N-Benzoylaminopurine

Bezeichnung:N-Benzoylaminopurine

CAS-Nr4005-49-6

Englisch Name:N-Benzoylaminopurine

CBNumberCB7165920

SummenformelC12H9N5O

Molgewicht239.23

MOL-Datei4005-49-6.mol

N-Benzoylaminopurine physikalisch-chemischer Eigenschaften

Schmelzpunkt	242-244°C
Dichte	1.494 g/cm3
storage temp.	2-8°C
Wasserlöslichkeit	Insoluble in water
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	powder to crystal
pka	11.98±0.20(Predicted)
Farbe	White to Almost white
BRN	20585
InChI	InChI=1S/C12H9N5O/c18-12(8-4-2-1-3-5-8)17-11-9-10(14-6-13-9)15-7-16-11/h1-7H,(H2,13,14,15,16,17,18)
InChIKey	QQJXZVKXNSFHRI-UHFFFAOYSA-N
SMILES	C(NC1=C2C(=NC=N1)NC=N2)(=O)C1=CC=CC=C1
CAS Datenbank	4005-49-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-43
S-Sätze:	36/37
WGK Germany	3
Hazard Note	Irritant
HS Code	29335990

Gefahreninformationscode (GHS)

N-Benzoylaminopurine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
White solid
Verwenden
N6-Benzoyladenine is used in the organic synthesis of adenine derivative molecules such as bicyclic adenine nucleoside via a condensation reaction between L-threo-pentofuranose derivative 1 and 6-N-benzoyladenine and to produce oxy-peptide nucleic acids.
Definition
ChEBI: 6-Benzamidopurine is a member of purines.
Biochem/physiol Actions
N6-Benzoyladenine comprises of adenine moiety and is a potent inhibitor of bromodomain-containing protein 4 (BRD4). N6-Benzoyladenine modulates tumor necrosis factor α (TNF-α) levels. It elicits cytotoxicity in liver and ileum cancer cells and may serve as a potential candidate agent for cancer chemotherapy.
Synthese
Benzoyl chloride (1.3 mL, 11 mmol) was added dropwise over 30 min to a stirred suspension of adenine (1.35 g, 10 mmol) in dry pyridine, and stirring was continued at 100 °C for a further 3 h, and the reaction mixture was allowed to stand overnight at room temperature. The reaction was quenched with methanol and the solvents were removed under reduced pressure. The residue was triturated in hot isopropanol and dried in vacuo to give 8 as a white solid: yield 2.15 g (90%). MS (+ESI): m/z 240 [M+H]+; 1H NMR (400 MHz, d-DMSO): δ11.50 (s, 1H), 8.74 (s, 1H), 8.52 (s, 1H), 8.11 (d, 2H, J = 7.2 Hz), 7.66 (t, 1H, J = 7.2 Hz), 7.58 (t, 2H, J = 7.2 Hz).

N-Benzoylaminopurine Upstream-Materialien And Downstream Produkte

N-Benzoylaminopurine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

4005-49-6, N-Benzoylaminopurine Verwandte Suche:

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