Treprostinil sodium
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MedKoo CAT#: 330181

CAS#: 289480-64-4 (sodium)

Description: Treprostinil is a vasodilator that is used for the treatment of pulmonary arterial hypertension. Treprostinil is a synthetic analog of prostacyclin (PGI2). The inhaled form of treprostinil was approved by the FDA in July 2009 and is marketed as the trade name Tyvaso.


Price and Availability

Size
Price

50mg
USD 650
500mg
USD 2950
Size
Price

100mg
USD 1150
1g
USD 3850
Size
Price

200mg
USD 1850
2g
USD 6850

Treprostinil sodium, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 330181
Name: Treprostinil sodium
CAS#: 289480-64-4 (sodium)
Chemical Formula: C23H33NaO5
Exact Mass:
Molecular Weight: 412.5018
Elemental Analysis: C, 66.97; H, 8.06; Na, 5.57; O, 19.39


Related CAS #: 289480-64-4 (sodium)   81846-19-7 (free acid)   830354-48-8 (diolamine)    

Synonym: Treprostinil sodium; LRX 15; LRX-15; LRX15; BW 15AU; U-62840; Uniprost; Treprostinil; Orenitram; Remodulin.

IUPAC/Chemical Name: Acetic acid, (((1R,2R,3aS,9aS)-2,3,3a,4,9,9a-hexahydro-2-hydroxy-1-((3S)-3-hydroxyoctyl)-1H-benz(f)inden-5-yl)oxy)-, monosodium salt

InChi Key: IQKAWAUTOKVMLE-ZSESPEEFSA-M

InChi Code: InChI=1S/C23H34O5.Na/c1-2-3-4-7-17(24)9-10-18-19-11-15-6-5-8-22(28-14-23(26)27)20(15)12-16(19)13-21(18)25;/h5-6,8,16-19,21,24-25H,2-4,7,9-14H2,1H3,(H,26,27);/q;+1/p-1/t16-,17-,18+,19-,21+;/m0./s1

SMILES Code: O=C([O-])COC1=C2C[C@@]3([H])C[C@@H](O)[C@H](CC[C@@H](O)CCCCC)[C@@]3([H])CC2=CC=C1.[Na+]


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).

