Arbidol

Modify Date: 2024-01-02 22:32:15

Arbidol Structure
Arbidol structure
Common Name Arbidol
CAS Number 131707-25-0 Molecular Weight 477.41
Density 1.4±0.1 g/cm3 Boiling Point 591.8±50.0 °C at 760 mmHg
Molecular Formula C22H25BrN2O3S Melting Point N/A
MSDS N/A Flash Point 311.7±30.1 °C

 Use of Arbidol


Umifenovir is a potent, orally active broad-spectrum antiviral agent with activity against a number of enveloped and non-enveloped viruses. Umifenovir is used as an anti-influenza virus agent. Umifenovir could effectively inhibit the fusion of virus with host cells[1][2]. Umifenovir is an efficient inhibitor of SARS-CoV-2 in vitro[2]. Umifenovir shows anti-inflammatory activity[3].

 Names

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

 Arbidol Biological Activity

Description Umifenovir is a potent, orally active broad-spectrum antiviral agent with activity against a number of enveloped and non-enveloped viruses. Umifenovir is used as an anti-influenza virus agent. Umifenovir could effectively inhibit the fusion of virus with host cells[1][2]. Umifenovir is an efficient inhibitor of SARS-CoV-2 in vitro[2]. Umifenovir shows anti-inflammatory activity[3].
Related Catalog
In Vitro Umifenovir exhibits a wide range and potent antiviral activity against a number of viruses including influenza viruses A, B and C, respiratory syncytial virus, SARS-CoV, adenovirus, parainfluenza type 5, poliovirus 1, rhinovirus 14, coxsackievirus B5, hantaan virus, Chikungunya virus, HBV and HCV[1].
In Vivo Umifenovir (25 and 45 mg/ml; p.o.;) shows a survival benefit to mice suffering from influenza infection[3]. Animal Model: BALB/c mice (6–8 weeks old), mice were intranasally (i.n.) inoculated with 2 times the 50% mouse lethal dose (MLD50) of A/ Guangdong/GIRD07/09 (H1N1) (104.5TCID50/mL) in a volume of 20mL[3]. Dosage: 1.25 mg/mL (25 mg/kg/day) and 2.25 mg/mL (45 mg/kg/day) in a total volume of 500mL at one day pre-infection and 3 days post-infection (dpi) Administration: Oral administration Result: Increased the survival rate, inhibited the decrease of body weight at 45 mg/mL and inhibited the increase of mice lung index at 25 mg/mL and 45 mg/mL comparing to virus group.
References

[1]. Julie Blaising, et al. Arbidol as a broad-spectrum antiviral: an update. Antiviral Res. 2014 Jul;107:84-94. doi: 10.1016/j.antiviral.2014.04.006. Epub 2014 Apr 24.

[2]. Irina Leneva, et al. Antiviral Activity of Umifenovir In Vitro against a Broad Spectrum of Coronaviruses, Including the Novel SARS-CoV-2 Virus. Viruses. 2021 Aug 23;13(8):1665.

[3]. Yutao Wang, et al. Inhibition of the infectivity and inflammatory response of influenza virus by Arbidol hydrochloride in vitro and in vivo (mice and ferret). Biomed Pharmacother. 2017 Jul;91:393-401.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 591.8±50.0 °C at 760 mmHg
Molecular Formula C22H25BrN2O3S
Molecular Weight 477.41
Flash Point 311.7±30.1 °C
Exact Mass 476.076904
PSA 80.00000
LogP 4.64
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.620

 Synthetic Route

~86%

Arbidol Structure

Arbidol

CAS#:131707-25-0

Literature: Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

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Arbidol Structure

Arbidol

CAS#:131707-25-0

Literature: US5198552 A1, ;

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Arbidol Structure

Arbidol

CAS#:131707-25-0

Literature: Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

~%

Arbidol Structure

Arbidol

CAS#:131707-25-0

Literature: Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

~%

Arbidol Structure

Arbidol

CAS#:131707-25-0

Literature: Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

 Synonyms

1H-Indole-3-carboxylic acid, 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-, ethyl ester
1-methyl-2-phenylthiomethyl-3-ethoxycarbonyl-4-dimethylaminomethyl-5-hydroxy-6-bromindole
ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylindole-3-carboxylate
Ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate
Umifenovir
6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylindole-3-carboxylic acid ethyl ester
6-bromo-4-dimethylaminomethyl-3-ethoxycarbonyl-5-hydroxy-1-methyl-2-phenylthiomethylindole
Arbidol
1-methyl-2-phenylthiomethyl-3-carbethoxy-4-dimethylaminomethyl-5-oxy-6-bromoindole
HMS589B06