Antibióticos Naturais e Semissintéticos

<p>Applications Erythromycin Glucoheptonate is a derivative of Erythromycin (E649950), an antibiotic.<br>References Delaforge, M. et al.: Biochem. Pharm., 32, 2309 (1983); Niederau, W. et al.: Chemother., 26, 121 (1980);<br></p>

<p>Stability Hygroscopic<br>Applications Kanamycin (K137500) derivative as synthetic byproduct of Amikacin (A578500).<br>References Kawaguchi, H., et al.: J. Antibiotics, 25, 695 (1972), Naito, T., et al.: J. Antibiotics, 26, 297 (1973),<br></p>

<p>Stability Very unstable<br>Applications Cefixime Impurity is an impurity of Cefixime (C242800); an orally active third generation cephalosporin antibiotic.<br>References Kamimura, T., et al.: Antimicrob. Agents Chemother., 25, 98 (1984); Yamanaka, H., et al.: J. Antibiot., 38, 1738 (1985); Guay, D.R.P., et al.: Antimicrob. Agents Chemother., 30, 485 (1986)<br></p>

<p>Applications Di-TFA Salt of 2,6-Diamino-2,3,6-trideoxy-D-ribo-Hexose is a degradent of Tobramycin (T524000) a single factor antibiotic comprising about 10% of nebramycin, the aminoglycosidic antibiotic complex produced by Streptomyces tenebrarius. Antibacterial.<br>References Koch, K.F., et al.: Antimicrob. Agents Chemother., 309 (1970), Welles, J.S., et al.: Toxicol. Appl. Pharmacol., 22, 332 (1972), Dash, A.K., et al.: Anal. Profiles Drug Subs. Excip., 24, 579 (1996),<br></p>

<p>Applications N-Acetyl Cefixime is the N-acetylated analogue and impurity of the third generation cephalosporin antibiotic, Cefixime (C242800).<br></p>

<p>Applications Amoxicillin sodium (Amox) (cas# 34642-77-8) is a useful research chemical.<br></p>

<p>Impurity Clarithromycin EP Impurity E<br>Applications 6,11-Di-O-methyl Erythromycin (Clarithromycin EP Impurity E) is a Di-O-alkyl Erythromycin (E649950) is an impurity of Clarithromycin (C559750). Clarithromycin impurity E per British Pharmacopoeia.<br>References Morimoto, S. et al.: J. Antibiot., 43, 286 (1990); Kohno, Y. et al.: J. Antimicrob. Chemother., 26, 503 (1990);<br></p>

<p>Applications An antibiotic derived from Tetracycline. Studies have shown that this derivative can have a 250-fold higher toxicity depending on the system under study. This compound is a contaminant of emerging concern (CECs).<br>References Simmons, D., et al.: J. Pharm. Sci., 55, 1313 (1966), Paemen, L., et al.: Biochem. Pharmacol., 52, 105 (1996),<br></p>

<p>Applications (6R,7S)-Cefoperazone Sodium Salt is the enantiomer of Cefoperazone (C242900) as an impurity.<br>References Fabre, H., et al.: J. Pharm. Sci., 73, 611 (1984), Strasters, J., et al.: Anal. Chem., 63, 2503 (1991), Chen, Z., et al.: World Notes Antibiot., 25, 249 (2004),<br></p>

<p>Applications Linezolid Dimer is an impurity of the antibacterial agent Linezolid (L466500).<br></p>

<p>Applications Mitomycin (M371900) impurity.<br>References Siegel, D., et al.: Biochemistry, 31, 7879 (1992), Kontou, M., et al.: Oncogene, 21, 2406 (2002),<br></p>

<p>Impurity Terbinafine EP Impurity B<br>Applications cis-Terbinafine Hydrochloride (Terbinafine EP Impurity B) is an impurity in the production of Terbinafine hydrochloride.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Petranyi, G., et al.: Science, 224, 1239 (1984), Stutz, A., et al.: J. Med. Chem., 27, 1539 (1984),<br></p>

