BALOXAVIR MARBOXIL

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 Search

SMILES

COC(=O)OCOC1=C2N(C=CC1=O)N([C@@H]3COCCN3C2=O)[C@@H]4C5=CC=CC=C5SCC6=C(F)C(F)=CC=C46

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

Molecular Formula	C27H23F2N3O7S
Molecular Weight	571.549
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://pubmed.ncbi.nlm.nih.gov/30316915 | https://clinicaltrials.gov/ct2/show/NCT04327791 |https://pubmed.ncbi.nlm.nih.gov/30316915/

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).

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Polymerase acidic protein 2 Target ID: CHEMBL2040544 Sources: https://pubmed.ncbi.nlm.nih.gov/30316915/	Inhibitor 8504		2.5 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Influenza 2 Sources: https://clinicaltrials.gov/ct2/show/NCT04327791	Curative		Phase II 1147

C_max

Value	Dose	Analyte	Population
123 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
253 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
49.1 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
25.7 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
96.4 ng/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210854s000lbl.pdf	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
107 ng/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210854s000lbl.pdf	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

AUC

Value	Dose	Analyte	Population
6669 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
11970 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
3867 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
2429 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
6160 ng × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210854s000lbl.pdf	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
8009 ng × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210854s000lbl.pdf	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Analyte	Population
85.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
75.9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
104 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
114 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30288682/	20 mg single, oral dose: 20 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED
79.1 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210854s000lbl.pdf	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
79.1 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/210854s000lbl.pdf	80 mg single, oral dose: 80 mg route of administration: Oral experiment type: SINGLE co-administered:	BALOXAVIR plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Sample Use Guides

In Vivo Use Guide

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:44:45 GMT 2025` Edited by `admin` on `Mon Mar 31 23:44:45 GMT 2025`
Record UNII	505CXM6OHG
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BALOXAVIR MARBOXIL

Official Name

English

baloxavir marboxil [INN]

Preferred 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

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