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5-Amino-4-imidazolecarboxamide

CAS No.
360-97-4
Chemical Name:
5-Amino-4-imidazolecarboxamide
Synonyms
aic;5-AMINO-1H-IMIDAZOLE-4-CARBOXAMIDE;5-AMINOIMIDAZOLE-4-CARBOXAMIDE;4-AMINOIMIDAZOLE-5-CARBOXAMIDE;5-amino-1h-imidazole-4-carboxamid;ba2756;NSC 7784;diazol-c;4-Amino-5-imodazole;Dacarbazine Impurity
CBNumber:
CB2438232
Molecular Formula:
C4H6N4O
Molecular Weight:
126.12
MDL Number:
MFCD02181040
MOL File:
360-97-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-30 11:39:11

5-Amino-4-imidazolecarboxamide Properties

Melting point 164-170 °C(lit.)
Boiling point 234.22°C (rough estimate)
Density 1.3659 (rough estimate)
refractive index 1.8500 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form Powder
pka 11.97±0.10(Predicted)
color White
Water Solubility Soluble in DMSO, Methanol, Water.
InChI InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
InChIKey DVNYTAVYBRSTGK-UHFFFAOYSA-N
SMILES C1NC(N)=C(C(N)=O)N=1
CAS DataBase Reference 360-97-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 3V0Y2PDE6K
EPA Substance Registry System 1H-Imidazole-4-carboxamide, 5-amino- (360-97-4)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
RIDADR  UN2811
WGK Germany  3
RTECS  NI3910000
TSCA  TSCA listed
HazardClass  6.1
HS Code  29332900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
2 0

5-Amino-4-imidazolecarboxamide price More Price(75)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000735 Dacarbazine impurity B European Pharmacopoeia (EP) Reference Standard 360-97-4 15 mg $164 2026-04-30 Buy
Sigma-Aldrich 552410 5-Amino-4-imidazolecarboxamide 95% 360-97-4 25g $212 2026-04-30 Buy
Sigma-Aldrich Y0000735 Dacarbazine impurity B European Pharmacopoeia (EP) Reference Standard 360-97-4 y0000735 $150 2024-03-01 Buy
TCI Chemical A3078 5-Amino-1H-imidazole-4-carboxamide 360-97-4 5G $79 2026-04-30 Buy
TCI Chemical A3078 5-Amino-1H-imidazole-4-carboxamide 360-97-4 25G $236 2026-04-30 Buy
Product number Packaging Price Buy
Y0000735 15 mg $164 Buy
552410 25g $212 Buy
Y0000735 y0000735 $150 Buy
A3078 5G $79 Buy
A3078 25G $236 Buy

5-Amino-4-imidazolecarboxamide Chemical Properties,Uses,Production

Description

5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).It is an imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC. By itself, or as the ribonucleotide, it is used as a condensation agent in the preparation of nucleosides and nucleotides. When compounded with orotic acid, it is used to treat liver diseases.

Reference

3. Black, S. L., M. J. Black, and J. H. Mangum. "A rapid assay for 5-amino-4-imidazolecarboxamide ribotide transformylase." Analytical Biochemistry90.1(1978):397-401.

Chemical Properties

White to Off-White Solid

Uses

A metabolite of Temozolomide

Uses

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

Uses

5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).

Application

5-Amino-4-imidazolecarboxamide ribonucleotide (AICAR) is an analog of AMP and an activator of AMP-dependent protein kinase (AMPK). It prevents/reverses drug-induced mitochondrial and hepatocellular damage by regulating mitochondrial fusion and mitophagy in acetaminophen and diclofenac-induced hepatic cell toxicity of murine and human origin[1].

Definition

ChEBI: An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4.

References

[1] Alamri, R. D., Elmeligy, M. A., Albalawi, G. A., Alquayr, S. M., Alsubhi, S. S., & El-Ghaiesh, S. H. (2021). Leflunomide an immunomodulator with antineoplastic and antiviral potentials but drug-induced liver injury: A comprehensive review. International Immunopharmacology, 93, Article 107398. https://doi.org/10.1016/j.intimp.2021.107398

85623-02-5
360-97-4
Synthesis of 5-Amino-4-imidazolecarboxamide from 3-Benzyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

