2-IODOADENOSINE

Bezeichnung:2-IODOADENOSINE

CAS-Nr35109-88-7

Englisch Name:2-IODOADENOSINE

CBNumberCB0705073

SummenformelC10H12IN5O4

Molgewicht393.14

MOL-Datei35109-88-7.mol

2-IODOADENOSINE physikalisch-chemischer Eigenschaften

Schmelzpunkt	200 °C (dec.)
Siedepunkt	776.3±70.0 °C(Predicted)
Dichte	2.69±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit	DMSO, Methanol, Water
Aggregatzustand	Solid
pka	13.05±0.70(Predicted)
Farbe	Off-White to Pale Yellow
maximale Wellenlänge (λmax)	265nm(H2O)(lit.)
InChI	1S/C10H12IN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
InChIKey	MGEBVSZZNFOIRB-UUOKFMHZSA-N
SMILES	Nc1nc(I)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
CAS Datenbank	35109-88-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26
WGK Germany	3
HS Code	29349990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

2-IODOADENOSINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
2-Iodoadenosine is a chemical compound that is produced from the oxidation of uridine. It is used in the synthesis of peptides, which are important for biological processes like signal transduction and cell growth.
Chemische Eigenschaften
Off-White Crystalline Solid
Synthese

5987-76-8

35109-88-7

GENERAL STEPS: To a flask containing 6.0 g (11.1 mmol) of (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(6-chloro-2-iodo-9H-purin-9-yl)tetrahydrofuran-3,4-diyldiacetate was added 100 mL of liquid NH3 at -78 °C with continuous stirring for 6 hours. Subsequently, the reaction mixture was slowly warmed to room temperature and the NH3 was evaporated overnight to give a brown oil. The product was purified by hot isopropanol crystallization to give 2-iodoadenosine (80% yield, melting point 143-145°C). Thin layer chromatographic analysis (20% MeOH/CHCl3) showed an Rf value of 0.6. 1H NMR (300 MHz, DMSO-d6) δ 8.24 (s, 1H), 7.68 (s, 2H), 5.75 (d, J = 6.16 Hz, 1H), 5.42 (d, J = 5.40 Hz, 1H), 5.16 (d, J = 4.62 Hz , 1H), 4.99 (t, J = 5.39 Hz, 1H), 4.67 (d, J = 4.81 Hz, 1H), 4.06 (d, J = 3.37 Hz, 1H), 3.89 (m, 1H), 3.54 (m, 2H).
Einzelnachweise
[1] Journal of Organic Chemistry, 1985, vol. 50, # 3, p. 406 - 408
[2] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 4, p. 1766 - 1769
[3] Journal of Organic Chemistry, 1988, vol. 53, # 13, p. 3051 - 3057
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 2, p. 241 - 252
[5] Patent: US4956345, 1990, A

2-IODOADENOSINE Upstream-Materialien And Downstream Produkte

2-IODOADENOSINE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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