Product Name

  • Name

    KINETIN RIBOSIDE

  • EINECS 224-389-3
  • CAS No. 4338-47-0
  • Article Data18
  • CAS DataBase
  • Density 1.78 g/cm3
  • Solubility
  • Melting Point 152-154 °C
  • Formula C15H17N5O5
  • Boiling Point 683.7 °C at760mmHg
  • Molecular Weight 347.33
  • Flash Point 367.3 °C
  • Transport Information
  • Appearance white solid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 4338-47-0 (KINETIN RIBOSIDE)
  • Hazard Symbols
  • Synonyms Adenosine,N-furfuryl- (6CI,7CI,8CI);6-Furfuryladenosine;Furfuryladenosine;Kinetinriboside;N6-(2-Furanylmethyl)adenosine;N6-Furfuryladenosine;NSC 120958;Riboside, kinetin;Ribosylkinetin;
  • PSA 138.69000
  • LogP -0.28410

Synthetic route

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

6-Chloropurine riboside
2004-06-0

6-Chloropurine riboside

kinetin 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;
kinetin
525-79-1

kinetin

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

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

kinetin riboside
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

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

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 8h; reductive cleavage; Heating;85%
furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

6-methylmercaptopurine riboside
342-69-8

6-methylmercaptopurine riboside

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
With water
furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate
3510-73-4

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

kinetin riboside
4338-47-0

kinetin riboside

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

furfural

adenosine
58-61-7

adenosine

kinetin riboside
4338-47-0

kinetin riboside

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

furfural

ArgoGel-Rink resin bound NH2COCH2NH2

ArgoGel-Rink resin bound NH2COCH2NH2

kinetin riboside
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
adenosine
58-61-7

adenosine

kinetin riboside
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
2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride
105499-44-3

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

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: anschliessende Entacetylierung
2: H2O
View Scheme
2,3,5-(tri-O-benzoyl)-D-ribofuranosyl chloride
5991-01-5

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

kinetin riboside
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
kinetin
525-79-1

kinetin

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
With purine nucleoside phosphorylase; potassium phosphate buffer at 50℃; pH=7.0;
6-N-2',3',5'-tri-O-tetraacetyladenosine
7387-58-8, 80007-24-5

6-N-2',3',5'-tri-O-tetraacetyladenosine

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C
2: methanol; ammonia / 48 h / 20 °C
View Scheme
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C
2: methanol; ammonia / 48 h / 20 °C
View Scheme
C23H25N5O9
1338578-79-2

C23H25N5O9

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
With methanol; ammonia at 20℃; for 48h;251 mg
With ammonia In methanol at 20℃; for 48h;
With propylamine In methanol at 20℃;
furfural
98-01-1

furfural

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 20 °C
2: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethanol; water / 760.05 Torr
3: triethylamine / propan-1-ol / 8 h / 70 °C
View Scheme
furan-2-ylmethanamine hydrochloride
4753-68-8

furan-2-ylmethanamine hydrochloride

6-Chloropurine riboside
2004-06-0

6-Chloropurine riboside

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
With triethylamine In propan-1-ol at 70℃; for 8h;
With triethylamine In propan-1-ol at 70℃; for 8h; stereospecific reaction;220 mg
With triethylamine In propan-1-ol at 70℃; for 8h;220 mg
2-furaldehyde oxime
1121-47-7

2-furaldehyde oxime

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethanol; water / 760.05 Torr
2: triethylamine / propan-1-ol / 8 h / 70 °C
View Scheme
2-sulfoxymethylfuran

2-sulfoxymethylfuran

adenosine
58-61-7

adenosine

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
In aq. phosphate buffer at 37℃; for 0.25h; pH=8;
6-N-2',3',5'-tri-O-tetraacetyladenosine
7387-58-8, 80007-24-5

