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T3763

Sigma-Aldrich

α-Thymidine

Synonym(s):

1-(2-Deoxy-α-D-ribofuranosyl)-5-methyluracil

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O5
CAS Number:
4449-43-8
Molecular Weight:
242.23
MDL number:
MFCD00069766
UNSPSC Code:
41106305
PubChem Substance ID:
24900166
NACRES:
NA.51

assay

≥98% (HPLC)

form

powder

optical activity

[α]25/D 5.0 to 8.0°, c = 2.0% in water

solubility

water: 50 mg/mL, clear, colorless

SMILES string

CC1=CN(C2CC(O)C(CO)O2)C(=O)NC1=O

InChI

1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)

InChI key

IQFYYKKMVGJFEH-UHFFFAOYSA-N

Application

α-Thymidine (α-Thymidine) is the unnatural epimer of thymidine.

Other Notes

Unnatural epimer

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Carolina H Andrade et al.
Journal of chemical information and modeling, 49(4), 1070-1078 (2009-03-20)
Thymidine monophosphate kinase (TMPK) has emerged as an attractive target for developing inhibitors of Mycobacterium tuberculosis growth. In this study the receptor-independent (RI) 4D-QSAR formalism has been used to develop QSAR models and corresponding 3D-pharmacophores for a set of 5'-thiourea-substituted
Y Sato et al.
Nucleic acids symposium series, 44(44), 31-32 (2003-08-09)
In this paper, we report the synthesis of hydroxymethylphosphonate alpha-DNAs and related compounds by use of the H-phosphonate method. These modified alpha-DNAs were designed to improve the inherent poor solubility of well-known methylphosphonate alpha-DNAs by introduction of a more hydrophilic
Sara Van Poecke et al.
Bioorganic & medicinal chemistry, 19(24), 7603-7611 (2011-11-09)
We report on Mycobacterium tuberculosis thymidine monophosphate kinase (TMPKmt) inhibitory activities of a series of new 3'- and 5'-modified thymidine analogues including α- and β-derivatives. In addition, several analogues were synthesized in which the 4-oxygen was replaced by a more

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