Global Information Lookup Global Information

Umifenovir information


Umifenovir
Clinical data
Trade namesArbidol
Other namesAR-1I9514
Pregnancy
category
  • C
Routes of
administration
By mouth (hard capsules, tablets)
ATC code
  • J05AX13 (WHO)
Legal status
Legal status
  • RU OTC[1]
    CN Rx-only[1]
    BY OTC[2]
Pharmacokinetic data
Bioavailability40%
MetabolismHepatic, CYP3A4[4]
Elimination half-life17–21 hours
Excretion40% excrete as unchanged umifenovir in feces (38.9%) and urine (0.12%)[3]
Identifiers
IUPAC name
  • ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate
CAS Number
  • 131707-25-0 ☒N
PubChem CID
  • 131411
DrugBank
  • DB13609 checkY
ChemSpider
  • 116151 checkY
UNII
  • 93M09WW4RU
KEGG
  • D10558
ChEBI
  • CHEBI:134730
ChEMBL
  • ChEMBL1214598
PDB ligand
  • 75U (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID60895015 Edit this at Wikidata
ECHA InfoCard100.247.800 Edit this at Wikidata
Chemical and physical data
FormulaC22H25BrN2O3S
Molar mass477.42 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CCOC(=O)c1c(n(c2c1c(c(c(c2)Br)O)CN(C)C)C)CSc3ccccc3
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 ☒N
  • Key:KCFYEAOKVJSACF-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Umifenovir, sold under the brand name Arbidol, is an antiviral medication for the treatment of influenza and COVID infections used in Russia[5] and China. The drug is manufactured by Pharmstandard (Russian: Фармстандарт). It is not approved by the U.S. Food and Drug Administration (FDA) for the treatment or prevention of influenza.[6]

Chemically, umifenovir features an indole core, functionalized at all but one positions with different substituents. The molecular groups of umifenovir - hydroxy, amino and carboxy - can interact to form various hydrogen-bonded synthons. Antiviral activity and acceptable cytotoxicity profiles [7][8] make it a promising candidate for further research as a potential therapeutic agent for the selective treatment of flavivirus infections.[9] Umifenovir is characterized by only one polymorphic form but can exist in the form of a large number of crystal solvates, the production of which depends on the medium and conditions of synthesis. In this case, the implementation of the crystal solvate or other solid form may be determined by the spatial structure and conformational equilibria in the saturated solution.[10][11] The drug has been shown in studies to inhibit viral entry into target cells [12] and stimulate the immune response.

