Uracil supplier | CasNO.66-22-8

Name
Uracil
EINECS 200-621-9
CAS No. 66-22-8
Article Data251
CAS DataBase
Density 1.322 g/cm³
Solubility soluble in hot water
Melting Point >300 °C(lit.)
Formula C₄H₄N₂O₂
Boiling Point 440.5°C at 760 mmHg
Molecular Weight 114.089
Flash Point 220.2oC
Transport Information
Appearance white powder
Safety 22-24/25
Risk Codes Xi
Molecular Structure
Hazard Symbols Xi
Synonyms SQ 7726;Urazil;pyrimidine-2,4(1H,3H)-dione;2,4-Pyrimidinediol;2,4-Pyrimidinedione;2,4-Dihydroxypyrimidine;4-hydroxy-2(1H)-pyrimidinone;2,4-Dihydroxypyrimidine(Uracil);BMS 205603-01;2,4(1H,3H)-Pyrimidinedione (9CI);2,4-(1H,3H)-pyrimidinedione (9CI);RU 12709;Uracil (8CI);SQ 6201;2,4(1H,3H)-pyrimidinedione;2, 4 (1H,3H)-Pyrimidinedione;2-hydroxy-4(1H)-pyrimidinone;Uracil (JAN/USAN);2,4-Dioxopyrimidine;Hybar X;Pyrod;Ura;Pirod;SQ 8493;1H-pyrimidine-2,4-dione;2, 4-Dioxopyrimidine;Pyrimidine-2,4-diol;
PSA 65.72000
LogP -0.93680

Synthetic route

: 141-90-2
2-thiouracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With sodium hydroxide; methyloxirane In water at 20℃;	100%
With dihydrogen peroxide; potassium hydroxide In ethanol at 0 - 60℃; for 4h;	65.3%
With iodosylbenzene In acetone for 15h; Ambient temperature;	62%

: 879499-38-4
[1-(4-isopropoxypyrimidin-2-yl)piperidin-2-yl]-methanol

: 66-22-8
uracil

Conditions

Conditions	Yield
With hydrogenchloride In water at 90℃; for 0.333333h;	100%

: 178047-66-0
3-Phenyl-5,7a-dihydro-1-oxa-2,3a,5-triaza-inden-4-one

: 66-22-8
uracil

Conditions

Conditions	Yield
In methanol for 24h;	100%

: 35551-31-6
4-methylsulfanylpyrimidin-2(1H)-one

: 66-22-8
uracil

Conditions

Conditions	Yield
With ferrous(II) sulfate heptahydrate In water at 80℃; for 72h;	100%

: 951-78-0
2'-deoxyuridine

: 66-22-8
uracil

Conditions

Conditions	Yield
With 18-crown-6 ether In dimethyl sulfoxide at 50℃; for 36h;	97.3%
With Lactobacillus animalis ATCC 35046 2’-N-deoxyribosyltransferase immobilized in DEAE-Sepharose; water for 1h; Enzymatic reaction;	22%
With potassium phosphate; 5'-amino-5'-deoxyuridine phosphorylase In Tris HCl buffer at 30℃; for 3h; pH=9; Kinetics; Concentration; Time; Enzymatic reaction;

: 58-96-8
uridine

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

B: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: uridine With magnesium(II) chloride hexahydrate; recombinant E. coli uridine phosphorylase In aq. phosphate buffer at 23℃; pH=7.0; Stage #2: With ammonium hydroxide; barium(II) acetate In aq. phosphate buffer at 4℃; pH=8.0;	A 96% B n/a

: 3083-77-0
araU

A: α-D-arabinofuranosyl-1-phosphate barium salt

B: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: araU With magnesium(II) chloride hexahydrate; recombinant E. coli uridine phosphorylase In aq. phosphate buffer at 40℃; for 72h; pH=7.0; Stage #2: With ammonium hydroxide; barium(II) acetate In aq. phosphate buffer at 4℃; pH=8.0;	A 96% B n/a

: 34846-90-7
methyl 3-methoxyprop-2-enoate

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: methyl 3-methoxyprop-2-enoate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	95.2%

: 139705-96-7
3',5'-di-O-acetyl-2'-deoxy-2'-<(4-methoxyphenyl)sulfonyl>uridine

A: [4-[(4-methoxyphenyl)sulfonyl]furan-2-yl]methyl acetate

B: 66-22-8
uracil

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;	A 95% B n/a

: 51-20-7
5-bromouracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With N,N-dimethyl acetamide at 180℃; for 7h;	93.8%
With isopropyl alcohol Product distribution; Mechanism; Quantum yield; Irradiation; deuterated 2-propanol solvents;
In ethanol Product distribution; Quantum yield; Mechanism; Irradiation; further solvent;

