Product Name

  • Name

    Uridine

  • EINECS 200-407-5
  • CAS No. 58-96-8
  • Article Data229
  • CAS DataBase
  • Density 1.675 g/cm3
  • Solubility 50 mg/mL in water
  • Melting Point 163-167 °C(lit.)
  • Formula C9H12N2O6
  • Boiling Point 387.12°C (rough estimate)
  • Molecular Weight 244.204
  • Flash Point
  • Transport Information
  • Appearance white to off-white crystalline powder
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 58-96-8 (Uridine)
  • Hazard Symbols IrritantXi
  • Synonyms 1-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H- pyrimidine-2,4-dione;1-[(3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;beta-D-Ribofuranoside;2,4(1H,3H)-pyrimidinedione-1;1-beta-D-ribofuranosyl- (7CI);Uridine & 3-Azido-3-deoxythymidine;1-[(2S,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;2,4(1H,3H)-pyrimidinedione, 1-beta-D-ribofuranosyl-;1-beta-D-Ribofuranosyluracil;1-.beta.-D-Ribofuranosyluracil & Thymidine, 3-azido-3-deoxy-;Uridin;Uracil, 1-.beta.-D-ribofuranosyl-;Uracil, 1-beta-L-ribofuranosyl-;
  • PSA 124.78000
  • LogP -2.85190

Synthetic route

5'-O-trityluridine
6554-10-5

5'-O-trityluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 1.5h; detritylation;98%
With iodine(I) bromide In methanol; dichloromethane at 20℃; for 0.0833333h; chemoselective reaction;95%
Stage #1: 5'-O-trityluridine With carbon tetrabromide In methanol for 0.5h; Irradiation;
Stage #2: In methanol at 20℃; for 11.5h;
94%
tribenzoyl uridine
1748-04-5

tribenzoyl uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With methanol; ammonia at 20℃;91%
With methanol; sodium methylate at 20℃; for 2h;87%
With triethylamine In methanol; water83%
With sodium methylate In methanol Ambient temperature;
2',3',5'-tris-O-(tert-butyldimethylsilyl)uridine
64898-15-3

2',3',5'-tris-O-(tert-butyldimethylsilyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With SO3H silica gel In ethyl acetate at 20℃; for 15h;81%
CYTIDINE
65-46-3

CYTIDINE

uridine
58-96-8

uridine

Conditions
ConditionsYield
With cytidine deaminase enzyme In aq. phosphate buffer at 37℃; for 0.0833333h; pH=7; Enzymatic reaction;99%
With oxygen; nitrogen(II) oxide In dimethyl sulfoxide for 1h; Ambient temperature;47%
With sodium hydroxide at 90.1℃; Rate constant; Mechanism; various reagent concentration, decomposition to nonchromophoric products;
2',3'-O-isopropylideneuridine
362-43-6

2',3'-O-isopropylideneuridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With indium(III) triflate In water; acetonitrile at 120℃; for 0.0833333h; Microwave irradiation;98%
With K 10 clay In methanol; water at 75℃; for 26h;94%
With trifluoroacetic acid Yield given;
With erbium(III) triflate In water at 120℃; for 0.0833333h; Microwave irradiation;99 % Chromat.
With Pd(OH)2/C; cyclohexene In methanol for 3h; Reflux;
3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine
69304-38-7

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With K 10 clay In methanol; water at 75℃; for 36h;97%
Multi-step reaction with 3 steps
1: 71 percent / triethylamine / 17 h / Ambient temperature
2: 70 percent / 1M tributylammonium fluoride (TBAHF) / tetrahydrofuran / 4 h / Ambient temperature
3: 95 percent / triphenylmethyl fluoroborate / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 2 h / 20 °C / Molecular sieve
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h
3: hydrogenchloride; water; lithium iodide / acetonitrile
View Scheme
Reaxys ID: 11351538

Reaxys ID: 11351538

uridine
58-96-8

uridine

Conditions
ConditionsYield
With Levalit MDS 1368 cation exchanger (Na-form) In water at 80℃;49%
Tri-O-acetyluridine
4105-38-8

Tri-O-acetyluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With methanol; water; triethylamine at 71℃; Microwave irradiation;93%
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 17 h / Ambient temperature
2: 78 percent / conc. NH4OH / methanol
3: 95 percent / triphenylmethyl fluoroborate / acetonitrile; H2O / 1 h / Ambient temperature
View Scheme
With keratinase from Doratomyces microsporus Hydrolysis; Enzymatic reaction;
With ammonia In methanol at 20℃;
5'-dimethoxytrityluridine
81246-79-9

