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ChemicalBook >> CAS DataBase List >>Alalevonadifloxacin

Alalevonadifloxacin

CAS No.
706809-20-3
Chemical Name:
Alalevonadifloxacin
Synonyms
WCK-2349;Alalevonadifloxacin;L-Alanine, 1-[(5S)-2-carboxy-9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizin-8-yl]-4-piperidinyl ester;(S)-8-[4-[[(S)-2-Aminopropanoyl]oxy]-1-piperidyl]-9-fluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylic Acid
CBNumber:
CB04919764
Molecular Formula:
C22H26FN3O5
Molecular Weight:
431.46
MDL Number:
MOL File:
706809-20-3.mol
Last updated:2025-05-20 14:28:39
Product description Number Pack Size Price
Alalevonadifloxacin 95% A2665482 1mg $91
Alalevonadifloxacin 95% A2665482 5mg $226
Alalevonadifloxacin 95% A2665482 10mg $329
Alalevonadifloxacin 95% A2665482 25mg $509
Alalevonadifloxacin 95% A2665482 50mg $684

Alalevonadifloxacin Properties

FDA UNII 57B7E1D1TG

Alalevonadifloxacin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Ambeed A2665482 Alalevonadifloxacin 95% 706809-20-3 1mg $91 2026-06-05 Buy
Ambeed A2665482 Alalevonadifloxacin 95% 706809-20-3 5mg $226 2026-06-05 Buy
Ambeed A2665482 Alalevonadifloxacin 95% 706809-20-3 10mg $329 2026-06-05 Buy
Ambeed A2665482 Alalevonadifloxacin 95% 706809-20-3 25mg $509 2026-06-05 Buy
Ambeed A2665482 Alalevonadifloxacin 95% 706809-20-3 50mg $684 2026-06-05 Buy
Product number Packaging Price Buy
A2665482 1mg $91 Buy
A2665482 5mg $226 Buy
A2665482 10mg $329 Buy
A2665482 25mg $509 Buy
A2665482 50mg $684 Buy

Alalevonadifloxacin Chemical Properties,Uses,Production

Description

Alalevonadifloxacin(Emrok O) is a structurally similar prodrug of Levonadifloxacin developed by Wockhardt that can be administered orally, providing an alternative route of administration for the same indication.

Uses

Emrok O is indicated for the treatment of acute bacterial skin and skin structure infections (ABSSSI), including diabetic foot infections, and methicillin-resistant Staphylococcus aureus (MRSA) infections.

Mechanism of action

Emrok O belongs to the fluoroquinolone antibiotic class and works by inhibiting bacterial DNA gyrase.

Synthesis

Starting from 2-bromo-4,5-difluoroacetylaniline, it was reacted with crotonaldehyde under Skraup-Doeber-VonMiller reaction conditions to generate quinoline 2 in 67% yield. Pd-on-carbon catalytic hydrogenation was used to reduce the carbon-bromine bond in 2, and the catalyst was removed by filtration. Platinum-on-carbon was added to the reaction mixture and the hydrogenation conditions were again applied to give tetrahydroquinoline 3 in 97% yield. Tetrahydroquinoline 3 was reacted with 2,3-di-O-benzyl-L-tartaric acid (L-DBTA) and subsequently recrystallized from 60% methanol-water solution to give S-isomer 4 in 35% yield and 100% enantiomeric excess. The recovered R-isomer could be racemized by treatment with methanesulfonic acid. Compound 4 was reacted with diethylethoxymethylvinylmalonate in polyphosphoric acid and subsequently treated with hydrochloric acid to give tricyclic acid 5 in 88% yield. The tricyclic acid 5 chelates with the in situ generated borotriacetate to form the cyclic boronic ester complex 6. The cyclic boronic ester complex 6 is reacted with 4-hydroxypiperidine to afford levonadifloxacin 8 in good yield in a two-step reaction.Levonadifloxacin 8 was coupled with Boc-alanine, followed by removal of the Boc protecting group and salt formation with methanesulfonic acid to afford alalevonadifloxacin (I) in 95% yield.
synthesis of Alalevonadifloxacin

Alalevonadifloxacin Preparation Products And Raw materials

Raw materials

Preparation Products

Alalevonadifloxacin Suppliers

Global( 4)Suppliers
Supplier Tel Email Country ProdList Advantage
BOC Sciences
16314854226; +8616314854226 inquiry@bocsci.com United States 19852 58
Beijing Boorsen Biotechnology Co., Ltd 400-901-9800 18611424007 cis@bioss.com.cn China 9185 58
Nantong Hanfang Biotechnology Co. , Ltd. hanfangpharma@126.com 18017580634 hanfangpharma@126.com China 25800 58
Alalevonadifloxacin L-Alanine, 1-[(5S)-2-carboxy-9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizin-8-yl]-4-piperidinyl ester WCK-2349 (S)-8-[4-[[(S)-2-Aminopropanoyl]oxy]-1-piperidyl]-9-fluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylic Acid 706809-20-3
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