: 1001-26-9
ethyl 3-ethoxyacrylate

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: ethyl 3-ethoxyacrylate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	92.4%

: 951-78-0
2'-deoxyuridine

: 73-40-5
2-amino-6-hydroxypurine

A: 66-22-8
uracil

B: 961-07-9
2'-deoxyguanosine

Conditions

Conditions	Yield
With potassium dihydrogenphosphate; multimeric uridine phosphorylase-Sepabeads-PEI-DX; purine nucleoside phosphorylase-glyoxyl-agarose In water at 45℃; for 24h; pH=10;	A n/a B 92%

...Expand

: 3-methoxyacrylic acid ethyl ester

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: 3-methoxyacrylic acid ethyl ester In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	90.6%

: 76510-61-7
5-iodo-2-methylthio-4(3H)-pyrimidinone

A: 66-22-8
uracil

B: 696-07-1
5-iodouracil

Conditions

Conditions	Yield
With Oxone In 1,4-dioxane; water	A 10% B 90%

: 41343-59-3
3-ethoxyacrylic acid methyl ester

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: 3-ethoxyacrylic acid methyl ester In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	89.2%

: 696-07-1
5-iodouracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); hypophosphorous acid; sodium hydrogencarbonate In water for 1.5h; Heating;	89%
With tris-(trimethylsilyl)silane; 2-hydroxyethanethiol; 1,1'-azobis(1-cyanocyclohexanenitrile) In water at 100℃; for 4h;	98 % Turnov.
With indium In water at 20℃; sonication;

: 156592-92-6
2',3'-dithiouridine

: 66-22-8
uracil

Conditions

Conditions	Yield
With triethylamine In methanol for 1h; Ambient temperature;	88%

: 97838-62-5
N1-Iodomethyluracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With water for 0.5h; Heating;	87%

: methyl 3-aminoacrylate

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Stage #2: methyl 3-aminoacrylate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	85.8%

: 26929-65-7
2'-azido-2'-deoxyuridine

A: 66-22-8
uracil

B: 26889-39-4, 56888-92-7, 68115-81-1
1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In N,N-dimethyl acetamide; benzene for 0.5h; Heating;	A 13% B 85%

: 38353-09-2
2-hydroxypyrimidine hydrochloride

: 66-22-8
uracil

Conditions

Conditions	Yield
With Agrobacterium sp. DSM 6136 for 15h;	85%

: 951-78-0
2'-deoxyuridine

: 68-94-0
Allopurinol

A: 890-38-0
deoxyinosine

B: 66-22-8
uracil

Conditions

Conditions	Yield
With potassium dihydrogenphosphate; multimeric uridine phosphorylase-Sepabeads-PEI-DX; purine nucleoside phosphorylase-glyoxyl-agarose In water at 45℃; for 5h; pH=10; Product distribution; Further Variations:; pH-values; Temperatures;	A 85% B n/a

...Expand

: C4H6N3O4S(1-)*Na(1+)

: 66-22-8
uracil

Conditions

Conditions	Yield
With hydrogenchloride In water at 22 - 98℃; for 5.5h; Temperature; Large scale;	84.5%

: 77570-30-0
ethyl 3-aminoacrylate

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: ethyl 3-aminoacrylate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	83.4%

: 34001-56-4
1,3-dibenzyluracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol for 48h; Heating;	82.5%
With boron tribromide In xylene at 138℃; for 19h;	80%
With boron tribromide In xylene for 19h; Mechanism; Product distribution; Heating; various solvents, temperatures and reaction times;

: n-butyl 3-n-butoxyacrylate

: 57-13-6
urea

: 66-22-8
uracil

Conditions

Conditions	Yield
Stage #1: urea With sodium methylate In 5,5-dimethyl-1,3-cyclohexadiene at 60℃; for 4h; Stage #2: n-butyl 3-n-butoxyacrylate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 110℃; for 6h; Temperature; Time; Solvent; Reagent/catalyst;	81.1%

: 74415-65-9
2,5-diphenylpyrimido<1,2-f>-1,3,4,6-thiatriazepin-7-one

A: 1456-21-9
diphenyl-[1,3,4]thiadiazole

B: 66-22-8
uracil

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 1h; Product distribution; Heating; various thitriazepines, hydrolysis;	A 64% B 81%