5'-dimethoxytrityluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With K 10 clay In methanol; water at 75℃; for 0.5h;96%
With iodine(I) bromide In methanol; dichloromethane at 20℃; for 0.0166667h; chemoselective reaction;95%
With cerium(IV) triflate; water In acetonitrile at 25℃; for 0.5h;93%
2'-O-allyluridine
133766-24-2

2'-O-allyluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In methanol at 30℃;99%
With hexaaquaruthenium(II) tosylate In water at 40℃; for 36h; Time;95%
5'-O-monomethoxytrityluridine
51600-12-5

5'-O-monomethoxytrityluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With sulfuric acid; water; silica gel In acetonitrile at 25℃; for 0.1h;90%
Multi-step reaction with 4 steps
1: tetrahydrofuran / 12 h / Heating
2: 80percent aq. AcOH / 6 h / Ambient temperature
3: 10 percent / triphenylmethyl fluoroborate (TrBF) / acetonitrile; H2O / 2 h / Ambient temperature
4: 94 percent / conc. ammonia, pyridine / 5 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1: tetrahydrofuran / 12 h / Heating
2: 80percent aq. AcOH / 6 h / Ambient temperature
3: 85 percent / triphenylmethyl fluoroborate (TrBF) / acetonitrile; H2O / 2 h / Ambient temperature
View Scheme
With hydrogenchloride In water; acetonitrile at 20℃; for 1h; pH=Ca. 1; Inert atmosphere;76 mg
C13H16N3O9(1-)*Na(1+)

C13H16N3O9(1-)*Na(1+)

uridine
58-96-8

uridine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 55℃; for 1h; Sealed tube;
With tetra-n-butylammonium halide In dimethylsulfoxide-d6 at 55℃; Sealed tube;
2′,3′-O-bis-(benzyloxycarbonyl)uridine
820212-19-9

2′,3′-O-bis-(benzyloxycarbonyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With cyclohexa-1,4-diene; palladium on activated charcoal In N,N-dimethyl-formamide for 1.5h;99%
uracil
66-22-8

uracil

adenosine
58-61-7

adenosine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With potassium dihydrogenphosphate; E. coli purine nucleoside phosphorylase; E. coli uridine phosphorylase In aq. buffer at 20℃; for 20h; pH=7.5; Enzymatic reaction;27 %Chromat.
3',5'-bis-O-(tert-butyldimethylsilyl)uridine
54925-67-6

3',5'-bis-O-(tert-butyldimethylsilyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With cyclohexene; trimethyleneglycol In methanol for 6h; Heating;100%
With ammonium fluoride In methanol at 60℃;
Multi-step reaction with 2 steps
1: cyclohexene / PdO / methanol / Heating
2: cyclohexene / PdO / methanol / Heating
View Scheme
C18H21N3O10

C18H21N3O10

uridine
58-96-8

uridine

Conditions
ConditionsYield
With ammonium chloride; zinc In methanol at 20℃; for 2h;
C19H23N3O11

C19H23N3O11

uridine
58-96-8

uridine

Conditions
ConditionsYield
With ammonium chloride; zinc In methanol at 20℃;
3-methyluridine
2140-69-4

3-methyluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Irradiation; chemoselective reaction;98%
uridylyl-3',5'-uridine
2415-43-2

uridylyl-3',5'-uridine

A

uridine 2',3'-cyclic phosphate
606-02-0

uridine 2',3'-cyclic phosphate

B

uridine
58-96-8

uridine

Conditions
ConditionsYield
With zinc(II) nitrate; sodium nitrate; HEPES buffer In water at 90.1℃; Rate constant;
With triethanolamine; potassium chloride; water; m-bis(guanidinomethyl)benzene at 80℃; pH=7.5; Kinetics; Further Variations:; Catalysts; Hydrolysis;
With (Zn(2+))2*1,4-bis[(1,5,9-triazacyclododecan-3-yloxy)Me]C6H4 In various solvent(s) at 90℃; pH=5.8 - 7.2; Kinetics; Further Variations:; Reagents;
2',3'-O-(isopropylidene)-5'-O-(triphenylmethyl)uridine
10526-27-9

2',3'-O-(isopropylidene)-5'-O-(triphenylmethyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 1.5h; detritylation; deketalization;98%
uracil
66-22-8

uracil

Inosine
58-63-9

Inosine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With purine nucleoside phosphorylase; thymidine phosphorylase; phosphoric acid In aq. phosphate buffer at 37℃; for 24h; pH=6.8; Enzymatic reaction;
α-D-ribofuranose-1-O-phosphate disodium salt

