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Treprostinil

Treprostinil  Struktur
81846-19-7
CAS-Nr.
81846-19-7
Englisch Name:
Treprostinil
Synonyma:
TREPROSTINIL;Orenitram;2-(((1R,2R,3aS,9aS)-2-hydroxy-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-yl)oxy)acetic acid;UT-15;LRX 15;U 62840;15AU-81;BW 15AU;Uniprost;Ruidulin
CBNumber:
CB7231250
Summenformel:
C23H34O5
Molgewicht:
390.51
MOL-Datei:
81846-19-7.mol

Treprostinil Eigenschaften

Schmelzpunkt:
121-123°
Siedepunkt:
587.1±50.0 °C(Predicted)
Dichte
1.158±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
L?slichkeit
Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
Aggregatzustand
Solid
pka
3.19±0.10(Predicted)
Farbe
Off-White to Beige
InChIKey
PAJMKGZZBBTTOY-ZFORQUDYSA-N
SMILES
C(O)(=O)COC1=C2C(=CC=C1)C[C@@]1([H])[C@@]([H])(C2)C[C@@H](O)[C@@H]1CC[C@@H](O)CCCCC
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizit?t oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
H311 Giftig bei Hautkontakt. Akute Toxizit?t dermal Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P280, P302+P352, P312, P322, P361,P363, P405, P501
H331 Giftig bei Einatmen. Akute Toxizit?t inhalativ Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H361 Kann vermutlich die Fruchtbarkeit beeintr?chtigen oder das Kind im Mutterleib sch?digen. Reproduktionstoxizit?t Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Treprostinil Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

Synthetic analog of Prostacyclin (P839060). Antihypertensive. Treprostinil, marketed under the trade name Remodulin is a medication used to treat pulmonary arterial hypertension (PAH).

Pharmakokinetik

Treprostinil is rapidly absorbed from the subcutaneous site of infusion, with an almost 100% bioavailability and a mean half-life of 85 minutes (34 minutes for the IV infusion). The IV solution must be diluted with normal saline or sterile water before starting the infusion. Unlike epoprostenol, treprostinil is stable at room temperature for up to 5 years, with vasodilation action lasting from 4 to 6 hours, compared with the short, 2- to 3-minute action for epoprostenol. Because of its long life in the body, it can be administered under the skin with a microinfusion subcutaneous infusion pump rather than into the bloodstream and, thus, without hospitalization, as contrasted with the central IV infusion of epoprostenol.

Clinical Use

Treprostinil is a synthetic, stable form of prostacyclin for the treatment for advanced pulmonary hypertension with NYHA class III or IV symptoms as well as for late-stage peripheral vascular disease (PVD). Its sodium salt injectable form is administered either as a continuous subcutaneous infusion directly into the skin or, if the subcutaneous infusion is not tolerated, as a continuous IV infusion without an implanted catheter.

Nebenwirkungen

Side effects include jaw pain, headaches, nausea, diarrhea, flushing, and localized pain at the delivery site under the skin. This pain has been reported as slight to severe irritation. Patients using the drug seem to ex-perience improvement in their condition, including decreased fatigue, decreased shortness of breath, and decreased pulmonary artery pressures, as well as overall improvement in quality of life.

Synthese

A 250-mL, round-bottom flask with a magnetic stirrer was charged with treprostinil diethanolamine salt (4 g) and water (40 mL). The mixture was stirred to obtain a clear solution. Ethyl acetate (100 mL) was added to the clear solution. While stirring, 3M HCl (3.2 mL) was added slowly until pH=1 was attained. The mixture was stirred for 10 minutes, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate (2×100 mL). The combined organic layers were washed with water (2×100 mL) and brine (1×50 mL) and dried over anhydrous Na2SO4. The ethyl acetate solution of treprostinil was filtered, and the filtrate was concentrated under a vacuum at 50° C. to give an off-white solid. The crude treprostinil was recrystallized from 50% ethanol in water (70 mL). The pure treprostinil was collected in a Buchner funnel by filtration, and the cake was washed with a cold 20% ethanolic solution in water. The cake of treprostinil was air-dried overnight and further dried in a vacuum oven at 50° C under high vacuum to afford 2.9 g of treprostinil (Yield 91.4%).

Treprostinil Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Treprostinil Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 167)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Protheragen-ING
+16313385890
info@protheragen-ing.com United States 3868 58
Hangzhou FandaChem Co.,Ltd.
+8615858145714
FandaChem@Gmail.com China 9087 55
Shanghai finete Pharmaceutical Co., Ltd.
+86-18221039705
CHINA 139 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32957 60
Lianyungang happen teng technology co., LTD
15950718863
wang666xt@163.com CHINA 295 58
Biochempartner
0086-13720134139
candy@biochempartner.com CHINA 965 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460
faith@widelychemical.com CHINA 742 58
Hubei xin bonus chemical co. LTD
86-13657291602
linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19553 58

81846-19-7()Verwandte Suche:


  • 2-[[[(1R,2R,3aS,9aS)-2α-Hydroxy-1β-[(S)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-benzo[f]indene]-5-yl]oxy]acetic acid
  • UT-15
  • [[(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]inden-5-yl]oxy]acetic acid
  • Treprostinil Sodium intermediate
  • [1R-[1α(S*),2β,3aα,9aα]]-
  • 2-[[(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]inden-5-yl]oxy]acetic Acid
  • Acetic acid, 2-[[(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]inden-5-yl]oxy]-
  • REMODULIN
  • U 62840
  • [[(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-2-hydroxy-1-[(S)-3-hydroxyoctyl]-1H-benzo[f]indene-5-yl]oxy]acetic acid
  • [[[(1R)-2,3,3aβ,4,9,9aβ-Hexahydro-2α-hydroxy-1-[(S)-3-hydroxyoctyl]-1H-benz[f]inden]-5-yl]oxy]acetic acid
  • 15AU-81
  • Treprostinil-13C2-d1
  • Treprostinil free acid
  • BW 15AU
  • BW 15AU;LRX 15;RUMODOLIN;U-62840;UNIPROST
  • LRX 15
  • Rumodolin
  • Uniprost
  • Treprostinil(W.S)
  • Treprostinil (LRX-15)
  • Remodulin Treprostinil
  • Treprostinil (Ut-15)
  • REMODULIN USP/EP/BP
  • TreprostinilQ: What is Treprostinil Q: What is the CAS Number of Treprostinil Q: What are the applications of Treprostinil
  • TREPROSTINIL
  • Orenitram
  • 2-(((1R,2R,3aS,9aS)-2-hydroxy-1-((S)-3-hydroxyoctyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-5-yl)oxy)acetic acid
  • Ruidulin
  • 81846-19-7
  • Aromatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
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