taprostene

Modify Date: 2024-01-09 12:59:59

taprostene structure	Common Name	taprostene
	CAS Number	108945-35-3	Molecular Weight	398.492
	Density	1.3±0.1 g/cm3	Boiling Point	609.4±55.0 °C at 760 mmHg
	Molecular Formula	C₂₄H₃₀O₅	Melting Point	N/A
	MSDS	N/A	Flash Point	209.2±25.0 °C

Use of taprostene

Taprostene (CG-4203) is a synthetic, chemically stable analogue of Prostacyclin (PGI2). Taprostene exhibits endothelium and myocardial protecting actions after acute myocardial ischemia and reperfusion in cats. Taprostene enhances cytoprotective actions, while minimizing unwanted hemodynamic effects[1].

Name	Taprostene
Synonym	More Synonyms

Description	Taprostene (CG-4203) is a synthetic, chemically stable analogue of Prostacyclin (PGI2). Taprostene exhibits endothelium and myocardial protecting actions after acute myocardial ischemia and reperfusion in cats. Taprostene enhances cytoprotective actions, while minimizing unwanted hemodynamic effects[1].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor
Target	Prostaglandin Receptor[1]
In Vivo	Taprostene (100 ng/kg/min) is infused intravenously starting 30 minutes postocclusion of the left anterior descending coronary artery followed by reperfusion 1 hour later in a 6-hour model of myocardial ischemia (MI) with reperfusion in anesthetized cats. Taprostene infusion results in significantly lower plasma creatine phosphokinase activities for the MI + Taprostene group compared with the MI + vehicle group.Taprostene has a profile of activity including prevention of aggregation in cat platelets15 at concentrations that are much lower than that required to produce significant vasodilator activity in rabbit aortic rings. In addition to antiaggregatory and cytoprotective effects in circulatory shock, Taprostene exerts beneficial effects in acute inflammatory states and in rat models of myocardial hypoxia and permanent ischemia.A variety of infusion rates of Taprostene from 50 to 200 ng/kg/min were initially used to obtain an infusion rate that produced minimal hemodynamic (i.e., vasodilator) effects but still exerted cardioprotective effects. Taprostene treatment inhibits neutrophils adhering to the myocardial endothelium in both jeopardized and necrotic myocardial tissue after ischemia and reperfusion[1]. Animal Model: Adult male cats (2.5-3.5 kg)[1] Dosage: 100 ng/kg Administration: Infused intravenously at a rate of 100 ng/kg/min until the end of the experiment (i.e., for 5.5 hours). Result: In six cat aortic rings, 1-100 ng/mL failed to exert any vasorelaxant effect. Relaxed the vascular rings 34% at 300 ng/mL. The EC50 was 520 ng/mL, a value 26 times that of its antiplatelet aggregatory effect in cat platelet-rich plasma.
References	[1]. G Johnson 3rd, et al. Endothelium and myocardial protecting actions of Taprostene, a stable prostacyclin analogue, after acute myocardial ischemia and reperfusion in cats. Circ Res. 1990 May;66(5):1362-70.

Density	1.3±0.1 g/cm3
Boiling Point	609.4±55.0 °C at 760 mmHg
Molecular Formula	C₂₄H₃₀O₅
Molecular Weight	398.492
Flash Point	209.2±25.0 °C
Exact Mass	398.209320
PSA	86.99000
LogP	3.78
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.670

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DG5658000

CHEMICAL NAME :: Benzoic acid, 3-((4-(3-cyclohexyl-3-hydroxy-1-propenyl)hexahydro-5- hydroxy-2H-cyclopenta (b) furan-2-ylidene)methyl)-, (3aR-(2Z,3a-alpha,4-alpha(1E,3S*),5-beta,6a-alpha))-

CAS REGISTRY NUMBER :: 108945-35-3

LAST UPDATED :: 199509

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H30-O5

MOLECULAR WEIGHT :: 398.54

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 28 gm/kg/4W-I

TOXIC EFFECTS :: Gastrointestinal - ulceration or bleeding from small intestine Gastrointestinal - ulceration or bleeding from large intestine Gastrointestinal - other changes

REFERENCE :: ETPAEK Experimental and Toxicologic Pathology. (Gustav Fischer Verlag Jena, Postfach 100537, D-07705 Jena, Germany) V.44- 1992- Volume(issue)/page/year: 46,71,1994

3-[(Z)-{(3aR,4R,5R,6aS)-4-[(1E,3S)-3-Cyclohexyl-3-hydroxy-1-propen-1-yl]-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-ylidene}methyl]benzoic acid

[3aR-[2Z,3aa,4a(1E,3S*)-5b,6aa]]-3-[[4-(3-Cyclohexyl-3-hydroxy-1-propenyl)hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-ylidene]methyl]benzoic acid

a-[(2Z,3aR,4R,5R,6aS)-4-[(1E,3S)-3-Cyclohexyl-3-hydroxypropenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-ylidene]-m-toluic acid

[(5Z,13E,9a,11a,15S)-2,3,4-Trinor-1,5-inter-m-phenylene-6,9-epoxy-11,15-dihydroxy-15-cyclohexyl-16,17,18,19,20-pentanor]prosta-5,13-dienoic acid

Benzoic acid, 3-[(Z)-[(3aR,4R,5R,6aS)-4-[(1E,3S)-3-cyclohexyl-3-hydroxy-1-propen-1-yl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-ylidene]methyl]-

taprostene

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: taprostene
Price: Negotiable
Purity: 98.0%
Delivery: 10 Day
Contact: Huang
Email: sales@echemcloud.com

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Taprostene
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Delivery: Inquiry
Contact: Ms Wang
Email: enquiry@dycnchem.com

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taprostene

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