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Merck
CN

324442

O2,2′-Cyclouridine

99%

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About This Item

Empirical Formula (Hill Notation):
C9H10N2O5
CAS Number:
Molecular Weight:
226.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
223-107-6
MDL number:
Assay:
99%
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assay

99%

optical activity

[α]19/D −21°, c = 4 in H2O

mp

248-251 °C (lit.)

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H]2[C@@H](OC3=NC(=O)C=C[N@@H]23)[C@@H]1O

InChI

1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1

InChI key

UUGITDASWNOAGG-CCXZUQQUSA-N

Application

Research tool for antiviral and anticancer studies.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Christopher S Theile et al.
Chemical communications (Cambridge, England), 48(45), 5587-5589 (2012-04-26)
Here we present new routes for the efficient syntheses of 6,5'-(S)- and 6,5'-(R)-cyclouridine. The syntheses utilize readily accessible uridine as a starting material. This route to the R diastereomer is significantly more efficient than previous synthetic efforts, allowing us to
A K Drabikowska et al.
Biochemical pharmacology, 36(23), 4125-4128 (1987-12-01)
Two series of 5-substituted uracil N(1)-acyclonucleosides, each with a different acyclic chain, were examined as inhibitors of uridine phosphorylase from rat intestinal mucosa, and several against the enzyme from Ehrlich ascites cells. In addition, several 5-substituted analogues of 2,2'-anhydrouridine were
Vladimir I Timofeev et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 63(Pt 10), 852-854 (2007-10-03)
Uridine phosphorylase (UPh; EC 2.4.2.3) is a member of the pyrimidine nucleoside phosphorylase family of enzymes which catalyzes the phosphorolytic cleavage of the C-N glycoside bond of uridine, with the formation of ribose 1-phosphate and uracil. This enzyme has been



Global Trade Item Number

SKUGTIN
324442-1G04061826216835