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

uracil
66-22-8

uracil

uridine
58-96-8

uridine

Conditions
ConditionsYield
With uridine phosphorylase In water; water-d2 at 37℃; for 20h; pH=6.9; Enzymatic reaction;85 %Spectr.
2',5'-bis-O-(tert-butyldimethylsilyl)uridine
54925-66-5

2',5'-bis-O-(tert-butyldimethylsilyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With cyclohexene; trimethyleneglycol In methanol for 6h; Heating;100%
Multi-step reaction with 2 steps
1: 80 percent / cyclohexene / PdO / methanol / Heating
2: cyclohexene / PdO / methanol / Heating
View Scheme
2'-O-{[(triisopropylsilyl)oxy]methyl}uridine
468757-56-4

2'-O-{[(triisopropylsilyl)oxy]methyl}uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With tetra(tert-butyl)-ammonium fluoride In tetrahydrofuran at 25℃; for 0.0833333h;
With tetrabutyl ammonium fluoride In tetrahydrofuran for 5h;
3‘,5’-O-(tetraisopropyldisilane-1,2-diyl)uridine

3‘,5’-O-(tetraisopropyldisilane-1,2-diyl)uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 3h;
With tetrabutyl ammonium fluoride In tetrahydrofuran for 3h;
5'-CGGCUXUUAACCGA-3', X=2-deoxouridine

5'-CGGCUXUUAACCGA-3', X=2-deoxouridine

B

1-(β-D-ribofuranosyl)-4-pyrimidinone
21052-20-0

1-(β-D-ribofuranosyl)-4-pyrimidinone

C

uridine
58-96-8

uridine

D

CYTIDINE
65-46-3

CYTIDINE

E

adenosine
58-61-7

adenosine

Conditions
ConditionsYield
Stage #1: 5'-CGGCUXUUAACCGA-3', X=2-deoxouridine With 1U P1 nuclease In aq. buffer at 37℃; for 16h; pH=7; Enzymatic reaction;
Stage #2: With 2U alkaline phosphatase In aq. buffer at 37℃; for 1h; Enzymatic reaction;
5'-O-allyluridine

5'-O-allyluridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With hexaaquaruthenium(II) tosylate In water at 40℃; for 36h;100%
N3-<(methoxyethoxy)methyl>uridine
89257-63-6

N3-<(methoxyethoxy)methyl>uridine

uridine
58-96-8

uridine

Conditions
ConditionsYield
With trityl tetrafluoroborate In water; acetonitrile for 1h; Ambient temperature;95%
With pyridine; ammonium hydroxide at 50℃; for 5h;94%
sodium 7‐azido‐1,1‐difluoroheptane‐1‐sulfinate

sodium 7‐azido‐1,1‐difluoroheptane‐1‐sulfinate

Oceanobacillus iheyensis group II intron RNA

Oceanobacillus iheyensis group II intron RNA

A

C17H24F2N8O5

C17H24F2N8O5

C

uridine
58-96-8

uridine

D

CYTIDINE
65-46-3

CYTIDINE

E

adenosine
58-61-7

adenosine

Conditions
ConditionsYield
Stage #1: sodium 7‐azido‐1,1‐difluoroheptane‐1‐sulfinate; Oceanobacillus iheyensis group II intron RNA pH=6.5;
Stage #2: With tert.-butylhydroperoxide In water at 22℃; for 24h; Cooling with ice;
Stage #3: Enzymatic reaction;
phosphoric acid adenosin-3'-yl ester uridin-5'-yl ester
3051-84-1

phosphoric acid adenosin-3'-yl ester uridin-5'-yl ester

A

adenosine 2',3'-cyclic monophosphate
634-01-5

adenosine 2',3'-cyclic monophosphate

B

uridine
58-96-8

uridine

Conditions
ConditionsYield
With zinc(II) nitrate; sodium nitrate; HEPES buffer In water at 90.1℃; Rate constant;
With (Zn(2+))2*1,4-bis[(1,5,9-triazacyclododecan-3-yloxy)Me]C6H4 In various solvent(s) at 90℃; pH=5.8 - 7.2; Kinetics; Further Variations:; Reagents;
With zinc(II) nitrate; N2,N4-bis{2-[1,4,7,10-tetraazacyclododecan-1-yl]ethyl}-N6-{3-[1,5,9-triazacyclododecan-3-yl]propyl}-1,3,5-triazine-2,4,6-triamine; water In aq. buffer at 90℃; pH=6.84; Kinetics;
acetic anhydride
108-24-7

