Pristinamycin
Structural Formula Vector Image
Title: Pristinamycin
CAS Registry Number: 270076-60-3
Manufacturers' Codes: RP-7293
Trademarks: Pyostacine (RPR)
Literature References: One of the streptogramins, q.v., produced by Streptomyces pristinaespiralis (NRRL 2958). The two major components are IA and IIA. Isoln: W. D. Celmer, B. A. Sobin, Antibiot. Annu. 1955-1956, 437; D. I. Mancy et al., FR 1301857; eidem, US 3154475 (1962, 1964 both to Rhône-Poulenc); J. Preud'homme et al., Compt. Rend. 260, 1309 (1965). Isoln and characterization of constituents: idem et al., Bull. Soc. Chim. Fr. 1968, 585. HPLC determn of major components in plasma: C. Koechlin et al., J. Chromatogr. 425, 197 (1988). Total synthesis of IIB: P. Breuilles, D. Uguen, Tetrahedron Lett. 39, 3149 (1998). Pharmacokinetics: C. Koechlin et al., J. Antimicrob. Chemother. 25, 651 (1990). Clinical trial in pneumonia: R. Poirier, Presse Med. 28, Suppl. 1, 13 (1999).
 
Derivative Type: Pristinamycin IA
CAS Registry Number: 3131-03-1
Additional Names: Streptogramin B; mikamycin IA; ostreogrycin B; vernamycin Ba
Molecular Formula: C45H54N8O10
Molecular Weight: 866.96
Percent Composition: C 62.34%, H 6.28%, N 12.92%, O 18.45%
Literature References: Acid-base properties: M. Largeron, M. B. Fleury, J. Pharm. Sci. 81, 565 (1992). Biosynthesis: V. de Crècy-Lagard et al., Antimicrob. Agents Chemother. 41, 1904 (1997).
Properties: White microcrystalline powder from methanol, mp 198°. [a]D22 -57.5° (c = 0.25 in ethanol). uv max (ethanol): 243, 260, 281, 303 nm (E1cm1% 140, 213, 60, 104).
Melting point: mp 198°
Optical Rotation: [a]D22 -57.5° (c = 0.25 in ethanol)
Absorption maximum: uv max (ethanol): 243, 260, 281, 303 nm (E1cm1% 140, 213, 60, 104)
 
Derivative Type: Pristinamycin IIA see Virginiamycin M1
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics).

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