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Merck
CN

A4669

阿昔洛韦

≥99% (HPLC), DNA polymerase inhibitor, powder

别名:

9-[(2-羟基乙氧基)甲基]鸟嘌呤, 阿苷洛韦

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关于此项目

经验公式(希尔记法):
C8H11N5O3
化学文摘社编号:
分子量:
225.20
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
261-685-1
MDL number:
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产品名称

阿昔洛韦, ≥99% (HPLC), powder

InChI

1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)

InChI key

MKUXAQIIEYXACX-UHFFFAOYSA-N

SMILES string

NC1=Nc2c(ncn2COCCO)C(=O)N1

assay

≥99% (HPLC)

form

powder

color

white

solubility

H2O: 0.7 mg/mL
1 M HCl: 50 mg/mL
DMSO: 7 mg/mL

ε (extinction coefficient)

11.8 at 256 nm at 1 mM

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes

originator

GlaxoSmithKline

Quality Level

Gene Information

human ... HV1S(3365), NP(4860)

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Application

阿昔洛韦作为I型单纯疱疹病毒抑制剂的应用实例:
  • 作为阳性对照,通过Vero细胞毒性检测法比较蘑菇提取物的抗病毒活性
  • 在感染研究中,检测其对人背根神经节来源神经元(HD10.6)细胞的电压门控钠离子通道(VGSC)的影响
  • 检测其对人包皮成纤维细胞的干扰素刺激基因(ISG)表达诱导(Mx1和ISG15)的影响

Biochem/physiol Actions

阿昔洛韦是一种抗病毒药,在单纯疱疹病毒胸苷激酶(HSV-TK)的作用下变成三磷酸阿昔洛韦。它竞争性地抑制病毒DNA聚合酶。它对巨细胞病毒和EB(Epstein-Barr)病毒的疗效相对较弱。阿昔洛韦已被用来研究单纯疱疹病毒的潜伏机制。它也具有抗人免疫缺陷型病毒1(HIV-1)活性。

Features and Benefits

该化合物由GlaxoSmithKline开发。要浏览其他药物开发化合物和批准的药物/候选药物列表,单击此处
这种化合物是ADME毒性研究的特色产品。点击此处发现更多特色ADME毒性产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

General description

无环鸟苷或阿昔洛韦是一种鸟苷类似物。

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

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Haniza Hassan et al.
Nanomaterials (Basel, Switzerland), 10(9) (2020-09-13)
Acyclovir is an antiviral drug used for the treatment of herpes simplex virus infection. Its oral bioavailability is low; therefore, frequent and high doses are prescribed for optimum therapeutic efficacy. Moreover, the current therapeutic regimen of acyclovir is associated with
Faith O Osinaga et al.
Pharmaceuticals (Basel, Switzerland), 16(8) (2023-08-26)
We reported that gamma-hydroxybutyrate (GHB) is released upon Herpes Simplex Virus Type-1 (HSV-1) acute infection. However, the cellular biochemical processes involved in the production of GHB in infected cells are unclear. This study aims to shed light on the biochemical
Hasan Hüseyin Doğan et al.
International journal of medicinal mushrooms, 20(3), 201-212 (2018-05-03)
Despite considerable recent work to reveal different features of mushrooms species, the few studies of antiviral activities are inadequate and therefore further studies are required. Morchella conica, M. esculenta, Terfezia boudieri, Pleurotus ostreatus, Tricholoma anatolicum, Fomes fomentarius, Laetiporus sulphureus, Phellinus
Andrea Lisco et al.
Cell host & microbe, 4(3), 260-270 (2008-09-10)
For most viruses, there is a need for antimicrobials that target unique viral molecular properties. Acyclovir (ACV) is one such drug. It is activated into a human herpesvirus (HHV) DNA polymerase inhibitor exclusively by HHV kinases and, thus, does not
J J O'Brien et al.
Drugs, 37(3), 233-309 (1989-03-01)
Acyclovir (aciclovir) is a nucleoside antiviral drug with antiviral activity in vitro against members of the herpes group of DNA viruses. As an established treatment of herpes simplex infection, intravenous, oral and to a lesser extent topical formulations of acyclovir

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