5-Aminoimidazole-4-carboxamide HCl Chemical and Physical Properties

Names and Identifiers

- 4-Amino-5-imidazolecarboxamide
- 4-Amino-1H-imidazole-5-carboxamide
- 5-Amino-1H-imidazole-4-carboxamide
- 4(5)-AMINO-5(4)-IMIDAZOLECARBOXAMIDE
- 4-Aminoimidazol-5-carboamide
- 5-AMINOIMIDAZOLE-4-CARBOXAMIDE
- Dacarbazine impurity B
- HMS2231D11
- InChI=1/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
- Aminoimidazole carboxamide
- AIC
- 21299-72-9
- 4-azanyl-1H-imidazole-5-carboxamide
- Q27067435
- 5-amino-1 H-imidazole-4-carboxamide
- EN300-23736
- 4-Amino-5-carboxamido imidazole hydrochloride
- 5-Amino-4-imidazolecarboxamide, 95%
- Imidazole, 5-amino-4-carboxamide
- SY009547
- Imidazole, 4-amino-5-aminocarbonyl-
- FT-0632037
- Ba 2756
- 5-amino-3H-imidazole-4-carboxamide
- Dacarbazine impurity B, European Pharmacopoeia (EP) Reference Standard
- NSC7784
- 5-Amino-4-imidazolecarboxyamide
- AM20090183
- CCG-266103
- BDBM7957
- 5-amino-1H-imidazole4-carboxamide
- EINECS 206-641-4
- 360-97-4
- CHEMBL1610
- NCGC00245975-01
- 4-Carbamoyl-5-aminoimidazole
- 4-Carboxamido-5-aminoimidazole
- 5-Aminoimidazolecarboxamide
- IMIDAZOLE-4(OR 5)-CARBOXAMIDE, 5(OR 4)-AMINO-
- 4-Amino-5-imidazolecarboxamide hydrochloride (Salt/Mix)
- CS-W019921
- AM20090571
- 5-amino-1H-imidazole-4-carboxylic acid amide
- 4-amino-5-carbamoylimidazole
- 49B332E5-7C8B-4C28-9FDF-05F173231B6A
- Q-200531
- 4-Amino-5-imidazole carboxamide
- 5-Aminoimidazol-4-carboxamide
- Imidazole C-4,5 deriv. 2
- s3651
- HY-41461
- WLN: T5M CNJ DVZ EZ
- AS-12404
- NCGC00245975-02
- AKOS009084625
- 5-Amino-1H-imidazole-4-carboxamide #
- NSC 7784
- AC-8311
- 5-amino-imidazole-4-carboxamide
- AICA
- C04051
- DTXSID8059891
- TEMOZOLOMIDE IMPURITY, AMINOIMIDAZOLECARBOXAMIDE [USP IMPURITY]
- TEMOZOLOMIDE IMPURITY A [EP IMPURITY]
- O11342
- DACARBAZINE IMPURITY B [EP IMPURITY]
- A823125
- SMR000526285
- Diazol-C
- W13853
- A815255
- 5-Amino-3H-imidazole-4-carboxylic acid amide
- AG-756/20213048
- MFCD02181040
- NSC-7784
- BA-2756
- IMIDAZOLE-4-CARBOXAMIDE, 5-AMINO-
- Imidazole-4-carboxamide, 5-amino- (hydrochloride)
- 5AC
- SCHEMBL8024
- 5-Imidazolecarboxamide, 4-amino-
- Aminoimidazole-4-carboxamide, 5-
- MLS000701328
- 4-Aminoimidazole-5-carboxamide
- HMS3369A01
- F0001-1035
- 5-Amino-4-imidazolecarboxamide
- 5-amino-1 H-imidazole4-carboxamide
- 3V0Y2PDE6K
- CHEBI:2030
- 1H-Imidazole-4-carboxamide, 5-amino-
- 5-Amino-2-methyl-n-ethyl-n-phenyl-benzenesulfonamide
- BCP22943
- Colahepat
- UNII-3V0Y2PDE6K
- NS00014751
- DVNYTAVYBRSTGK-UHFFFAOYSA-
- AKOS015855671
- STL484285
- DB-014548
- 5-Aminoimidazole-4-carboxamide HCl
- Inchi： 1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)
- InChI Key： DVNYTAVYBRSTGK-UHFFFAOYSA-N
- SMILES： O=C(C1=C(N)N=CN1)N

Computed Properties

Exact Mass: 162.03100
Monoisotopic Mass: 126.054
Isotope Atom Count: 0
Hydrogen Bond Donor Count: 3
Hydrogen Bond Acceptor Count: 3
Heavy Atom Count: 9
Rotatable Bond Count: 1
Complexity: 126
Covalently-Bonded Unit Count: 1
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count : 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Topological Polar Surface Area: 97.8A^2
XLogP3: -0.5

Experimental Properties

Color/Form: White to off white crystalline powder
Density: 1.538g/cm3
Melting Point: 164-170?°C(lit.)
Boiling Point: 522.1oC at 760 mmHg
Flash Point: 269.6oC
Refractive Index: 1.707
PSA: 97.79000
LogP: 1.17430