<p>Applications cis-1-Hydroxy-2,7-diamino Mitosene is derived from Mitomycin C (M371900), which is an antitumor antibiotic. It is antineoplastic. Also, it is an oxazolidinone derivative resulting from a cyclization reaction of bicarbonate with the aziridine ring of aziridinomitosene.<br>References Kinoshita, S., et al.: J. Med. Chem., 14, 13 (1971); Beijnen, J.H., et al.: Anal. Profiles Drug Subs., 16, 361 (1986); Paz, M. M.: Bioorg. Med. Chem. Lett., 20, 31-34 (2010)<br></p>

<p>Stability Light Sensitive<br>Applications Di-2-(Hydroxyphenyl)acetamido Cefprozil is an impurity in the synthesis of Cefprozil (C243910), semisynthetic oral cephalosporin consisting of approx. 90:10 Z/E isomeric mixture. Antibacterial.<br>References Jones, R.N., et al.: Diagn. Microb. Infect. Dis., 9, 11 (1988), Barbhaiya, R.H., et al.: Antimicrob. Agents Chemother., 34, 1204 (1990)<br></p>

<p>Applications N-t-Butyl Linezolid is a derivative of Linezolid (L466500), prototype of the oxazolidinone antimicrobials; inhibits bacterial mRNA translation.<br>References Brickner, S.J., et al.: J. Med. Chem., 39, 673 (1996), Ford, C.W., et al.: Antimicrob. Agents Chemother., 40, 1508 (1996), Rybak, M.J., et al.: Pharmacotherapy, 18, 456 (1998), Stevens, D.L., et al.: Clin. Infect. Dis., 34, 1481 (2002),<br></p>

<p>Stability Light and Temperature Sensitive<br>Applications Δ2-Cefadroxil is a derivative of Cefadroxil (C235750), a semi-synthetic cephalosporin antibiotic. Antibacterial.<br>References Buck, R.E., et al.: Antimicrob. Agents Chemother., 11, 324 (1977)<br></p>

<p>Applications Produced concentration-related relaxations of mouse anococcygeus, in a range similar to that already found for NO and other nitrovasodilators. A potent relaxant of non-vascular smooth muscle. Serves as an NO donor.<br>References Bauer &amp; Fung: J. Pharmacol. Exp. Ther., 256, 249 (1991), Gibson, A., et al.: Brit. J. Pharm., 107, 715 (1992), Shaffer, et al.: J. Pharm. Exper. Ther., 260, 286 (1992), Jansen, A., et al.: J. Pharmacol. Exp. Ther., 261, 154 (1992), Lander, H.M. et al.: J. Immunol., 150, 1509 (1993)<br></p>

<p>Impurity Terbinafine EP Impurity D; Terbinafine USP Related Compound D; Terbinafine BP Impurity D<br>Applications N-[(2E)-6,6-dimethyl-2-hepten-4-yn-1-yl]-N,4-dimethyl-1-naphthalenemethanamine (Terbinafine EP Impurity D; Terbinafine USP Related Compound D; Terbinafine BP Impurity D) is an impurity of Terbinafine (T107500), an orally active, antimycotic allylamine and a specific inhibitor of squalene epoxidase.<br>References Petranyi, G., et al.: Science, 224, 1239 (1984); Ryder, N.S., et al.: Antimicrob. Agents Chemother., 27, 252 (1985); Evans, E.G.V., et al.: Br. Med. J., 318, 1031 (1999);<br></p>

<p>Applications Imipenem intermediate.<br></p>

<p>Impurity Tacrolimus Methylacryl Aldehyde (USP)<br>Applications Tacrolimus Methyl Acryl Aldehyde is the degradation product of Tacrolimus (F370000), a novel macrocyclic lactone isolated from Streptomyces tsukubaensis, having immunosuppressant activity.<br>References Asano, K., et al.: In Vivo, 10, 537 (1996), McCall, E., et al.: Circ. Res., 79, 1110 (1996), Raufman, J.P., et al.: J. Biol. Chem., 271, 19877 (1996), Rokaw, M.D., et al.: Am. J. Physiol., 271, C194 (1996), Knoll, G.A., and Bell, R.C.: Brit. Med. J., 318, 1104 (1999),<br></p>

