Description Pharmacokinetics Uses Contraindications Metabolism
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Baloxavir marboxil

Description Pharmacokinetics Uses Contraindications Metabolism
Product Name
Baloxavir marboxil
CAS No.
1985606-14-1
Chemical Name
Baloxavir marboxil
Synonyms
Xofluza;S-033188;(3R)-2-[(11S)-7,8-difluoro-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,8]tetradeca-10,13-dien-11-yl]oxymethyl methyl carbonate;CS-2794;Baloxavir ester;Balosavir ester;S-033188;XOFLUZA;Baloxavirmarboxi;aloxavir marboxil;2'S)-Folinic acid
CBNumber
CB63361382
Molecular Formula
C27H23F2N3O7S
Formula Weight
571.55
MOL File
1985606-14-1.mol
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Baloxavir marboxil Property

Boiling point:
712.8±70.0 °C(Predicted)
Density 
1.57±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO:45.0(Max Conc. mg/mL);78.73(Max Conc. mM)
form 
A crystalline solid
pka
-1.46±0.40(Predicted)
color 
White to yellow
InChI
InChI=1S/C27H23F2N3O7S/c1-14(39-27(35)36)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/h2-9,14,21,23H,10-13H2,1H3,(H,35,36)/t14?,21-,23+/m1/s1
InChIKey
HKVHAHZGMLTCDW-BWFGELNCSA-N
SMILES
C(O)(=O)OC(OC1=C2N(C=CC1=O)N([C@H]1C3=CC=C(F)C(F)=C3CSC3=CC=CC=C31)[C@]1([H])COCCN1C2=O)C
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0030527
Product name
Baloxavirmarboxil
Purity
98.94%
Packaging
5mg
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-0030527
Product name
Baloxavirmarboxil
Purity
98.94%
Packaging
10mg
Price
$150
Updated
2021/12/16
AK Scientific
Product number
4327EH
Product name
Baloxavirmarboxil
Packaging
25mg
Price
$151
Updated
2021/12/16
ChemScene
Product number
CS-0030527
Product name
Baloxavirmarboxil
Purity
98.94%
Packaging
25mg
Price
$280
Updated
2021/12/16
ChemScene
Product number
CS-0030527
Product name
Baloxavirmarboxil
Purity
98.94%
Packaging
50mg
Price
$450
Updated
2021/12/16
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Baloxavir marboxil Chemical Properties,Usage,Production

Description

Baloxavir marboxil is an antiviral drug developed by Shionogi Co., a Japanese pharmaceutical company and Roche for the treatment of influenza A and influenza B infections. The drug was initially approved for use in Japan in February 2018 and approved by the FDA on October 24, 2018 for the treatment of acute uncomplicated influenza in patients 12 years of age and older who have been symptomatic for no more than 48 hours Label. Baloxavir marboxil, a cap-endonuclease inhibitor, has a unique mechanism of action when compared to the currently existing neuraminidase inhibitor drug class used to treat influenza infections.

Pharmacokinetics

Baloxavir marboxil is a selective inhibitor of influenza cap-dependent endonuclease which prevents polymerase function and therefore influenza virus mRNA replication 5, 3. It has shown therapeutic activity against influenza A and B virus infections, including strains resistant to current antiviral agents 1. This drug inhibits an enzyme required for viral replication, thus rapidly treating flu virus infection 5, Label and alleviating the symptoms associated with infection. A single dose of this agent was shown to be superior to placebo in relieving influenza symptoms and superior to both oseltamivir and placebo drug in virologic outcomes (marked by decreased viral load).

Uses

Baloxavir marboxil is an influenza medication, an antiviral,that is taken as a single dose tablet,by mouth, by individuals that are 12 years of age or older,that have presented symptoms of this infection for no more than 48 hours.The efficacy of baloxavir marboxil administered after 48 hours has not been tested.

Contraindications

Baloxavir marboxil should not be co-administered with dairy products, calcium-fortified beverages, or laxatives, antacids, or oral supplements containing calcium, iron, magnesium, selenium, aluminum or zinc.

Metabolism

Baloxavir marboxil is a prodrug that is converted by hydrolysis to baloxavir, the active form that exerts anti-influenza virus activity Label.

