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3387-36-8

Basic Information
CAS No.: 3387-36-8
Name: 5'-Uridylic acid,sodium salt (1:2)
Molecular Structure:
Molecular Structure of 3387-36-8 (5'-Uridylic acid,sodium salt (1:2))
Formula: C9H11N2Na2O9P
Molecular Weight: 368.15
Synonyms: 5'-Uridylicacid, disodium salt (7CI,8CI,9CI);5'-UMP disodium salt;Disodium 5'-UMP;Disodium 5'-uridylate;Disodium UMP;Disodium uridine 5'-phosphate;NSC 20257;UMP disodium salt;Uridine5'-(dihydrogen phosphate) disodium salt;Uridine 5'-monophosphate disodiumsalt;Uridylic acid disodium salt;Disodium uridine-5'-monophosphate;
EINECS: 222-211-9
Density: 1.865g/cm3
Melting Point: 208-210 °C
Boiling Point:
Flash Point:
Solubility: 40 g/100 mL (20 °C) in water
Appearance: Crystalline
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36-26
Transport Information:
PSA: 186.78000
LogP: -1.85850
Synthetic route

uridine 5'-(5-dimethylaminoisoquinolin-1-yl)methylphosphate

A

3387-36-8

disodium uridine-5'-monophosphate

B

75795-45-8

5-dimethylamino-1-hydroxymethylisoquinoline

Conditions
ConditionsYield
With snake venom phosphodiesterase for 3h; enzymatic hydrolysis; var.: pH;

uridine 5'-(5-dimethylamino-2-oxidoisoquinolin-1-yl)methylphosphate

A

3387-36-8

disodium uridine-5'-monophosphate

B

75795-49-2

5-dimethylamino-1-hydroxymethylisoquinolin-2-oxide

Conditions
ConditionsYield
With sodium acetate; snake venom phosphodiesterase at 37℃; for 3h; enzymatic hydrolysis, pH=8; half-life=7 h (pH=4.1), 12 h (pH=10.1), 24 h (pH=7.1), T=37 deg C;
154-85-8

orotic acid sodium salt

87372-47-2, 94902-32-6, 108321-05-7, 129136-58-9

5-phospho-D-ribosyl α-1-pyrophosphate

3387-36-8

disodium uridine-5'-monophosphate

Conditions
ConditionsYield
With DL-dithiothreitol; magnesium chloride for 192h; PAN-immobilized O-5-decarboxylase, O-5-P-pyrophosphorylase, PPiase; Yield given;
58-96-8

uridine

3387-36-8

disodium uridine-5'-monophosphate

Conditions
ConditionsYield
Multistep reaction.;

orotidine 5‘-monophosphate trisodium salt

3387-36-8

disodium uridine-5'-monophosphate

Conditions
ConditionsYield
With ODCase from Methanobacterium thermoautotrophicum In various solvent(s) at 55℃; pH=7.5; Enzyme kinetics; Further Variations:; Temperatures;
With orotidine 5'-monophosphate decarboxylase mutant Q215A/Y217F/R235A In aq. buffer at 25℃; pH=7.1; Kinetics; Reagent/catalyst; Enzymatic reaction;
Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na2ATP, MgCl2*6H2O, PEP-K+, DTT, K2HPO4, Na2EDTA / 72 h / PAN-immobilized pyruvate kinase, adenylate kinase, PRPP synthetase, pH 7.5
2: MgCl2*6H2O, DTT / 192 h / PAN-immobilized O-5-decarboxylase, O-5-P-pyrophosphorylase, PPiase
View Scheme
108321-99-9, 150713-51-2

α,β-D-ribofuranose-5-phophate disodium salt

3387-36-8

disodium uridine-5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 mmol / Na2ATP, MgCl2*6H2O, PEP-K+, K2HPOu, Na2EDTA / 96 h / 30 °C / immobilized PRPP synthetase, pyruvate kinase, adenylate kinase, pH 7.4
2: MgCl2*6H2O, DTT / 192 h / PAN-immobilized O-5-decarboxylase, O-5-P-pyrophosphorylase, PPiase
View Scheme
4578-31-8

adenosine-5'-monophosphate disodium salt

3387-36-8

disodium uridine-5'-monophosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / Dowex 50 W-X8 (H+ form) / H2O / 0.14 h / Heating
2: 70 mmol / Na2ATP, MgCl2*6H2O, PEP-K+, K2HPOu, Na2EDTA / 96 h / 30 °C / immobilized PRPP synthetase, pyruvate kinase, adenylate kinase, pH 7.4
3: MgCl2*6H2O, DTT / 192 h / PAN-immobilized O-5-decarboxylase, O-5-P-pyrophosphorylase, PPiase
View Scheme