: 4-(3-cyanopropyloxy)-2-ethoxypyrimidine

: 66-22-8
uracil

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran for 2h; Heating;	81%

: 2001-93-6
2,4-dithiouracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With potassium superoxide; 18-crown-6 ether for 72h; Ambient temperature;	80%
With diphenylselenoxide In ethanol

: 1-acetoxymethyluracil

: 66-22-8
uracil

Conditions

Conditions	Yield
With hydrogenchloride for 1h; Heating;	80%

: 50-00-0
formaldehyd

: 66-22-8
uracil

: 4433-40-3
5-hydroxymethyl uracil

Conditions

Conditions	Yield
With potassium hydroxide In water at 50 - 52℃; for 68h;	100%
With potassium hydroxide for 0.05h; microwave irradiation;	98%
With potassium hydroxide In water at 0 - 55℃; for 36h;	98%

: 74-83-9
methyl bromide

: 66-22-8
uracil

: 874-14-6
1,3-dimethyluracil

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 3h;	100%

: 922-67-8
propynoic acid methyl ester

: 66-22-8
uracil

: 287727-79-1
(E)-3-[3-((E)-2-Methoxycarbonyl-vinyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-acrylic acid methyl ester

Conditions

Conditions	Yield
With dmap In acetonitrile at 20℃; for 2h; hetero-Michael addition;	100%

: 24424-99-5
di-tert-butyl dicarbonate

: 66-22-8
uracil

: 402848-96-8
tert-butyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: uracil With pyridine; dmap at 20℃; for 0.5h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate at 20℃; for 12h; Inert atmosphere;	100%
With dmap In acetonitrile at 20℃; for 4h;	70%
With pyridine at 0 - 20℃; for 24h; Inert atmosphere;	63.49%
With dmap In acetonitrile at 20℃; for 24h; regioselective reaction;

: 66-22-8
uracil

: 24897-52-7
5,6-bisdeuteropyrimidin-2,4(1H,3H)-dione

Conditions

Conditions	Yield
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%
With palladium 10% on activated carbon; hydrogen; water-d2 at 20 - 160℃; for 24.1667h;	96%

: 66-22-8
uracil

: 15397-15-6
1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose

: 1-(3,4-dibenzoyloxy-5-benzoyloxymethyl-3-methyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: uracil With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 90℃; for 0.75h; Stage #2: 1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 90℃; for 2h;	100%

: 66-22-8
uracil

: 1310-73-2
sodium hydroxide

: 42563-71-3, 53006-96-5, 59245-40-8
sodium pyrimidin-1-ide-2,4-dione

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 0.25h;	100%

: 66-22-8
uracil

: 51-20-7
5-bromouracil

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetic anhydride; acetic acid at 50℃; for 1.5h; Temperature; Reagent/catalyst;	99.9%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetic anhydride; acetic acid at 50℃; for 1.5h; Temperature; Reagent/catalyst;	99.9%
With N-Bromosuccinimide; montmorillonite K-10; tetrabutylammomium bromide for 0.0666667h; microwave irradiation;	96%

: 100-44-7
benzyl chloride

: 66-22-8
uracil

: 34001-56-4
1,3-dibenzyluracil

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride for 6h;	99%
With 18-crown-6 ether; potassium carbonate In acetonitrile at 40 - 82℃;	91.5%
With sodium hydroxide; tetrabutylammomium bromide In benzene at 80℃; for 14h;	90%

: 75-77-4
chloro-trimethyl-silane

: 66-22-8
uracil

: 10457-14-4
O,O'-bis-(trimethylsilyl)uracil

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane Heating;	99%
In various solvent(s) Silylation; Heating;	83%
With triethylamine In 1,4-dioxane at 25℃; for 16h;	54%

: 66-22-8
uracil

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 10457-14-4
O,O'-bis-(trimethylsilyl)uracil

Conditions

Conditions	Yield
With chloro-trimethyl-silane for 24h; Reflux;	99%
With chloro-trimethyl-silane at 150 - 170℃; for 2h;
for 16h; Heating;

: 66-22-8
uracil

: 196604-56-5
1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-fluoromethyl-D-ribofuranose

: 196604-57-6
2'-O-acetyl-3',5'-di-O-benzyl-4'-C-fluoromethyluridine

Conditions

Conditions	Yield
Stage #1: uracil With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 80℃; for 0.5h; Inert atmosphere; Stage #2: 1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-fluoromethyl-D-ribofuranose With tin(IV) chloride In acetonitrile at 80℃; for 0.5h; Inert atmosphere;	99%
Stage #1: uracil With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 3h; silylation; Heating; Stage #2: 1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-fluoromethyl-D-ribofuranose With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 0 - 20℃; for 2h; glycosylation;	91%

