CAS 120138-50-3

Quinupristin

Description:

Quinupristin is a semi-synthetic antibiotic that belongs to the streptogramin class of antibiotics, primarily used in combination with dalfopristin to treat serious infections caused by Gram-positive bacteria, including vancomycin-resistant Enterococcus faecium. It functions by inhibiting bacterial protein synthesis, specifically targeting the 50S ribosomal subunit. Quinupristin exhibits a broad spectrum of activity against various pathogens, making it effective in treating conditions such as skin and soft tissue infections, as well as complicated intra-abdominal infections. The compound is known for its unique mechanism of action, which involves binding to distinct sites on the ribosome, leading to synergistic effects when used in combination with dalfopristin. Quinupristin is typically administered intravenously and may cause side effects such as gastrointestinal disturbances and potential hepatotoxicity. Its use is often reserved for cases where other antibiotics are ineffective due to resistance, highlighting its importance in the fight against antibiotic-resistant bacteria.

Formula: C₅₃H₆₇N₉O₁₀S

InChI: InChI=1/C53H67N9O10S/c1-6-37-50(68)61-23-11-14-38(61)51(69)59(5)40(26-32-16-18-36(19-17-32)58(3)4)52(70)62-28-35(30-73-43-29-60-24-20-33(43)21-25-60)42(64)27-39(62)47(65)57-45(34-12-8-7-9-13-34)53(71)72-31(2)44(48(66)55-37)56-49(67)46-41(63)15-10-22-54-46/h7-10,12-13,15-19,22,31,33,35,37-40,43-45,63H,6,11,14,20-21,23-30H2,1-5H3,(H,55,66)(H,56,67)(H,57,65)/t31-,35+,37?,38+,39?,40+,43-,44+,45+/m1/s1

InChI key: WTHRRGMBUAHGNI-LCYNINFDSA-N

SMILES: CC[C@@H]1C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)N3C[C@H](C(=O)C[C@H]3C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CS[C@@H]6CN7CCC6CC7)CC8=CC=C(C=C8)N(C)C)C

Synonyms:

• Quinupristin [USAN:INN]
• N-((6R,9S,10R,13S,15aS,18R,22S,24aS)-22-(p-(Dimethylamino)benzyl)-6-ethyldocosahydro-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyl-18-(((3S)-3-quinuclidinylthio)methyl)-12H-pyrido(2,1-f)pyrrolo(2,1-l)(1,4,7,10,13,16)oxapentaazacyclononadecin-9-yl)-3-hydroxypicolinamide
• Quinupristina
• Quinupristina [INN-Spanish]
• Quinupristine
• Quinupristine [INN-French]
• Quinupristinum
• Quinupristinum [INN-Latin]
• Unii-23Ow28Rs7P
• Virginiamycin S1, 4-(4-(dimethylamino)-N-methyl-L-phenylalanine)-5-(5-((1-azabicyclo(2.2.2)oct-3-ylthio)methyl)-4-oxo-L-2-piperidinecarboxylic acid)-, (S)-
• N-{18-[(1-azabicyclo[2.2.2]oct-3-ylsulfanyl)methyl]-22-[4-(dimethylamino)benzyl]-6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1,4,7,10,13,16]oxapentaazacyclononadecin-9-yl}-3-hydroxypyridine-2-carboxamide

Quinupristin

CAS: 120138-50-3

Quinupristin

Formula: C₅₃H₆₇N₉O₁₀S

Purity: 98%

Molecular weight: 1022.22

Ref: 54-BUP02033

Quinupristin

CAS: 120138-50-3

Molecular weight: 1022.2

Ref: 7W-GA5430

Quinupristin

CAS: 120138-50-3

Formula: C₅₃H₆₇N₉O₁₀S

Purity: 97%

Color and Shape: Solid

Molecular weight: 1022.2184

Ref: IN-DA008X8C

Quinupristin

CAS: 120138-50-3

Formula: C₅₃H₆₇N₉O₁₀S

Molecular weight: 1022.23

Ref: 4Z-Q-031001

Quinupristin

CAS: 120138-50-3

Formula: C₅₃H₆₇N₉O₁₀S

Molecular weight: 1022.23

Ref: ST-EA-CP-Q1100

Quinupristin

CAS: 120138-50-3

Quinupristin is a semi-synthetic antibiotic, which is derived from the natural compound pristinamycin IIA produced by the bacterium Streptomyces pristinaespiralis. It operates by binding to the 50S ribosomal subunit in bacterial cells, inhibiting protein synthesis and thus exerting a bacteriostatic effect. This mechanism effectively disrupts the growth and proliferation of susceptible bacteria.

Formula: C₅₃H₆₇N₉O₁₀S

Purity: Min. 95%

Molecular weight: 1,022.22 g/mol

Ref: 3D-AQ27396

Quinupristin

CAS: 120138-50-3

Quinupristin, a macrolide-lincosamide-streptogramin antibiotic, inhibits protein synthesis in bacteria.

Formula: C₅₅H₇₅N₉O₁₆S₃

Purity: 98.05% - 98.16%

Color and Shape: Solid

Molecular weight: 1214.43

Ref: TM-T12607