Miokamycin
Title: Miokamycin
CAS Registry Number: 55881-07-7
CAS Name: Leucomycin V 3B,9-diacetate 3,4B-dipropanoate
Additional Names: 9,3¢¢-diacetylmidecamycin; MOM; ponsinomycin
Trademarks: Miocamycin (Meiji)
Molecular Formula: C45H71NO17
Molecular Weight: 898.04
Percent Composition: C 60.18%, H 7.97%, N 1.56%, O 30.29%
Literature References: Macrolide antibiotic; deriv of midecamycin A1. Prepn: S. Inoue et al., JP Kokai 74 124087; eidem, US 4017607 (1974, 1977 both to Meiji Seika); S. Omoto et al., J. Antibiot. 29, 536 (1976); T. Nakamura et al., Chem. Lett. 1978, 1293. Prepn of noncrystalline form and comparison of physico-pharmaceutical properties: T. Sato et al., Chem. Pharm. Bull. 29, 2675 (1981). Antibacterial spectrum: K. Kawaharajo et al., J. Antibiot. 34, 436 (1981). Metabolism: T. Shomura et al., Chem. Pharm. Bull. 29, 2413 (1981). Laboratory and clinical pediatric studies: Y. Toyonaga et al., Jpn. J. Antibiot. 35, 1475 (1982), C.A. 98, 216y (1983). Clinical bioavailability: F. Fraschini et al., Int. J. Clin. Pharmacol. Res. 10, 293 (1989).
Properties: Tasteless crystals from isopropanol, mp ~220° (with coloration). [a]D25 -53° (c = 1.0 in chloroform). [a]D20 -74° (c = 1 in methanol). uv max (methanol): 231 nm (E1%1cm 342). Sol in methanol, acetone, chloroform. Very slightly sol in water.
Melting point: mp ~220° (with coloration)
Optical Rotation: [a]D25 -53° (c = 1.0 in chloroform); [a]D20 -74° (c = 1 in methanol)
Absorption maximum: uv max (methanol): 231 nm (E1%1cm 342)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Macrolides.

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