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SML4173

Amenamevir

≥98% (HPLC), powder, helicase-primase complex inhibitor

别名:

2H-Thiopyran-4-carboxamide, N-(2,6-dimethylphenyl)tetrahydro-N-[2-[[4-(1,2,4-oxadiazol-3-yl)phenyl]amino]-2-oxoethyl]-, 1,1-dioxide, N-(2-((4-(1,2,4-oxadiazol-3-yl)phenyl)amino)-2-oxoethyl)-N-(2,6-dimethylphenyl)tetrahydro-2H-thiopyran-4-carboxamide 1,1-dioxide, ASP 2151, ASP-2151, ASP2151

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关于此项目

经验公式（希尔记法）:
C24H26N4O5S
化学文摘社编号:
841301-32-4
分子量:
482.55
MDL number:
MFCD19443709
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(N(CC(NC1=CC=C(C=C1)C2=NOC=N2)=O)C3=C(C=CC=C3C)C)C4CCS(CC4)(=O)=O

Application

Amenamevir may be used in laboratory studies to investigate the mechanisms of viral replication, particularly in the context of herpes simplex virus (HSV) and varicella-zoster virus (VZV) infections. It may also be used as a model compound in the development of other antiviral agents, helping researchers understand the structure-activity relationship of helicase-primase inhibitors.

Biochem/physiol Actions

Amenamevir (ASP2151) is an orally active and potent helicase-primase complex inhibitor with equipotency against viral DNA replication of varicella-zoster virus (VZV Ellen EC50/EC90 = 47/460 nM) and herpes simplex virus (EC50/EC90 = 36/230 nM using HSV-1 (KOS) & 28/460 nM using HSV-2 (G)). This antiherpetic agent prevents the replication of these viruses. Amenamevir is much more potent (EC50 38-100 nM) than aciclovir (EC50 = 1.3-2.7 µM) against all VZV strains tested and is active against aciclovir-resistant VZV. This oxadiazolephenyl derivative is 14-times more potent than valaciclovir in a zosteriform-spread model among mice infected with HSV-1 in vivo (EC50 = 1.9 vs. 27 mg/kg, respectively, via twice daily p.o.).

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000453692
0000453695
0000453692
0000453695
0000443371

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Yuko Sato et al.
Antimicrobial agents and chemotherapy, 65(10), e0049421-e0049421 (2021-07-07)
The antiherpetic drug amenamevir (AMNV) inhibits the helicase-primase complex of herpes simplex virus 1 (HSV-1), HSV-2, and varicella-zoster virus directly as well as inhibiting the replication of these viruses. Although several mutated HSV viruses resistant to helicase-primase inhibitors have been
K Shiraki
Drugs of today (Barcelona, Spain : 1998), 53(11), 573-584 (2018-02-17)
Valacyclovir and famciclovir enabled successful systemic therapy for treating herpes simplex virus (HSV) and varicella zoster virus (VZV) infection by their phosphorylation with viral thymidine kinase. Helicase-primase inhibitors (HPIs) inhibit the progression of the replication fork, an initial step in
Kimiyasu Shiraki et al.
Viruses, 13(8) (2021-08-29)
Acyclovir, valacyclovir, and famciclovir are used for the treatment of herpes simplex virus (HSV) and varicella-zoster virus (VZV) infections. Helicase-primase inhibitors (HPIs) inhibit replication fork progression that separates double DNA strands into two single strands during DNA synthesis. The HPIs
Antivirals against Herpes Viruses
Fred Y. Aoki
Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases, 1, 546-562 (2015)

全球贸易项目编号

货号GTIN
SML4173-50MG04065272651806
SML4173-10MG04065272651790

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