|
|
|
Substance Name: Thymectacin
RN: 232925-18-7
UNII: 2ZRZ4TSW3F
InChIKey: CFBLUORPOFELCE-BACVZHSASA-N
Note
- An anti-cancer agent.
NCI: A small molecule phosphoramidate derivative of (E)-5-(2-bromovinyl)-2'-deoxyuridine with potential antineoplastic activity. Selectively active against tumor cells expressing high levels of thymidylate synthase (TS), brivudine phosphoramidate is converted intracellularly by TS to bromovinyldeoxyuridine monophosphate (BVdUMP) which competes with the natural substrate, deoxyuridine monophosphate, for binding to TS. Unlike TS inhibitors, this agent is a reversible substrate for TS catalysis. Thus, TS retains activity and converts BVdUMP into cytotoxic metabolites. As key enzyme in the de novo synthesis of dTMP, TS is an enzyme critical to DNA biosynthesis and is overexpressed in many solid tumors. (NCI Thesaurus)
Molecular Formula
- C21-H25-Br-N3-O9-P
Molecular Weight
- 574.3185
Classification Codes
- Antineoplastic
- Pronucleotides
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Thymectacin
Synonyms
- (E)-5-(2-Bromovinyl)-2'-deoxy-5'-uridyl phenyl L-methoxyalaninylphosphoramidate
- Brivudine phosphoramidate
- BVDU prodrug
- E-5-(2-bromovinyl)-2'-deoxyuridine-5'-(L-methylalaninyl)-phenylphosphoramidate
- NB 1011
- NB1011
- UNII-2ZRZ4TSW3F
Systematic Names
- 5-(2-Bromovinyl)-2'-deoxy-5'-uridyl-phenyl-alanylphosphoramidate, trans-
- L-Alanine, N-(5-((1E)-2-bromoethenyl)-2'-deoxy-P-phenyl-5'-uridylyl)-, methyl ester
Registry Numbers
CAS Registry Number
- 232925-18-7
FDA UNII
- 2ZRZ4TSW3F
System Generated Number
- 0232925187