2,2'-Cyclouridine

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Names

[ CAS No. ]:
3736-77-4

[ Name ]:
2,2'-Cyclouridine

[Synonym ]:
O2,2'-Cyclouridine
EINECS 223-107-6
2,2'-Cyclouridine
2,2'-O-Cyclouridine
MFCD00004945
2,2-Anhydro-1(b-D-arabinofuranosyl)uracil
2,2'-Anhydro-1(B-D-arabinofuranosyl)uracil
2,2′-O-Cyclouridine
6H-Furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, (2R,3R,3aS,9aR)-
O2,2'-Cyclouridine (VAN)
(2R,3R,3aS,9aR)-3-Hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5][1,3]oxazolo[3,2-a]pyrimidin-6-one
2,2'-Anhydrouridine

Chemical & Physical Properties

[ Density]:
2.0±0.1 g/cm3

[ Boiling Point ]:
456.3±55.0 °C at 760 mmHg

[ Melting Point ]:
239-240ºC

[ Molecular Formula ]:
C9H10N2O5

[ Molecular Weight ]:
226.186

[ Flash Point ]:
229.8±31.5 °C

[ Exact Mass ]:
226.058975

[ PSA ]:
93.81000

[ LogP ]:
-1.40

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.816

[ Storage condition ]:
Store at RT.

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
T+

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
29349990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Uridine
  • 2',3'-O-sulfinyl uridine
  • 1-(3,5-O-sulfinyl-β-D-xylofuranosyl)uracil
  • 2'-O-tosyl-2,5'-anhydrouridine
  • Uridine,2'-chloro-2'-deoxy-
  • 2α-(Acetoxymethyl)-3β-(acetoxy)-2,3,3aβ,8bβ-tetrahydro-6H-4-oxa-5,8a-diaza-4H-indeno[1,2-b]furan-6-one
  • ethanedicarbonimidoyl dicyanide
  • Cyanogen bromide
  • 2',3'-anhydro-uridine

DownStream

  • 2'-O-Methyluridine
  • 3′-Deoxyuridine
  • 2,4(1H,3H)-Pyrimidinedione,1-(2,3-anhydro-b-D-lyxofuranosyl)-
  • 2',3'-anhydro-uridine
  • 2'-O-Methyl-5'-O-DMT-Uridine;DMT-2'-OMe-U
  • 1-β-D-Arabinofuranosyluracil
  • 2,4(1H,3H)-Pyrimidinedione,1-b-D-arabinofuranosyl-5-iodo-
  • 2'-Deoxy-2'-fluorocytidine
  • 2(1H)-Pyrimidinone, 1-b-D-arabinofuranosyl-4-(methylamino)-
  • 2'-Azido-2'-deoxyuridine

Articles

2,2'-Anhydro-1-(3',5'-di-O-acetyl-β-D-arabinofuranosyl)uracil, a cyclouridine nucleoside with a C4'-endo furanosyl conformation.

Acta Crystallogr. C 69(Pt 3) , 282-4, (2013)

2,2'-Anhydro-1-(3',5'-di-O-acetyl-β-D-arabinofuranosyl)uracil, C13H14N2O7, was obtained by refluxing 2',3'-O-(methoxymethylene)uridine in acetic anhydride. The structure exhibits a nearly perfect C4'-...

Aldrichimica Acta 20 , 52, (1987)

Inhibitor properties of some 5-substituted uracil acyclonucleosides, and 2,2'-anhydrouridines versus uridine phosphorylase from E. coli and mammalian sources.

Biochem. Pharmacol. 36(23) , 4125-8, (1987)

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...


More Articles

Related Compounds

  • 2,2'-(propane-1,3-diylbis((2-hydroxybenzyl)azanediyl))diacetonitrile
  • 2,2'-Binaphthalene
  • 2,2'-oxybis(methylene)dianiline
  • 2,2'-trisulfanediylbis(2,3,3,3-tetrafluoropropanoyl fluoride)
  • 2,2',5,5'-tetraphenylbiphenyl
  • 2,2'-(1-benzylpiperidine-4,4-diyl)diacetic acid