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42155-08-8

42155-08-8 Structure

42155-08-8 Structure
IdentificationMore
[Name]

2'-Deoxyuridine 5'-monophosphate disodium salt
[CAS]

42155-08-8
[Synonyms]

2'-DEOXYURIDINE 5'-MONOPHOSPHATE DISODIUM SALT
DUMP 2NA
D-UMP DISODIUM SALT
2'-deoxyuridine 5'-monophosphate*disodium sigma G
5'-Uridylic acid, 2'-deoxy-, disodium salt
2'-Deoxyuridine-5'-monophosphate,sodiumsalt
2'-DEOXYURIDINE 5'-MONOPHOSPHATEDISODIUM SIGMA GRA
dump
2''-Deoxyuridine-5''-monophosphoric acid disodium salt
2''-DEOXYURIDINE 5''-MONOPHOSPHATE DISODIUM SALT (DUMP-NA2)
2'-Deoxy-5'-uridylic acid disodium salt
2'-Deoxyuridine 5'-(phosphoric acid disodium) salt
[EINECS(EC#)]

255-687-1
[Molecular Formula]

C9H11N2Na2O8P
[MDL Number]

MFCD00065282
[Molecular Weight]

352.15
[MOL File]

42155-08-8.mol
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

PBS (pH 7.2): 1 mg/ml
[form ]

Powder
[color ]

White to Off-white
[biological source]

synthetic (organic)
[Water Solubility ]

Soluble in water.
[InChI]

InChI=1/C9H13N2O8P.Na.H/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17;;/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17);;/t5-,6+,8+;;/s3
[InChIKey]

WXIVKKBDJOCRNB-BAJMBWAYNA-N
[SMILES]

O=C1NC(=O)C=CN1[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1.[NaH] |&1:8,10,12,r|
[CAS DataBase Reference]

42155-08-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Description]

2'-Deoxyuridine 5'-monophosphate disodium salt is a nucleoside analog that inhibits the synthesis of DNA and RNA by inhibiting the enzyme thymidylate synthase, which prevents the formation of dTMP from deoxyuridine 5'-triphosphate. 2'-Deoxyuridine 5'-monophosphate disodium salt has been shown to be effective in treating squamous cell cancer and hyperproliferative diseases such as chronic myelogenous leukemia. 2'-Deoxyuridine 5'-monophosphate disodium salt is also used as an antiviral agent against HIV, herpes simplex virus, and varicella zoster virus.
[Uses]

2?-Deoxyuridine 5?-monophosphate (dUMP) is used by the enzyme thymidylate synthetase (TS) (EC 2.1.1.45) for the de novo production of dTMP. dUMP is used as the reference substrate in studies of dUMP analogues in potential chemotherapy applications.
[General Description]

2′-Deoxyuridine 5′-monophosphate disodium salt (dUMP) is a substrate for thymidylate synthase and is converted to deoxythymidine monophosphate (dTMP).
[Biochem/physiol Actions]

2′-Deoxyuridine 5′-monophosphate disodium salt (dUMP) conversion to pyrimidine is inhibited by methotrexate. The inhibition of dUMP to deoxythymidine monophosphate (dTMP) at the methylation step is a key in controlling bacterial and eukaryotic cell growth.
[Synthesis]

2'-iodouridine (5g, 14.1mmol), 10% wet palladium carbon (0.1g) and triethylamine (1.8g, 18mmol), was added to ethanol (100mL), stirred at room temperature for 30min, displacing hydrogen, maintaining hydrogen pressure in the reaction flask 1atm, stirred at
Spectrum DetailBack Directory
[Spectrum Detail]

2'-Deoxyuridine 5'-monophosphate disodium salt(42155-08-8)1HNMR
2'-Deoxyuridine 5'-monophosphate disodium salt(42155-08-8)13CNMR
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