5-Aminoimidazole-4-carboxamide HCl Security Information

WGK Germany：3
Hazard Category Code： 36/37/38
Safety Instruction： S26; S36
RTECS：NI3910000
Hazardous Material Identification：
Risk Phrases：R36/37/38
Storage Condition：Warehouse ventilation and low temperature drying

5-Aminoimidazole-4-carboxamide HCl Pricemore >>

Related Categories	No.	Product Name	Cas No.	Purity	Specification	Price	update time
Alichem	A069003409-100g	4-Amino-1H-imidazole-5-carboxamide xhydrochloride	21299-72-9	95%	100g	$715.00	2023-09-02
TRC	A292935-5g	5-Aminoimidazole-4-carboxamide HCl	21299-72-9		5g	$ 190.00	2022-06-08
TRC	A292935-10g	5-Aminoimidazole-4-carboxamide HCl	21299-72-9		10g	$ 310.00	2022-06-08
TRC	A292935-25g	5-Aminoimidazole-4-carboxamide HCl	21299-72-9		25g	$ 620.00	2022-06-08
Chemenu	CM344724-5g	4-Amino-5-imidazolecarboxamide	21299-72-9	95%+	5g	$67	2023-01-19
Chemenu	CM344724-10g	4-Amino-5-imidazolecarboxamide	21299-72-9	95%+	10g	$119	2023-01-19
Chemenu	CM344724-25g	4-Amino-5-imidazolecarboxamide	21299-72-9	95%+	25g	$250	2023-01-19
Chemenu	CM344724-100g	4-Amino-5-imidazolecarboxamide	21299-72-9	95%+	100g	$647	2023-01-19
A2B Chem LLC	AF29027-1g	4-Amino-5-imidazolecarboxamide	21299-72-9	95+%	1g	$62.00	2024-04-20
1PlusChem	1P00BCTF-500g	4-AMINO-5-IMIDAZOLECARBOXAMIDE	21299-72-9	97%	500g	$418.00	2025-02-25

5-Aminoimidazole-4-carboxamide HCl Suppliers

Amadis Chemical Company Limited

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(CAS:21299-72-9)5-Aminoimidazole-4-carboxamide HCl

Order Number:A815255

Stock Status:in Stock

Quantity:100g

Purity:99%

Pricing Information Last Updated:Monday, 2 September 2024 16:08

Price ($):634.0

Email:[email protected]

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Related Categories

Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Carboxylic acid derivatives Carboxylic acid amides

Additional information on 5-Aminoimidazole-4-carboxamide HCl

Research Brief on 5-Aminoimidazole-4-carboxamide HCl (CAS: 21299-72-9): Recent Advances and Applications

5-Aminoimidazole-4-carboxamide hydrochloride (AICA HCl, CAS: 21299-72-9) is a key intermediate in nucleotide biosynthesis and has garnered significant attention in chemical biology and pharmaceutical research. This compound serves as a precursor for the synthesis of AICA ribonucleotide (AICAR), a well-known AMP-activated protein kinase (AMPK) activator. Recent studies have explored its therapeutic potential in metabolic disorders, cancer, and cardiovascular diseases, leveraging its role in cellular energy regulation.

A 2023 study published in Journal of Medicinal Chemistry demonstrated that AICA HCl derivatives exhibit enhanced bioavailability and target specificity in modulating AMPK pathways. Researchers utilized structure-activity relationship (SAR) analysis to optimize the compound’s pharmacokinetic properties, highlighting its potential as a lead candidate for type 2 diabetes therapeutics. The study also noted the compound’s stability under physiological conditions, attributed to its hydrochloride salt formulation (21299-72-9).

In oncology, a breakthrough Nature Communications paper (2024) revealed AICA HCl’s synergistic effects with checkpoint inhibitors in melanoma models. The compound was shown to reprogram tumor metabolism, enhancing T-cell infiltration and response to immunotherapy. Mechanistic studies linked this effect to mitochondrial biogenesis via AMPK activation, offering a novel combinatorial approach for resistant cancers.

Industrial applications have also progressed, with Patheon’s 2024 white paper detailing a scalable GMP synthesis route for 5-Aminoimidazole-4-carboxamide HCl. The report emphasizes improved yield (82%) and purity (>99.5%) through catalytic hydrogenation, addressing previous challenges in large-scale production. Regulatory filings indicate its inclusion in Phase II clinical trials for metabolic syndrome (NCT05678922).

Challenges remain in balancing AMPK-mediated metabolic benefits with off-target effects, as discussed in a 2024 Cell Metabolism review. However, advances in prodrug design (e.g., phosphonoester derivatives) and targeted delivery systems (nanoparticles conjugated to AICA HCl) show promise in ongoing preclinical studies. The compound’s versatility continues to inspire cross-disciplinary research, from epigenetics (as a histone methylation modulator) to antiviral drug development.

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Cas no 21299-72-9 (5-Aminoimidazole-4-carboxamide HCl)