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Merck

A4669

Acycloguanosine

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

Synonim(y):

9-[(2-Hydroxyethoxy)methyl]guanine, Acyclovir

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50 MG

643,00 zł

100 MG

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500 MG

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C8H11N5O3
Numer CAS:
59277-89-3
Masa cząsteczkowa:
225.20
NACRES:
NA.77
PubChem Substance ID:
24278078
UNSPSC Code:
12352200
EC Number:
261-685-1
MDL number:
MFCD00057880
Assay:
≥99% (HPLC)
Form:
powder
Quality level:
200

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Nazwa produktu

Acycloguanosine, ≥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

200

Gene Information

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

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Ta pozycja
BP438Y0002244Y0002245
Acycloguanosine ≥99% (HPLC), powder

Sigma-Aldrich

A4669

Acycloguanosine

Aciclovir British Pharmacopoeia (BP) Reference Standard

BP438

Aciclovir

Aciclovir for impurity G identification European Pharmacopoeia (EP) Reference Standard

Y0002244

Aciclovir for impurity G identification

Aciclovir for system suitability A CRS, European Pharmacopoeia (EP) Reference Standard

Y0002245

Aciclovir for system suitability A

form

powder

form

solid

form

-

form

-

assay

≥99% (HPLC)

assay

-

assay

-

assay

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

solubility

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

solubility

-

solubility

-

solubility

-

color

white

color

-

color

-

color

-

originator

GlaxoSmithKline

originator

-

originator

-

originator

-

General description

Acycloguanosine or acyclovir is a guanosine analog.[1]

Application

Acycloguanosine has been used as an inhibitor of herpes simplex virus type I:
  • to serve as a positive control to compare the antiviral activities of mushroom extracts in cytotoxic assays using Vero cells[2]
  • in infection studies to test its effect on voltage-gated sodium channels (VGSC) using human dorsal root ganglion-derived neuronal (HD10.6) cells[3]
  • to test its effect on the interferon-stimulated gene (ISG) expression induction (Mx1 and ISG15) in human foreskin fibroblast cells[4]

Biochem/physiol Actions

Acycloguanosine is an antiviral agent and is converted to acycloguanosine triphosphate by herpes simplex virus thymidine kinase (HSV-TK). It competitively inhibits the viral DNA polymerase.[1] It is less effective against cytomegalovirus and Epstein-Barr virus.[5] Acycloguanosine has been used to study herpes simplex virus latency.[5] It may act against human immunodeficiency virus 1 (HIV-1) as well.[6]

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
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Klasa składowania

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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Certyfikaty analizy (CoA)

Lot/Batch Number
0000510026
0000510026
117F0756

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
Antiviral nanodelivery systems: current trends in acyclovir administration
Haniza H, et al.
Journal of Nanomaterials (2016)
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
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Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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