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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)

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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