Harmonized System Code:
2934990300


References

1: Picken C, Fragkos KC, Eddama M, Coghlan G, Clapp LH. Adverse Events of Prostacyclin Mimetics in Pulmonary Arterial Hypertension: A Systematic Review and Meta-Analysis. J Clin Med. 2019 Apr 9;8(4). pii: E481. doi: 10.3390/jcm8040481. PubMed PMID: 30970653.
2: Verlinden NJ, Walter C, Kanwar M, Raina A. Transition From Oral Treprostinil to Selexipag in a Patient With Pulmonary Arterial Hypertension. Ann Pharmacother. 2019 Apr 4:1060028019843665. doi: 10.1177/1060028019843665. [Epub ahead of print] PubMed PMID: 30947510.
3: You R, Qian X, Tang W, Xie T, Zeng F, Chen J, Zhang Y, Liu J. Cost Effectiveness of Bosentan for Pulmonary Arterial Hypertension: A Systematic Review. Can Respir J. 2018 Nov 18;2018:1015239. doi: 10.1155/2018/1015239. eCollection 2018. Review. PubMed PMID: 30581511; PubMed Central PMCID: PMC6276424.
4: Hopper RK, Rogers R, Lawrence KM, Hedrick HL. Reply. J Pediatr. 2019 Mar;206:305-306. doi: 10.1016/j.jpeds.2018.11.033. Epub 2018 Dec 14. PubMed PMID: 30559025.
5: Madenci AL, Baer HJ, Vitali SH, Zalieckas JM, Arnold JH, Weldon CB. Time versus treatment: interpreting longitudinal data analysis of treprostinil. J Pediatr. 2019 Mar;206:304-305. doi: 10.1016/j.jpeds.2018.11.034. Epub 2018 Dec 14. PubMed PMID: 30559020.
6: Themanns M, Koban F, Bergmayr C, Chrzan A, Strohmaier W, Haybaeck J, Freissmuth M, Zebedin-Brandl E. Treprostinil reduces endothelial damage in murine sinusoidal obstruction syndrome. J Mol Med (Berl). 2019 Feb;97(2):201-213. doi: 10.1007/s00109-018-1726-6. Epub 2018 Dec 7. PubMed PMID: 30535954; PubMed Central PMCID: PMC6348071.
7: Bacha NC, Levy M, Guerin CL, Le Bonniec B, Harroche A, Szezepanski I, Renard JM, Gaussem P, Israel-Biet D, Boulanger CM, Smadja DM. Treprostinil treatment decreases circulating platelet microvesicles and their procoagulant activity in pediatric pulmonary hypertension. Pediatr Pulmonol. 2019 Jan;54(1):66-72. doi: 10.1002/ppul.24190. Epub 2018 Nov 28. PubMed PMID: 30485728.
8: Ghofrani HA. Subcutaneous treprostinil: a new treatment for chronic thromboembolic pulmonary hypertension? Lancet Respir Med. 2019 Mar;7(3):191-193.
doi: 10.1016/S2213-2600(18)30369-2. Epub 2018 Nov 23. PubMed PMID: 30477764.
9: Sadushi-Kolici R, Jansa P, Kopec G, Torbicki A, Skoro-Sajer N, Campean IA, Halank M, Simkova I, Karlocai K, Steringer-Mascherbauer R, Samarzija M, Salobir B, Klepetko W, Lindner J, Lang IM. Subcutaneous treprostinil for the treatment of severe non-operable chronic thromboembolic pulmonary hypertension (CTREPH): a double-blind, phase 3, randomised controlled trial. Lancet Respir Med. 2019 Mar;7(3):239-248. doi: 10.1016/S2213-2600(18)30367-9. Epub 2018 Nov 23. PubMed PMID: 30477763.
10: Wang S, Yu M, Zheng X, Dong S. A Bayesian network meta-analysis on the efficacy and safety of eighteen targeted drugs or drug combinations for pulmonary arterial hypertension. Drug Deliv. 2018 Nov;25(1):1898-1909. doi: 10.1080/10717544.2018.1523257. PubMed PMID: 30442035; PubMed Central PMCID: PMC6249551.
11: Frost A, Janmohamed M, Fritz JS, McConnell JW, Poch D, Fortin TA, Miller CE,
Chin KM, Fisher M, Eggert M, McEvoy C, Benza RL, Farber HW, Kim NH, Pfister T, Shiraga Y, McLaughlin V. Safety and tolerability of transition from inhaled treprostinil to oral selexipag in pulmonary arterial hypertension: Results from the TRANSIT-1 study. J Heart Lung Transplant. 2019 Jan;38(1):43-50. doi: 10.1016/j.healun.2018.09.003. Epub 2018 Sep 12. PubMed PMID: 30391194.
12: Lambers C, Kornauth C, Oberndorfer F, Boehm PM, Tamm M, Klepetko W, Roth M. Mechanism of anti-remodelling action of treprostinil in human pulmonary arterial
smooth muscle cells. PLoS One. 2018 Nov 1;13(11):e0205195. doi: 10.1371/journal.pone.0205195. eCollection 2018. PubMed PMID: 30383775; PubMed Central PMCID: PMC6211661.
13: Ochman M, Urlik M, Tatoj Z, Wajda-Pokrontka M, Zawadzki F, Latos M, Zembala M. Lung transplantation as a viable option of treatment for pulmonary veno-occlusive disease. Adv Respir Med. 2018;86(5):249-254. doi: 10.5603/ARM.2018.0040. PubMed PMID: 30378654.
14: Wang T, Lu J, Li Q, Chen Y, Ye Q, Gao J, Yang D, Zhao L, Huang J, Zhang J. Rapid Titration of Intravenous Treprostinil to Treat Severe Pulmonary Arterial Hypertension Postpartum: A Retrospective Observational Case Series Study. Anesth
Analg. 2018 Oct 12. doi: 10.1213/ANE.0000000000003827. [Epub ahead of print] PubMed PMID: 30320651.
15: Alsheikh B, Aljohani O, Coufal NG. Paediatric pulmonary hypertension caused by an ACVRL1 mutation presenting as Ortner syndrome. Cardiol Young. 2018 Dec;28(12):1475-1476. doi: 10.1017/S1047951118001531. Epub 2018 Oct 10. PubMed PMID: 30303062; PubMed Central PMCID: PMC6237639.
16: Fanous SM, Janmohamed M. Transition from treprostinil to selexipag in patients with pulmonary arterial hypertension: Case series. Am J Health Syst Pharm. 2018 Dec 1;75(23):1877-1881. doi: 10.2146/ajhp170814. Epub 2018 Oct 9. PubMed PMID: 30301721.
17: Richter MJ, Harutyunova S, Bollmann T, Classen S, Gall H, Gerhardt Md F, Grimminger F, Grimminger J, Grünig E, Guth S, Halank M, Heine A, Hoeper MM, Klose H, Lange TJ, Meyer K, Neurohr C, Nickolaus K, Olsson KM, Opitz CF, Rosenkranz S,
Seyfarth HJ, Warnke C, Wiedenroth C, Ghofrani HA, Ewert R. Long-term safety and outcome of intravenous treprostinil via an implanted pump in pulmonary hypertension. J Heart Lung Transplant. 2018 Oct;37(10):1235-1244. doi: 10.1016/j.healun.2018.06.006. Epub 2018 Jun 21. PubMed PMID: 30293617.
18: Lombardi S, Kingman M, Duncan M, Berngard SC, Fernandes T. Titration of pulmonary arterial hypertension therapeutics: Experience-based recommendations. Respir Med. 2018 Oct;143:139-146. doi: 10.1016/j.rmed.2018.09.002. Epub 2018 Sep 5. Review. PubMed PMID: 30261985.
19: Enderby CY, Burger C. Tolerability and clinical efficacy of inhaled treprostinil in patients with group 1 pulmonary arterial hypertension. Ther Adv Chronic Dis. 2018 Jun 3;9(9):171-177. doi: 10.1177/2040622318779749. eCollection. 2018 Sep. PubMed PMID: 30181846; PubMed Central PMCID: PMC6116084.
20: Maestas T, Hansen LM, Vanderpool RR, Desai AA, Airhart S, Knapp SM, Cohen A,
Feldman J, Rischard FP. Right ventricular afterload predicts long-term transition from parenteral to oral treprostinil in pulmonary arterial hypertension. Pulm Circ. 2018 Oct-Dec;8(4):2045894018797270. doi: 10.1177/2045894018797270. Epub 2018 Aug 20. PubMed PMID: 30124133; PubMed Central PMCID: PMC6122247.