U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H23F2N3O7S
Molecular Weight 571.549
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BALOXAVIR MARBOXIL

SMILES

[H][C@@]12COCCN1C(=O)C3=C(OCOC(=O)OC)C(=O)C=CN3N2[C@@H]4C5=C(SCC6=C4C=CC(F)=C6F)C=CC=C5

InChI

InChIKey=RZVPBGBYGMDSBG-GGAORHGYSA-N
InChI=1S/C27H23F2N3O7S/c1-36-27(35)39-14-38-25-19(33)8-9-31-24(25)26(34)30-10-11-37-12-21(30)32(31)23-15-6-7-18(28)22(29)17(15)13-40-20-5-3-2-4-16(20)23/h2-9,21,23H,10-14H2,1H3/t21-,23+/m1/s1

HIDE SMILES / InChI
Baloxavir or Baloxavir acid was developed by Shionogi and Co., Ltd as a selective inhibitor of the cap-dependent endonuclease (CEN) activity. CEN resides in the PA subunit of the influenza virus and mediates the critical "cap-snatching" step of viral RNA transcription. Thus Baloxavir can inhibit the influenza virus replication and now this drug is under investigation in clinical trial NCT04327791 (Combination Therapy With Baloxavir and Oseltamavir 1 for Hospitalized Patients With Influenza).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.5 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative

Sample Use Guides

Baloxavir: 40 mg po once for wt < 80 kg OR 80 mg po once for wt >/= 80 kg
Route of Administration: Oral
In Vitro Use Guide
To assess the inhibitory effects of Baloxavir acid (BXA) on Cap-dependent endonuclease (CEN) and RNA-dependent RNA polymerase (RdRp) activities as well as the sequential reaction of CEN and RdRp (CEN/RdRp), recombinant 3Ptap derived from A/WSN/33 (H1N1) was subjected to a transcription assay. BXA inhibited CEN and CEN/RdRp activities with mean IC50 of 2.5 and 1.6 nM, respectively, while low potency (IC50 >40 nM) was observed against RdRp activity, suggesting that BXA selectively inhibits CEN activity.
Name Type Language
BALOXAVIR MARBOXIL
INN  
Official Name English
(((12AR)-12-((11S)-7,8-DIFLUORO-6,11-DIHYDRODIBENZO(B,E)THIEPIN-11-YL)-6,8-DIOXO-3,4,6,8,12,12A-HEXAHYDRO-1H -(1,4)OXAZINO(3,4-C)PYRIDO(2,1-F)(1,2,4)TRIAZIN-7-YL)OXY)METHYL METHYLCARBONATE
Systematic Name English
baloxavir marboxil [INN]
Common Name English
CARBONIC ACID, (((12AR)-12-((11S)-7,8-DIFLUORO-6,11-DIHYDRODIBENZO(B,E)THIEPIN-11-YL)-3,4,6,8,12,12A-HEXAHYDRO-6,8-DIOXO-1H-(1,4)OXAZINO(3,4-C)PYRIDO(2,1-F)(1,2,4)TRIAZIN-7-YL)OXY)METHYL METHYL ESTER
Systematic Name English
(((12AR)-12-((11S)-7,8-DIFLUORO-6,11-DIHYDRODIBENZO(B,E)THIEPIN-11-YL)-6,8-DIOXO-3,4,6,8,12,12AHEXAHYDRO-1H-(1,4)OXAZINO(3,4-C)PYRIDO(2,1-F)(1,2,4)TRIAZIN-7-YL)OXY)METHYL METHYL CARBONATE
Systematic Name English
S-033188
Code English
BALOXAVIR MARBOXIL [ORANGE BOOK]
Common Name English
BALOXAVIR MARBOXIL [JAN]
Common Name English
Baloxavir marboxil [WHO-DD]
Common Name English
BALOXAVIR MARBOXIL [USAN]
Common Name English
XOFLUZA
Brand Name English
BALOXAVIR MARBOXIL [MI]
Common Name English
Code System Code Type Description
SMS_ID
100000176055
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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NCI_THESAURUS
C166177
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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DAILYMED
505CXM6OHG
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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WIKIPEDIA
Baloxavir marboxil
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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MERCK INDEX
m12108
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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FDA UNII
505CXM6OHG
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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PUBCHEM
124081896
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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CAS
1830312-72-5
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
DRUG CENTRAL
5301
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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USAN
FG-42
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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RXCUI
2099995
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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CAS
1985606-14-1
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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DRUG BANK
DB13997
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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INN
10491
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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EPA CompTox
DTXSID601027758
Created by admin on Sat Dec 16 11:17:26 GMT 2023 , Edited by admin on Sat Dec 16 11:17:26 GMT 2023
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