Naxaprostene | CAS#87269-59-8 | antithrombotic

MedKoo Cat#: 584891 | Name: Naxaprostene

Description:

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

Naxaprostene is a prostacyclin analogue with antithrombotic effects.

Chemical Structure

Naxaprostene

CAS#87269-59-8

Theoretical Analysis

MedKoo Cat#: 584891

Name: Naxaprostene

CAS#: 87269-59-8

Chemical Formula: C25H32O4

Exact Mass: 396.2301

Molecular Weight: 396.53

Elemental Analysis: C, 75.73; H, 8.13; O, 16.14

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

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

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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 396.53 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.

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: 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.