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2-Aminoadenosine (2-aminoadenine nucleoside; 2,6-diaminopurine riboside) 2096-10-8

2-Aminoadenosine (2-aminoadenine nucleoside; 2,6-diaminopurine riboside) 2096-10-8

CAS No.: 2096-10-8

2-Aminoadenosine is an adenine nucleoside analogue. Adenosine analogs mostly work as smooth muscle vasodilators and also
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2-Aminoadenosine is an adenine nucleoside analogue. Adenosine analogs mostly work as smooth muscle vasodilators and also have been found to suppress cancer progression. Its popular products include Adenosine phosphate, Acadesine, Clofarabine, Fludarabine phosphate and Vidarabine .

Physicochemical Properties


Molecular Formula C10H14N6O4
Molecular Weight 282.26
Exact Mass 282.107
CAS # 2096-10-8
PubChem CID 72200
Appearance White to off-white solid powder
Density 2.3±0.1 g/cm3
Boiling Point 798.5±70.0 °C at 760 mmHg
Melting Point 241-243°C (dec.)
Flash Point 436.7±35.7 °C
Vapour Pressure 0.0±3.0 mmHg at 25°C
Index of Refraction 1.986
LogP -1.08
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 2
Heavy Atom Count 20
Complexity 363
Defined Atom Stereocenter Count 4
SMILES

C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N)N

InChi Key ZDTFMPXQUSBYRL-UUOKFMHZSA-N
InChi Code

InChI=1S/C10H14N6O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H4,11,12,14,15)/t3-,5-,6-,9-/m1/s1
Chemical Name

(2R,3R,4S,5R)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Potential and promising anticancer drugs from adenosine and its analogs. Drug Discov Today. 2021 Jun;26(6):1490-1500.

Additional Infomation 2-Aminoadenosine is a purine nucleoside.

Solubility Data


Solubility (In Vitro) DMSO : ~100 mg/mL (~354.28 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (8.86 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.86 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5428 mL 17.7142 mL 35.4283 mL
5 mM 0.7086 mL 3.5428 mL 7.0857 mL
10 mM 0.3543 mL 1.7714 mL 3.5428 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.