acetic anhydride

uridine
58-96-8

uridine

Tri-O-acetyluridine
4105-38-8

Tri-O-acetyluridine

Conditions
ConditionsYield
With dmap100%
With triethylamine In 1,4-dioxane at 25℃; for 36h;100%
With pyridine at 20℃; for 16h;100%
acetone
67-64-1

acetone

uridine
58-96-8

uridine

2',3'-O-isopropylideneuridine
362-43-6

2',3'-O-isopropylideneuridine

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 1h;100%
Stage #1: acetone; uridine With sulfuric acid at 20℃; for 1h;
Stage #2: With triethylamine In acetone Product distribution / selectivity;
100%
With sulfuric acid at 20℃; for 1h;100%
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

uridine
58-96-8

uridine

2',3'-O-isopropylideneuridine
362-43-6

2',3'-O-isopropylideneuridine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone for 1h; Reflux;100%
With toluene-4-sulfonic acid In acetone for 1h; Reflux;99%
With toluene-4-sulfonic acid In acetone at 60℃; for 24h; Inert atmosphere;96%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

uridine
58-96-8

uridine

1-(5-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl)uracil
130351-68-7

1-(5-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl)uracil

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 18h; Inert atmosphere;100%
In pyridine for 48h; Ambient temperature;76%
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature;75.4%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

uridine
58-96-8

uridine

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine
69304-38-7

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Conditions
ConditionsYield
With pyridine at 20℃; for 16h; Cooling with ice;100%
With pyridine at 20℃; for 16h; Cooling with ice;100%
With pyridine at 20℃; for 16h;100%
uridine
58-96-8

uridine

5-iodouridine
1024-99-3

5-iodouridine

Conditions
ConditionsYield
With iodine; silver nitrate In methanol at 20 - 40℃;100%
With iodine; silver sulfate In methanol for 0.2h; Ambient temperature;93%
With sodium azide; Iodine monochloride In acetonitrile at 25℃; for 24h;93%
triphenylphosphine
603-35-0

triphenylphosphine

uridine
58-96-8

uridine

2',3'-O-Triphenylphosphoranediyluridine

2',3'-O-Triphenylphosphoranediyluridine

Conditions
ConditionsYield
With chloro-diisopropyl-amine In N,N-dimethyl-formamide at 20℃; Substitution;100%
uridine
58-96-8

uridine

[5,6-2H2]-uridine
40632-21-1

[5,6-2H2]-uridine

Conditions
ConditionsYield
With hydrogen; water-d2; palladium on activated charcoal at 160℃; for 24h;100%
With water-d2; palladium on activated charcoal; hydrogen at 160℃; for 24h;100%
uridine
58-96-8

uridine

1-((2R,4S,5R)-3,4-anhydro-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-4(1H)-one
847650-91-3

1-((2R,4S,5R)-3,4-anhydro-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-4(1H)-one

Conditions
ConditionsYield
With sodium hydrogencarbonate; benzoic acid anhydride In N,N-dimethyl-formamide at 100℃; for 4h;100%
With bis(phenyl) carbonate; sodium hydrogencarbonate In N,N-dimethyl-formamide at 80 - 110℃; for 3h;95%
With bis(phenyl) carbonate; sodium hydrogencarbonate In N,N-dimethyl-formamide at 100 - 137℃;78%
pivaloyl chloride
3282-30-2

pivaloyl chloride

uridine
58-96-8

uridine

C29H44N2O10
1228354-92-4

C29H44N2O10

Conditions
ConditionsYield
With pyridine; dmap In acetonitrile for 0.25h;100%
uridine
58-96-8

uridine

[5-(2)H]-uridine

[5-(2)H]-uridine

Conditions
ConditionsYield
With nitrogen; water-d2; potassium carbonate at 95℃; for 16h; Sealed tube; Inert atmosphere;100%
With water-d2; potassium carbonate at 95℃; for 16h; Inert atmosphere; Sealed tube;100%
With water-d2; potassium carbonate at 95℃; for 16h; Sealed tube; Inert atmosphere;100%
With water-d2; triethylamine at 70℃; for 288h; Inert atmosphere;99%
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

uridine
58-96-8

uridine

2,2'-Anhydrouridine
3736-77-4

2,2'-Anhydrouridine

Conditions
ConditionsYield
Stage #1: bis(phenyl) carbonate; uridine In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate at 115℃; for 4h;
100%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere;
triethylsilyl chloride
994-30-9

triethylsilyl chloride

uridine
58-96-8

uridine

2',3',5'-tris-O-(triethylsilyl)uridine
190836-61-4

2',3',5'-tris-O-(triethylsilyl)uridine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 6.17h; silylation;99.6%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 11h;99%
2,2-dimethylpropanoic anhydride
1538-75-6

