CAS 34627-64-0

1-[3-Chloro-2,3-dideoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione

Description:

1-[3-Chloro-2,3-dideoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione, with the CAS number 34627-64-0, is a synthetic compound that belongs to the class of nucleoside analogs. This substance features a pyrimidinedione core, which is a bicyclic structure containing nitrogen atoms, and is modified with a sugar moiety, specifically a pentofuranosyl unit. The presence of a triphenylmethyl (trityl) group enhances its stability and solubility, while the chloro substituent introduces additional reactivity. The compound is of interest in medicinal chemistry, particularly for its potential antiviral or anticancer properties, as modifications to nucleosides can influence biological activity. Its structural complexity, including stereochemistry and functional groups, contributes to its unique chemical behavior and interactions in biological systems. As with many synthetic compounds, careful consideration of its synthesis, stability, and biological effects is essential for its application in research or therapeutic contexts.

Formula: C₂₉H₂₇ClN₂O₄

InChI: InChI=1S/C29H27ClN2O4/c1-20-18-32(28(34)31-27(20)33)26-17-24(30)25(36-26)19-35-29(21-11-5-2-6-12-21,22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,18,24-26H,17,19H2,1H3,(H,31,33,34)/t24-,25-,26-/m1/s1

InChI key: InChIKey=UPBVZHGDVFKZMX-TWJOJJKGSA-N

SMILES: C(OC[C@H]1O[C@H](C[C@H]1Cl)N2C(=O)NC(=O)C(C)=C2)(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5

Synonyms:

• 2,4(1H,3H)-Pyrimidinedione, 1-[3-chloro-2,3-dideoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-
• 1-[3-Chloro-2,3-dideoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-methyl-2,4(1H,3H)-pyrimidinedione

3'-Chloro-3'-deoxy-5'-O-tritylthymidine

CAS: 34627-64-0

3'-Chloro-3'-deoxy-5'-O-tritylthymidine (3CT) is an antiviral and anticancer drug that is a modified nucleoside. It is synthesized by reacting 3'-chloro-5'-O-tritylthymidine with trichloroacetonitrile. 3CT inhibits the synthesis of DNA and RNA, which may have antiviral and anticancer effects. It can be used to treat hepatitis B virus, herpes simplex virus, human papillomavirus, Epstein-Barr virus, and Kaposi's sarcoma. 3CT has been shown to be effective in treating cancer cells in culture by inhibiting DNA synthesis.

Formula: C₂₉H₂₇ClN₂O₄

Purity: Min. 95%

Molecular weight: 503 g/mol

Ref: 3D-NC07419