2-Fluoroadenine
Grundinformationen
- CAS
700-49-2- Standard-SMILES
Nc1nc(F)nc2nc[nH]c12- InChIKey
WKMPTBDYDNUJLF-UHFFFAOYSA-N- Summenformel
- C5H4FN5
- Durchschnittliche Molmasse
- 153,12 g/mol
- Monoisotopische Masse
- 153,04507335
Überblick
2-fluoroadenine is an organofluorine compound that is adenine in which the hydrogen at position 2 (the carbon between the two nitrogens of the pyrimidine ring) is replaced by a fluorine. It has a role as an antineoplastic agent. It is a member of purines and an organofluorine compound.
Namen und Bezeichner
- Bevorzugter Name
- 2-Fluoroadenine
- IUPAC
- 2-fluoro-7H-purin-6-amine
- Englischer Name
- 2-Fluoroadenine
- Summenformel
- C5H4FN5
- Molmasse
- 153.12
Namen und Synonyme
2-Fluoroadenine700-49-22-fluoro-7H-purin-6-amine2-Fluoro-6-aminopurine2-Fluoro-1H-purin-6-amine2-Fad1H-Purin-6-amine, 2-fluoro-SRI 774ADENINE, 2-FLUORO-Purine, 6-amino-2-fluoro-NSC 27364BRN 0610958
Weitere Namen anzeigen
2-Fluoro-9H-purin-6-amineuoroadenineTCMDC-1242832-fluoro-adeninBUTTPARK 25\01-012-Fluoroadenine>
2C8H3H4EBGNSC-27364CHEBI:72457DTXSID80220264NSC27364RefChem:472608DTXCID80142755624-159-6
Datenbank-Bezeichner
- CAS
700-49-2- PubChem CID
- 12790
- DTXSID
DTXSID80220264- ChEMBL
CHEMBL580404- ChEBI
CHEBI:72457- UNII
- 2C8H3H4EBG
- EC Number
- 624-159-6
- Nikkaji
- J79.913K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,1
- Polarare Oberfläche (TPSA)
- 80,5 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 154
Physikochemische Eigenschaften
- Schmelzpunkt
- 350 °C · >350 °C(lit.)
- Siedepunkt
- 239.6 · 239.6±50.0 °C(Predicted)
- Dichte
- 2.05 · 2.05±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Sparingly, Sonicated, Heated), Methanol (Slightly, Heated)
- Aggregatzustand
- Solid
- pka
- 6.84 · 6.84±0.20(Predicted)
- Farbe
- White to Light Yellow
- InChI
- InChI=1S/C5H4FN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11)
- InChIKey
- WKMPTBDYDNUJLF-UHFFFAOYSA-N
- SMILES
- N1C2C(=NC(F)=NC=2N)NC=1
- CAS Datenbank
- 700 · 700-49-2(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29335990
- RTECS-Nr.
- AU6264700
- risk_code
- 36/37/38-22
- hazard_code
- Xi,Xn
- hazard_note
- Irritant
- safety_code
- 26-36
- hazard_class
- IRRITANT, IRRITANT-HARMFUL
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Anwendungen
Beschreibung2-Fluoroadenine is a purine nucleoside analog which has been investigated for suicide gene therapy for human malignancy. It has been used in the synthesis of heat shock protein 90 (Hsp90) inhibitors that have anticancer activity in vitro. It is also cytotoxic to CEM human leukemia cells with an IC50 value of 0.15 μM.
Verwenden2-Fluoroadenine is a fluorinated heterocyclic 2-ring compound. It is the base moiety for many carbocyclic and acyclic nucleoside analogues, which may be used in antineoplastic studies. 2-Fluoroadenine has been used as an intermediate for antineoplastic drugs such as fludarabine. fludarabine is a chemotherapy drug used in the treatment of chronic lymphocytic leukemia.
Ergänzende Hinweise
DefinitionChEBI: 2-fluoroadenine is an organofluorine compound that is adenine in which the hydrogen at position 2 (the carbon between the two nitrogens of the pyrimidine ring) is replaced by a fluorine. It has a role as an antineoplastic agent. It is an organofluorine compound and a member of purines.
Zugehörige Reaktionen
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