{{Drugbox
, IUPAC_name = ''N''-
{(6''R'',9''S'',10''R'',13''S'',15a''S'',18''R'',22''S'',24a''S'')-18-
{
3''S'')-1-azabicyclo[2.2.2ct-3-ylthio">.2.2.html" ;"title="3''S'')-1-azabicyclo[2.2.2">3''S'')-1-azabicyclo[2.2.2ct-3-ylthioethyl}-22-[4-(dimethylamino)benzyl]-
6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12''H''-
pyrido[2,1-''f'']pyrrolo-[2,1-''l''][1,4,7,10,13,16] oxapentaazacyclononadecin-9-yl}-3-
hydroxypyridine-2-carboxamide
, image = Quinupristin.png
, CAS_number = 120138-50-3
, UNII_Ref = {{fdacite, correct, FDA
, UNII = 23OW28RS7P
, ATC_prefix =
, ATC_suffix =
, PubChem = 5388937
, DrugBank =
, ChEMBL = 1200649
, ChemSpiderID = 4470884
, smiles = CC
@@HC(=O)N2CCC
@HC(=O)N(
@HC(=O)N3C
@HC(=O)C
@HC(=O)N
@HC(=O)O
@@H @@HC(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CS
@@HCN7CCC6CC7)CC8=CC=C(C=C8)N(C)C)C
, StdInChI = 1S/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
, StdInChIKey = WTHRRGMBUAHGNI-LCYNINFDSA-N
, C=53, H=67, N=9, O=10, S=1
, bioavailability =
, protein_bound =
, metabolism =
, elimination_half-life = 3.1 hours
, excretion =
, pregnancy_AU =
, pregnancy_US =
, pregnancy_category=
, legal_AU =
, legal_CA =
, legal_UK =
, legal_US =
, legal_status =
, routes_of_administration =
Quinupristin is a
streptogramin B Streptogramin B is a subgroup of the streptogramin antibiotics family. These natural products are cyclic hexa- or hepta depsipeptides produced by various members of the genus of bacteria ''Streptomyces''. Many of the members of the streptogramins re ...
antibiotic
An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting pathogenic bacteria, bacterial infections, and antibiotic medications are widely used in the therapy ...
, used in combination with
dalfopristin
Dalfopristin is a semi-synthetic streptogramin antibiotic analogue of ostreogyrcin A ( virginiamycin M, pristinamycin IIA, streptogramin A). The combination quinupristin/dalfopristin (marketed under the trade name Synercid) was brought to the m ...
under the trade name
Synercid
Quinupristin/dalfopristin, or quinupristin-dalfopristin, (pronunciation: kwi NYOO pris tin / dal FOE pris tin) (trade name Synercid) is a combination of two antibiotics used to treat infections by staphylococci and by vancomycin-resistant '' Ente ...
. It has activity against
Gram-positive
In bacteriology, gram-positive bacteria are bacteria that give a positive result in the Gram stain test, which is traditionally used to quickly classify bacteria into two broad categories according to their type of cell wall.
The Gram stain is ...
and
atypical bacteria
Atypical bacteria are bacteria that do not get colored by gram-staining but rather remain colorless: they are neither Gram-positive nor Gram-negative. These include the Chlamydiaceae, Legionella and the Mycoplasmataceae (including mycoplasma and u ...
but not
Gram-negative bacteria
Gram-negative bacteria are bacteria that, unlike gram-positive bacteria, do not retain the Crystal violet, crystal violet stain used in the Gram staining method of bacterial differentiation. Their defining characteristic is that their cell envelo ...
. It inhibits bacterial protein synthesis. The combination of quinupristin and dalfopristin is not active against ''
Enterococcus faecalis
''Enterococcus faecalis'' – formerly classified as part of the group D '' Streptococcus,'' is a Gram-positive, commensal bacterium naturally inhabiting the gastrointestinal tracts of humans. Like other species in the genus '' Enterococcus'', ' ...
'' and needs to be given in combination with other antibacterials for mixed infections that involve Gram-negative organisms.
Antibiotics