: 853017-72-8
methyl 6-S-acetyl-3,4-anhydro-6-thio-1-O-trifluoromethanesulfonyl-α-D-tagatofuranoside

: 66-22-8
uracil

: 853017-73-9
thioacetic acid S-[4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-4-methoxy-3,6-dioxa-bicyclo[3.1.0]hex-2-ylmethyl] ester

Conditions

Conditions	Yield
Stage #1: uracil With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane for 16h; Heating; Stage #2: methyl 6-S-acetyl-3,4-anhydro-6-thio-1-O-trifluoromethanesulfonyl-α-D-tagatofuranoside In 1,2-dichloro-ethane at 60℃; for 48h;	99%

: 1666-13-3
diphenyl diselenide

: 66-22-8
uracil

: 70291-89-3
5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique;	99%
With ammonium iodide In N,N-dimethyl-formamide at 50℃; for 2h; Reagent/catalyst; Solvent; Electrochemical reaction; Green chemistry;	92%
With potassium iodide In dimethyl sulfoxide at 20℃; for 12h; Electrolysis; Green chemistry;	92%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃;	91%
With bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile for 0.2h; Ambient temperature;	81%

: 66-22-8
uracil

: 24897-50-5
<5-2H>uracil

Conditions

Conditions	Yield
With water-d2; triethylamine at 70℃; for 288h; Inert atmosphere;	99%
With water-d2 pH=8; Kinetics; aq. phosphate buffer;

: 71518-92-8
dimesityl diselenide

: 66-22-8
uracil

: 5-(mesitylselanyl)pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique;	99%
With ammonium iodide In N,N-dimethyl-formamide at 50℃; for 2h; Electrochemical reaction; Green chemistry;	89%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃;	88%
With potassium iodide In dimethyl sulfoxide at 20℃; for 16h; Electrolysis; Green chemistry;	82%

: 20541-49-5
bis(p-chlorophenyl) diselenide

: 66-22-8
uracil

: 5-((4-chlorophenyl)selanyl)pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique;	99%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃;	90%
With ammonium iodide In N,N-dimethyl-formamide at 50℃; for 2h; Electrochemical reaction; Green chemistry;	88%

: 66-22-8
uracil

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
With trichlorophosphate at 105℃;	98%
With phosgene; Triphenylphosphine oxide In nitrobenzene at -5 - 105℃; for 0.666667h; Inert atmosphere;	90%
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 0 - 95℃; for 3h; Sealed tube;	82%

: 66-22-8
uracil

: 696-07-1
5-iodouracil

Conditions

Conditions	Yield
With Iodine monochloride In methanol at 50℃; for 4h;	98%
With dmap; iodine; potassium carbonate In tetrahydrofuran for 5h;	97%
With N6O17Se2(2-)H3N2H(1+); iodine In acetonitrile at 20℃; for 72h;	95%

: 100-39-0
benzyl bromide

: 66-22-8
uracil

: 34001-56-4
1,3-dibenzyluracil

Conditions

Conditions	Yield
Stage #1: uracil With potassium carbonate for 1h; Milling; Stage #2: benzyl bromide In N,N-dimethyl-formamide for 1h; Milling;	98%
Stage #1: uracil With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 72h; Inert atmosphere;	93%
Stage #1: uracil With potassium carbonate In N,N-dimethyl-formamide for 18h; Inert atmosphere; Stage #2: benzyl bromide In N,N-dimethyl-formamide for 72h; Inert atmosphere;	89%
With potassium carbonate In N,N-dimethyl-formamide for 48h; Ambient temperature;
With potassium hydroxide; tetrabutylammomium bromide 1.) 80 deg C, 2 h, 2.) 1 h; Yield given. Multistep reaction;

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 66-22-8
uracil

: 58-96-8
uridine

Conditions

Conditions	Yield
With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane In acetonitrile Substitution;	98%

: 942428-91-3
2,3,5-tri-O-acetyl-D-ribofuranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate

: 66-22-8
uracil

: 4105-38-8
Tri-O-acetyluridine

Conditions

Conditions	Yield
Stage #1: uracil With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 20℃; for 0.5h; Stage #2: 2,3,5-tri-O-acetyl-D-ribofuranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 20℃; Further stages.;	98%

