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Adenosine,N-(2-furanylmethyl)-

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Name

Adenosine,N-(2-furanylmethyl)-

EINECS 224-389-3
CAS No. 4338-47-0 Density 1.78 g/cm3
PSA 138.69000 LogP -0.28410
Solubility N/A Melting Point 152-154 °C
Formula C15H17N5O5 Boiling Point 683.7 °C at760mmHg
Molecular Weight 347.33 Flash Point 367.3 °C
Transport Information N/A Appearance white solid
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 4338-47-0 (KINETIN RIBOSIDE) Hazard Symbols N/A
Synonyms

Adenosine,N-furfuryl- (6CI,7CI,8CI);6-Furfuryladenosine;Furfuryladenosine;Kinetinriboside;N6-(2-Furanylmethyl)adenosine;N6-Furfuryladenosine;NSC 120958;Riboside, kinetin;Ribosylkinetin;

Article Data 18

Adenosine,N-(2-furanylmethyl)- Synthetic route

617-89-0

furan-2-ylmethanamine

2004-06-0

6-Chloropurine riboside

4338-47-0

kinetin riboside

Conditions
ConditionsYield
With triethylamine In ethanol at 60℃; for 18h; Temperature;93%
With triethylamine In ethanol at 60℃; for 18h; Substitution;
525-79-1

kinetin

α-D-ribofuranose-1-O-phosphate barium salt

4338-47-0

kinetin riboside

Conditions
ConditionsYield
With recombinant E. coli purine nucleoside phosphorylase; tris hydrochloride In water pH=8;93%

(2R,3R,4S,5R)-2-{6-[(Benzotriazol-1-yl-furan-2-yl-methyl)-amino]-purin-9-yl}-5-hydroxymethyl-tetrahydro-furan-3,4-diol

4338-47-0

kinetin riboside

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 8h; reductive cleavage; Heating;85%
617-89-0

furan-2-ylmethanamine

342-69-8

6-methylmercaptopurine riboside

4338-47-0

kinetin riboside

Conditions
ConditionsYield
With water
617-89-0

furan-2-ylmethanamine

3510-73-4

(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate

4338-47-0

kinetin riboside

Conditions
ConditionsYield
With 2-methoxy-ethanol Erwaermen des Reaktionsprodukts mit methanol.Natriummethylat;
98-01-1

furfural

58-61-7

adenosine

4338-47-0

kinetin riboside

Conditions
ConditionsYield
With hydrogenchloride; sodium cyanoborohydride In methanol; water at 37℃; for 28h; pH 4.4;
98-01-1

furfural

ArgoGel-Rink resin bound NH2COCH2NH2

ArgoGel-Rink resin bound NH2COCH2NH2

4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / AcOH / ethanol / 6 h / Heating
2: 85 percent / NaBH4 / tetrahydrofuran / 8 h / Heating
View Scheme
58-61-7

adenosine

4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / AcOH / ethanol / 6 h / Heating
2: 85 percent / NaBH4 / tetrahydrofuran / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: pyridine / 20 - 60 °C
2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C
3: methanol; ammonia / 48 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: pyridine / 20 - 60 °C
1.2: 20 °C
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C
3.1: methanol; ammonia / 48 h / 20 °C
View Scheme
105499-44-3

2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride

4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: anschliessende Entacetylierung
2: H2O
View Scheme
5991-01-5

2,3,5-(tri-O-benzoyl)-D-ribofuranosyl chloride

4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: xylene
2: 2-methoxy-ethanol / Erwaermen des Reaktionsprodukts mit methanol.Natriummethylat
View Scheme

Adenosine,N-(2-furanylmethyl)- Specification

The Adenosine, N-(2-furanylmethyl)-, with the CAS registry number of 4338-47-0, is also known as 6-Furfuryladenosine. It belongs to the product categories of Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides. Its EINECS registry number is 224-389-3. This chemical's molecular formula is C15H17N5O5 and molecular weight is 347.33. What's more, its systematic name is called N-(Furan-2-ylmethyl)-9-pentofuranosyl-9H-purin-6-amine. This chemical's classification codes are Agricultural Chemical; Growth regulator / Fertilizer; Mutation Data. In addition, it must be stored in airtight containers and placed in a dry place at 4 °C. Meanwhile, it should be avoided contact with light. During using it, you should avoid contacting with skin and eyes. Besides, it can be used as an anticancer and antiviral agent.

Physical properties about Adenosine, N-(2-furanylmethyl)- are: (1)ACD/LogP: -1.30; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.31; (4)ACD/LogD (pH 7.4): -1.3; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.6; (8)ACD/KOC (pH 7.4): 4.67; (9)#H bond acceptors: 10; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 96.9 Å2; (13)Index of Refraction: 1.798; (14)Molar Refractivity: 82.98 cm3; (15)Molar Volume: 194.4 cm3; (16)Surface Tension: 80.6 dyne/cm; (17)Density: 1.78 g/cm3; (18)Flash Point: 367.3 °C; (19)Enthalpy of Vaporization: 105.33 kJ/mol; (20)Boiling Point: 683.7 °C at 760 mmHg; (21)Vapour Pressure: 1.25E-19 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)NCc4occc4
(2) InChI: InChI=1/C15H17N5O5/c21-5-9-11(22)12(23)15(25-9)20-7-19-10-13(17-6-18-14(10)20)16-4-8-2-1-3-24-8/h1-3,6-7,9,11-12,15,21-23H,4-5H2,(H,16,17,18)
(3) InChIKey: CAGLGYNQQSIUGX-UHFFFAOYAK

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