Quinupristin
Quinupristin Basic information
- Product Name:
- Quinupristin
- Synonyms:
-
- 4-[4-(DiMethylaMino)-N-Methyl-L-phenylalanine]-5-[(2S,5R)-5-[[[(3S)-1-azabicyclo[2.2.2]oct-3-yl]thio]Methyl]-4-oxo-2-piperidinecarboxylic acid]virginiaMycin S1
- Antibiotic RP 57669
- RP 57669
- RP 68888
- Quinupristin(RP-57669)
- Quinupristin Discontinued
- Quinupristin Mesylate
- Virginiamycin S1, 4-[4-(dimethylamino)-N-methyl-L-phenylalanine]-5-[(2S,5R)-5-[[[(3S)-1-azabicyclo[2.2.2]oct-3-yl]thio]methyl]-4-oxo-2-piperidinecarboxylic acid]-
- CAS:
- 120138-50-3
- MF:
- C53H67N9O10S
- MW:
- 1022.22
- Product Categories:
-
- Amino Acids & Derivatives
- Aromatics
- Chiral Reagents
- Heterocycles
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 120138-50-3.mol
Quinupristin Chemical Properties
- Melting point:
- ~200°
Quinupristin Usage And Synthesis
Uses
Semisynthetic depsipeptide type I streptogramin. An antibacterial agent.
Uses
Quinupristin is a semi-synthetic analogue of virginiamycin B (ostreogyrcin B, pristinamycin IA, streptogramin B) formed by a Mannich condensation and elimination to generate an exocyclic methylene alpha to the ketone of the 4-piperidinone. Addition of quinucidinylthiol to the methylene group affords quinupristin. The structural changes provide a more hydrophobic compound with a readily ionisable group for generating a salt. Quinupristin is used commercially in synergistic combination with dalfopristin (30:70). There is little published data on the synthesis, biological or antibiotic activity of quinupristin alone, however the combination product is highly effective, including activity against antibiotic resistant strains.
Uses
Quinupristin is a semi-synthetic analogue of virginiamycin B (ostreogrycin B, pristinamycin IA, streptogramin B) formed by a Mannich condensation and elimination to generate an exocyclic methylene alpha to the ketone of the 4-piperidinone. Addition of quinucidinylthiol to the methylene group affords quinupristin. The structural changes provide a more hydrophobic compound with a readily ionisable group for generating a salt. Quinupristin is used commercially in synergistic combination with dalfopristin (30:70). There is little published data on the synthesis, biological or antibiotic activity of quinupristin alone, however the combination product is highly effective, including activity against antibiotic resistant strains.
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Quinupristin(120138-50-3)Related Product Information
- 4-[N-Methyl-4-(methylamino)-L-phenylalanine]virginiamycin S1
- 2-AMINO-1-PIPERIDIN-1-YL-ETHANONE HCL
- (1-ETHYL-2-PIPERIDINYL)-N-METHYLMETHANAMINE
- AC-ALA-ALA-ALA-ALA-OME
- N-methylpiperidine-2-carboxamide
- ETHYL[(1-ETHYLPIPERIDIN-2-YL)METHYL]AMINE
- 2-(2-methylpiperidin-1-yl)ethanamine
- N-(1-phenylethyl)piperidine-2-carboxamide
- ETHYL[(1-PROPYLPIPERIDIN-2-YL)METHYL]AMINE
- Quinupristin-dalfopristin
- ISO-BUTYL ISO-PROPYL SULFIDE
- CHEMBRDG-BB 9070682
- 1-ethylpiperidine-2-methylamine
- Methyl[(1-methylpiperidin-2-yl)methyl]amine
- ETHYL[(1-METHYLPIPERIDIN-2-YL)METHYL]AMINE
- 1-butyrylpiperidin-4-one
- N-Acetyl-4-piperidone
- C-(1-METHYL-PIPERIDIN-2-YL)-METHYLAMINE