Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C34H50N4O9S |
Molecular Weight | 690.847 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN(CC)CCS(=O)(=O)[C@@H]1CCN2[C@H]1C(=O)O[C@H](C(C)C)[C@H](C)\C=C\C(=O)NC\C=C\C(C)=C\[C@@H](O)CC(=O)CC3=NC(=CO3)C2=O
InChI
InChIKey=SUYRLXYYZQTJHF-VMBLUXKRSA-N
InChI=1S/C34H50N4O9S/c1-7-37(8-2)16-17-48(44,45)28-13-15-38-31(28)34(43)47-32(22(3)4)24(6)11-12-29(41)35-14-9-10-23(5)18-25(39)19-26(40)20-30-36-27(21-46-30)33(38)42/h9-12,18,21-22,24-25,28,31-32,39H,7-8,13-17,19-20H2,1-6H3,(H,35,41)/b10-9+,12-11+,23-18+/t24-,25-,28-,31-,32-/m1/s1
Molecular Formula | C34H50N4O9S |
Molecular Weight | 690.847 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/9511075
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/9511075
Dalfopristin is a pristinamycin-like component of anti-bacterial drug called Synercid which also containes quinupristin (quinupristin:dalfopristin ratio is 30:70 (w/w)). The drug was approved by FDA and used for the treatment of skin diseases caused by Staphylococcus aureus or Streptococcus pyogenes. Dalfopristin binds to the RNA of the 50S ribosomal subunit and thus inhibits the late phase of protein synthesis.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2363135 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | SYNERCID Approved UseSynercid is indicated in adults for the treatment of the following infections when caused by susceptible strains of the designated microorganisms. Complicated skin and skin structure infections caused by Staphylococcus aureus (methicillin susceptible) or Streptococcus pyogenes. Launch Date1999 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
7.96 μg/mL |
5.25 mg/kg bw 3 times / day steady-state, intravenous dose: 5.25 mg/kg bw route of administration: Intravenous experiment type: STEADY-STATE co-administered: QUINUPRISTIN |
DALFOPRISTIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
10.57 μg × h/mL |
5.25 mg/kg bw 3 times / day steady-state, intravenous dose: 5.25 mg/kg bw route of administration: Intravenous experiment type: STEADY-STATE co-administered: QUINUPRISTIN |
DALFOPRISTIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.04 h |
5.25 mg/kg bw 3 times / day steady-state, intravenous dose: 5.25 mg/kg bw route of administration: Intravenous experiment type: STEADY-STATE co-administered: QUINUPRISTIN |
DALFOPRISTIN plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Disc. AE: Arthralgia, Myalgia... AEs leading to discontinuation/dose reduction: Arthralgia (3%) Sources: Page: Study 301Myalgia (2.6%) Nausea (1.1%) Myasthenia (0.7%) Flatulence (0.3%) Pain (0.3%) Pharyngitis (0.3%) Dysphagia (0.3%) Dizziness (0.3%) Chest pain (0.3%) Asthenia (0.3%) Rash (0.3%) Vomiting (0.3%) Anorexia (0.3%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Anorexia | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Asthenia | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Chest pain | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Dizziness | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Dysphagia | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Flatulence | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Pain | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Pharyngitis | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Rash | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Vomiting | 0.3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Myasthenia | 0.7% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Nausea | 1.1% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Myalgia | 2.6% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Arthralgia | 3% Disc. AE |
5 mg/kg 3 times / day multiple, intravenous Recommended Dose: 5 mg/kg, 3 times / day Route: intravenous Route: multiple Dose: 5 mg/kg, 3 times / day Co-administed with:: QUINUPRISTIN(2.5 mg/kg, IV, Q8H15) Sources: Page: Study 301 |
unhealthy, 52.9 n = 263 Health Status: unhealthy Condition: Infection Age Group: 52.9 Sex: M+F Population Size: 263 Sources: Page: Study 301 |
Sample Use Guides
The recommended dosage for the treatment of complicated skin and skin structure infections is 7.5 mg/kg q12h.
Route of Administration:
Intravenous
The combination of quinupristin and dalfopristin (Synercid) exhibits in vitro minimum inhibitory concentrations (MIC's) of ≤1.0 ug/mL against most (≥90%) isolates of the following microorganisms: Corynebacterium jeikeium, Staphylococcus aureus (methicillin-resistant isolates), Staphylococcus epidermidis (including methicillin-resistant isolates, Streptococcus agalactiae.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:32:34 GMT 2023
by
admin
on
Fri Dec 15 15:32:34 GMT 2023
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Record UNII |
R9M4FJE48E
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Record Status |
Validated (UNII)
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Record Version |
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-
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Code | English |
Classification Tree | Code System | Code | ||
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WHO-VATC |
QJ01FG02
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NDF-RT |
N0000011418
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LIVERTOX |
NBK548433
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WHO-ATC |
J01FG02
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NDF-RT |
N0000175502
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NCI_THESAURUS |
C258
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NDF-RT |
N0000011418
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778
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CHEMBL1200937
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R9M4FJE48E
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229369
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C113826
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DTXSID10869549
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SUB06892MIG
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8068
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Quniupristin-Dalfopristin
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EE-50
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100000084015
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112362-50-2
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DB01764
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4309
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C47468
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DALFOPRISTIN
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6581
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R9M4FJE48E
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6323289
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m4073
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PRIMARY | Merck Index |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |