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Quinupristin

Product Name
Quinupristin
CAS No.
120138-50-3
Chemical Name
Quinupristin
Synonyms
RP 68888;RP 57669;Antibiotic RP 57669;Quinupristin Mesylate;Quinupristin(RP-57669);Quinupristin Discontinued;Quinupristin/dalfopristin,Quinupristin,antibiotic,Quinupristin-dalfopristin,streptogramin,Inhibitor,Bacterial,inhibit;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;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]-
CBNumber
CB81073487
Molecular Formula
C53H67N9O10S
Formula Weight
1022.23
MOL File
120138-50-3.mol
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Quinupristin Property

Melting point:
~200°
form 
Solid
color 
White to off-white
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Safety

Hazardous Substances Data
120138-50-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
19764
Product name
Quinupristin (mesylate)
Purity
≥98%
Packaging
1mg
Price
$255
Updated
2024/03/01
Cayman Chemical
Product number
19764
Product name
Quinupristin (mesylate)
Purity
≥98%
Packaging
5mg
Price
$952
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
API0004691
Product name
QUINUPRISTIN
Purity
95.00%
Packaging
500MG
Price
$1963.5
Updated
2021/12/16
ApexBio Technology
Product number
C5450
Product name
Quinupristin(mesylate)
Packaging
1mg
Price
$276
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004691
Product name
QUINUPRISTIN
Purity
95.00%
Packaging
50MG
Price
$750.75
Updated
2021/12/16
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Quinupristin Chemical Properties,Usage,Production

Description

Quinupristin is a streptogramin antibiotic that blocks peptide bond formation and peptide extension in bacteria. Quinupristin is usually combined with another streptogramin antibiotic, dalfopristin , to produce quinupristin-dalfopristin complex , known commercially as Synercid. While both quinupristin and dalfopristin have bacteriostatic effects, they act synergistically to kill Gram-positive bacteria, as well as some Gram-negative and anaerobic bacteria.

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.

Uses

Semisynthetic depsipeptide type I streptogramin. An antibacterial agent.

Quinupristin Preparation Products And Raw materials

Raw materials

Preparation Products

120138-50-3, QuinupristinRelated Search:


  • 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]-
  • Quinupristin/dalfopristin,Quinupristin,antibiotic,Quinupristin-dalfopristin,streptogramin,Inhibitor,Bacterial,inhibit
  • 120138-50-3
  • C53H67N9O10S
  • Amino Acids & Derivatives
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals