50-88-4

Basic information

• Product Name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione
• CAS NO: 50-88-4
• Molecular Formula: C10H14N2O5
• Molecular Weight: 0
• Mol File: 50-88-4.mol
• Article Data: 226

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.452g/cm³
• CAS DataBase Reference: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione(50-88-4)
• EPA Substance Registry System: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione(50-88-4)

Safety Data

• Hazardous Substances Data: 50-88-4(Hazardous Substances Data)

Upstream product

• 50-89-5 thymidine 
• 108595-10-4 5-O-acetyluridine 
• 64-17-5 ethanol 
• 136345-32-9 5'-O-(2,7-Dibromo-9-phenylxanthen-9-yl)thymidine 
• 136380-00-2 5'-O-<9-<3-(Trifluoromethyl)phenyl>xanthen-9-yl>thymidine 
• 136345-33-0 5'-O-<2,7-Dibromo-9-<3-(trifluoromethyl)phenyl>xanthen-9-yl>thymidine 
• 81668-74-8 Carbonic acid 2-(4-chloro-benzenesulfonyl)-ethyl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 119072-55-8 tert-butylisonitrile 
• 25442-44-8 1-(3'-iodo-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine 
• 4449-32-5 3',5'-di-O-(p-chlorobenzoyl)-β-D-thymidine 
• 40733-26-4 3',5'-O-di(tert-butyldimethylsilyl)thymidine 
• 1969-54-6 thymidylyl (3',5')thymidine 
• 69075-29-2 5'-O-pixylthymidine 
• 951-78-0 2'-deoxyuridine 

Downstream Products

• 28854-96-8 C₁₀H₁₄N₂O₅ 
• 78582-15-7 4-chloro-1-(2'-deoxy-β-D-erythro-pentofuranosyl)-1H-imidazo<4,5-c>pyridine 
• 93612-84-1 5'-O-<2-(methylthiomethoxymethyl)benzoyl>thymidine 
• 78582-17-9 4-Amino-1-(2-deoxy-β-D-erythropentofuranosyl)-1H-imidazo<4,5-c>pyridine 
• 89178-21-2 2-bromo-2′-deoxyadenosine 
• 87491-50-7 C₄₈H₅₄N₇O₁₄P 
• 87471-38-3 C₅₀H₅₂N₅O₁₄P 
• 70900-98-0 (PhS)2pTp(tc)T 
• 70900-99-1 (4-CH₃OC₆H₄S)2pTp(tc)T 
• 70942-52-8 (4-CH₃OC₆H₄S)2pTp(tc)Tp(tc)T 
• 61892-07-7 C₄₆H₄₆ClN₄O₁₃P 
• 115289-02-6 C₄₂H₄₅F₂N₄O₁₃P 
• 115289-00-4 C₆₃H₆₃F₂N₄O₁₅P 
• 123539-51-5 C₄₂H₄₇N₄O₁₃PS 

Relevant articles and documents

An Improved Approach for Practical Synthesis of 5-Hydroxymethyl-2′-deoxycytidine (5hmdC) Phosphoramidite and Triphosphate

5-Hydroxymethyl-2′-deoxycytidine (5hmdC) phosphoramidite and triphosphate are important building blocks in 5hmdC-containing DNA synthesis for epigenetic studies. However, efficient and practical methods for the synthesis of these compounds are

SYNTHESIS AND IMPROVEMENT OF A NUCLEOSIDE ANALOGUE AS AN ANTI-CANCER AND ANTI-VIRAL DRUG

The invention is a drug for anticancer and antiviral therapy, comprising a nucleoside analogue (7) comprising a furan ring irreversibly bound to the RNA/DNA synthesis chain by phosphodiester bonds and having SP3 hybridization, and folic acid (A) bound to the nucleoside analogue (7) comprising furan ring. The synthesis method of the said nucleoside analogue is also contained within the scope of the invention. In this work, a nucleoside-analogue was transformed after converting the furan-ring hybridization from Sp2 to Sp3 to make it more selectivity with different enzymes and linking it via site 5 with the effective folic acid towards entering the substances inside the cells and to become the final compound possessing anti-cancer and anti- virus properties after controlling the replication and reproduction process in DNA.

Synthesis and evaluation of 3′-[18F]fluorothymidine-5′-squaryl as a bioisostere of 3′-[18F]fluorothymidine-5′-monophosphate

The squaryl moiety has emerged as an important phosphate bioisostere with reportedly greater cell permeability. It has been used in the synthesis of several therapeutic drug molecules including nucleoside and nucleotide analogues but is yet to be evaluated in the context of positron emission tomography (PET) imaging. We have designed, synthesised and evaluated 3′-[18F]fluorothymidine-5′-squaryl ([18F]SqFLT) as a bioisostere to 3′-[18F]fluorothymidine-5′-monophosphate ([18F]FLTMP) for imaging thymidylate kinase (TMPK) activity. The overall radiochemical yield (RCY) was 6.7 ± 2.5% and radiochemical purity (RCP) was >90%. Biological evaluationin vitroshowed low tracer uptake (?1) but significantly discriminated between wildtype HCT116 and CRISPR/Cas9 generated TMPK knockdown HCT116shTMPK?. Evaluation of [18F]SqFLT in HCT116 and HCT116shTMPK?xenograft mouse models showed statistically significant differences in tumour uptake, but lacked an effective tissue retention mechanism, making the radiotracer in its current form unsuitable for PET imaging of proliferation.