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Evofosfamide information


Evofosfamide
Names
Preferred IUPAC name
(1-Methyl-2-nitro-1H-imidazol-5-yl)methyl N,N′-bis(2-bromoethyl)phosphorodiamidate
Other names
TH-302; HAP-302
Identifiers
CAS Number
  • 918633-87-1 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL260046
ChemSpider
  • 10157061 checkY
KEGG
  • D10704 checkY
PubChem CID
  • 11984561
UNII
  • 8A9RZ3HN8W checkY
CompTox Dashboard (EPA)
  • DTXSID60238721 Edit this at Wikidata
InChI
  • InChI=1S/C9H16Br2N5O4P/c1-15-8(6-12-9(15)16(17)18)7-20-21(19,13-4-2-10)14-5-3-11/h6H,2-5,7H2,1H3,(H2,13,14,19) checkY
    Key: UGJWRPJDTDGERK-UHFFFAOYSA-N checkY
SMILES
  • CN1C(=CN=C1[N+](=O)[O-])COP(=O)(NCCBr)NCCBr
Properties
Chemical formula
C9H16Br2N5O4P
Molar mass 449.040 g·mol−1
Solubility in water
6 to 7 g/L
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Evofosfamide (INN,[1] USAN;[2] formerly known as TH-302). Is a compound being evaluated in clinical trials for the treatment of multiple tumor types as a monotherapy and in combination with chemotherapeutic agents and other targeted cancer drugs.

This compound has been evaluated in the treatment of solid tumors, as a hypoxia-activated prodrug (HAPs), such chemical agents in low oxygen conditions undergo bio-reduction to yield cancer fighting cytotoxic breakdown products.

Many such agents have been developed, though this compound has been extensively studied, in preclinical and clinical studies.[3] [4]

Dec 2015 : two Phase 3 trials fail,[citation needed] Merck will not apply for a license[citation needed]

  1. ^ WHO Drug Information; Recommended INN: List 73
  2. ^ Adopted Names of the United States Adopted Names Council
  3. ^ Li, Yue; Zhao, Long; Li, Xiao-Feng (2021). "The Hypoxia-Activated Prodrug TH-302: Exploiting Hypoxia in Cancer Therapy". Frontiers in Pharmacology. 12. doi:10.3389/fphar.2021.636892. ISSN 1663-9812. PMC 8091515. PMID 33953675.
  4. ^ "Evofosfamide". go.drugbank.com. Retrieved 2023-11-03.

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Evofosfamide

Last Update:

Evofosfamide (INN, USAN; formerly known as TH-302). Is a compound being evaluated in clinical trials for the treatment of multiple tumor types as a monotherapy...

Word Count : 3706

Tumor hypoxia

Last Update:

as hypoxia-activated prodrugs. Example drugs include Tirapazamine and Evofosfamide. The study of tumors in such conditions was pioneered by Dr L. H. Gray...

Word Count : 5517

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