HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 239492Erstellt: 27. Oktober 2026
6-Chlor-9-β-D-ribofuranosyl-9H-purin-2-amin
6-CHLOROGUANOSINE · 6-Cl-Gr · NSC 44586 · 2-Amino-6-chL · 6-CHLOROADENOSINE · 6-Chloroguanosine2 · oropurine riboside · endogenous protein
https://huagongshe.com/de/chemical/239492
Identifikatoren & physikalische Daten
| CAS No. | 2004-07-1 |
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| Summenformel | C10H12ClN5O4 |
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| Durchschnittliche Molmasse | 301,69 g/mol |
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| SMILES | Nc1nc(Cl)c2ncn(C3OC(CO)C(O)C3O)c2n1 |
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| InChIKey | TXWHPSZYRUHEGT-ACJOCUEISA-N |
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| PubChem CID | 239492 |
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| ChEMBL | CHEMBL34117 |
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| DTXSID | DTXSID90942041 |
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| Lokaler Name | 6-Chlor-9-β-D-ribofuranosyl-9H-purin-2-amin |
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Chemische & physikalische Eigenschaften
| XLogP | -0,1 |
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| Polarare Oberfläche (TPSA) | 140 |
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| H-Brücken-Donoren | 4 |
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| H-Brücken-Akzeptoren | 8 |
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| Frei drehbare Bindungen | 2 |
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| Schwere Atome | 20 |
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| Formalladung | 0 |
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| Komplexität | 367 |
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| Schmelzpunkt | 165-167 °C (dec.)(lit.) |
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| Siedepunkt | 729.9±70.0 °C(Predicted) |
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| Dichte | 1.8359 (rough estimate) |
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| Brechungsindex | -38 ° (C=0.1, H2O) |
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| Lagerbedingungen | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
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| Löslichkeit | DMSO, Methanol |
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| Aggregatzustand | Powder |
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| pKa (Säurekonstante) | 13.05±0.70(Predicted) |
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| Farbe | White to Off-white |
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| InChIKey | TXWHPSZYRUHEGT-ACJOCUEISA-N |
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| CAS Datenbank | 2004-07-1(CAS DataBase Reference) |
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Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
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| Zollcode | 29349990 |
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| R-Sätze (R) | 36/37/38 |
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| Gefahrensymbole | Xi |
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| hazard_note | Irritant |
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| Sicherheitshinweise (S) | 24/25-36-26 |
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Anwendungen & Verwendung
Verwenden
2-Amino-6-chloropurine riboside (1) is a a novel class of inhibitors of endogenous protein degradation for the preparation of a number of important purine nucleoside derivatives. For example, 6-thioguanosine 2 and 6-selenoguanosine 3 were prepared from a reaction of 1 and the corresponding sodium thiosulfate or potassium selenosulfate.1) 18O-labeled guanosine 4 was incubated from 1 with adenosine deaminase in (18O)-water.2) 2-Amino-6-ethoxypurine riboside 5 and 2-amino-N6-amino-N6-methyladenosine 6 were prepared by treatment of 1 with nucleophiles, sodium ethoxide and methylhydrazine, respectively.3,4) 2-Amino-N6-substituted purine analogues, as typified by 6, were reported as anti-malarial active compounds.