Naxaprostene

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MedKoo CAT#: 584891

CAS#: 87269-59-8

Description: Naxaprostene is a prostacyclin analogue with antithrombotic effects.


Price and Availability

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Pricing updated 2020-07-16. Prices are subject to change without notice.

Naxaprostene is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 584891
Name: Naxaprostene
CAS#: 87269-59-8
Chemical Formula: C25H32O4
Exact Mass: 396.2301
Molecular Weight: 396.527
Elemental Analysis: C, 75.73; H, 8.13; O, 16.14


Synonym: Naxaprostene

IUPAC/Chemical Name: alpha-((2E,3aS,4R,5R,6aS)-4-((1E,3S)-3-Cyclohexyl-3-hydroxypropenyl)hexahydro-5-hydroxy-2(1H)-pentalenylidene)-m-toluic acid

InChi Key: OINUMRGCICIETD-CGKNXJIZSA-N

InChi Code: InChI=1S/C25H32O4/c26-23(18-6-2-1-3-7-18)10-9-21-22-14-17(13-20(22)15-24(21)27)11-16-5-4-8-19(12-16)25(28)29/h4-5,8-12,18,20-24,26-27H,1-3,6-7,13-15H2,(H,28,29)/b10-9+,17-11+/t20-,21+,22-,23+,24+/m0/s1

SMILES Code: O=C(O)C1=CC=CC(/C=C2C[C@@]3([H])C[C@@H](O)[C@H](/C=C/[C@H](C4CCCCC4)O)[C@@]3([H])C\2)=C1


Technical Data

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:
2934.99.9001


References

1: Syed NI, Jones RL. Assessing the agonist profiles of the prostacyclin analogues treprostinil and naxaprostene, particularly their DP₁ activity. Prostaglandins Leukot Essent Fatty Acids. 2015 Apr;95:19-29. doi: 10.1016/j.plefa.2014.11.011. Epub 2014 Dec 5. PubMed PMID: 25542069.

2: Schneider J. Antithrombotic effects of the prostacyclin analogue naxaprostene after oral and intraduodenal application in rabbit carotid artery thrombosis. Agents Actions Suppl. 1992;37:176-82. PubMed PMID: 1632291.

3: Stahlberg HJ, Loschen G, Flohé L. Effects of prostacyclin analogs on cyclic adenosine monophosphate and superoxide formation in human polymorphonuclear leukocytes stimulated by formyl-methionyl-leucyl-phenylalanine. Biol Chem Hoppe Seyler. 1988 May;369(5):329-36. PubMed PMID: 2844208.

4: Maurin N. Influence on platelet activity and red cell fluidity of epoprostenol and two stable prostacyclin analogues in vitro. Arzneimittelforschung. 1986 Aug;36(8):1180-3. PubMed PMID: 3096342.