  1. ^ a b "阿比朵尔抑制新冠,先声药业生产的吗?". 全民健康网 (in Chinese). Archived from the original on 17 June 2020. Retrieved 17 June 2020.
  2. ^ "ИНСТРУКЦИЯ ПО ПРИМЕНЕНИЮ АРПЕТОЛ (ARPETOL)". Vidal (in Belarusian). Archived from the original on 26 January 2018. Retrieved 17 June 2020.
  3. ^ "Full Prescribing Information: Arbidol (umifenovir) film-coated tablets 50 and 100 mg: Corrections and Additions". State Register of Medicines (in Russian). Open joint-stock company "Pharmstandard-Tomskchempharm". Retrieved 3 June 2015.[permanent dead link]
  4. ^ Deng P, Zhong D, Yu K, Zhang Y, Wang T, Chen X (April 2013). "Pharmacokinetics, metabolism, and excretion of the antiviral drug arbidol in humans". Antimicrobial Agents and Chemotherapy. 57 (4): 1743–1755. doi:10.1128/AAC.02282-12. PMC 3623363. PMID 23357765. S2CID 9534025.
  5. ^ Leneva IA, Russell RJ, Boriskin YS, Hay AJ (February 2009). "Characteristics of arbidol-resistant mutants of influenza virus: implications for the mechanism of anti-influenza action of arbidol". Antiviral Research. 81 (2): 132–140. doi:10.1016/j.antiviral.2008.10.009. PMID 19028526.
  6. ^ "FDA Approved Drugs for Influenza". U.S. Food and Drug Administration. 8 December 2022.
  7. ^ Leneva I, Kartashova N, Poromov A, Gracheva A, Korchevaya E, Glubokova E, et al. (August 2021). "Antiviral Activity of Umifenovir In Vitro against a Broad Spectrum of Coronaviruses, Including the Novel SARS-CoV-2 Virus". Viruses. 13 (8): 1665. doi:10.3390/v13081665. PMC 8402645. PMID 34452529.
  8. ^ Haviernik J, Štefánik M, Fojtíková M, Kali S, Tordo N, Rudolf I, et al. (April 2018). "Arbidol (Umifenovir): A Broad-Spectrum Antiviral Drug That Inhibits Medically Important Arthropod-Borne Flaviviruses". Viruses. 10 (4): 184. doi:10.3390/v10040184. PMC 5923478. PMID 29642580.
  9. ^ Qian X, Qi Z (June 2022). "Mosquito-Borne Flaviviruses and Current Therapeutic Advances". Viruses. 14 (6): 1226. doi:10.3390/v14061226. PMC 9229039. PMID 35746697.
  10. ^ Eventova VA, Belov KV, Efimov SV, Khodov IA (January 2023). "Conformational Screening of Arbidol Solvates: Investigation via 2D NOESY". Pharmaceutics. 15 (1): 226. doi:10.3390/pharmaceutics15010226. PMC 9865235. PMID 36678855.
  11. ^ Belov KV, Dyshin AA, Khodov IA (March 2024). "Conformational analysis of arbidol in supercritical carbon Dioxide: Insights into 'opened' and 'closed' conformer groups". Journal of Molecular Liquids. 397: 124074. doi:10.1016/j.molliq.2024.124074. S2CID 267232952.
  12. ^ Kadam RU, Wilson IA (January 2017). "Structural basis of influenza virus fusion inhibition by the antiviral drug Arbidol". Proceedings of the National Academy of Sciences of the United States of America. 114 (2): 206–214. Bibcode:2017PNAS..114..206K. doi:10.1073/pnas.1617020114. PMC 5240704. PMID 28003465.

and 25 Related for: Umifenovir information

Request time (Page generated in 0.6078 seconds.)

Umifenovir

Last Update:

Umifenovir, sold under the brand name Arbidol, is an antiviral medication for the treatment of influenza and COVID infections used in Russia and China...

Word Count : 1980

Influenza A virus subtype H5N2

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 1549

Influenza

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 12961

Spanish flu

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 26791

List of antiviral drugs

Last Update:

double-stranded RNA Amprenavir (Agenerase) HIV Protease inhibitor (PI) Umifenovir (Arbidol) Influenza Hemagglutinin inhibitor Atazanavir HIV PI Atripla...

Word Count : 513

2009 swine flu pandemic

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 16811

Influenza B virus

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 3046

List of seasonal influenza vaccines

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 1983

Influenza A virus subtype H1N1

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 5143

Influenza A virus subtype H9N2

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 793

Hong Kong flu

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 8100

1647 North American influenza epidemic

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 2050

Influenza A virus subtype H3N2

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 3070

Influenza A virus

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 6736

1977 Russian flu

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 1804

CSL Limited

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 2888

Influenza A virus subtype H1N2

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 664

Avian influenza

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 6994

Amantadine

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 4670

Pandemic severity index

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 1254

Influenza treatment

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 4874

Influenza vaccine

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 17743

Influenza A virus subtype H5N1

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 11001

Influenza A virus subtype H7N3

Last Update:

Amantadine Baloxavir marboxil Laninamivir Oseltamivir Peramivir Rimantadine Umifenovir Zanamivir Pandemics 1889-1890 Russian flu 1918 Spanish flu 1957-1958 Asian...

Word Count : 338

Baloxavir marboxil

Last Update:

Oseltamivir Laninamivir Peramivir Zanamivir Peramivir (experimental) Umifenovir Baloxavir marboxil Vaccines Live attenuated influenza vaccine Brands Pandemrix...

Word Count : 2784

PDF Search Engine © AllGlobal.net