: 1055317-41-3
2,3,5-tri-O-benzoyl-D-ribofuranosyl(N-phenyl)trifluoroacetimidate

: 66-22-8
uracil

: 1748-04-5
tribenzoyl uridine

Conditions

Conditions	Yield
Stage #1: uracil With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 20℃; for 0.5h; Stage #2: 2,3,5-tri-O-benzoyl-D-ribofuranosyl(N-phenyl)trifluoroacetimidate With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 20℃; Further stages.;	98%
Stage #1: 2,3,5-tri-O-benzoyl-D-ribofuranosyl(N-phenyl)trifluoroacetimidate; uracil With N,O-Bis(trimethylsilyl)trifluoroacetamide In acetonitrile at 20℃; for 0.5h; Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile at 20℃;	88%

: 942428-89-9
2,3,4,6-tetra-O-acetyl-D-galactosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate

: 66-22-8
uracil

: 23707-26-8
1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-uracil

Conditions

Conditions	Yield
Stage #1: 2,3,4,6-tetra-O-acetyl-D-galactosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate; uracil With N,O-Bis(trimethylsilyl)trifluoroacetamide In nitromethane at 20℃; for 0.5h; Stage #2: With trimethylsilyl trifluoromethanesulfonate In nitromethane at 20℃;	98%

: 667-27-6
Ethyl bromodifluoroacetate

: 66-22-8
uracil

: 1286792-94-6
ethyl 2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-2,2-difluoroacetate

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; fac-tris[2-phenylpyridinato-C2,N]iridium(III) In dimethyl sulfoxide at 20℃; for 24h; Schlenk technique; Irradiation; Inert atmosphere;	98%
With tris[2-phenylpyridinato-C2,N]iridium(III); dipotassium hydrogenphosphate In dimethyl sulfoxide for 12h; Reagent/catalyst; Inert atmosphere;	96%
With ferrocene; dihydrogen peroxide; dimethyl sulfoxide In water at 20℃; for 12.0417h; Inert atmosphere;	58%

: 66-22-8
uracil

: uracil-potassium

Conditions

Conditions	Yield
With potassium hydroxide In water for 0.166667h;	98%

Uracil History

Uracil (CAS NO.66-22-8) is Originally discovered in 1900, and was isolated by hydrolysis of yeast nuclein which found in bovine thymus and spleen, herring sperm, and wheat germ.

Uracil Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Uracil Specification

The Uracil, with the CAS registry number 66-22-8 and EINECS registry number 200-621-9, has the IUPAC name of 1H-pyrimidine-2,4-dione. It is a kind of white powder, and belongs to the following product categories: Heterocyclic Compounds; Pyrimidines; Biochemistry; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Nutritional Supplements; Nucleic acids. It is very stable, and incompatible with strong oxidizing agents. The molecular formula of the chemical is C₄H₄N₂O₂. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes.

The Uracil is a common and naturally occurring pyrimidine derivative, and can be found in RNA. It was isolated by hydrolysis of yeast nuclein that was found in bovine thymus and spleen, herring sperm, and wheat germ. And it can be used for drug delivery and as a pharmaceutical.

The physical properties of Uracil are as followings: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 6.494; (4)ACD/KOC (pH 7.4): 5.915; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 0; (8)Polar Surface Area: 58.2 Å²; (9)Index of Refraction: 1.502; (10)Molar Refractivity: 25.008 cm³; (11)Molar Volume: 84.809 cm³; (12)Polarizability: 9.914×10^-24cm³; (13)Surface Tension: 41.304 dyne/cm; (14)Density: 1.322 g/cm³.

Preparation: This chemical can be prepared by Malic acid, sulfuric acid and urea. The reaction equation is as follows:

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: c1c[nH]c(=O)[nH]c1=O
(2)InChI: InChI=1/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
(3)InChIKey: ISAKRJDGNUQOIC-UHFFFAOYAV

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	oral	> 5gm/kg (5000mg/kg)		Medicamentos de Actualidad. Vol. 21, Pg. 125, 1985.
mouse	LD50	intraperitoneal	1513mg/kg (1513mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)	Journal of Pharmacology and Experimental Therapeutics. Vol. 207, Pg. 504, 1978.
mouse	LD50	oral	> 8gm/kg (8000mg/kg)		Oyo Yakuri. Pharmacometrics. Vol. 20, Pg. 1009, 1980.
rabbit	LD50	oral	> 10gm/kg (10000mg/kg)		Medicamentos de Actualidad. Vol. 21, Pg. 125, 1985.
rat	LD50	oral	> 6gm/kg (6000mg/kg)		Medicamentos de Actualidad. Vol. 21, Pg. 125, 1985.

Product Name

Uracil

Synthetic route

Uracil History

Uracil Consensus Reports

Uracil Specification

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