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AB286956

Umifenovir

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(4 Publications)

MW 477.4 Da, Purity >95%. An indole derivative with broad-spectrum antiviral activity. It inhibits virus-mediated fusion with target membrane and blocks virus entry into target cells. It shows antiviral activity against many enveloped or non-enveloped RNA or DNA viruses with IC50 values ranging from 0.41 to 16 uM. It (50 or 100 mg/kg/day) reduces mean pulmonary virus yields and the rate of mortality in mice infected with FLU-A (A/PR/8/34 H1N1). Molecular dynamics and structural analysis show that Umifenovir may target SARS-CoV-2 spike glycoprotein and may block its trimerization which will reduce cell adherence and virus entry.

Key facts

CAS number

131707-25-0

Purity

>95%

Form

Solid

form

Molecular weight

477.4 Da

Molecular formula

C<sub>2</sub><sub>2</sub>H<sub>2</sub><sub>5</sub>BrN<sub>2</sub>O<sub>3</sub>S

PubChem

131411

Nature

Synthetic

Biochemical name

Arbidol

Biological description

An indole derivative with broad-spectrum antiviral activity. It inhibits virus-mediated fusion with target membrane and blocks virus entry into target cells. It shows antiviral activity against many enveloped or non-enveloped RNA or DNA viruses with IC50 values ranging from 0.41 to 16 uM. It (50 or 100 mg/kg/day) reduces mean pulmonary virus yields and the rate of mortality in mice infected with FLU-A (A/PR/8/34 H1N1). Molecular dynamics and structural analysis show that Umifenovir may target SARS-CoV-2 spike glycoprotein and may block its trimerization which will reduce cell adherence and virus entry.

Canonical smiles

CCOC(=O)C1=C(N(C2=CC(=C(C(=C21)CN(C)C)O)Br)C)CSC3=CC=CC=C3

InChi

InChI=1S/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3

InChiKey

KCFYEAOKVJSACF-UHFFFAOYSA-N

IUPAC Name

ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate

Product details

This product is manufactured by BioVision, an Abcam company and was previously called B3040 Umifenovir. B3040-25 is the same size as the 25 mg size of ab286956.

Properties and storage information

Shipped at conditions
Ambient - Cannot Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
It is important to note that this is air sensitive and impurities can occur as a result of air oxidation|Store under desiccating conditions

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Influenza A virus also known as “flu A” is an important pathogen with a complex life cycle. Mechanically it consists of several proteins including hemagglutinin (HA) and neuraminidase (NA) which facilitate the virus’s entry and release from host cells. The mass of the Influenza A virus is not a single value as it is a non-uniform entity composed of different proteins and RNA segments. This virus is mainly expressed in the epithelial cells of the respiratory tract in humans and other organisms. Through antigenic drift and shift the virus changes over time which makes it a significant challenge for public health.
Biological function summary

The Influenza A virus interferes with normal cellular functions. As it enters and replicates within host cells it triggers immune responses that seek to neutralize the virus a process often targeted by flu antibodies and anti-influenza therapies like arbidol 20 mg. The virus can hijack the host cell machinery to produce viral proteins and RNA forming complexes with cellular components to facilitate new virion assembly. This interaction often leads to the production of cytokines and can induce inflammation an important feature of infection by Influenza Type A.

Pathways

The Influenza A virus interacts with cellular pathways involved in endocytosis and RNA replication. It exploits the host cell’s clathrin-mediated endocytosis for entry making use of the cellular machinery. In the context of RNA replication the virus's RNA-dependent RNA polymerase complex plays a critical role working alongside host cell proteins to synthesize viral RNA. The virus has well-documented interactions with proteins such as M1 matrix protein and NS1 non-structural protein which modulate both viral replication and interference with host immune responses.

Influenza A is a major cause of seasonal flu outbreaks and pandemics. It can lead to acute respiratory illness and is linked to life-threatening conditions like pneumonia. The virus often coexists in the respiratory system with other pathogens complicating the disease course. Proteins such as neuraminidase are important in its role in spreading the infection and represent targets for anti-flu therapies. The connection between Influenza A virus cytokine responses and severe respiratory conditions makes understanding its interaction with host proteins essential for developing effective treatments.

Product protocols

Publications (4)

Recent publications for all applications. Explore the full list and refine your search

International journal of antimicrobial agents 56:105998 PubMed32360231

2020

Arbidol: A potential antiviral drug for the treatment of SARS-CoV-2 by blocking trimerization of the spike glycoprotein.

Applications

Unspecified application

Species

Unspecified reactive species

Naveen Vankadari

Antiviral research 107:84-94 PubMed24769245

2014

Arbidol as a broad-spectrum antiviral: an update.

Applications

Unspecified application

Species

Unspecified reactive species

Julie Blaising,Stephen J Polyak,Eve-Isabelle Pécheur

Current medicinal chemistry 15:997-1005 PubMed18393857

2008

Arbidol: a broad-spectrum antiviral compound that blocks viral fusion.

Applications

Unspecified application

Species

Unspecified reactive species

Y S Boriskin,I A Leneva,E-I Pécheur,S J Polyak

Archives of virology 152:1447-55 PubMed17497238

2007

Antiviral activity of arbidol against influenza A virus, respiratory syncytial virus, rhinovirus, coxsackie virus and adenovirus in vitro and in vivo.

Applications

Unspecified application

Species

Unspecified reactive species

L Shi,H Xiong,J He,H Deng,Q Li,Q Zhong,W Hou,L Cheng,H Xiao,Z Yang
View all publications

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