CAS 35908-14-6

1H-Imidazole-4-carboxamide, 5-amino-1-(3,5-O-phosphinico-β-D-ribofuranosyl)-

Description:

1H-Imidazole-4-carboxamide, 5-amino-1-(3,5-O-phosphinico-β-D-ribofuranosyl)-, with CAS number 35908-14-6, is a chemical compound that features a complex structure incorporating an imidazole ring, a carboxamide group, and a ribofuranosyl moiety with a phosphinic acid derivative. This compound is characterized by its potential biological activity, particularly in the context of nucleoside analogs, which can influence various biochemical pathways. The presence of the imidazole ring suggests potential interactions with biological targets, such as enzymes or receptors, while the ribofuranosyl component may facilitate incorporation into nucleic acids or influence metabolic processes. The phosphinic group enhances the compound's solubility and stability, making it a candidate for further research in medicinal chemistry and pharmacology. Overall, this compound's unique structural features contribute to its potential applications in therapeutic contexts, particularly in the development of antiviral or anticancer agents.

Formula: C₉H₁₃N₄O₇P

InChI: InChI=1S/C9H13N4O7P/c10-7-4(8(11)15)12-2-13(7)9-5(14)6-3(19-9)1-18-21(16,17)20-6/h2-3,5-6,9,14H,1,10H2,(H2,11,15)(H,16,17)/t3-,5-,6-,9-/m1/s1

InChI key: InChIKey=QQDWJBYNAORJHB-UUOKFMHZSA-N

SMILES: O[C@H]1[C@@H](O[C@]2([C@]1(OP(=O)(O)OC2)[H])[H])N3C(N)=C(C(N)=O)N=C3

Synonyms:

• 1H-Imidazole-4-carboxamide, 5-amino-1-(3,5-O-phosphinico-β-<span class="text-smallcaps">D</span>-ribofuranosyl)-
• 4H-Furo[3,2-d]-1,3,2-dioxaphosphorin, 1H-imidazole-4-carboxamide deriv.
• 5-Amino-1-(3,5-O-phosphinico-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide
• 5-Amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosylimidazole-4-carboxamide cyclic 3′,5′-phosphate
• 5-Amino-4-carboxamido-1-β-<span class="text-smallcaps">D</span>-ribofuranosylimidazole 3′,5′-cyclic phosphate
• 5-amino-1-(2,7-dihydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl)-1H-imidazole-4-carboxamide
• 5-amino-1-[(6R,7R)-2,7-dihydroxy-2-oxidotetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-1H-imidazole-4-carboxamide
• NSC 371796
• 5-Amino-4-carboxamido-1-β-D-ribofuranosylimidazole 3′,5′-cyclic phosphate
• 1H-Imidazole-4-carboxamide, 5-amino-1-(3,5-O-phosphinico-β-D-ribofuranosyl)-
• 5-Amino-1-β-D-ribofuranosylimidazole-4-carboxamide cyclic 3′,5′-phosphate

AICAR 3’,5’-cyclic phosphate

CAS: 35908-14-6

Ref: 7W-GN5886

AICAR 3’,5’-Cyclic Phosphate

CAS: 35908-14-6

Applications A cyclic nucleotides with protein kinase and phosphodiesterase activity.
References Fujii, T., et al.: Chem. Pharm. Bull., 19, 1368 (1971), Montgomery, J.A., et al.: J. Med. Chem., 15, 182 (1972),

Formula: C₉H₁₃N₄O₇P

Color and Shape: Neat

Molecular weight: 320.20

Ref: TR-A440500

AICAR 3',5'-cyclic phosphate

CAS: 35908-14-6

AICAR 3',5'-cyclic phosphate is an antiviral and anticancer agent that inhibits the production of DNA and RNA, which may be due to its ability to activate AMP-activated protein kinase. AICAR 3',5'-cyclic phosphate has been shown to inhibit the proliferation of human breast cancer cells in vitro. This drug also has anticancer activity against various types of cancers, including prostate cancer and melanoma. AICAR 3',5'-cyclic phosphate is a novel compound that can be used as a phosphoramidite reagent for the synthesis of oligonucleotides.

Formula: C₉H₁₃N₄O₇P

Purity: Min. 95%

Molecular weight: 320.2 g/mol

Ref: 3D-NA16501