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MedKoo Cat#: 461464 | Name: Flopristin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Flopristin is a semi-synthetic antibiotic of the streptogramin A class. It is a fluorinated derivative of pristinamycin IIB.

Chemical Structure

Flopristin
Flopristin
CAS#318498-76-9

Theoretical Analysis

MedKoo Cat#: 461464

Name: Flopristin

CAS#: 318498-76-9

Chemical Formula: C28H38FN3O6

Exact Mass: 531.2745

Molecular Weight: 531.62

Elemental Analysis: C, 63.26; H, 7.21; F, 3.57; N, 7.90; O, 18.06

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Flopristin; RPR 132552; RPR-132552; RPR132552; RPR 132552A; RPR-132552A; RPR132552A;
IUPAC/Chemical Name
(12Z,32R,6R,7R,8E,13E,15E,17S,19R)-19-fluoro-17-hydroxy-6-isopropyl-7,15-dimethyl-5-oxa-11-aza-1(4,2)-oxazola-3(1,2)-pyrrolidinacycloicosaphane-8,13,15-triene-2,4,10-trione
InChi Key
DFSJQGCLWZVMOD-IQIMCDJDSA-N
InChi Code
InChI=1S/C28H38FN3O6/c1-17(2)26-19(4)9-10-24(34)30-11-5-7-18(3)13-21(33)14-20(29)15-25-31-22(16-37-25)27(35)32-12-6-8-23(32)28(36)38-26/h5,7,9-10,13,16-17,19-21,23,26,33H,6,8,11-12,14-15H2,1-4H3,(H,30,34)/b7-5+,10-9+,18-13+/t19-,20-,21-,23-,26-/m1/s1
SMILES Code
CC([C@H]1OC([C@H]2CCCN2C(c3nc(C[C@@H](C[C@@H](/C=C(/C=C/CNC(/C=C/[C@H]1C)=O)C)O)F)oc3)=O)=O)C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 531.62 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Politano AD, Sawyer RG. NXL-103, a combination of flopristin and linopristin, for the potential treatment of bacterial infections including community-acquired pneumonia and MRSA. Curr Opin Investig Drugs. 2010 Feb;11(2):225-36. Review. PubMed PMID: 20112172; PubMed Central PMCID: PMC3033781. 2: Noeske J, Huang J, Olivier NB, Giacobbe RA, Zambrowski M, Cate JH. Synergy of streptogramin antibiotics occurs independently of their effects on translation. Antimicrob Agents Chemother. 2014 Sep;58(9):5269-79. doi: 10.1128/AAC.03389-14. Epub 2014 Jun 23. PubMed PMID: 24957822; PubMed Central PMCID: PMC4135883. 3: Vidaillac C, Parra-Ruiz J, Winterfield P, Rybak MJ. In vitro pharmacokinetic/pharmacodynamic activity of NXL103 versus clindamycin and linezolid against clinical Staphylococcus aureus and Streptococcus pyogenes isolates. Int J Antimicrob Agents. 2011 Oct;38(4):301-6. doi: 10.1016/j.ijantimicag.2011.04.023. Epub 2011 Jul 20. PubMed PMID: 21764263.