Triethyl 3-bromopropane-1,1,1-tricarboxylate
Grundinformationen
- CAS
71170-82-6- Standard-SMILES
CCOC(=O)C(CCBr)(C(=O)OCC)C(=O)OCC- InChIKey
VIMWZZMUASPQPL-UHFFFAOYSA-N- Summenformel
- C12H19BrO6
- Durchschnittliche Molmasse
- 339,18 g/mol
- Monoisotopische Masse
- 338,03650043
Namen und Bezeichner
- Bevorzugter Name
- Triethyl 3-bromopropane-1,1,1-tricarboxylate
- IUPAC
- triethyl 3-bromopropane-1,1,1-tricarboxylate
- Englischer Name
- Triethyl 3-bromopropane-1,1,1-tricarboxylate
- Summenformel
- C12H19BrO6
- Molmasse
- 339.18
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
71170-82-6- PubChem CID
- 10871494
- DTXSID
DTXSID00446621- UNII
- Y75Q6455G0
- Nikkaji
- J2.502.771J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,3
- Polarare Oberfläche (TPSA)
- 78,9 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 11
- Schwere Atome
- 19
- Formalladung
- 0
- Komplexität
- 283
Physikochemische Eigenschaften
- Siedepunkt
- 358.5 · 358.5±21.0 °C(Predicted)
- Dichte
- 1.355 · 1.355±0.06 g/cm3(Predicted)
- InChI
- InChI=1S/C12H19BrO6/c1-4-17-9(14)12(7-8-13,10(15)18-5-2)11(16)19-6-3/h4-8H2,1-3H3
- InChIKey
- VIMWZZMUASPQPL-UHFFFAOYSA-N
- SMILES
- C(CCBr)(C(=O)OCC)(C(=O)OCC)C(=O)OCC
Sicherheit und Regulatorisches
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302
Chemie und Industrie
Anwendungen
BeschreibungTriethyl 3-bromopropane-1,1,1-tricarboxylate (TRI) is a purine that is used as a supplement in the form of its salts. It is an active compound for treating herpes simplex virus type 1 and 2 (HSV-1 and HSV-2). TRI inhibits viral replication by acting on the viral DNA polymerase and blocking the synthesis of DNA, which prevents viral replication. TRI also inhibits cellular protein synthesis by inhibiting ribonucleotide reductase and guanosine kinase. TRI can be synthesized using a catalytic process or a hydrogenolysis process. Catalytic processes are generally preferred because they are more economical than hydrogenolysis processes; however, both methods produce impurities that must be removed before the desired product can be. Triethyl 3-bromopropane-1,1,1-tricarboxylate is used as the side chain of the pharmaceutical intermediate Famciclovir. Famciclovir is a purine nucleoside analogue and an oral prodrug of penciclovir. It was first marketed in the UK in 1993 by the British company SKB for treating shingles.
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