CAS 120225-75-4

1-(6-Amino-2-chloro-9H-purin-9-yl)-1-deoxy-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide

Description:

1-(6-Amino-2-chloro-9H-purin-9-yl)-1-deoxy-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide, with CAS number 120225-75-4, is a purine derivative characterized by its complex structure that includes a purine base, an amino group, and a ribofuranosyl moiety. This compound features a chloro substituent at the 2-position of the purine ring, which can influence its biological activity and interactions. The presence of the N-ethyl group and the methylethylidene protection on the ribofuranose suggests potential applications in medicinal chemistry, particularly in the development of nucleoside analogs. Its structural features may confer unique properties, such as altered solubility and stability, which are critical for pharmacological efficacy. Additionally, the compound's ability to interact with biological targets, such as enzymes or receptors, may be influenced by its stereochemistry and functional groups. Overall, this substance represents a class of compounds that could be explored for therapeutic applications, particularly in antiviral or anticancer research.

Formula: C₁₅H₁₉ClN₆O₄

InChI: InChI=1S/C15H19ClN6O4/c1-4-18-12(23)8-7-9(26-15(2,3)25-7)13(24-8)22-5-19-6-10(17)20-14(16)21-11(6)22/h5,7-9,13H,4H2,1-3H3,(H,18,23)(H2,17,20,21)/t7-,8+,9-,13-/m1/s1

InChI key: InChIKey=CHPHKXXDQSHQKC-LOKDSWTASA-N

SMILES: C(NCC)(=O)[C@H]1O[C@H]([C@]2([C@@]1(OC(C)(C)O2)[H])[H])N3C=4C(N=C3)=C(N)N=C(Cl)N4

Synonyms:

• 1-(6-Amino-2-chloro-9H-purin-9-yl)-1-deoxy-N-ethyl-2,3-O-(1-methylethylidene)-β-<span class="text-smallcaps">D</span>-ribofuranuronamide
• 2-Chloro-23O-isopropylideneadenosine-5N-ethylcaboxamide
• Furo[3,4-d]-1,3-dioxole, β-<span class="text-smallcaps">D</span>-ribofuranuronamide deriv.
• β-<span class="text-smallcaps">D</span>-Ribofuranuronamide, 1-(6-amino-2-chloro-9H-purin-9-yl)-1-deoxy-N-ethyl-2,3-O-(1-methylethylidene)-
• Furo[3,4-d]-1,3-dioxole, β-D-ribofuranuronamide deriv.
• 1-(6-Amino-2-chloro-9H-purin-9-yl)-1-deoxy-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide
• β-D-Ribofuranuronamide, 1-(6-amino-2-chloro-9H-purin-9-yl)-1-deoxy-N-ethyl-2,3-O-(1-methylethylidene)-

2-Chloro-2’,3’-O-isopropylideneadenosine-5’-N-ethylcarboxamide

CAS: 120225-75-4

Ref: 7W-GN1384

(3AS,4R,6S)-4-(6-AMINO-2-CHLOROPURIN-9-YL)-N-ETHYL-2,2-DIMETHYL-3A,4,6,6A-TETRAHYDROFURO[3,4-D][1,3]DIOXOLE-6-CARBOXAMIDE

CAS: 120225-75-4

Formula: C₁₅H₁₉ClN₆O₄

Purity: 95.0%

Molecular weight: 382.81

Ref: 10-F530386

2-Chloro-2’,3’-O-isopropylideneadenosine-5’-N-ethylcarboxamide

Controlled Product

CAS: 120225-75-4

Applications 2-Chloro-2’,3’-O-isopropylideneadenosine-5’-N-ethylcarboxamide is a potent and selective adenosine receptor agonist (1). It is also used to prepare photoreactive 2-​phenethylamine derivatives (2).
References (1) Hutchison, A.J., et al.: J. Med. Chem., 33, 1919 (1990)(2) Murai, Y., et al.: Eur. J. Org. Chem 2013, 2428 (2013)

Formula: C₁₅H₁₉ClN₆O₄

Color and Shape: Neat

Molecular weight: 382.80

Ref: TR-C367370

2-Chloro-5'-N-ethylcarboxamide-2',3'-O-isopropylidene adenosine

CAS: 120225-75-4

2-Chloro-5'-N-ethylcarboxamide-2',3'-O-isopropylidene adenosine is an antiviral agent that inhibits the synthesis of deoxyribonucleic acid (DNA) and ribonucleic acid (RNA). It is a synthetic, modified nucleoside. 2-Chloro-5'-N-ethylcarboxamide-2',3'-O-isopropylidene adenosine has been shown to be active against human tumor cell lines in vitro and in vivo. The compound inhibits the activity of DNA polymerase and RNA polymerase by competitive inhibition of the enzyme phosphoramidite. 2CECA has also been shown to have anticancer properties as it induces apoptosis in cancer cells.

Formula: C₁₅H₁₉ClN₆O₄

Purity: Min. 95%

Molecular weight: 382.8 g/mol

Ref: 3D-NC16518