6-N-2',3',5'-tri-O-tetraacetyladenosine

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Mitsunobu Displacement;
uridine
58-96-8

uridine

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: magnesium(II) chloride hexahydrate; recombinant E. coli uridine phosphorylase / aq. phosphate buffer / 23 °C / pH 7.0
1.2: 4 °C / pH 8.0
2.1: tris hydrochloride; recombinant E. coli purine nucleoside phosphorylase / water / pH 8
View Scheme
α-D-ribofuranosyl-1-phosphate

α-D-ribofuranosyl-1-phosphate

kinetin
525-79-1

kinetin

kinetin riboside
4338-47-0

kinetin riboside

Conditions
ConditionsYield
With magnesium(II) chloride hexahydrate; recombinant E. coli purine nucleoside phosphorylase In water at 50℃; for 144h; pH=7.0;
cis-dichlorobis(dimethylsulfoxide)platinum(II)
75992-73-3, 25794-47-2, 30729-25-0, 15274-33-6, 22840-91-1, 14568-13-9

cis-dichlorobis(dimethylsulfoxide)platinum(II)

kinetin riboside
4338-47-0

kinetin riboside

cis-[PtCl2(dimethyl sulfoxide)(kinetin riboside)]

cis-[PtCl2(dimethyl sulfoxide)(kinetin riboside)]

Conditions
ConditionsYield
In ethanol at 20 - 45℃; for 29h;60%
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
261909-49-3

phenyl(isopropoxy-L-alaninyl) phosphorochloridate

kinetin riboside
4338-47-0

kinetin riboside

phenyl (isopropoxy-L-alaninyl) kinetin riboside phosphoramidate

phenyl (isopropoxy-L-alaninyl) kinetin riboside phosphoramidate

Conditions
ConditionsYield
Stage #1: kinetin riboside With 1-methyl-1H-imidazole In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere;
Stage #2: phenyl(isopropoxy-L-alaninyl) phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;
42%
phenyl (tert-butyloxy-L-alaninyl)phosphorochloridate
220592-63-2

phenyl (tert-butyloxy-L-alaninyl)phosphorochloridate

kinetin riboside
4338-47-0

kinetin riboside

phenyl (tert-butyloxy-L-alaninyl) kinetin riboside phosphoramidate

phenyl (tert-butyloxy-L-alaninyl) kinetin riboside phosphoramidate

Conditions
ConditionsYield
Stage #1: kinetin riboside With 1-methyl-1H-imidazole In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere;
Stage #2: phenyl (tert-butyloxy-L-alaninyl)phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;
14%
kinetin riboside
4338-47-0

kinetin riboside

phenyl(benzyloxy-L-alaninyl)phosphorochloridate
183370-70-9

phenyl(benzyloxy-L-alaninyl)phosphorochloridate

phenyl (benzyloxy-L-alaninyl) kinetin riboside phosphoramidate

phenyl (benzyloxy-L-alaninyl) kinetin riboside phosphoramidate

Conditions
ConditionsYield
Stage #1: kinetin riboside With 1-methyl-1H-imidazole In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere;
Stage #2: phenyl(benzyloxy-L-alaninyl)phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;
13%
kinetin riboside
4338-47-0

kinetin riboside

phenyl methoxyalaninyl phosphorochloridate
142629-80-9

phenyl methoxyalaninyl phosphorochloridate

phenyl (methoxy-L-alaninyl) kinetin riboside phosphoramidate

phenyl (methoxy-L-alaninyl) kinetin riboside phosphoramidate

Conditions
ConditionsYield
Stage #1: kinetin riboside With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere;
Stage #2: phenyl methoxyalaninyl phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;
10%
kinetin riboside
4338-47-0

kinetin riboside

A

kinetin
525-79-1

kinetin

B

α-D-ribofuranosyl-1-phosphate
18646-11-2

α-D-ribofuranosyl-1-phosphate

Conditions
ConditionsYield
With Escherichia coli purine nucleoside phosphorylase at 25℃; pH=7.5; Kinetics; aq. phosphate buffer; Enzymatic reaction;
With potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase at 37℃; pH=7.5; Equilibrium constant; aq. buffer; Enzymatic reaction;

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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