2,4(1H,3H)-Pyrimidinedione, 5-ethynyl- (9CI)

CAS NO.：59989-18-3
Empirical Formula: C6H4N2O2
Molecular Weight: 136.11
MDL number: MFCD00871973
SAFETY DATA SHEET (SDS)
Update Date: 2025-12-09 18:56:23

What is 2,4(1H,3H)-Pyrimidinedione, 5-ethynyl- (9CI)?

Description

Eniluracil (59989-18-3) is an irreversible dihydropyrimidine dehydrogenase (DPD) inhibitor.1-3? DPD is involved in the degradation of pyrimidine-based chemotherapeutic drugs such as 5-fluorouracil (5-FU).? Eniluracil has been used along with 5-FU to prolong circulating concentrations of the drug.

The Uses of 2,4(1H,3H)-Pyrimidinedione, 5-ethynyl- (9CI)

Potent inactivator of Dihydropyrimidine dehydrogenase (DPD).

Definition

ChEBI: Eniluracil is a pyrimidone.

References

1) Porter?et al. (1992),?Mechanism-based Inactivation of Dihydropyrimidine Dehydrogenase by 5-Ethynyluracil; J. Biol. Chem.,?267?5236 2) Baccalnari?et al. (1993),?5-Ethynyluracil (776C85): a potent modulator of the pharmacokinetics and antitumor efficacy of 5-fluorouracil; Proc. Natl. Acad. Sci. USA,?90?11064 3) Schilsky and Kindler (2000)?Eniluracil: an irreversible inhibitor of dihydropyrimidine dehydrogenase; Expert Opin. Investig. Drugs,?9?1635

Properties of 2,4(1H,3H)-Pyrimidinedione, 5-ethynyl- (9CI)

Melting point:	320° (dec)
Density	1.527
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
solubility	Soluble in DMSO
form	solid
pka	7.44±0.10(Predicted)
color	Yellow
λmax	284nm(MeOH)(lit.)
Merck	14,3584
Stability:	Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

Safety information for 2,4(1H,3H)-Pyrimidinedione, 5-ethynyl- (9CI)

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.