Eniluracil
Grundinformationen
- CAS
59989-18-3- Standard-SMILES
C#Cc1c[nH]c(=O)[nH]c1=O- InChIKey
JOZGNYDSEBIJDH-UHFFFAOYSA-N- Summenformel
- C6H4N2O2
- Durchschnittliche Molmasse
- 136,11 g/mol
- Monoisotopische Masse
- 136,02727738
Namen und Bezeichner
- Bevorzugter Name
- Eniluracil
- IUPAC
- 5-ethynyl-1H-pyrimidine-2,4-dione
- Englischer Name
- 2,4(1H,3H)-Pyrimidinedione, 5-ethynyl- (9CI)
- Summenformel
- C6H4N2O2
- Molmasse
- 136.11
Namen und Synonyme
Eniluracil59989-18-35-ETHYNYLURACIL776C85ethynyluracilEniluracilo5-ethynyl-1,2,3,4-tetrahydropyrimidine-2,4-dione2E2W0W5XIU2,4(1H,3H)-Pyrimidinedione, 5-ethynyl-DTXSID10208696776-C-85NSC687296
Weitere Namen anzeigen
GW-776GW776C85PCS-6422ADH-300004NSC 687296BW-776-C855-Ethynyluracil>13C,15N2]-Eniluracil
5-Ethynyl-2,4(1H,3H)-pyrimidinedioneeniluracilum5-Fluorouracil EnhancerRefChem:590847DTXCID60131187PCS6422GW776PCS 6422
Datenbank-Bezeichner
- CAS
59989-18-3- PubChem CID
- 43157
- DTXSID
DTXSID10208696- ChEMBL
CHEMBL355200- ChEBI
CHEBI:177783- UNII
- 2E2W0W5XIU
- Nikkaji
- J574.717A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,7
- Polarare Oberfläche (TPSA)
- 58,2 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 10
- Formalladung
- 0
- Komplexität
- 269
Physikochemische Eigenschaften
- Schmelzpunkt
- 320 ° · 320° (dec)
- Dichte
- 1.527 · 1.527
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- Löslichkeit
- Soluble in DMSO
- Aggregatzustand
- solid
- pka
- 7.44 · 7.44±0.10(Predicted)
- Farbe
- Yellow
- Merck
- 14 · 14,3584
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- hs_code
- 2933.59.9500
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
Eniluracil is an orally active dihydropyrimidine dehydrogenase (DPD) inhibitor, designed to enhance activity of chemotaxic agents. It is under investigation by Adherex, under license from GlaxoSmithKline, for the treatment of cancer in combination with 5-fluorouracil (5-FU).
Mechanism of Action
Normally, 5-FU is rapidly broken down in the body by an enzyme known as dihydropyrimidine dehydrogenase (DPD). Eniluracil irreversibly inhibits DPD, thereby substantially slowing the breakdown of 5-FU and prolonging exposure of the tumor cells to the drug.
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Anwendungen
VerwendenPotent inactivator of Dihydropyrimidine dehydrogenase (DPD).
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