C9H13N3O11P2(2-)*2Na(1+)

3387-36-8

disodium uridine-5'-monophosphate

Conditions
ConditionsYield
With water; zinc(II) cation pH=5.5;
102-82-9

tributyl-amine

3387-36-8

disodium uridine-5'-monophosphate

uridine 5′-monophosphate tributylammonium salt

Conditions
ConditionsYield
Stage #1: disodium uridine-5'-monophosphate With DOWEX IR100S resin In water Industrial scale;
Stage #2: tributyl-amine In water at 15 - 25℃; pH=6.5 - 7.5; Industrial scale;
91.4%
With DOWEX IR100S resin In water at 15 - 25℃; pH=6.5 - 7.5; Industrial scale;91.4%
With DOWEX 50WX2-200 (H)
3387-36-8

disodium uridine-5'-monophosphate

108-24-7

acetic anhydride

79744-04-0, 89681-69-6

tributylammonium 2',3'-di-O-acetyluridine 5'-monophosphate

Conditions
ConditionsYield
In pyridine; N,N-dimethyl-formamide72%

copper(II) nitrate trihydrate

3387-36-8

disodium uridine-5'-monophosphate

6957-22-8

4-pyridinealdazine

[Cu2(uridine 5'-monophosphate)2(1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene)2(H2O)3]*10H2O

Conditions
ConditionsYield
In ethanol for 0.5h;68%
3387-36-8

disodium uridine-5'-monophosphate

507-09-5

thioacetic acid

48215-95-8

2′,3′-di-O-acetyl β-uridine-5′-phosphate

Conditions
ConditionsYield
With propiolonitrile; sodium hydroxide In water; water-d2 pH=8;67%

copper(II) nitrate trihydrate

3387-36-8

disodium uridine-5'-monophosphate

1135-32-6

trans-1,2-bis(4-pyridyl)ethylene

[Cu2(uridine 5'-monophosphate)2(1,2-bis(4-pyridyl)ethylene)2(H2O)2]*7H2O

Conditions
ConditionsYield
In ethanol for 0.5h;63%

2-chloro-1,3-dimethyl imidazolium chloride

3387-36-8

disodium uridine-5'-monophosphate

A

80-73-9

1,3-dimethyl-2-imidazolidinone

Conditions
ConditionsYield
at 37℃; for 24h;A 40%
B n/a
1608127-23-6

α-2-azido-2-deoxy-3,4,6-tri-O-acetyl-D-galactose 1-phosphate

3387-36-8

disodium uridine-5'-monophosphate

C21H27N5O19P2(2-)

Conditions
ConditionsYield
Stage #1: disodium uridine-5'-monophosphate In water for 0.5h;
Stage #2: With tributyl-amine In water at 20℃; for 0.5h;
Stage #3: α-2-azido-2-deoxy-3,4,6-tri-O-acetyl-D-galactose-1-phosphate Further stages;
37%
3387-36-8

disodium uridine-5'-monophosphate

74-88-4

methyl iodide

A

69113-66-2

3'-O-methyluridine 5'-monophosphate

B

142657-17-8

2',3'-di-O-methyluridine 5'-monophosphate

C

142657-18-9

2'-O-methyluridine 5'-monophosphate monosodium salt

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane for 3h; Ambient temperature; various alkyl iodides, other temperature;A 11%
B 33%
C 20%
With sodium hydroxide In 1,4-dioxane for 3h; Ambient temperature;A 11%
B 33%
C 20%

[Cu4(μ-OH)(μ-(α-D-glycopyranose-1-phosphate)2(2,2'-bipyridyl)4(H2O)2]Cl3*14H2O

3387-36-8

disodium uridine-5'-monophosphate

[Cu(μ-(uridine 5'-monophosphate-H))(2,2'-bipyridine)(H2O)]2[Cu4(μ-OH)(μ-(α-D-Glc-1P))2(bpy)4(H2O)2]Cl*9H2O

Conditions
ConditionsYield
In water uridine 5'-monophosphate disodium salt (0.076 mmol) added to aq. soln. of Cu complex (0.059 mmol); stirred (12 h); concd. (vac.); concd. slowly; crystals collected; dried (vac.); elem. anal.;30%

