2',3'-Dideoxy-3'-thiacytidine
Grundinformationen
- CAS
134680-32-3- Standard-SMILES
Nc1ccn([C@H]2CS[C@@H](CO)O2)c(=O)n1- InChIKey
JTEGQNOMFQHVDC-RQJHMYQMSA-N- Summenformel
- C8H11N3O3S
- Durchschnittliche Molmasse
- 229,26 g/mol
- Monoisotopische Masse
- 229,05211239
Namen und Bezeichner
- Bevorzugter Name
- 2',3'-Dideoxy-3'-thiacytidine
- IUPAC
- 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
- Englischer Name
- ent-LaMivudine
- Summenformel
- C8H11N3O3S
- Molmasse
- 229.26
Namen und Synonyme
134680-32-3Lamivudine, (+)-cis-2',3'-Dideoxy-3'-thiacytidine(+)-BCH-189H6S9D88T3DDTXCID803194DTXSID301307509NSC-620753BCH-189, (+)-2(1H)-Pyrimidinone, 4-amino-1-((2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)-2(1H)-Pyrimidinone, 4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-RefChem:201423
Weitere Namen anzeigen
NSC 620753Lamivudine EP IMP DLamivudine EnantiomerLamivudine EP lmpurity Dent-Lamivudine (85% d.e.)Lamivudine EP Impurity D (ent-Lamivudine)Lamivudine Impurity 4(Lamivudine EP Impurity D)
ent-LamivudineLamivudine EP Impurity D4-amino-1-((2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one(+)-BCH 1894-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-1,2-dihydropyrimidin-2-one4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one4-amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one2'-deoxy-3'-thiacytidine
Datenbank-Bezeichner
- CAS
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,9
- Polarare Oberfläche (TPSA)
- 113 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 331
Physikochemische Eigenschaften
- Schmelzpunkt
- 171.4 °C · 171.4 °C(Solv: water (7732-18-5); methanol (67-56-1))
- Siedepunkt
- 475.4 · 475.4±55.0 °C(Predicted)
- Dichte
- 1.73 · 1.73±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, Refrigerator, Under Inert Atmosphere
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly), Water (Slightly)
- Aggregatzustand
- Solid
- pka
- 13.83 · 13.83±0.10(Predicted)
- Farbe
- White to Off-White
- Stabilität
- Hygroscopic
Chemie und Industrie
Pharmakologische Informationen
ATC CodeJ05AF05
MeSH Pharmacological Classification
Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template.
Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS.
Anwendungen
Verwendenent-Lamivudine (Lamivudine EP Impurity D) is an enantiomer of Lamivudine (L172500); an antiviral that inhibits HIV-reverse transcriptase.
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