<p>Applications tert-Butyl N-[2-[2-(6-chlorohexyloxy)ethoxy]ethyl]carbamate is an intermediate in the synthesis of HaloTag O2 Tobramycin (H103850). HaloTag O2 Tobramycin is a derivative compound of Tobramycin (T524000), a single factor antibiotic comprising about 10% of nebramycin, the aminoglycosidic antibiotic complex produced by Streptomyces tenebrarius. An Antibacterial.<br>References Koch, K.F., et al.: Antimicrob. Agents Chemother., 309 (1970); Welles, J.S., et al.: Toxicol. Appl. Pharmacol., 22, 332 (1972); Dash, A.K., et al.: Anal. Profiles Drug Subs. Excip., 24, 579 (1996)<br></p>

<p>Impurity Potassium Clavulanate EP Impurity K<br>Applications tert-Octylamine (Potassium Clavulanate EP Impurity K) is used in the synthesis of aminomethyltetracycline dericatives as novel antibacterial agents. Also used in the preparation of carbonyl or sulfonylpyrrolidine containing uracil derivatives which have potent effect in the inhibitoon of deoxyuridine triphosphatase inhibitors.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Clark, R. et al.: J. Med. Chem., 56, 8112 (2013); Miyakoshi, H. et al.: J. Med. Chem., 55, 2960 (2012);<br></p>

<p>Applications Amino(3-​chlorophenyl)​acetic Acid functions as intermediate useful in the preparation of synthetic penicillins, also used in the structure-activity relationship examination of several drugs containing the benzyl moiety, their roles in biochemical and pharmacological processes.<br>References Hansch, C., et al.: J. Med. Chem., 13, 957 (1970); Holdrege, C. T., et al.: Can. (1975), CA 966853 A2 19750429;<br></p>

<p>Applications Intermediate in the preparation of Azamulin<br></p>

<p>Applications Kanamycin A (K137500) derivative.<br></p>

<p>Applications Clavulanic acid (C563750) impurity as a alkaline degradation product.<br>References Haginaka, J., et al.: Chem. Pharm. Bull., 31, 4436 (1983),<br></p>

<p>Applications Erythrolosamine is a derivative of Erythromycin A Oxime (E650010), which displays no antibacterial activity. It is a potent precursor of ketolide antibiotics.<br>References Basnet, D. et al.: J. Biotech., 135, 92 (2008); LeMahieu, R. et al.: J. Med. Chem., 17, 953 (1974)<br></p>

<p>Applications 3-Methyl-2,5-bis-(2-hydroxyethyl)pyrazine is a degradation product of Clavulanic Acid (C563750), a β-lactamase inhibitor, typically added to amoxicillin to increase its effectiveness.<br>References Reading, C. and Cole, M.: Antimicrob. Ag. Chemother., 11, 852 (1977), Ball, A.P., et al.: Lancet, 1, 620 (1980), Brogden, R.N., et al. Drugs, 22, 337 (1981); Haginaka, J. et al.: Chem. Pharm. Bull., 33, 218 (1985);<br></p>

<p>Applications A derivative of 7-Aminodeacetylcephalosporanic Acid (A604330) derivative with bactericidal properties. Used in the preparation of penicillin and deacetylcephaphosphorin derivatives.<br>References Borowicz, P. et al.: Pol. J. Pharmacol. Pharm., 31, 227 (1979);<br></p>

<p>Applications Ixabepilone is an anti-tumor agent used in the treatment of patients suffering from solid tumors, such as metastatic breast cancer.<br>References Duska, L. et al.: Gynecol. Oncol., 135, 44 (2014); Deeken, J. et al.: Cancer Chemother. Pharmacol., 73, 1071 (2014);<br></p>

<p>Impurity Cefixime EP Impurity F<br>Applications Cefixime Ethyl Ester is an ester impurity of the third generation cephalosporin antibiotic, Cefixime (C242800).<br>References Bian, L. et al.: Yao. Fen. Zaz., 30, 872 (2010);<br></p>

