Introduction：Basic information about CAS 84472-85-5|navuridine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | navuridine |
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| CAS Number | 84472-85-5 | Molecular Weight | 253.215 |
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| Density | 1.357 g/cm | Boiling Point | / |
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| Molecular Formula | C9H11N5O4 | Melting Point | 161-163ºC |
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| MSDS | / | Flash Point | / |
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Names
| Name | 3'-azido-2',3'-dideoxyuridine |
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| Synonym | More Synonyms |
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navuridine BiologicalActivity
| Description | 3′-Azido-2′,3′-dideoxyuridine (AzdU) is a nucleoside analog of Zidovudine (HY-17413). 3′-Azido-2′,3′-dideoxyuridine is a potent inhibitor of human immunodeficiency virus (HIV) replication in human peripheral blood mononuclear cells (PBMC) with limited toxicity for human bone marrow cells (BMC)[1][2][3]. |
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| Related Catalog | Signaling Pathways >>Anti-infection >>HIVResearch Areas >>Infection |
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| Target | HIV |
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| In Vitro | 3'-Azido-2',3'-dideoxyuridine 抑制感染 HIV-1 的 PBMC 中的 HIV 复制，中位有效浓度为 0.18-0.46 μM[2]。 3'-Azido-2',3'-dideoxyuridine 抑制人类 T 细胞系 MT-4 和 ATH8 中 HIV 介导的细胞病变效应，中位有效浓度为 0.4 µM[3]。< br/>3'-Azido-2',3'-dideoxyuridine 依次被细胞激酶磷酸化为单磷酸、二磷酸和三磷酸代谢物[3]。 |
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| In Vivo | 3′-Azido-2′,3′-dideoxyuridine (25-100 mg/kg, 静脉注射或者灌胃，一次)具有良好的药代动力学特征[3]。 Pharmacokinetic Parameters of 3′-Azido-2′,3′-dideoxyuridine in male Sprague-Dawley rats[3]. IV (25 mg/kg) IV (100 mg/kg) PO (25 mg/kg) PO (100 mg/kg) Cmax (μg/mL) 9.2±1.9 41±15 Tmax (h) 0.38±0.13 0.63±0.22 AUC (μg/mL∗h) 19±1.2 156±7.0 12±0.54 70±13 CLT (L/h/kg) 1.4±0.2 0.70±0.09 CLR (L/h/kg) 0.90±0.27 0.43±0.12 t1/2 (h) 0.5±0.0 0.68±0.1 1.0±0.3 1.1±0.4 Vss (L/kg) 0.78±0.26 0.34±0.11 F (%) 60 46 Animal Model: Adult male Sprague-Dawley rats (300-400 g)[3] Dosage: 25, 100 mg/kg Administration: Intravenous bolus injection or oral gavage (Pharmacokinetic Analysis) Result: The oral bioavailability estimates of 3′-Azido-2′,3′-dideoxyuridine at doses of 25 and 100 mg/kg averaged 53%. |
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| References | [1]. Zhu Z, et al. Cellular metabolism of 3'-azido-2',3'-dideoxyuridine with formation of 5'-O-diphosphohexose derivatives by previously unrecognized metabolic pathways for 2'-deoxyuridine analogs. Mol Pharmacol. 1990 Dec;38(6):929-38. [2]. Chu CK, et al. Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells. J Med Chem. 1989 Mar;32(3):612-7. [3]. Kong L, et al. Pharmacokinetic evaluation of 3'-azido-2', 3'-dideoxyuridine-5'-O-valinate-hydrochloride as a prodrug of the anti-HIV nucleoside 3'-azido-2', 3'-dideoxyuridine. Antivir Chem Chemother. 2003 Sep;14(5):263-70. |
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Chemical & Physical Properties
| Density | 1.357 g/cm |
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| Melting Point | 161-163ºC |
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| Molecular Formula | C9H11N5O4 |
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| Molecular Weight | 253.215 |
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| Exact Mass | 253.081100 |
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| PSA | 134.07000 |
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| LogP | -1.12 |
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| InChIKey | ZSNNBSPEFVIUDS-KYVYOHOSSA-N |
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| SMILES | [N-]=[N+]=NC1CC(n2ccc(=O)[nH]c2=O)OC1CO |
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| Storage condition | −20°C |
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Safety Information
| Hazard Codes | Xn |
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| WGK Germany | 3 |
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| HS Code | 2934999090 |
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Customs
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| AzddU |
| 3'-Azido-2',3'-dideoxyuridine |
| Uridine, 3'-azido-2',3'-dideoxy- |
| 2',3'-Dideoxy-3'-azidouridine |
| 3'-Azido-2',3'-dideoxy-D-uridine |
| navuridine |
| 3'-Az-ddU |
| CS-87 |
