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Alatrofloxacin Mesylate

CAS No.
146961-77-5
Chemical Name:
Alatrofloxacin Mesylate
Synonyms
Alatrofloxacin Mesylate;L-Alanyl-N-[(1α,5α,6α)-3-[6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5,8-dihydro-5-oxo-1,8-naphthyridin-2-yl]-3-azabicyclo[3.1.0]hex-6-yl]-L-alaninaMide Mesylate;L-Alanyl-N-[(1α,5α,6α)-3-[6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5,8-dihydro-5-oxo-1,8-naphthyridin-2-yl]-3-azabicyclo[3.1.0]hex-6-yl]-L-alaninaMide Methanesulfonate;7-[(1S,5R)-6-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]propanoyl]amino]-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
CBNumber:
CB92543571
Molecular Formula:
C27H29F3N6O8S
Molecular Weight:
654.62
MDL Number:
MFCD00865107
MOL File:
146961-77-5.mol
Last updated:2023-04-23 13:52:06

Alatrofloxacin Mesylate Properties

Melting point >225°C (dec.)
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form Solid
color White to Off-White
FDA UNII 2IXX802851

Alatrofloxacin Mesylate price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 259021 Alatrofloxacin mesylate 146961-77-5 5mg $446 2021-12-16 Buy
TRC A511400 AlatrofloxacinMesylate 146961-77-5 10mg $1300 2021-12-16 Buy
Biosynth Carbosynth FA17256 Alatrofloxacin mesylate 146961-77-5 100mg $1529 2021-12-16 Buy
Medical Isotopes, Inc. 19407 AlatrofloxacinMesylate 146961-77-5 100mg $2620 2021-12-16 Buy
Biosynth Carbosynth FA17256 Alatrofloxacin mesylate 146961-77-5 25mg $463 2021-12-16 Buy
Product number Packaging Price Buy
259021 5mg $446 Buy
A511400 10mg $1300 Buy
FA17256 100mg $1529 Buy
19407 100mg $2620 Buy
FA17256 25mg $463 Buy

Alatrofloxacin Mesylate Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Alatrofloxacin mesylate,Pfizer

Uses

Alatrofloxacin Mesylate is the parental prodrug of Trovafloxacin (T893000), on phagocytic, anti-inflammatory and immunomodulation events of human THP-1 monocytes.

Manufacturing Process

The dipolar cycloaddition of ethyldiazoacetate to the protected dihydropyrrole (with carbobenzyloxy (CBZ) protecting group) gives the fused pyrrazolidine- (CBZ-3-ethylperoxy-1,3a,4,5,6,6a-hexahydro-pyrrolo{3,4-c}pyrazole). Pyrolysis results in loss of nitrogen and formation of the cyclopyrrolidine ring. The ester is then saponified to the corresponding carboxylic acid (CBZ-6-azabicyclo[ 3.1.0]hexene-3-carboxylic acid).This acid undergoes a version of the Curtius rearrangement when treated with diphenylphosphinous azide to afford transient isocyanate. That reactive function adds tert-butanol from the reaction medium to afford the product as its butoxycarbonyl (BOC) derivative. CBZ-protecting group is removed by catalytic hydrogenation on Pd to afford the BOC-protected secondary amine - BOC-6-aza-bicyclo[3.1.0]hex-3-ylamine. In a standard quinolone reaction, this amine is then used to displace the more reactive fluorine at 7-position in the quinolone - 1-(2,4 difluoro-phenyl)-6,7- difluoro-4-oxo-1,4-dihydro[1,8]naphthylridine-3-carboxylic acid ethyl ester. Treatment of the displacement product with hydrogen chloride cleaves the BOC protecting group to afford the antibiotic trovafloxacin. The peptide-like alanylalanylamide derivative, alatrofloxacin can in principle be prepared by reaction of the ester precursor of trovafloxacin with alanylalanine followed by saponification and treatment by methane sulphonic acid (mesylate).

brand name

Trovan (Pfizer).

Therapeutic Function

Antibacterial

Alatrofloxacin Mesylate Preparation Products And Raw materials

Alatrofloxacin Mesylate Suppliers

Global( 12)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8073 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 13028896684 sales@rrkchem.com China 55717 58
Energy Chemical 021-58432009 400-005-6266 marketing1@energy-chemical.com China 44894 58
Carbosynth -- sales@carbosynth.com United Kingdom 6018 58

146961-77-5(Alatrofloxacin Mesylate)Related Search:

Alatrofloxacin Mesylate L-Alanyl-N-[(1α,5α,6α)-3-[6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5,8-dihydro-5-oxo-1,8-naphthyridin-2-yl]-3-azabicyclo[3.1.0]hex-6-yl]-L-alaninaMide Mesylate L-Alanyl-N-[(1α,5α,6α)-3-[6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5,8-dihydro-5-oxo-1,8-naphthyridin-2-yl]-3-azabicyclo[3.1.0]hex-6-yl]-L-alaninaMide Methanesulfonate 7-[(1S,5R)-6-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]propanoyl]amino]-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid 146961-77-5 C27H29F3N6O8S Amines, Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals Pharmaceuticals Amines Chiral Reagents Heterocycles Intermediates & Fine Chemicals