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CAS No.: | 58-97-9 |
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Name: | Uridine Monophosphate |
Article Data: | 126 |
Molecular Structure: | |
Formula: | C9H13 N2 O9 P |
Molecular Weight: | 324.184 |
Synonyms: | 5'-Monophosphate, Uridine;Acid, Uridylic;Acids, Uridylic;Monophosphate, Uridine;UMP;Uridine 5' Monophosphate;Uridine 5'-Monophosphate;Uridine Monophosphate;Uridylic Acid;Uridylic Acids |
EINECS: | 200-408-0 |
Density: | 1.865 g/cm3 |
Melting Point: | 202°C (rough estimate) |
Boiling Point: | °Cat760mmHg |
Flash Point: | °C |
Safety: | Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and POx. |
PSA: | 181.12000 |
LogP: | -2.73490 |
Conditions | Yield |
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With pyridine; benzenesulfonamide for 0.5h; Ambient temperature; | 95% |
Conditions | Yield |
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Stage #1: uridine With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trichlorophosphate at 20℃; for 0.25h; Flow reactor; Green chemistry; Stage #2: With water at 20℃; Temperature; Flow reactor; Green chemistry; chemoselective reaction; | 89% |
With tris(p-nitrophenyl)phosphate at 50℃; Erwina herbicola 47/3 cells; | 78% |
With pyridine; trichlorophosphate |
uridine 5’-monophosphate-imidazole
A
5'-Uridylic Acid
B
[5']uridylic acid monofluoride
Conditions | Yield |
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With water; lithium fluoride at 25℃; pH=8.6; Reagent/catalyst; pH-value; | A 18.7% B 76.3% |
uridine
A
5'-Uridylic Acid
B
O-((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methyl O,O-dihydrogen phosphorothioate
Conditions | Yield |
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With trichlorothiophosphine In various solvent(s) for 92h; Ambient temperature; Title compound not separated from byproducts; | A 14.5% B 60.9% |
Conditions | Yield |
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Stage #1: uridine With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trichlorophosphate In dimethyl sulfoxide at 20℃; for 0.25h; Flow reactor; Green chemistry; Stage #2: With water In dimethyl sulfoxide at 20℃; Reagent/catalyst; Flow reactor; Green chemistry; | A 29% B 36% |
triethylamine carbonate
uridine 5'-monophosphate morpholidate
B
5'-Uridylic Acid
Conditions | Yield |
---|---|
Stage #1: fluoromethylenebis(phosphonic acid) tri-n-butylammonium salt With tributyl-amine In ethanol; water at 20℃; for 0.5h; pH=4.5; Stage #2: triethylamine carbonate; uridine 5'-monophosphate morpholidate In dimethyl sulfoxide at 20℃; for 72h; pH=7; Inert atmosphere; | A 20% B n/a |
5'-Uridylic Acid
Conditions | Yield |
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With isopentyl nitrite In acetone for 24h; | 15% |
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate at -35 - -30℃; anschl. Erwaermen mit wss. H2SO4; | |
With pyrophosphoryl chloride anfangs bei -30grad, und Hydrolysieren des Rktprod. mit Hilfe von LiOH; | |
With pyridine; chlorophosphoric acid dibenzyl ester at -40 - -30℃; anschl. Hydrierung; |
Conditions | Yield |
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Biosynthese; |
(R)-2',3'-O-benzylideneuridine
5'-Uridylic Acid
Conditions | Yield |
---|---|
With pyridine; chlorophosphoric acid dibenzyl ester at -15℃; anschl. Hydrierung; |
IUPAC Name: [(2R,3S,4R,5R)-5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms: Uridine 5′-monophosphate ; Uridine-5'-monophosphate ; Uridine-5'-phosphate ; Uridine-monophosphate ; Uridine-phosphate ; Uridylate ; Uridylic acid
The Molecular Formula of Uridylic acid (58-97-9):C9H13N2O9P
The Molecular Weight of Uridylic acid (58-97-9):324.1813 g/mol
The Molecular Structure of Uridylic acid (58-97-9):
Index of Refraction: 1.643
Molar Refractivity: 62.88 cm3
Molar Volume: 173.8 cm3
Polarizability: 10-24cm3
Surface Tension: 104.6 dyne/cm
Density: 1.865 g/cm3
1. Uridylic acid (58-97-9) can be used as intermediate of nucleic acid drug.
2.It can also be used as biochemical reagent.
1. | ipr-mus LD :>1 g/kg | ANYAA9 Annals of the New York Academy of Sciences. 60 (1954),251. |
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and POx.
WGK Germany: 3