Uses

Baloxavir Marboxil is a prodrug of S-033447, which is an inhibitor of the cap-dependent endonuclease of influenza A and B viruses.

Preparation

The synthesis of baloxavir marboxil involved the following steps: The coupling of the 1-R and 2 fragments was carried out under dehydration conditions of 1-propanephosphonic anhydride (T3P) and methanesulfonic acid at 70 °C to obtain protected baloxavir 19. Compound 19 was then reacted with 0.6 equivalents of PhBr and K2CO3. Debenzylation was then carried out using LiCl in CH3CONMe2 to give baloxavir acid in 94% yield. In the final step for the preparation of the prodrug, baloxavir acid was reacted with chloromethyl methyl carbonate in dimethylacetamide in 93% yield to form baloxavir marboxyl.

The reaction mechanism for the final step for the synthesis of baloxavir marboxil(BXM).

brand name

XOFLUZA? (baloxavir marboxil)

Biological Activity

Baloxavir marboxil is a prodrug that is metabolised to the active form baloxavir acid also known as S-033447. S-033447 is a small molecule inhibitor of the cap-dependent endonuclease of influenza A and B viruses. It has shown nanomolar antiviral activity against influenza A and B viruses in vitro. In murine models of seasonal influenza and avian influenza A(H5N1) or A(H7N9), orally administered baloxavir showed a rapid reduction in pulmonary viral loads and decreased mortality. Baloxavir significantly reduced the time for alleviation of symptoms and reduced virus titres at 24 and 48 hours post-treatment at three different doses (10 mg, 20 mg and 40 mg) in a phase II study with patients experiencing uncomplicated influenza.

Mechanism of action

Baloxavir marboxil is an influenza therapeutic agent, specifically, an enzyme inhibitor targeting the influenza virus' cap-dependent endonuclease activity, one of the activities of the virus polymerase complex. In particular, it inhibits a process known as cap snatching, by which the virus derives short, capped primers from host cell RNA transcripts, which it then uses for polymerase-catalyzed synthesis of its needed viral mRNAs. A polymerase subunit binds to the host pre-mRNAs at their 5' caps, then the polymerase's endonuclease activity catalyzes its cleavage "after 10–13 nucleotides". As such, its mechanism is distinct from neuraminidase inhibitors such as oseltamivir and zanamivir.

Side effects

Common side effects following the single dose administration of baloxavir marboxil include diarrhea, bronchitis, common cold, headache, and nausea. Adverse events were reported in 21% of people who received baloxavir, 25% of those receiving placebo, and 25% of oseltamivir.

References

[1] HUGHES* D L. Review of the Patent Literature: Synthesis and Final Forms of Antiviral Drugs Tecovirimat and Baloxavir Marboxil[J]. Organic Process Research & Development, 2019, 23 7: 1298-1307. DOI:10.1021/acs.oprd.9b00144.
[2] ANDOYOSHINORI. Pharmacokinetic and pharmacodynamic analysis of baloxavir marboxil, a novel cap-dependent endonuclease inhibitor, in a murine model of influenza virus infection.[J]. Journal of Antimicrobial Chemotherapy, 2021, 76 1: 189-198. DOI:10.1093/jac/dkaa393.
[3] YANGTIANRUI. Baloxavir Marboxil: The First Cap-Dependent Endonuclease Inhibitor for the Treatment of Influenza.[J]. Annals of Pharmacotherapy, 2019, 53 7: 754-759. DOI:10.1177/1060028019826565.
[4] Chemical Structure and Synthesis of Baloxavir Marboxil, A Novel Endonuclease Inhibitor For The Treatment Influenza : An Overview

Baloxavir marboxil Preparation Products And Raw materials

Raw materials

Preparation Products

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Baloxavir marboxil Suppliers

