Thymidine,5'-amino-5'-deoxy

Modify Date: 2025-08-22 18:18:39

Thymidine,5'-amino-5'-deoxy Structure
Thymidine,5'-amino-5'-deoxy structure
Common Name Thymidine,5'-amino-5'-deoxy
CAS Number 25152-20-9 Molecular Weight 241.24
Density 1.394 g/cm3 Boiling Point N/A
Molecular Formula C10H15N3O4 Melting Point N/A
MSDS USA Flash Point N/A

 Use of Thymidine,5'-amino-5'-deoxy


5′-Amino-5′-deoxythymidine is a purine nucleoside analog. 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].

 Names

Name 5'-amino-5'-deoxythymidine
Synonym More Synonyms

 Thymidine,5'-amino-5'-deoxy Biological Activity

Description 5′-Amino-5′-deoxythymidine is a purine nucleoside analog. 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
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 1.394 g/cm3
Molecular Formula C10H15N3O4
Molecular Weight 241.24
Exact Mass 241.10600
PSA 110.34000
Index of Refraction 1.565
InChIKey PYWLBQPICCQJFF-XLPZGREQSA-N
SMILES Cc1cn(C2CC(O)C(CN)O2)c(=O)[nH]c1=O

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Synthetic Route

~10%

Thymidine,5'-amino-5'-deoxy Structure

Thymidine,5'-am...

CAS#:25152-20-9

Literature: Wako Pure Chemical Industries, Ltd. Patent: US2008/64868 A1, 2008 ; Location in patent: Page/Page column 10; 11 ;

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Thymidine,5'-amino-5'-deoxy Structure

Thymidine,5'-am...

CAS#:25152-20-9

Literature: Tetzlaff, Charles N.; Schwope, Ina; Bleczinski, Colleen F.; Steinberg, Joshua A.; Richert, Clemens Tetrahedron Letters, 1998 , vol. 39, # 24 p. 4215 - 4218

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Thymidine,5'-amino-5'-deoxy Structure

Thymidine,5'-am...

CAS#:25152-20-9

Literature: Challa, Hemavathi; Bruice, Thomas C. Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 6 p. 1475 - 1481

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Thymidine,5'-amino-5'-deoxy Structure

Thymidine,5'-am...

CAS#:25152-20-9

Literature: Charles; Arya, Dev P. Journal of Carbohydrate Chemistry, 2005 , vol. 24, # 2 p. 145 - 160

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Thymidine,5'-amino-5'-deoxy Structure

Thymidine,5'-am...

CAS#:25152-20-9

Literature: Druillennec, Sabine; Meudal, Herve; Roques, Bernard P.; Fournie-Zaluski, Marie-Claude Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 4 p. 627 - 632

 Articles29

More Articles
Measurement of carbamoylating activity of nitrosoureas and isocyanates by a novel high-pressure liquid chromatography assay.

Biochem. Pharmacol. 35(14) , 2359-65, (1986)

A new assay for carbamoylating activity using reversed phase liquid chromatography (HPLC) is described which offers several advantages over existing assays. A comparison was made of the extent of carb...

Novel acyclic amide-conjugated nucleosides and their analogues.

Nucleosides Nucleotides Nucleic Acids 28 , 103-117, (2009)

An effective one-step synthesis of new amide-conjugated nucleosides and their analogues, in the presence of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) as the condensin...

Carbamoylation reactions of N-methyl-N'-aryl-N-nitrosoureas and corresponding phenyl isocyanates to 5'-amino-5'-deoxythymidine: importance of carbamoylation in mouse skin carcinogenic processes.

Carcinogenesis 13(4) , 699-702, (1992)

Carbamoylation reactions of N-methyl-N'-aryl-N-nitrosoureas (I-X: X = -OCH3, -CH3, -H, -Cl, and -COCH3) and of their corresponding phenyl isocyanates (II-X: X = -OCH3, -CH3, -H, -Cl and -COCH3) to the...

 Thymidine,5'-amino-5'-deoxyBioassay

View more

Name: Cytotoxic effect in uninfected human peripheral blood mononuclear (PBM) cells
Source: ChEMBL
Target: N/A
External Id: CHEMBL757804
Name: Activity of Escherichia coli thymidine phosphorylase assessed as drug phosphorylation...
Source: ChEMBL
Target: Thymidine phosphorylase
External Id: CHEMBL971204
Name: Antineoplastic activity against mouse L1210 cells at 400 uM
Source: ChEMBL
Target: L1210
External Id: CHEMBL3258533
Name: Competitive inhibition against rat mitochondrial thymidine kinase
Source: ChEMBL
Target: Thymidine kinase 2
External Id: CHEMBL734264
Name: Affinity towards mitochondrial thymidine kinase relative to TdR.
Source: ChEMBL
Target: Thymidine kinase 2
External Id: CHEMBL734270
Name: Antiviral activity against HIV I strain (LAV) in human peripheral blood mononuclear (...
Source: ChEMBL
Target: Human immunodeficiency virus 1
External Id: CHEMBL758928
Name: HIV Cellular Data
Source: NIAID
Target: N/A
External Id: HIV Cellular Data
Name: Antiviral activity against Herpes simplex virus 1 infected in African green monkey Ve...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL3285241
Name: Thymidine kinase activity was measured by nonradiochemical assay method - TdR (percen...
Source: ChEMBL
Target: N/A
External Id: CHEMBL819090
Name: Thymidine kinase activity was measured by nonradiochemical assay method + TdR (percen...
Source: ChEMBL
Target: N/A
External Id: CHEMBL819089
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 Synonyms

5'-Amino-5'-deoxy-D-thymidine
5'-amino-3'-hydroxythymidine
5'-amino-5'-deoxy-thymidine
5'-deoxy-5'-aminothymidine
5'-deoxy-5'-amino-deoxythymidine
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