Structure of Zanamivir
CAS No.: 139110-80-8
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Zanamivir is the first of two registered neuraminidase inhibitors for the treatment and prophylaxis of influenza. Zanamivir could inhibit SARS-CoV-2 3CLpro main protease.
Synonyms: GG 167; GR 121167X
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Batch number can be found on the product's label following the word 'Batch'.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 139110-80-8 |
Formula : | C12H20N4O7 |
M.W : | 332.31 |
SMILES Code : | O=C(C1=C[C@H](NC(N)=N)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1)O |
Synonyms : |
GG 167; GR 121167X
|
InChI Key : | ARAIBEBZBOPLMB-UFGQHTETSA-N |
Pubchem ID : | 60855 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
Concentration | Treated Time | Description | References |
Madin-Darby canine kidney cells | 8.5 to 14.0 μM (EC50) | 18 hours | Zanamivir inhibited the replication of H6N1 and H9N2 influenza viruses in MDCK cells, with EC50 ranging from 8.5 to 14.0 μM. | PMC90446 |
Madin-Darby canine kidney cells (MDCK) | 0.418 ng/ml (1.254 nM) | 24 hours | Evaluate the inhibitory effect of Zanamivir on A/Hong Kong (H275Y) virus, results showed the virus was susceptible to Zanamivir | PMC3067163 |
Calu-3 cells | 35 μg/mL | 48 hours | Inhibition of H1N1 virus replication | PMC9820929 |
A549 cells | 35 μg/mL | 48-72 hours | Inhibition of H1N1 virus replication | PMC9820929 |
MDCK cells | 35 μg/mL | 48-72 hours | Inhibition of H1N1 virus replication | PMC9820929 |
In Vivo:
Administration | Dosage | Frequency | Description | References |
C57BL/6 mice | H1N1 infection model | Intranasal administration | 35 μg/mL | Once daily for seven days | Prevented weight loss, increased survival rate, and improved lung fibrosis | PMC9820929 |
DBA/1J mice | Collagen-induced arthritis (CIA) | Intraperitoneal injection | 50 mg/kg and 100 mg/kg | Once daily, starting two days before immunization until the end of the experiment | Zanamivir significantly ameliorated the clinical symptoms of CIA, delayed disease onset, and reduced the numbers of B-lineage cells, accompanied by inhibition of the humoral immune response. | PMC7867009 |
BALB/c mice | Avian influenza virus infection model | Intranasal administration | 10, 50, and 100 mg/kg | Twice daily for 5 days | Zanamivir significantly reduced virus titers in the lungs and completely blocked the spread of virus to the brain, increasing the mean survival day and the number of survivors infected with H6N1 and H5N1 viruses. | PMC90446 |
Mice and ferrets | Influenza virus infection model | Intranasal administration | 0.028 µmol/kg | Dosing at 6, 24, and 48 hours post-infection, lasting for 72 hours | To evaluate the inhibitory effect of polymer-attached Zanamivir (5a) on influenza virus infection in vivo. Results showed that 5a was more effective than small-molecule Zanamivir (1), reducing viral load by 190-fold in mice and 30-fold in ferrets. | PMC3964776 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00705406 | Acute, Uncomplicated Human Inf... More >>luenza Less << | Phase 2 | Completed | - | - |
NCT00958776 | Cough Sore Th... More >>roat Nasal Congestion Headache Fever Seasonal Influenza Less << | Phase 3 | Terminated(This study was term... More >>inated for futility) Less << | - | - |
NCT00705406 | - | Completed | - | - | |
NCT01793883 | Influenza | Phase 2 | Completed | - | - |
NCT01052480 | - | Completed | - | - | |
NCT00958776 | - | Terminated(This study was term... More >>inated for futility) Less << | - | - | |
NCT01052480 | Influenza A I... More >>nfluenza B Less << | Phase 2 | Completed | - | - |
NCT02022761 | Asthma | Phase 1 | Completed | - | United Kingdom ... More >> Respiratory Clinical Trials London, United Kingdom, W1G 8HU Less << |
