ANAXIRONE

Possibly Marketed Outside US

Details

Stereochemistry	MIXED
Molecular Formula	C11H15N3O5
Molecular Weight	269.2539
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1N(CC2CO2)N(CC3CO3)C(=O)N1CC4CO4

InChI

InChIKey=ZTXDHEQQZVFGPK-UHFFFAOYSA-N

InChI=1S/C11H15N3O5/c15-10-12(1-7-4-17-7)11(16)14(3-9-6-19-9)13(10)2-8-5-18-8/h7-9H,1-6H2

HIDE SMILES / InChI

Molecular Formula	C11H15N3O5
Molecular Weight	269.2539
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6498858 | https://www.ncbi.nlm.nih.gov/pubmed/2822424

Anaxirone is a triepoxide compound with cytotoxic activity. By analogy with bifunctional epoxides, anaxirone probably acts as an alkylating agent. Despite a wide spectrum of activity against experimental tumors in rats and mice, clinical investigation of anaxirone has shown that the drug was inactive for the treatment of advanced colorectal cancer, advanced soft tissue sarcoma, small cell lung cancer, ovarian cancer, and advanced malignant melanoma.

Approval Year

PubMed

Title	Date	PubMed
Phase II study of 1,2,4-triglycidylurazol (TGU) in previously untreated and treated patients with small cell lung cancer.	1987-07	2822424
Phase II trial of anaxirone (1,2,4-triglycidylurazol, TGU) in patients with advanced ovarian carcinoma: an EORTC Gynecological Cancer Cooperative Group Study.	1987-06	3653204
Phase II trial of anaxirone in advanced non-small cell lung cancer.	1987-05	3567979
Phase II trial of 1,2,4-triglycidylurazol in patients with metastasized renal cell carcinoma.	1987-02	3802118
alpha-/beta-Triglycidyl-urazol (TGU, NSC 332488, I.N.N.: ANAXIRONE): a new chemotherapeutic agent.	1984-06	6498858

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:03:10 GMT 2025` Edited by `admin` on `Mon Mar 31 18:03:10 GMT 2025`
Record UNII	36R61Y789T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ANAXIRONE

Official Name

English

NSC-332488

Preferred Name

English

ANAXIRONE [MART.]

Common Name

English

anaxirone [INN]

Common Name

English

TRIS(2,3-EPOXYPROPYL)BICARBAMIMIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C475