| Identification | More | [Name]
2'-Deoxyadenosine monohydrate | [CAS]
16373-93-6 | [Synonyms]
2'-DEOXYADENOSINE HYDRATE
2'-DEOXYADENOSINE MONOHYDRATE
2-DEOXYADENOSINE MONOHYDRATE
9-(2-DEOXY-BETA-D-RIBOFURANOSYL)ADENINE
9-(2-DEOXY-BETA-D-RIBOFURANOSYL)ADENINE MONOHYDRATE
ADENINE DEOXYRIBOSIDE
ADENINE DEOXYRIBOSIDE HYDRATE
ADENINE DEOXYRIBOSIDE MONOHYDRATE
DEOXYADENOSINE HYDRATE
9-(2-Deoxy-β-D-ribofuranosyl)adenine
2-deoxyadenosine 99-100%
2-deoxyadenosine cell culture tested
Adenine deoxyriboside~9-(2-Deoxy-beta-D-ribofuranosyl)adenine
9-(2-deoxy-á-d-ribofuranosyl)adenine
Deoxyadenosine monohydrate.
2''-DEOXYADENOSINE CELL CULTURE REAGENT WHITE CRYSTALLINE POWDER 98-100%
2''-DEOXYADENOSINE WHITE CRYSTALLINE POWDER 98-100%
2''-DEOXYYADENOSINE MONOHYDRATE
2-DEOXYADENOSINE extrapure
9-(2-Deoxy-β-D-ribofuranosyl)adenine, Adenine deoxyriboside | [EINECS(EC#)]
213-488-7 | [Molecular Formula]
C10H15N5O4 | [MDL Number]
MFCD00149364 | [Molecular Weight]
269.26 | [MOL File]
16373-93-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
187-189 °C
| [refractive index ]
-25.5 ° (C=0.5, H2O) | [storage temp. ]
2-8°C
| [solubility ]
H2O: soluble50mg/mL, clear, colorless | [form ]
powder
| [color ]
White to light beige | [Stability:]
Stable, but air sensitive. Incompatible with strong oxidizing agents. | [biological source]
synthetic (organic) | [Water Solubility ]
0.3 g/100 mL (20 ºC) | [BRN ]
5191174 | [InChI]
InChI=1/C10H13N5O3.H2O/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7;/h3-7,16-17H,1-2H2,(H2,11,12,13);1H2/t5-,6+,7+;/s3 | [InChIKey]
WZJWHIMNXWKNTO-VWZUFWLJSA-N | [SMILES]
NC1=NC=NC2N([C@H]3C[C@H](O)[C@@H](CO)O3)C=NC1=2.O |&1:7,9,11,r| | [CAS DataBase Reference]
16373-93-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN2811 6.1/PG 3 | [WGK Germany ]
3
| [RTECS ]
AU7358600
| [F ]
10-23 | [TSCA ]
Yes | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Description]
2'-Deoxyadenosine monohydrate is an adenosine nucleotide, which can be synthesized by the enzyme adenosine kinase. 2'-Deoxyadenosine monohydrate is a competitive inhibitor of phosphodiesterase, which breaks down cyclic nucleotides to their corresponding monophosphate form. This leads to elevated levels of cAMP, which can cause neuronal death by apoptosis. | [Chemical Properties]
White crystalline powder | [Uses]
2'-Deoxyadenosine monohydrate is used in the synthesis of 5'-modified 2'-deoxyadenosine analogues as anti-hepatitis C virus agents.
| [Biochem/physiol Actions]
Excess 2′-deoxyadenosine gets converted to adenosine triphosphate (dATP), which inhibits ribonucleotide reductase. | [Purification Methods]
Purify it by recrystallisation from H2O (hydrated crystals; solubility of the monohydrate is 1.1% in H2O at 20o). It has max 258nm (pH 1), 260nm (pH 7) and 261nm (pH 13). [Ness & Fletcher J Am Chem Soc 81 4752 1959, Walker & Butler Can J Chem 34 1168 1956.] The 3',5'-O-diacetyl derivative has m 151-152o (from EtOAc/pet ether). [Beilstein 26 III/IV 3589.] |
|
|