Mepartricin
Title: Mepartricin
CAS Registry Number: 11121-32-7
CAS Name: Partricin methyl ester
Additional Names: methylpartricin
Manufacturers' Codes: SN-654; SPA-S-160
Trademarks: Ipertrofan (SPA); Orofungin (SK & F); Tricandil (SPA); Tricangine (SK & F)
Literature References: Methyl ester of the heptaene macrolide antibiotic complex, partricin, q.v. Prepn: T. Bruzzese et al., Experientia 28, 1515 (1972); T. Bruzzese, R. Ferrari, DE 2154436 (1972 to SPA); eidem, US 3780173 (1973). Alternate prepn: R. C. Pandey, J. Antibiot. 30, 158 (1977); R. C. Tweit et al., ibid. 35, 997 (1982). Structure of mepartricins A and B: J. Golik et al., ibid. 33, 904 (1980). Antimycotic activity: W. Ritzerfield, Farmaco Ed. Sci. 27, 235 (1972); activity vs Trichomonas vaginalis: G. Pucci, S. Ripa, Farmaco Ed. Prat. 28, 293 (1973). Hemolytic activity studies: B. Cybulska et al., Biochem. Pharmacol. 33, 41 (1984). Stability data: S. Mizuba, K. Lee, Dev. Ind. Microbiol. 16, 380 (1975). Use of mepartricin and its complexes in treatment of benign prostatic hypertrophy: T. Bruzzese, L. Ferrari, US 4237117 (1980 to SPA). Clinical studies: M. De Bernardi et al., Curr. Ther. Res. 43, 1159 (1988); T. Lotti et al., ibid. 44, 402 (1988).
Properties: Deep yellow crystalline material. uv max (ethanol): 401, 378, 359, 340 nm. Slightly sol in water, aq alkali, ether, petr ether, benzene. Sol in acetone, alcohols, pyridine, DMF, DMSO. LD50 in mice: >2 g/kg orally; 200 mg/kg i.p. (Bruzzese, 1972).
Absorption maximum: uv max (ethanol): 401, 378, 359, 340 nm
Toxicity data: LD50 in mice: >2 g/kg orally; 200 mg/kg i.p. (Bruzzese, 1972)
 
Derivative Type: Mepartricin A
CAS Registry Number: 62534-68-3
CAS Name: 40-Demethyl-3,7-dideoxo-3,7-dihydroxy-N47-methyl-5-oxocandicidin D methyl ester cyclic 15,19-hemiacetal
Additional Names: gedamycin methyl ester
Molecular Formula: C60H88N2O19
Molecular Weight: 1141.34
Percent Composition: C 63.14%, H 7.77%, N 2.45%, O 26.63%
Properties: Lemon yellow powder from ether, mp 145-149° (dec). uv max (methanol): 400, 377, 357, 339, 287, 240, 234, 204 nm (e 79326, 92454, 68094, 51685, 14199, 24612, 26505, 16092).
Melting point: mp 145-149° (dec)
Absorption maximum: uv max (methanol): 400, 377, 357, 339, 287, 240, 234, 204 nm (e 79326, 92454, 68094, 51685, 14199, 24612, 26505, 16092)
 
Derivative Type: Mepartricin B
CAS Registry Number: 62534-69-4
Molecular Formula: C59H86N2O19
Molecular Weight: 1127.32
Percent Composition: C 62.86%, H 7.69%, N 2.48%, O 26.97%
Properties: Lemon yellow powder from ether, mp 154-158° (dec). uv max (methanol): 402, 379, 359, 340, 285, 233, 204 nm (e 81101, 94729, 64171, 41558, 16196, 23835, 21696).
Melting point: mp 154-158° (dec)
Absorption maximum: uv max (methanol): 402, 379, 359, 340, 285, 233, 204 nm (e 81101, 94729, 64171, 41558, 16196, 23835, 21696)
 
Derivative Type: Complex with sodium lauryl sulfate
Manufacturers' Codes: SPA-S-222
Trademarks: Montricin (SPA)
 
Therap-Cat: Antifungal; antiprotozoal (Trichomonas). In treatment of benign prostatic hypertrophy.
Keywords: Antifungal (Antibiotics); Polyenes; Antiprostatic Hypertrophy; Antiprotozoal (Trichomonas).

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