Baloxavir marboxil

한글명:Baloxavir marboxil

카스 번호1985606-14-1

상품명:Baloxavir marboxil

CBNumberCB63361382

분자식C27H23F2N3O7S

포뮬러 무게571.55

MOL 파일1985606-14-1.mol

화학적 성질

끓는 점	712.8±70.0 °C(Predicted)
밀도	1.57±0.1 g/cm3(Predicted)
저장 조건	Sealed in dry,Store in freezer, under -20°C
용해도	DMSO:45.0(Max Conc. mg/mL);78.73(Max Conc. mM)
물리적 상태	결정성 고체
산도 계수 (pKa)	-1.46±0.40(Predicted)
색상	White to yellow
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

그림문자(GHS)

Baloxavir marboxil 화학적 특성, 용도, 생산

용도
Baloxavir Marboxil is a prodrug of S-033447, which is an inhibitor of the cap-dependent endonuclease of influenza A and B viruses.
제조 방법
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).
상표명
XOFLUZA? (baloxavir marboxil)
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.
부작용
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.

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