2-[6-amino-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Basic information
- CAS
53296-10-9- Standard SMILES
Nc1nc(Nc2ccccc2)nc2c1ncn2C1OC(CO)C(O)C1O- InChIKey
SCNILGOVBBRMBK-UHFFFAOYSA-N- Molecular formula
- C16H18N6O4
- Average molar mass
- 358.35 g/mol
- Monoisotopic mass
- 358.13895308
Overview
2-(6-amino-2-anilino-9-purinyl)-5-(hydroxymethyl)oxolane-3,4-diol is a purine nucleoside.
Names & identifiers
- Preferred name
- 2-[6-amino-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
- IUPAC
- 2-(6-amino-2-anilinopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- English name
- 2-Phenylaminoadenosine
- Molecular formula
- C16H18N6O4
- Molecular weight
- 358.35
Names & synonyms
2-(6-amino-2-anilino-9-purinyl)-5-(hydroxymethyl)oxolane-3,4-diolSCHEMBL29387702CHEBI:91804DTXSID50866310SCNILGOVBBRMBK-UHFFFAOYSA-NHMS3268A18L0002096-amino-2-phenylamino-9-b-D-ribofuranosyl-9H-purine9-Pentofuranosyl-N~2~-phenyl-9H-purine-2,6-diamineBRD-A64933752-001-01-0Q271636046-amino-2-phenylamino-9-beta-delta-ribofuranosyl-9H-purine
Show more names
CV-1808LSU 1652-ANILINOADENOSINE2-Phenylaminoadenosine2-Anilinoadenosine,CV1808Adenosine, 2-(phenylamino)-CV-1808,2-Phenylaminoadenosine2-PHENYLAMINOADENOSINE USP/EP/BP6-Amino-2-phenylamino-9-β-D-ribofuranosyl-9H-purine2-PHENYLAMINOADENOSINE (CV-1808) >97% SE LECTIVE A2 ADENOSIN
2-[6-amino-2-(phenylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 152 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 482
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 210 · 210-212°C
- Boiling point
- 766 · 766.0±70.0 °C(Predicted)
- Density
- 1.78 · 1.78±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- 45 % · 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 3.6 mg/mL
- pka
- 13.08 · 13.08±0.70(Predicted)
- form
- solid
- color
- white
- Water Solubility
- 45 % · 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 3.6mg/mLH2O: insolubleabsolute ethanol: slightly solubleethanol: water (1:1): solublemethanol: soluble (hot)
- InChIKey
- SCNILGOVBBRMBK-SDBHATRESA-N
- SMILES
- Nc1nc(Nc2ccccc2)nc3n(cnc13)[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesA selective A2-adenosine receptor agonist. Coronary vasodilator, antihypertensive and antipsychotic following systemic administration in vivo.
Additional notes
DefinitionChEBI: 2-Phenylaminoadenosine is a purine nucleoside.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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