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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 of ANAXIRONE

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

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

PubMed

TitleDatePubMed
alpha-/beta-Triglycidyl-urazol (TGU, NSC 332488, I.N.N.: ANAXIRONE): a new chemotherapeutic agent.
1984 Jun
Phase II trial of anaxirone (1,2,4-triglycidylurazol, TGU) in patients with advanced ovarian carcinoma: an EORTC Gynecological Cancer Cooperative Group Study.
1987 Jun
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:37:07 GMT 2023
Edited
by admin
on Fri Dec 15 15:37:07 GMT 2023
Record UNII
36R61Y789T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ANAXIRONE
INN   MART.  
INN  
Official Name English
ANAXIRONE [MART.]
Common Name English
anaxirone [INN]
Common Name English
NSC-332488
Code English
TRIS(2,3-EPOXYPROPYL)BICARBAMIMIDE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C475
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
NCI_THESAURUS C574
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
Code System Code Type Description
MESH
C041113
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105991
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
ECHA (EC/EINECS)
278-745-8
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
NSC
332488
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
CAS
77658-97-0
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
SMS_ID
100000086920
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
EVMPD
SUB05503MIG
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
PUBCHEM
71218
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID10868451
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
INN
5629
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
NCI_THESAURUS
C950
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
FDA UNII
36R61Y789T
Created by admin on Fri Dec 15 15:37:07 GMT 2023 , Edited by admin on Fri Dec 15 15:37:07 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY