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SML0860

Sigma-Aldrich

Arbidol hydrochloride

≥98% (HPLC)

Synonym(s):

6-Bromo-4-((dimethylamino)methyl)-5-hydroxy-1-methyl-2-((phenylthio)methyl)-1H-Indole-3-carboxylic acid ethyl ester monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H25BrN2O3S · HCl
CAS Number:
Molecular Weight:
513.88
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

S(Cc2[n](c3c(c(c(c(c3)Br)O)CN(C)C)c2C(=O)OCC)C)c1ccccc1.[Cl-].O.[H+]

InChI

1S/C22H25BrN2O3S.ClH.H2O/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;1H;1H2

InChI key

PLWQHPWNKPKQJT-UHFFFAOYSA-N

Biochem/physiol Actions

Arbidol hydrochloride (ARB) is a small monocular compound. It is used to prevent severe pneumonia and virus-associated cytokine dysregulation induced by influenza viruses (IFV). ARB also possesses some immunomodulatory properties, including the effects of interferon induction and macrophage activation.
Arbidol is a broad-spectrum antiviral that has demonstrated activity against a number of enveloped and non-enveloped viruses, and is used clinically to treat influenza. Arbidol inhibits viral entry into host cell and stimulates immune response. Arbidol inhibits fusion between the viral capsid and the cell membrane of the target cell, thus preventing viral entry.
Arbidol is an anti-influenza antiviral agent.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Xiao Liu et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 47(11), 1521-1526 (2013-02-07)
UPLC-MS-MS system was used for the identification of arbidol metabolites in the rat feces, urine and plasma samples. The system was so powerful a way with high ability of separation and analysis, based on both chromatography and mass properties. The
José Villalaín
The journal of physical chemistry. B, 114(25), 8544-8554 (2010-06-10)
Arbidol, a broad and potent antiviral molecule, incorporates rapidly into membranes. To gain further insight into the mode of action of Arbidol, since the exact antiviral mechanism of Arbidol is unknown, I examined its interaction and effects on model membranes
Grazia Sellitto et al.
Bioorganic & medicinal chemistry, 18(16), 6143-6148 (2010-07-20)
A series of ethyl 1H-indole-3-carboxylates 9a(1)(-)(6) and 9b(1)(-)(2) were prepared and evaluated in Huh-7.5 cells. Most of the compounds exhibited anti-hepatitis C virus (HCV) activities at low concentration. The selectivity indices of inhibition on entry and replication of compounds 9a(2)
Pan Deng et al.
Antimicrobial agents and chemotherapy, 57(4), 1743-1755 (2013-01-30)
Arbidol is a broad-spectrum antiviral drug that is used clinically to treat influenza. In this study, the pharmacokinetics, metabolism, and excretion of arbidol were investigated in healthy male Chinese volunteers after a single oral administration of 200 mg of arbidol
S Ia Loginova et al.
Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic], 55(7-8), 10-12 (2010-12-15)
The experimental study of the Ingavirin efficacy against the influenza virus A (H5N1) on intranasally-infected albino mice vs. Tamiflue and Arbidol showed that when used for the prophylaxis, urgent prophylaxis and therapy it was effective in the protectiom of the

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Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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