structure of 2-Chloro-N-[(3-iodophenyl)methyl]-2',3'-O-(1-methylethylidene) Adenosine

2-Chloro-N-[(3-iodophenyl)methyl]-2',3'-O-(1-methylethylidene) Adenosine

CAS No.: 1000980-71-1
M. Wt: 557.769
M. Fa: C20H21ClIN5O4
InChI Key: WCKHUABYZBGHID-SCFUHWHPSA-N
Appearance: White Solid

Names and Identifiers of 1000980-71-1

CAS Number

1000980-71-1

IUPAC Name

[(3aR,4R,6R,6aR)-4-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol

InChI

InChI=1S/C20H21ClIN5O4/c1-20(2)30-14-12(8-28)29-18(15(14)31-20)27-9-24-13-16(25-19(21)26-17(13)27)23-7-10-4-3-5-11(22)6-10/h3-6,9,12,14-15,18,28H,7-8H2,1-2H3,(H,23,25,26)/t12-,14-,15-,18-/m1/s1

InChIKey

WCKHUABYZBGHID-SCFUHWHPSA-N

Canonical SMILES

CC1(OC2C(OC(C2O1)N3C=NC4=C(N=C(N=C43)Cl)NCC5=CC(=CC=C5)I)CO)C

Isomeric SMILES

CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)N3C=NC4=C(N=C(N=C43)Cl)NCC5=CC(=CC=C5)I)CO)C

Physical and chemical properties of 1000980-71-1

Acidity coefficient

14.14±0.10(Predicted)

Boiling Point

642.5±65.0 °C at 760 mmHg

Density

1.9±0.1 g/cm3

Exact Mass

557.032654

Flash Point

342.4±34.3 °C

Index of Refraction

1.775

LogP

5.31

Molecular Formula

C20H21ClIN5O4

Molecular Weight

557.769

Storage condition

under inert gas (nitrogen or Argon) at 2–8 °C

Vapour Pressure

0.0±2.0 mmHg at 25°C

Applications of 1000980-71-1

The potential applications of 2-Chloro-N-[(3-iodophenyl)methyl]-2',3'-O-(1-methylethylidene) Adenosine are diverse:

  • Pharmaceutical Development: As a lead compound in designing selective adenosine receptor modulators, it may have implications in treating conditions like heart disease and cancer.
  • Research Tool: Its unique structure makes it suitable for studying receptor interactions and signaling pathways associated with adenosine receptors.

Interaction Studies of 1000980-71-1

Interaction studies involving this compound typically focus on its binding affinity to various adenosine receptors. Radioligand binding assays have been employed to characterize its interaction profiles, revealing insights into selectivity and potency compared to other known adenosine derivatives. Such studies are crucial for understanding its mechanism of action and therapeutic potential.

Biological Activity of 1000980-71-1

This compound exhibits interesting biological properties, particularly in relation to adenosine receptors. Preliminary studies suggest that it may possess affinity for A1 and A3 adenosine receptor subtypes. Compounds with similar structural modifications have demonstrated varying degrees of selectivity and potency, indicating that this derivative could be valuable in pharmacological research targeting these receptors.