2-azido-2-deoxy-α-D-galactofuranosyl phosphate triethylammonium salt

3387-36-8

disodium uridine-5'-monophosphate

UDP-2-azido-2-deoxy-α-D-galactofuranose triethylammonium salt

Conditions
ConditionsYield
Stage #1: disodium uridine-5'-monophosphate With 1H-imidazole; 2-chloro-1,3-dimethylimidazolinium chloride In water-d2 at 37℃; for 1h; Inert atmosphere;
Stage #2: 2-azido-2-deoxy-α-D-galactofuranosyl phosphate triethylammonium salt In water-d2 at 37℃; for 18h; Inert atmosphere;
Stage #3: With calf intestinal alkaline phosphatase In water-d2 at 30℃; for 24h; pH=8; Inert atmosphere; Enzymatic reaction;
23%
3387-36-8

disodium uridine-5'-monophosphate

75-03-6

ethyl iodide

A

51785-61-6

3'-O-ethyluridine 5'-monophosphate

B

50582-57-5

2'-O-ethyluridine 5'-monophosphate

C

142657-19-0

2',3'-di-O-ethyluridine 5'-monophosphate disodium salt

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 65℃; for 3h;A 22%
B 18%
C 18%
3387-36-8

disodium uridine-5'-monophosphate

57-50-1

Sucrose

133-89-1

UDP-glucose

Conditions
ConditionsYield
With bovine serum albumine; phospho(enol)pyruvate CHA-salt; tris hydrochloride; uridine 5'-triphosphate trisodium salt; magnesium chloride; diothiothreitol at 30℃; for 21h; sucrose synthase, pyruvate kinase, nucleoside monophosphate kinase;21%

2-acetamido-2-deoxy-α-D-galactofuranosyl phosphate triethylammonium salt

3387-36-8

disodium uridine-5'-monophosphate

UDP-2-acetamido-2-deoxy-α-D-galactofuranose triethylammonium salt

Conditions
ConditionsYield
Stage #1: disodium uridine-5'-monophosphate With 1H-imidazole; 2-chloro-1,3-dimethylimidazolinium chloride In water-d2 at 37℃; for 1h; pH=8; Inert atmosphere;
Stage #2: 2-acetamido-2-deoxy-α-D-galactofuranosyl phosphate triethylammonium salt In water-d2 at 37℃; for 24h; Inert atmosphere;
Stage #3: With calf intestinal alkaline phosphatase In water-d2 at 30℃; for 24h; pH=8; Inert atmosphere; Enzymatic reaction;
16%
3387-36-8

disodium uridine-5'-monophosphate

107-08-4

1-iodo-propane

A

142657-21-4

2'-O-n-propyluridine 5'-monophosphate

B

142657-20-3

2',3'-di-O-n-propyluridine 5'-monophosphate monosodium salt

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 70℃; for 3h;A 13%
B 13%
75-30-9

2-iodo-propane

3387-36-8

disodium uridine-5'-monophosphate

A

142657-23-6

3'-O-isopropyluridine 5'-monophosphate monosodium salt

B

142657-22-5

uridine 5'-monophosphate isopropyl ester monosodium salt

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 70℃; for 3h;A 9%
B 10%
586-39-0

1-nitro-3-vinyl-benzene

3387-36-8

disodium uridine-5'-monophosphate

72045-18-2

5(E)-(3-nitrostyryl)uridine 5'-phosphate

Conditions
ConditionsYield
With lithium pentachloropalladate; mercury(II) diacetate 1) water, 50 deg C, 5 h; 2) methanol, 30 min; Yield given. Multistep reaction;
3387-36-8

disodium uridine-5'-monophosphate

54430-64-7, 86194-94-7, 92008-48-5

[(1S)-2-imidazol-1-yl-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

A

C17H24N3O12P(2-)*2Na(1+)

B

C17H24N3O12P(2-)*2Na(1+)

Conditions
ConditionsYield
In water at 20 - 22℃; for 2.5h; various nucleoside 5'-phosphates, syntheses of 2'(3')-O-aminoacylnucleosides;
3387-36-8

disodium uridine-5'-monophosphate

75795-52-7

5-dimethylamino-2-oxidoisoquinolin-1-yl diazomethane

uridine 5'-(5-dimethylamino-2-oxidoisoquinolin-1-yl)methylphosphate

Conditions
ConditionsYield
In water for 0.333333h; Ambient temperature; pH=5 (HCl);
3387-36-8

disodium uridine-5'-monophosphate

108-24-7

acetic anhydride

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-(acetoxy-hydroxy-phosphoryloxymethyl)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide for 24h; Ambient temperature;
3387-36-8

disodium uridine-5'-monophosphate

2524-64-3

chlorophosphoric acid diphenyl ester

32452-87-2

uridine 5'-(diphenyl diphosphate)