2,2-dimethylpropanoic anhydride

uridine
58-96-8

uridine

2,2-Dimethyl-propionic acid (2S,3S,4S,5S)-4-(2,2-dimethyl-propionyloxy)-5-(2,2-dimethyl-propionyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

2,2-Dimethyl-propionic acid (2S,3S,4S,5S)-4-(2,2-dimethyl-propionyloxy)-5-(2,2-dimethyl-propionyloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
bismuth(lll) trifluoromethanesulfonate In dichloromethane at 25℃; for 23h; Acylation;99%
butanoic acid anhydride
106-31-0

butanoic acid anhydride

uridine
58-96-8

uridine

2',3',4'-tri-O-butyryluridine

2',3',4'-tri-O-butyryluridine

Conditions
ConditionsYield
With pyridine at 20℃; for 25h;99%
chlorodimethyl(1,1,2-trimethylpropyl)silane
67373-56-2

chlorodimethyl(1,1,2-trimethylpropyl)silane

uridine
58-96-8

uridine

5'-O-(dimethylthexylsilyl)uridine

5'-O-(dimethylthexylsilyl)uridine

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 18h; Inert atmosphere;99%
uridine
58-96-8

uridine

5,6-dihydrouridine
5627-05-4

5,6-dihydrouridine

Conditions
ConditionsYield
With hydrogen; rhodium contaminated with carbon In water for 24h;98%
With hydrogen; palladium on activated charcoal In methanol under 2068.65 Torr; for 24h;96%
With Rh/Al2O3; water Hydrogenation;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

uridine
58-96-8

uridine

5'-O-(tert-butyldimethylsilyl)uridine
87418-77-7, 54925-65-4

5'-O-(tert-butyldimethylsilyl)uridine

Conditions
ConditionsYield
With silver nitrate In tetrahydrofuran for 3h; Ambient temperature; add of (n-Bu)4NSO3H;98%
With silver nitrate In tetrahydrofuran at 20℃; for 10h;98%
silver nitrate In tetrahydrofuran for 1h;98%
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

uridine
58-96-8

uridine

5'-dimethoxytrityluridine
81246-79-9

5'-dimethoxytrityluridine

Conditions
ConditionsYield
With pyridine at 20℃; for 1h;98%
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 30℃; for 8h; regioselective reaction;96%
With pyridine; silver nitrate In tetrahydrofuran for 1h; Ambient temperature;90%
uridine
58-96-8

uridine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

5'-O-monomethoxytrityluridine
51600-12-5

5'-O-monomethoxytrityluridine

Conditions
ConditionsYield
In pyridine; dimethyl sulfoxide for 24h; Ambient temperature;98%
With triethylamine for 0.025h; Microwave irradiation; neat (no solvent);75%
With pyridine for 20h;71%
In pyridine at 0 - 20℃; Inert atmosphere;

Uridine Consensus Reports

Reported in EPA TSCA Inventory.

Uridine Specification

The Uridine, with the CAS registry number 58-96-8 and EINECS registry number 200-407-5, has the IUPAC name of 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione. It is a kind of white to slightly off-white powder, and belongs to the following product categories: Pyridines, Pyrimidines, Purines and Pteredines; Chiral; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Nucleic acids. The molecular formula of the chemical is C9H12N2O6. What's more, it is a major material of some drugs, such as S-FC, IDUR, BDUR, etc. And it can be prepared by 2,4 - dichloro-(trimethylsiloxy) pyrimidine. 

The Uridine is one of the four basic components of RNA, and plays a role in the glycolysis pathway of galactose. There is no catabolic process to metabolize galactose. Therefore, galactose is converted to glucose and metabolized in the common glucose pathway.

The physical properties of Uridine are as followings: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 3.288; (5)ACD/KOC (pH 7.4): 3.248; (6)#H bond acceptors: 8; (7)#H bond donors: 4; (8)#Freely Rotating Bonds: 5; (9)Polar Surface Area: 119.33 Å2; (10)Index of Refraction: 1.643; (11)Molar Refractivity: 52.732 cm3; (12)Molar Volume: 145.792 cm3; (13)Polarizability: 20.904×10-24cm3; (14)Surface Tension: 88.509 dyne/cm; (15)Density: 1.675 g/cm3

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Do not breathe dust and avoid contacting with skin and eyes; Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
(2)InChI: InChI=1/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
(3)InChIKey: DRTQHJPVMGBUCF-XVFCMESIBG

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4335mg/kg (4335mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 207, Pg. 504, 1978.
 

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