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58-97-9

Basic Information
CAS No.: 58-97-9
Name: Uridine Monophosphate
Article Data: 126
Molecular Structure:
Molecular Structure of 58-97-9 (Uridine Monophosphate)
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
Synthetic route
2127-03-9

2,2'-dipyridyldisulphide

C10H13N2O10P*2H3N

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With pyridine; benzenesulfonamide for 0.5h; Ambient temperature;95%
58-96-8

uridine

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
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
56428-57-0

uridine 5’-monophosphate-imidazole

A

58-97-9

5'-Uridylic Acid

B

3803-29-0

[5']uridylic acid monofluoride

Conditions
ConditionsYield
With water; lithium fluoride at 25℃; pH=8.6; Reagent/catalyst; pH-value;A 18.7%
B 76.3%
58-96-8

uridine

A

58-97-9

5'-Uridylic Acid

B

15548-52-4

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
ConditionsYield
With trichlorothiophosphine In various solvent(s) for 92h; Ambient temperature; Title compound not separated from byproducts;A 14.5%
B 60.9%
58-96-8

uridine

A

606-02-0

uridine 2',3'-cyclic phosphate

B

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
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%
15715-58-9

triethylamine carbonate

27908-36-7

uridine 5'-monophosphate morpholidate

fluoromethylenebis(phosphonic acid) tri-n-butylammonium salt

A

uridine 5′-β,γ-fluoromethylenetriphosphosphate triethylammonium salt

B

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
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

sodium cytidine 5'-S-methyl phosphorothiolate

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With isopentyl nitrite In acetone for 24h;15%
362-43-6

2',3'-O-isopropylideneuridine

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
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;
65-86-1

orotic acid

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
Biosynthese;
3257-71-4, 26302-00-1, 51096-52-7, 51096-53-8

(R)-2',3'-O-benzylideneuridine

58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With pyridine; chlorophosphoric acid dibenzyl ester at -15℃; anschl. Hydrierung;
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    UMP Basic information Product Name: UMP Synonyms: U 5'-P;URIDINE-5'-PHOSPHATE;URIDINE 5'-MONOPHOSPHATE;URIDYLIC ACID;5’-ump;ump(nucleicacid);uridine5’-(dihydrogenphosphate);uridine5’-phosphoricacid CAS: 58-97-9

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Chemistry

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

Uses

1.   Uridylic acid (58-97-9) can be used as intermediate of nucleic acid drug.
2.It can also be used as biochemical reagent.

Toxicity Data With Reference

1.    

ipr-mus LD :>1 g/kg

    ANYAA9    Annals of the New York Academy of Sciences. 60 (1954),251.

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and POx.
WGK Germany: 3