<p>Applications Ciprofloxacin Lactate is an antibiotic that has been used to medicate polymer wound dressing. Ciprofloxacin Lactate has been shown to produce high and sustained serum bactericidal titers against highly susceptible bacteria.<br>References Yu, H., et. al.: J. Appl. Polymer Sci., 101, 2453 (2006); Dudley, M.N., et. al.: DICP, Annals, Pharmacotherapy, 23, 456 (1989)<br></p>

<p>Stability Hygroscopic<br>Applications Streptidine is a metabolite derivative of Streptomycin (S687500), an antibiotic (antimycobacterial) drug, used for patients suffering from tuberculosis or other infectious diseases.<br>References Granados, O., et al.: Histology and Histopathology, 20, 357 (2005)<br></p>

<p>Impurity Ceftazidime EP Impurity H<br>Applications Ceftazidime Methyl Ester (Ceftazidime EP Impurity H) is an impurity of Ceftazidime (C244100). Ceftazidime impurity G.<br>References Miyake, A., et al.: Antimicrob. Agents Chemother., 486, 182 (1989), Seibert, G., et al.: Arzneim.-Forsch., 33, 1084 (1983),<br></p>

<p>Impurity Posaconazole Impurity;<br>Applications 2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-(hydroxymethyl)-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol is building block to synthesize key intermediates towards synthesis of highly active azole antifungals Sch 51048, Sch 56592 and Sch 45012. It is also an impurity/intermediate for posaconazole (P689600).<br>References Saksena, A., et al.: Tetrahedron Lett., 37, 5657 (1996); Lovey, R., et al.: Tetrahedron Lett., 35, 6047 (1994); Saksena, A., et al.: Tetrahedron Lett., 36, 1787 (1995)<br></p>

<p>Applications Intermediate in the production of labelled Posaconazole.<br></p>

<p>Impurity Clarithromycin Impurity O EP<br>Stability Hygroscopic<br>Applications Clarithromycin (9Z)-O-Methyloxime is an impurity of Clarithromycin (C559750); a semi-synthetic macrolide antibiotic and derivative of Erythromycin (E650000).<br>References Morgan, D., et al.: J. Chromatogr., 502, 351 (1990); Benson, C., et al.: Eur. J. Clin. Microbiol., 6, 173 (1987); Boyanova, L., et al.: J. Med. Microb., 61, 85 (2012); Lin, Z., et al.: Toxicol. Sci., 126, 114 (2012)<br></p>

<p>Applications Reagent used in the preparation of Cephalosporin antibiotics.<br>References Choi, K., et al.: J. Antibiotics, 50, 279 (1997), Bharathi, C., et al.: J. Pharm. Biomed. Anal., 43, 733 (2007),<br></p>

<p>Applications A labelled impurity of Gatifloxacin.<br>References Naber, C., et al.: Antimicrob. Agents Chemother., 45, 293 (2001), Herzler, M., et al.: J. Anal. Toxicol., 27, 233(2003), Pragst, F., et al.: Clin. Chem. Lab. Med., 42, 1325 (2004),<br></p>

<p>Applications (Z)-7-(((2R)-2-Carboxy-2-((4-oxopentan-2-yl)amino)ethyl)thio)-2-((S)-2,2-dimethylcyclopropanecarboxamido)hept-2-enoic Acid is an impurity of Cilastatin (C441100), prevents renal metabolism of penem and carbapenem antibiotics by specific and reversible dehydropeptidase I inhibition. Antibacterial adjunct.<br>References Finlay, K.R., et al.: Invest. Ophthalmol. Visual Sci., 24, 1147 (1983), Norrby, S.R., et al.: Antimicrob. Agents Chemother., 23, 300 (1983), Washburn, D.E., et al.: J. Antimicrob. Chemother., 12, 39 (1983),<br></p>

<p>Applications E-Ceftazidime is an impurity of Ceftazidime Pentahydrate (C244100); which is a third generation cephalosporin antibiotic.<br>References Brodie, A., et al.: Antimicrob. Agents Chemother., 17, 876 (1980); Richards, D.M., et al.: Drugs, 29, 105 (1985); Abounassif, M.A., et al.: Anal. Profiles Drug Subs., 19, 95 (1990)<br></p>