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T4949

Sigma-Aldrich

Taprostene sodium salt

≥98% (HPLC)

Synonym(e):

Rheocyclan, Sodium 3-[(Z)-[(3aR,4R,5R,6aS)-4-[(1E,3S)-3-cyclohexyl-3-hydroxy-1-propenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-ylidene]methyl]benzoate

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About This Item

Empirische Formel (Hill-System):
C24H29NaO5
CAS-Nummer:
87440-45-7
Molekulargewicht:
420.47
MDL-Nummer:
MFCD05664743
UNSPSC-Code:
12352202
PubChem Substanz-ID:
24724631
NACRES:
NA.77

Assay

≥98% (HPLC)

Farbe

off-white

mp (Schmelzpunkt)

173-182.5 °C (lit.)

Löslichkeit

H2O: 26 mg/mL

Lagertemp.

2-8°C

SMILES String

[Na+].[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C3CCCCC3)[C@@]1([H])C\C(O2)=C\c4cccc(c4)C([O-])=O

InChI

1S/C24H30O5.Na/c25-21(16-6-2-1-3-7-16)10-9-19-20-13-18(29-23(20)14-22(19)26)12-15-5-4-8-17(11-15)24(27)28;/h4-5,8-12,16,19-23,25-26H,1-3,6-7,13-14H2,(H,27,28);/q;+1/p-1/b10-9+,18-12-;/t19-,20-,21-,22-,23+;/m1./s1

InChIKey

KPQVOJYDUCZQEQ-REHYUDDHSA-M

Anwendung

Taprostene has been used as an IP receptor agonist and was found to increase cAMP expression in human bronchial epithelial cells1.

Biochem./physiol. Wirkung

Highly selective IP1 prostanoid receptor agonist.

Angaben zur Herstellung

Taprostene is soluble in water at 26 mg/ml.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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M Spiecker et al.
Haemostasis, 27(4), 184-192 (1997-07-01)
We investigated the in vitro thrombolytic effects of streptokinase, urokinase, alteplase and saruplase, alone or in combination, with the prostacyclin analogues, iloprost and taprostene. Human platelet-rich plasma was stimulated with collagen (1 microgram/ml) to generate thrombi containing platelets and fibrin.
O Michel et al.
ORL; journal for oto-rhino-laryngology and its related specialties, 56(6), 305-309 (1994-11-01)
A probable relation between prostaglandin formation and the pathophysiology of hearing loss led to the application of the potent vasodilator prostacyclin in the treatment of inner ear disorders. Two drugs may be administered to humans: (1) unstable natural prostacyclin (epoprostenol)
A M Lefer et al.
Methods and findings in experimental and clinical pharmacology, 16(9), 623-631 (1994-11-01)
We examined the effects of taprostene (2.5 x 10(-8) M to 1 x 10(-7) M), a stable prostacyclin analog, on PMN-endothelial interaction (i.e., adherence) and subsequent vasocontraction and endothelial dysfunction. Taprostene effectively inhibited the adherence of leukotriene B4-stimulated autologous cat
M Heinz et al.
VASA. Zeitschrift fur Gefasskrankheiten, 25(1), 65-72 (1996-01-01)
In a double blind pilot study, we examined the effects of the stable prostacyclin derivate taprostene compared to a combination of aspirin and dipyridamole on platelet uptake and clinical outcome after peripheral percutaneous angioplasty. Taprostene was administered to 19 patients
R L Jones et al.
Prostaglandins, leukotrienes, and essential fatty acids, 72(4), 289-299 (2005-03-15)
The possibility that the prostacyclin analogues AFP-07 and cicaprost relax saphenous vein preparations of pig, guinea-pig and rabbit by simultaneously activating prostanoid EP4 and IP (prostacyclin) receptors was investigated using the high-affinity EP4 antagonist GW 627368. The IP receptor system
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