NCT01793883 | - | Completed | - | - | |
NCT01506583 | - | Unknown | July 2012 | United States, Alabama ... More >> University of Alabama at Birmingham Recruiting Birmingham, Alabama, United States, 35294 Contact: David Kimberlin, M.D. 205-934-5316 dkimberlin@peds.uab.edu Contact: Dusty Giles, R.N. 205-934-7807 dgiles@peds.uab.edu Principal Investigator: David Kimberlin, M.D. United States, Illinois Northwestern University Feinberg School of Medicine Recruiting Chicago, Illinois, United States, 61611 Contact: Mike Ison, M.S., M.D. 312-695-4186 mgison@northwestern.edu Principal Investigator: Mike Ison, M.S., M.D. United States, Maryland University of Maryland School of Medicine Completed Baltimore, Maryland, United States, 21201 Less << | |
NCT01055990 | Virus Diseases ... More >> Respiratory Tract Diseases Respiratory Tract Infections Influenza Orthomyxoviridae Infections Less << | Phase 2 | Unknown | May 2010 | China, Shanghai ... More >> Shanghai Public Health Clinical Center Shanghai, Shanghai, China, 201508 Less << |
NCT00867139 | Influenza | Phase 1 Phase 2 | Completed | - | United States, Washington ... More >> Seattle Children's Seattle, Washington, United States, 98105 Fred Hutchinson Cancer Research Center Seattle, Washington, United States, 98109 Less << |
NCT02014649 | Influenza | Phase 1 Phase 2 | Terminated(Study was terminate... More >>d as per BARDA decision to terminate contract.) Less << | - | - |
NCT00640874 | - | Withdrawn | - | Australia, New South Wales ... More >> St Vincent's Hospital Sydney, New South Wales, Australia, 2010 Prince of Wales Hospital Sydney, New South Wales, Australia, 2031 Westmead Hospital Sydney, New South Wales, Australia, 2145 Australia, Queensland Royal Brisbane Hospital Brisbane, Queensland, Australia, 4000 Australia, South Australia Royal Adelaide Hospital Adelaide, South Australia, Australia, 5000 Flinders Medical Centre Adelaide, South Australia, Australia, 5042 Australia, Victoria The Alfred Hospital Melbourne, Victoria, Australia, 3004 Australia, Western Australia Royal Perth Hospital Perth, Western Australia, Australia, 6000 Less << | |
NCT00867139 | - | Completed | - | - | |
NCT00640211 | - | Withdrawn | - | Australia, New South Wales ... More >> St Vincent's Hospital Sydney, New South Wales, Australia, 2010 Prince of Wales Hospital Sydney, New South Wales, Australia, 2031 Westmead Hospital Sydney, New South Wales, Australia, 2145 Australia, Queensland Royal Brisbane Hospital Brisbane, Queensland, Australia, 4000 Australia, South Australia Royal Adelaide Hospital Adelaide, South Australia, Australia, 5000 Flinders Medical Centre Adelaide, South Australia, Australia, 5042 Australia, Victoria The Alfred Hospital Melbourne, Victoria, Australia, 3004 Australia, Western Australia Royal Perth Hospital Perth, Western Australia, Australia, 6000 Less << | |
NCT03684044 | Influenza | Phase 3 | Recruiting | July 10, 2021 | - |
NCT01353768 | - | Completed | - | - | |
NCT00979667 | Upper Respiratory Tract Infect... More >>ion Influenza Less << | Phase 3 | Terminated(Decreased Influenza... More >> activity; thus decrease/no eligible patient to recruit) Less << | - | China, Hong Kong ... More >> Shau Kei Wan Jockey Club Clinic Hong Kong, Hong Kong, China, 852 Hong Kong Fanling Family Medicine Centre Hong Kong, Hong Kong Sai Ying Pun Jockey Club General Outpatient Clinic Hong Kong, Hong Kong Less << |
NCT01156701 | - | Completed | - | - | |
NCT01156701 | - | Completed | - | - | |
NCT00980109 | Influenza | Phase 4 | Completed | - | Thailand ... More >> Faculty of Medicine Siriraj Hospital Bangkok, Bangkoknoi, Thailand, 10700 Hospital for Tropical Diseases Bangkok, Thailand, 10400 Less << |
NCT01353729 | Influenza, Human | Phase 1 | Completed | - | United States, Texas ... More >> GSK Investigational Site Austin, Texas, United States, 78744 Less << |
