Name | (2R-cis)-(3-methyloxiranyl)phosphonic acid, compound with 2-amino-2-(hydroxymethyl)propane-1,3-diol (1:1) |
Synonyms | Fosfomycin Trometamol Fosfomycin Tromethamine Tromethamine fosfosmycin fosfomycintrometamolsalt FosfoMycin troMethaMine API fosfomycincompd.withtrometamol Fosfomycin Tromethamine (800 mg) (3-methyloxiranyl)-phosphonicaci(2r-cis)-phosphonicacicompd.with2-amino-2-(hydroxy 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium hydrogen [(2R,3S)-3-methyloxiran-2-yl]phosphonate |
CAS | 78964-85-9 |
EINECS | 279-018-8 |
InChI | InChI=1/C4H11NO3.C3H7O4P/c5-4(1-6,2-7)3-8;1-2-3(7-2)8(4,5)6/h6-8H,1-3,5H2;2-3H,1H3,(H2,4,5,6)/t;2-,3+/m.1/s1 |
InChIKey | QZJIMDIBFFHQDW-LMLSDSMGSA-N |
Molecular Formula | C7H18NO7P |
Molar Mass | 259.19 |
Melting Point | 122-125oC |
Boling Point | 357°C at 760 mmHg |
Flash Point | 169.7°C |
Solubility | Very soluble in water, slightly soluble in ethanol (96 per cent) and in methanol, practically insoluble in acetone. |
Vapor Presure | 1.57E-06mmHg at 25°C |
Appearance | Solid |
Color | White to Off-White |
Storage Condition | Hygroscopic, Refrigerator, under inert atmosphere |
Stability | Hygroscopic |
Use | IR identification |
HS Code | 2941906000 |
Introduction | fosfomycin trometamol is fosfomycin and 2-amino-2-hydroxymethyl-1, the propylene glycol salt is a 1:1 mixture of which fosfomycin is the active ingredient. Fosfomycin tromethamine overcomes some defects of fosfomycin metal salt, and has the advantages of mild efficacy, high oral absorption concentration and long action time. It is a more mild and effective antibacterial drug. |
indication | fosfomycin tromethamine is used to treat acute simple lower urinary tract infection caused by sensitive bacteria (e. G. Acute cystitis, acute attack of chronic cystitis, acute Urinary bladder syndrome, non-specific urethritis, asymptomatic bacteriuria during pregnancy, urinary tract infection after surgery) and prevention of urinary tract infections during surgery and infections caused by the diagnostic practices of the urinary tract. |
pharmacological action and mechanism of action | the molecular structure of fosfomycin is similar to that of phosphoenolpyruvate, irreversibly binds to pyruvate-diphosphate uracil-acetylglucosaminyltransferase, interferes with the first step of bacterial cell wall mucin synthesis, inhibits subsequent reactions, and thus exerts a bactericidal effect. This product only acts on the bacterial cell wall, human cells without this target is not affected, can be used for pregnant women, children and elderly patients. In vitro studies have shown that fosfomycin has a long post-antibiotic effect (3.4 to 4.7 hours) against Escherichia coli and Proteus mirabilis. In vitro experiments confirmed that fosfomycin on Escherichia coli and Pseudomonas aeruginosa biofilm formation has inhibitory effect. |
pharmacokinetics | fosfomycin tromethamine is rapidly absorbed and decomposed into free fosfomycin after oral administration. Oral bioavailability in healthy adults was 34% to 41%, 37% on an empty stomach, and 30% after eating. Oral administration of 3G fosfomycin tromethamine (calculated by fosfomycin),2~2.5 hours to achieve the highest blood concentration (Cmax) of 22~32mg/L; High fat diet can prolong the time to peak (about 4H), and Cmax was slightly decreased [(17.6±4.4)mg/L]. The goods do not bind with plasma protein, the average steady-state apparent volume of distribution (136.1±44.1)L. The average oral Half-Life (t1/2) was (5.7±2.8) hours. After absorption, fosfomycin mainly distributed in the kidney, bladder wall, prostate and seminal vesicle, followed by heart, lung, liver and other tissues. Animal experiments and clinical studies have proved that this product can penetrate the placental barrier. Compared with a single oral dose of 2g of fosfomycin calcium, the average peak plasma concentration (7mg/L) was higher. Fosfomycin is mainly excreted in urine and feces as the original form. The total clearance rate and renal clearance rate were (16.9±3.5) L/h and (6.3±1.7)L/h respectively. Once oral administration of 3G, 4 hours urine drug concentration can reach the peak value, the average is 1053~4415mg/L, the concentration of fosfomycin in urine is maintained at more than 100mg/L for 24~48 hours, therefore, it is sufficient to inhibit a variety of pathogenic bacteria in the urinary tract. |
biological activity | Fosfomycin tromethamine (MK-0955 tromethamine) is a broad-spectrum antibiotic that can cross the blood-brain barrier, irreversibly inhibits the early stages of cell wall synthesis. Fosfomycin tromethamine has bactericidal activity against a variety of bacteria, including multi-drug resistant (MDR), extensively drug resistant (XDR) and whole drug resistant (PDR) bacteria. |
Use | use as an antibiotic |