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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;L-Alaninamide, 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]-, methanesulfonate (1:1);L-Alaninamide, 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]-, methanesulfonate (1:1) (ACI)
CBNumber:
CB92543571
Molecular Formula:
C26H25F3N6O5.CH4O3S
Molecular Weight:
654.62
MDL Number:
MFCD00865107
MOL File:
146961-77-5.mol
MSDS File:
SDS
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(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 259021 Alatrofloxacin mesylate 146961-77-5 5mg $446 2026-06-03 Buy
Usbiological 259021 Alatrofloxacin mesylate 146961-77-5 10mg $679 2026-06-03 Buy
Usbiological 259021 Alatrofloxacin mesylate 146961-77-5 25mg $1045 2026-06-03 Buy
Usbiological 259021 Alatrofloxacin mesylate 146961-77-5 50mg $1652 2026-06-03 Buy
Usbiological 259021 Alatrofloxacin mesylate 146961-77-5 100mg $2696 2026-06-03 Buy
Product number Packaging Price Buy
259021 5mg $446 Buy
259021 10mg $679 Buy
259021 25mg $1045 Buy
259021 50mg $1652 Buy
259021 100mg $2696 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 Suppliers ( 18)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8039 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 sales@rrkchem.com China 57336 58
BOC Sciences 16314854226; +8616314854226 inquiry@bocsci.com United States 19852 58
Energy Chemical 400-0056266 marketing1@energy-chemical.com China 44927 58
LGC Science (Shanghai) Ltd. 17717235263 offer.de@lgcgroup.com China 19036 58
Qingdao Haizhi Weiyuan Biotechnology Co., Ltd. 18317699790 18317699790 l202008112023@163.com China 7733 58
Chongqing jooe co., ltd +86-15223382610 info@jooe.com China 15930 58
Alatrofloxacin Mesylate 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 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 L-Alaninamide, 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]-, methanesulfonate (1:1) L-Alaninamide, 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]-, methanesulfonate (1:1) (ACI) 146961-77-5 C27H29F3N6O8S Amines, Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals Pharmaceuticals Amines Chiral Reagents Heterocycles Intermediates & Fine Chemicals