NCT00989404 | Influenza A Virus, H1N1 Subtyp... More >>e Less << | Phase 1 | Completed | - | United States, Minnesota ... More >> GSK Investigational Site Minneapolis, Minnesota, United States, 55404 Less << |
NCT00830323 | Influenza A Infection | Phase 2 | Terminated | August 2009 | France ... More >> Hospices civils de Lyon Lyon, France Less << |
NCT00921726 | Influenza Vir... More >>us Diseases Less << | Phase 1 | Completed | - | Thailand ... More >> Mathidol University Salaya, Thailand, 73170 Less << |
NCT01459081 | Influenza A Virus Infection ... More >> Influenza B Virus Infection Less << | Phase 3 | Completed | - | China ... More >> The Third Xiangya Hospital Of Central South University Changsha, China West China Hospital, Sichuan University Chengdu, China The First People's Hospital of Hangzhou Hangzhou, China The Affiliated Hospital of Inner Mongolia Medical College Huhehaote, China The First Affiliated Hospital of Nanchang University Nanchang, China The First Affiliated Hospital of Nanjing Medical University Nanjing, China Qingdao Municipal Hospital Qingdao, China Shanghai 6th People's Hospital Shanghai, China Shanghai Changzheng Hospital Shanghai, China ShengJing Hospital of China Medical University Shenyang, China Tangdu Hospital Affiliated to the Fourth Military Medical University Xi'an, China Northern Jiangsu People's Hospital Yangzhou, China Less << |
NCT01199744 | - | Completed | - | - | |
NCT00540501 | Healthy Subjects | Phase 1 | Withdrawn(Contract agreement n... More >>ot reached) Less << | October 2007 | - |
NCT01199744 | - | Completed | - | - | |
NCT01014988 | - | Completed | - | - | |
NCT01014988 | Influenza, Human | Phase 2 | Completed | - | - |
NCT00799760 | Gastric Influenza | Phase 3 | Terminated(Just Terminated for... More >> the end of the pandemia) Less << | - | France ... More >> Centre Investigateur 155 Deulemont, France, 59000 Less << |
NCT00784784 | - | Completed | - | - | |
NCT01462487 | - | Completed | - | - | |
NCT01231620 | Influenza, Human | Phase 3 | Completed | - | - |
NCT01231620 | - | Completed | - | - | |
NCT01390792 | - | Completed | - | - | |
NCT02377401 | Influenza, Human | PHASE1 | COMPLETED | 2015-06-19 | GSK Investigational Site, Shan... More >>ghai, 200030, China Less << |
NCT01527110 | Influenza, Human | Phase 3 | Completed | - | Japan ... More >> GSK Investigational Site Fukuoka, Japan, 816-0864 GSK Investigational Site Kanagawa, Japan, 247-8533 GSK Investigational Site Miyagi, Japan, 983-0824 GSK Investigational Site Miyagi, Japan, 985-8506 GSK Investigational Site Okayama, Japan, 700-8557 GSK Investigational Site Osaka, Japan, 581-0011 GSK Investigational Site Shizuoka, Japan, 432-8002 Less << |
NCT00784784 | Influenza | Phase 3 | Completed | - | Canada, Ontario ... More >> Mount Sinai Hospital Toronto, Ontario, Canada, M5G 1X5 Less << |
NCT01527110 | - | Completed | - | - | |
NCT04494412 | Influenza, Human|Arthralgia | PHASE2 | RECRUITING | 2026-12-09 | GSK Investigational Site, Nijm... More >>egen, 6525 GA, Netherlands|GSK Investigational Site, Bydgoszcz, 85-168, Poland|GSK Investigational Site, Esplugues De Llobregat. Barcelona, 08950, Spain|GSK Investigational Site, Madrid, 28046, Spain|GSK Investigational Site, Dundee, DD1 9SY, United Kingdom|GSK Investigational Site, London, SW17 0QT, United Kingdom|GSK Investigational Site, London, W2 1NY, United Kingdom Less << |
NCT04867707 | Diabetes Mellitus, Type 2 | PHASE2 | COMPLETED | 2024-10-18 | University of Missouri, School... More >> of Medicine Clinical Research Center, Columbia, Missouri, 65212, United States Less << |
Bio Calculators | ||||
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1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
3.01mL 0.60mL 0.30mL |
15.05mL 3.01mL 1.50mL |
30.09mL 6.02mL 3.01mL |