ChemicalBook--->CAS DataBase List--->16373-93-6

16373-93-6

16373-93-6 Structure

16373-93-6 Structure
IdentificationMore
[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 PropertiesBack 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
[Cosmetics Ingredients Functions]

HAIR CONDITIONING
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264b-P270-P301+P312-P330-P403-P501c
[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
[HazardClass ]

6.1
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

2'-Deoxyadenosine monohydrate(16373-93-6)1HNMR
2'-Deoxyadenosine monohydrate(16373-93-6)Raman
2'-Deoxyadenosine monohydrate(16373-93-6)FT-IR
2'-Deoxyadenosine monohydrate(16373-93-6)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2'-Deoxyadenosine hydrate, 99%(16373-93-6)
[Alfa Aesar]

2'-Deoxyadenosine monohydrate, 99%(16373-93-6)
[Sigma Aldrich]

16373-93-6(sigmaaldrich)
[TCI AMERICA]

2'-Deoxyadenosine  Monohydrate,>99.0%(T)(16373-93-6)
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