231619-85-5

Basic information

• Product Name: 2,4(1H,3H)-Pyrimidinedione, 5-iodo-1-[2-[5-oxo-3,4-bis(phenylmethoxy)-2(5H)-furanylidene]ethyl]-
• CAS NO: 231619-85-5
• Molecular Formula: C24H19IN2O6
• Molecular Weight: 558.329
• Mol File: 231619-85-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Pyrimidinedione, 5-iodo-1-[2-[5-oxo-3,4-bis(phenylmethoxy)-2(5H)-furanylidene]ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Pyrimidinedione, 5-iodo-1-[2-[5-oxo-3,4-bis(phenylmethoxy)-2(5H)-furanylidene]ethyl]-(231619-85-5)
• EPA Substance Registry System: 2,4(1H,3H)-Pyrimidinedione, 5-iodo-1-[2-[5-oxo-3,4-bis(phenylmethoxy)-2(5H)-furanylidene]ethyl]-(231619-85-5)

Safety Data

• Hazardous Substances Data: 231619-85-5(Hazardous Substances Data)

Upstream product

• 696-07-1 5-iodouracil 
• 231619-90-2 5',6'-di-O-acetyl-2',3'-di-O-benzyl-L-ascorbic acid 

Downstream Products

• 922704-61-8 1-[2-(3,4-bis-benzyloxy-5-oxo-5H-furan-2-ylidene)-ethyl]-5-thiophen-2-yl-1H-pyrimidine-2,4-dione 
• 922704-60-7 1-[2-(3,4-bis-benzyloxy-5-oxo-5H-furan-2-ylidene)-ethyl]-5-furan-2-yl-1H-pyrimidine-2,4-dione 
• 922704-63-0 1-[2-(3,4-bis-benzyloxy-5-oxo-5H-furan-2-ylidene)-ethyl]-5-phenyl-1H-pyrimidine-2,4-dione 
• 922704-65-2 1-[2-(3,4-bis-benzyloxy-5-oxo-5H-furan-2-ylidene)-ethyl]-5-phenylethynyl-1H-pyrimidine-2,4-dione 
• 922704-66-3 1-[2-(3,4-bis-benzyloxy-5-oxo-5H-furan-2-ylidene)-ethyl]-5-vinyl-1H-pyrimidine-2,4-dione 
• 922704-68-5 1-[2-(3,4-bis-benzyloxy-5-oxo-5H-furan-2-ylidene)-ethyl]-5-ethynyl-1H-pyrimidine-2,4-dione 

Relevant articles and documents

The novel C-5 aryl, alkenyl, and alkynyl substituted uracil derivatives of l-ascorbic acid: Synthesis, cytostatic, and antiviral activity evaluations

The novel C-5 substituted uracil derivatives of l-ascorbic acid were synthesized by coupling of 5-iodouracil-4,5-didehydro-5,6-dideoxy-l-ascorbic acid with unsaturated stannanes under Stille reaction conditions. The new compounds were evaluated for their antitumoral and antiviral activities. Among all compounds evaluated the 5-propynyl substituted uracil derivative of l-ascorbic acid (7) exhibited the most pronounced cytostatic activities against all examined tumor cell lines (IC50: 0.2-0.78 μM). However, this compound was also cytotoxic to human normal fibroblasts WI 38. The 5-(phenylethynyl)uracil-2,3-di-O-benzylated l-ascorbic acid derivative (4) exhibited an albeit slight (IC50: 55-108 μM), but selective inhibitory effect toward all tumor cell lines except for cervical carcinoma (HeLa), pancreatic carcinoma (MiaPaCa-2), laryngeal carcinoma (Hep-2), and colon carcinoma (SW 620), and no cytotoxicity to normal human fibroblast (WI 38). Compound 7 showed some, not highly specific, inhibitory potential against vesicular stomatitis virus, Coxsackie B4 virus, and Sindbis viruses (EC50: 1.6 μM).