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
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 |
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
Raw materials
1of2
Preparation Products
Alatrofloxacin Mesylate Suppliers
Supplier | Tel | 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 |