥98%

Molecular weight: 126.12g/mol

Ref: 54-BUP19268

4-Amino-5-imidazolecarboxamide

CAS: 360-97-4

Formula: C₄H₆N₄O

Purity: ≥ 99.0%

Color and Shape: White to off-white powder

Molecular weight: 126.12

Ref: 7W-GK6126

5-Amino-1H-imidazole-4-carboxamide

CAS: 360-97-4

Formula: C₄H₆N₄O

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 126.12

Ref: 3B-A3078

5-Amino-1H-imidazole-4-carboxamide

Controlled Product

CAS: 360-97-4

Formula: C₄H₆N₄O

Color and Shape: Neat

Molecular weight: 126.12

Ref: 86-MM1289.02

Dacarbazine EP Impurity B-13C3 DiHCl (Dacarbazine USP Related Compound A-13C3 DiHCl)

CAS: 360-97-4

Formula: C₁₃C₃H₆N₄O·2HCl

Molecular weight: 129.10 2*36.46

Ref: 4Z-D-090005

5-Amino-1H-imidazole-4-carboxamide

CAS: 360-97-4

5-Amino-1H-imidazole-4-carboxamide

Formula: C₄H₆N₄O

Purity: 97%

Color and Shape: off-white to grey solid

Molecular weight: 126.12g/mol

Ref: 54-OR13642

Dacarbazine EP Impurity B-13C3 HCl (Dacarbazine USP Related Compound A-13C3 HCl)

CAS: 360-97-4, 72-40-2

Formula: C₁₃C₃H₆N₄O·HCl

Molecular weight: 129.10 36.46

Ref: 4Z-D-090010

5-Aminoimidazole-4-carboxamide

CAS: 360-97-4

Applications A metabolite of Temozolomide.
References Jaeken, J., et al.: Lancet, 2, 1058 (1984), Baggott, J., et al.: Biochem. J., 236, 193 (1986), Baggott, J., et al.: Arch. Dermatol., 135, 813 (1999),

Formula: C₄H₆N₄O

Color and Shape: White To Off-White

Molecular weight: 126.12

Ref: TR-A611690

5-Amino-1H-imidazole-4-carboxamide

CAS: 360-97-4

5-Amino-1H-imidazole-4-carboxamide is a potent inhibitor of inosine monophosphate dehydrogenase (IMPDH). This enzyme converts inosine 5'-monophosphate (IMP) to xanthosine 5'-monophosphate (XMP) and is essential for the synthesis of purines. By inhibiting IMPDH, 5-amino-1H-imidazole-4-carboxamide prevents the formation of XMP, which leads to the depletion of purines, thereby inhibiting DNA synthesis. In addition to its role as an anti-inflammatory agent, this drug has been shown to reduce disease activity in bowel disease patients by reducing nitrate reductase activity. The molecule has also been shown to inhibit protein kinases such as PKC and MAPK/ERK kinases.

Formula: C₄H₆N₄O

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 126.12 g/mol

Ref: 3D-FA09803

5-Amino-1H-imidazole-4-carboxamide

CAS: 360-97-4

Formula: C₄H₆N₄O

Purity: 95%

Color and Shape: Solid

Molecular weight: 126.119

Ref: 10-F077841

5-Aminoimidazole-4-carboxamide-15N2 Hydrochloride (>90%)

Controlled Product

CAS: 360-97-4

Formula: C₄H₇ClN₂₁₅N₂O

Purity: >90%

Color and Shape: Neat

Molecular weight: 164.56

Ref: TR-A611693