146961-77-5 Usage
Chemical Properties
White Solid
Originator
Alatrofloxacin
mesylate,Pfizer
Uses
Different sources of media describe the Uses of 146961-77-5 differently. You can refer to the following data:
1. Alatrofloxacin Mesylate is the parental prodrug of Trovafloxacin (T893000), on phagocytic, anti-inflammatory and immunomodulation events of human THP-1 monocytes.
2. 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
Check Digit Verification of cas no
The CAS Registry Mumber 146961-77-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,6,9,6 and 1 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 146961-77:
(8*1)+(7*4)+(6*6)+(5*9)+(4*6)+(3*1)+(2*7)+(1*7)=165
165 % 10 = 5
So 146961-77-5 is a valid CAS Registry Number.