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Details

Stereochemistry ACHIRAL
Molecular Formula C28H19FN4O8
Molecular Weight 558.4709
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMITEFUR

SMILES

CCOCN1C=C(F)C(=O)N(C(=O)C2=CC(=CC=C2)C(=O)OC3=C(C=CC(OC(=O)C4=CC=CC=C4)=N3)C#N)C1=O

InChI

InChIKey=WTSKMKRYHATLLL-UHFFFAOYSA-N
InChI=1S/C28H19FN4O8/c1-2-39-16-32-15-21(29)25(35)33(28(32)38)24(34)18-9-6-10-19(13-18)27(37)41-23-20(14-30)11-12-22(31-23)40-26(36)17-7-4-3-5-8-17/h3-13,15H,2,16H2,1H3

HIDE SMILES / InChI

Description

Emitefur or BOF-A2 is a fluorinated pyrimidine antimetabolite exerting antineoplastic properties. It is a compound composed of 5-fluorouracil (5-FU) and 3-cyano-2,6-dihydroxypyridine (CNDP), an inhibitor of 5-FU degradation by dihydrouracil dehydrogenase in order to prolong the blood 5-FU level as well as increase selective toxicity to a tumor. Emitefur demonstrated clinical activity in preliminary studies in Japan. Emitefur development for the treatment of solid tumors has been discontinued.

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vivo Use Guide
a multi-center phase II study: the patients were scheduled to receive at least 2 courses of treatment, each consisting of 200 mg twice daily for 2 weeks followed by a 2-week rest period.
Route of Administration: Oral
Name Type Language
EMITEFUR
INN   MI   USAN  
INN   USAN  
Official Name English
EMITEFUR [USAN]
Common Name English
M-((3-(ETHOXYMETHYL)-5-FLUORO-3,6-DIHYDRO-2,6-DIOXO-1(2H)-PYRIMIDINYL)CARBONYL)BENZOIC ACID, 2-ESTER WITH 2,6-DIHYDROXYNICOTINONITRILE BENZOATE (ESTER)
Common Name English
EMITEFUR [MI]
Common Name English
3-((3-(ETHOXYMETHYL)-5-FLUORO-3,6-DIHYDRO-2,6-DIOXO-1(2H)-PYRIMIDINYL)CARBONYL)BENZOIC ACID, 6-(BENZOYLOXY)-3-CYANO-2-PYRIDINYL ESTER
Common Name English
EMITEFUR [JAN]
Common Name English
BOF-A2
Code English
emitefur [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1557
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID80149360
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
MESH
C053194
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
PUBCHEM
65910
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
MERCK INDEX
m715
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY Merck Index
SMS_ID
100000080219
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
CAS
110690-43-2
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
INN
6850
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
NCI_THESAURUS
C1022
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
EVMPD
SUB06508MIG
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
USAN
KK-37
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104592
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
FDA UNII
9I50NF4AQ2
Created by admin on Sat Dec 16 17:24:59 GMT 2023 , Edited by admin on Sat Dec 16 17:24:59 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of EMITEFUR
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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