evofosfamide

Term ID

CHEBI:231678

Synonyms

(1-methyl-2-nitro-1H-imidazol-5-yl)methyl N,N'-bis(2-bromoethyl)phosphorodiamidate
2-bromo-N-[(2-bromoethylamino)-[(3-methyl-2-nitroimidazol-4-yl)methoxy]phosphoryl]ethanamine
evofosfamida
evofosfamide
evofosfamidum
HAP-302
TH 302
TH-302
TH302

Definition

A member of the class of imidazoles that is 1H-imidazole substituted by methyl, nitro, and ({bis[(2-bromoethyl)amino]phosphoryl}oxy)methyl groups at positions 1, 2 and 5, respectively. It is a hypoxia-activated prodrug that targets hypoxic regions of tumors. The drug was being evaluated for first-line treatment of advanced pancreatic adenocarcinoma and advanced soft tissue sarcoma, in combination with chemotherapy (phase 3 trial now discontinued since the drug did not meet primary endpoints).

References

cas:918633-87-1
drugbank:DB06091
kegg.drug:D10704
pmc:PMC4903743
pmc:PMC5692401
pmc:PMC5692969
pmc:PMC6216171
pubmed:20530289
pubmed:26385861
pubmed:26749324
pubmed:26818215
pubmed:27248663
pubmed:27535748
pubmed:27752544
pubmed:28238078
pubmed:28741367
pubmed:28778024
pubmed:29764490
pubmed:29803017
pubmed:30134191
pubmed:30591421
pubmed:30979813
pubmed:31337055
pubmed:31431383
pubmed:32787454
pubmed:33096947
pubmed:33420361
pubmed:33504881
pubmed:33859749
pubmed:33918823
pubmed:33953675
pubmed:34011362
pubmed:34190375
pubmed:36226069
pubmed:37051681
pubmed:37988164
pubmed:37993847
pubmed:38030202
pubmed:38052529
pubmed:38067241
pubmed:38481819
pubmed:38745478
pubmed:38772123
pubmed:38992394
wikipedia.en:Evofosfamide

Ontology

ChEBI ( EBI )

Relationships

Phenotype

Phenotype resulting from evofosfamide

Phenotype where environments contain evofosfamide

Phenotype modified by environments containing evofosfamide

Phenotype affecting evofosfamide

Human Disease Model