Thymine-beta-D-arabinofuranoside

Names

[ CAS No. ]:
605-23-2

[ Name ]:
Thymine-beta-D-arabinofuranoside

[Synonym ]:
Thymine arabinofuranoside
Thymine, 1-β-D-arabinofuranosyl-
1-(β-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione
spongothymidine
thymine arabinoside
ARABINOFURANOSYL-5-METHYLURACIL
EINECS 210-083-7
MFCD00065474
1-(β-D-arabinofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
1-[3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidindion
5-Methyl-1-pentofuranosyl-2,4(1H,3H)-pyrimidinedione
ARA-T
5-Methyl-1-pentofuranosylpyrimidine-2,4(1H,3H)-dione
2,4(1H,3H)-Pyrimidinedione, 1-β-D-arabinofuranosyl-5-methyl-
1-[3,4-Dihydroxy-5-(hydroxyméthyl)tétrahydro-2-furanyl]-5-méthyl-2,4(1H,3H)-pyrimidinedione
2,4(1H,3H)-Pyrimidinedione, 5-methyl-1-pentofuranosyl-
1-B-D-Arabinofuranosylthymine
spongothymidin
Arabinofuranosylthymine
1-[3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione
Thymine 1-beta-D-arabinofuranoside
1-β-D-Arabinofuranosylthymine
arabinosylthymine

Biological Activity

[Description]:

Thymine 1-β-D-arabinofuranoside is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

Research Areas >> Others

[References]

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Molecular Formula ]:
C₁₀H₁₄N₂O₆

[ Molecular Weight ]:
258.23

[ Exact Mass ]:
258.085175

[ PSA ]:
124.78000

[ LogP ]:
-1.02

[ Index of Refraction ]:
1.619

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XP2100200

CHEMICAL NAME :: Thymine, 1-beta-D-arabinofuranosyl-

CAS REGISTRY NUMBER :: 605-23-2

BEILSTEIN REFERENCE NO. :: 0090166

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C10-H14-N2-O6

MOLECULAR WEIGHT :: 258.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >15 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 7500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 7100 ug/L

REFERENCE :: CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 23,141,1978

Safety Information

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

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
XP2100200

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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