5-Amino-4-imidazolecarboxamide Preparation Products And Raw materials

Global( 466)Suppliers
Supplier Tel Email Country ProdList Advantage
Beijing Ruiqi Biomedical Technology Co., Ltd 1381-0927319 13810927319 1055503011@qq.com China 10 58
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Hunan Kaimir Biotechnology Co., Ltd. 0731-+86-0731-89714511 +86-18602659358 sales@chemapi.com.cn China 35 58
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View Lastest Price from 5-Amino-4-imidazolecarboxamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Amino-4-imidazolecarboxamide pictures 2026-09-13 5-Amino-4-imidazolecarboxamide
360-97-4
0.99 RongNa Biotechnology Co.,Ltd
5-Amino-3H-imidazole-4-Carboxamide pictures 2026-08-30 5-Amino-3H-imidazole-4-Carboxamide
360-97-4
$29.00 99.90% 10g TargetMol Chemicals Inc.
5-Amino-4-imidazolecarboxamide(AICA) pictures 2026-08-08 5-Amino-4-imidazolecarboxamide(AICA)
360-97-4
1kg 99.9%min 5MT Hangzhou ICH Biofarm Co., Ltd
4-amino-5-imidazolecarboxamid 5-amino-1h-imidazole-4-carboxamid 5-Amino-4-glyoxalinecarboxamide 5-amino-imidazole-4-carboxamid 5-amino-4-imidazolecarboxamide 4(5)-AMINO-5(4)-IMIDAZOLECARBOXAMIDE 4(5)-AMINO-5(4)-IMIDAZOLECARBOXAMIDE (AICA) 99.0% 5-Aminoimidazole-4-carboxamide,95% 4(or 5)-Amino-5(or 4)-carbamoylimidazole 4-Amino-5-imidazolecarboxamide ,99% 5-aMino-4-iMidazolecarboxaMide, 5-aMinoiMidazole-4-carboxaMide 4-AMino-5-carbaMoyliMidazole NSC 7784 5-AMinoiMidazole-4-carboxaMide, 97+% Temozolomide Aminoimidazole Impurity Imidazole-4-carboxamide, 5-amino- 1H-imidazo[4,5-d][1,2,3]triazin-4(5H)-one Temozolomide Impurity B Temozolomideacid Impurity A: 5-Amino-4-imidazolecarboxamide Dacarbazine Impurity 2(Dacarbazine EP Impurity B) Temozolomide Impurity 1(EP-A) aminoimidazolecarboxamide ba2756 diazol-c 1H-Imidazole-4-carboxamide, 5-amino- 5-amino-4-imidazolylcarboxamide 4-Amino-5-imidazolecarboxamide monohydrate AICA, 4-Amino-5-carbamoylimidazole, 4-Amino-5-imodazole 5-AMINI-3H-IMIDAZOLE-4-CARBOXAMIDE 4-aminoimidazole-5-carboxamide hydrate 4-Aminoimidzole-5-carboxamide Dacarbazine impurity B CRS Temozolamide Impurity C 4(5)-amino-5(4)-formamide imidazole (ack) Temozolomide Impurity 1(Temozolomide EP Impurity A) 4-Aminoimidazole-5-carboxamide,95% 4(5)-AMINO-5(4)-IMIDAZOLECARBOXAMIDE 360-97-4 Dacarbazine impurity BQ: What is Dacarbazine impurity B Q: What is the CAS Number of Dacarbazine impurity B Q: What is the storage condition of Dacarbazine impurity B Q: What are the applications of Dacarbazine impurity B Dacarbazine USP Related Compound A 4-amino-5-carboxamide imidazole inhibit,5 Amino 3H imidazole 4 Carboxamide,Inhibitor,5Amino3Himidazole4Carboxamide,Endogenous Metabolite 5-Amino-4-imidazolecarboxamide(AICA) 4-Aminoimidazol-5-carboxamide Temozolomide EP Impurity A(Dacarbazine EP Impurity B) Aminoimidazole-4-carboxamide, 5- Temozolamide EP Impurity-A Dacarbazine Impurity 5-Amino-3H-imidazole-4-Carboxamide, 10 mM in DMSO 5 mino-4-imidazolecarboxamide 5-amino-4-carboxamide imidazole (acar) 5-amino-4-carboxamide imidazole 5-amino-1H-imidazole-4-carboxamide - [A86582] 4-Amino-1H-imidazol-5-carboxamide 5-amino-1H-imidazole-4-carboxamide(AICA) 4-AMINOIMIDAZOLE-5-CARBOXAMIDE 5-AMINOIMIDAZOLE-4-CARBOXAMIDE 5-AMINO-1H-IMIDAZOLE-4-CARBOXAMIDE