Beijing Lianben Pharm-Chemicals Tech. Co.,Ltd
Tel
010-83386559 18810831598
Fax
010-83386758
Email
sales@lianben.com
Country
China
ProdList
93
Advantage
58
Xiamen Halosyntech Co., Ltd
Tel
0592-6688068 18106901346
Fax
0592-6686768
Email
qbl2015@halolife.cn
Country
China
ProdList
100
Advantage
55
Yunfei Pharmaceutical(Shenzhen) Co., Ltd.
Tel
0755-61160828 15994832653
Fax
0755-61160828
Email
hulixiu@yunfeipharma.com
Country
China
ProdList
248
Advantage
58
Hangzhou Cheminspire Technology Co., Ltd.
Tel
0571-89081561; 10006559855
Fax
0571 89081561
Email
info@cheminspire.com
Country
China
ProdList
412
Advantage
58
Shanghai jing Hao pharmaceutical technology co., LTD
Tel
021-68900963 15618693615
Fax
021-68900963
Email
sales@jinghaopharma.com
Country
China
ProdList
310
Advantage
58
Cangzhou Enke Pharma-tech Co., Ltd.
Tel
0317-5296180 15533709196
Fax
0317-5106596
Email
sale@enkepharma.com
Country
China
ProdList
1900
Advantage
55
Hubei Chenxin Pharmaceutical Co., Ltd.
Tel
17362916295 17362916295
Fax
QQ:840947394
Email
w17362916295@163.com
Country
China
ProdList
3022
Advantage
58
CHENGHUI PHARMACEUTICAL GROUP LTD
Tel
0531-58897070 15254140813
Fax
0531-58897046
Email
market@jnchsd.com
Country
China
ProdList
213
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58
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19173
Advantage
64
Jinan Chenghui Shuangda biological Co., LTD
Tel
0531-58897003 15550412551
Fax
0531-58897003
Email
market@jnchsd.com
Country
China
ProdList
211
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62
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View Lastest Price from Baloxavir marboxil manufacturers

Dorne Chemical Technology co. LTD
Product
Baloxavir marboxil 1985606-14-1
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
10 ton
Release date
2024-03-26
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Baloxavir Marboxil 1985606-14-1
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-08-02
Cangzhou Kangrui Pharma Tech Co. Ltd.,
Product
Baloxavir marboxil 1985606-14-1
Price
US $0.00-0.00/g
Min. Order
10g
Purity
99
Supply Ability
20kgs
Release date
2024-10-15

1985606-14-1, Baloxavir marboxilRelated Search:


  • CS-2794
  • S-033188
  • S-033188;XOFLUZA
  • Xofluza
  • aloxavir marboxil
  • PubChem ID: 124081896
  • Baloxavir marboxil
  • baloxavir marboxil S-033188
  • Baloxavir Impurity 9
  • (3R)-2-[(11S)-7,8-difluoro-6,11-dihydrobenzo[c][1]benzothiepin-11-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,8]tetradeca-10,13-dien-11-yl]oxymethyl methyl carbonate
  • 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
  • Baoxavir Marboxdil
  • N - [(s) - (2,3,4,5,6-pentafluorophenoxy) phenoxyphosphoryl] - L-alanine isopropyl ester (pentafluoroside chain)
  • Baloxavir marboxil (BXM, S033188)
  • 1985606-14-1 Baloxavir marboxil
  • 2'S)-Folinic acid
  • Baloxavir marboxil1
  • (((R)-12-((S)-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 methyl carbonate
  • {[(3R)-2-[(2S)-12,13-difluoro-9-thiatricyclo[9.4.0.03,?]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl]-9,12-dioxo-5-oxa-1,2,8-triazatricyclo[8.4.0.03,?]tetradeca-10,13-dien-11-yl]oxy}methyl methyl carbonate
  • Baloxavirmarboxi
  • IBaloxavir marboxi
  • Baloxavir marboxil API
  • Baloxavir Marboxil In-House
  • baloxavirmarboxil impurities
  • ({(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 methyl carbonate
  • Baloxavir ester
  • S 033188|||S-033188|||Influenza Virus|||S-033188|||inhibit|||S033188|||Baloxavir marboxil|||S-033188|||S033188|||S 033188|||Inhibitor|||Baloxavir marboxil
  • Balosavir ester
  • 1985606-14-1
  • 985606-14-1
  • 1986605-59-1
  • C27H23F2N3O7S
  • API
  • 1985606-14-1