Conditions
ConditionsYield
With tributyl-amine In 1,4-dioxane; N,N-dimethyl-formamide
3387-36-8

disodium uridine-5'-monophosphate

Acetic acid (1S,2S,3R,5S,6R)-2,6-diacetoxy-3-acetoxymethyl-5-phosphonooxy-cyclohexyl ester

C24H34N2O20P2

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole 1.) acetone, 18 h, room temp., 2.) DMF, 18 h, room temp.; Multistep reaction;
3387-36-8

disodium uridine-5'-monophosphate

Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-(2-azido-acetylamino)-6-phosphonooxy-tetrahydro-pyran-4-yl ester

C23H32N6O20P2

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0℃; for 3h;
3387-36-8

disodium uridine-5'-monophosphate

78377-23-8

pyrenyl-1-diazomethane

1-pyrenylmethyl uridine-5'-phosphate

Conditions
ConditionsYield
With boric acid In ethyl acetate; acetonitrile at 60℃;
616-47-7

1-methyl-1H-imidazole

3387-36-8

disodium uridine-5'-monophosphate

407-25-0

trifluoroacetic anhydride

UMP-N-methylimidazolide

Conditions
ConditionsYield
Stage #1: disodium uridine-5'-monophosphate; trifluoroacetic anhydride With triethylamine In acetonitrile at 0 - 20℃;
Stage #2: 1-methyl-1H-imidazole With triethylamine In acetonitrile at 0℃; for 0.166667h;
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    Disodium uridine-5'-monophosphate Basic information Product Name: Disodium uridine-5'-monophosphate Synonyms: 5'-URIDYLIC ACID;5'-URIDYLIC ACID DISODIUM SALT;5'-UMP-NA2;U 5'-P DISODIUM SALT;UMP;UMP 2NA;UMP DISODIUM;UMP D

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Specification

Uridine 5'-Monophosphate Disodium Salt Hydrate, with the CAS NO.3387-36-8, is also called Disodium [(2R,3S,4S,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate; 5'-UMP disodium; CCRIS 6562; Disodium 5'-UMP; Disodium 5'-uridylate; Disodium UMP ; Disodium uridine 5'-monophosphate; Disodium uridine 5'-phosphate; EINECS 222-211-9 ; NSC 20257; Uridine 5'MP, disodium salt; Uridine-5-monophosphate disodium salt. It belongs to Biochemistry; Nucleosides, Nucleotides & Related Reagents; Nucleotides and their analogs; Nucleic acids. Uridine 5'-Monophosphate Disodium Salt Hydrate is used as flavoring agent.

Physical properties about Uridine 5'-Monophosphate Disodium Salt Hydrate are: (1)ACD/LogP: -1.583; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -4.92; (4)ACD/LogD (pH 7.4): -5.90; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4):1.00; (9)#H bond acceptors: 11; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6

Uses of Uridine 5'-Monophosphate Disodium Salt Hydrate: Uridine 5'-Monophosphate Disodium Salt Hydrate is used as flavoring agent: nucleotide added to the milk to increase volume to make it closer to human milk composition, increase resistance to infants and young children. And it can be used as auxiliary liver disease drug. It also used as production of intermediate nucleic acid drugs asn health food and biochemical reagents. And it for the manufacture of uridine triphosphate (UTP), poly gland urine, drugs such Furtulon.

When you are using this chemical, please be cautious about it as the following:
1. Do not breathe dust;
2. Avoid contact with skin and eyes;
3. Wear suitable protective clothing;
4. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H13N2O9P.2Na/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18;;/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18);;/q;2*+1/p-2/t4-,6-,7+,8-;;/m1../s1;
(2)InChIKey=KURVIXMFFSNONZ-WAJQJQIOSA-L;
(3)Smilesc1cn(c(=O)[nH]c1=O)[C@H]2[C@H]([C@@H]([C@H](O2)COP(=O)([O-])[O-])O)O.[Na+].[Na+]

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3394mg/kg (3394mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 618, 1975.
mouse LD50 oral > 12gm/kg (12000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 618, 1975.
mouse LD50 subcutaneous 3698mg/kg (3698mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 618, 1975.
rat LD50 intraperitoneal 3111mg/kg (3111mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 618, 1975.
rat LD50 oral > 12gm/kg (12000mg/kg)   Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 618, 1975.
rat LD50 subcutaneous > 6gm/kg (6000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE"
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 22, Pg. 618, 1975.