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Substance Name: PR 104
RN: 851627-62-8
UNII: V16D2ZT7DT
InChIKey: GZSOKPMDWVRVMG-UHFFFAOYSA-N

Note

  • 3,5-Dinitrobenzamide nitrogen mustard, an alkyating antineoplastic.

    NCI: A non-toxic, small-molecule, hypoxia-activated, 3,5-dinitrobenzamide nitrogen mustard pre-prodrug with potential antitumor activity. Upon intravenous administration, PR-104 is converted by systemic phosphatases to the alcohol intermediate PR-104A, which is reduced to form the active DNA-crosslinking mustard species hydroxylamine PR-104H intracellularly under hypoxic conditions. PR-104H specifically crosslinks hypoxic tumor cell DNA, resulting in the inhibition of DNA repair and synthesis, cell-cycle arrest, and apoptosis in susceptible hypoxic tumor cell populations while sparing normoxic tissues. (NCI Thesaurus)

Molecular Formula

  • C14-H20-Br-N4-O12-P-S

Molecular Weight

  • 579.272
 
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Names and Synonyms

Results Name

  • PR 104

Name of Substance

  • PR-104

Synonyms

  • PR-104
  • UNII-V16D2ZT7DT

Systematic Name

  • Benzamide, 2-((2-bromoethyl)(2-((methylsulfonyl)oxy)ethyl)amino)-3,5- dinitro-N-(2-(phosphonooxy)ethyl)-

Registry Numbers

CAS Registry Number

  • 851627-62-8

FDA UNII

  • V16D2ZT7DT

System Generated Number

  • 0851627628

Structure Descriptors

InChI

1S/C14H20BrN4O12PS/c1-33(28,29)31-7-5-17(4-2-15)13-11(14(20)16-3-6-30-32(25,26)27)8-10(18(21)22)9-12(13)19(23)24/h8-9H,2-7H2,1H3,(H,16,20)(H2,25,26,27)

InChIKey

GZSOKPMDWVRVMG-UHFFFAOYSA-N

Smiles

CS(=O)(=O)OCCN(CCBr)c1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)NCCOP(=O)(O)O