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Home > Encyclopedia > Perfluorotripropylamine

Perfluorotripropylamine

Perfluorotripropylamine structure

Perfluorotripropylamine 

structure
  • CAS No:

    338-83-0

  • Formula:

    C9F21N

  • Chemical Name:

    Perfluorotripropylamine

  • Synonyms:

    1-Propanamine,1,1,2,2,3,3,3-heptafluoro-N,N-bis(1,1,2,2,3,3,3-heptafluoropropyl)-;Tripropylamine,heneicosafluoro-;1-Propanamine,1,1,2,2,3,3,3-heptafluoro-N,N-bis(heptafluoropropyl)-;1,1,2,2,3,3,3-Heptafluoro-N,N-bis(1,1,2,2,3,3,3-heptafluoropropyl)-1-propanamine;Perfluorotripropylamine;FTPA;Tri(perfluoropropyl)amine;Perfluamine;Tris(perfluoropropyl)amine;Tris(heptafluoropropyl)amine;Tri (perfluoro n-propyl) amine;1201928-45-1

  • Categories:

    Surfactant  >  Non-ionic Surfactants

Description

Perfluamine (Perfluorotripropylamine), a hydrophobic carrier fluid, is used in the surface modification of droplet polymeric microfluidic devices. Perfluamine has a role as a blood substitute[1][2].


Perfluorotripropylamine is an organofluorine compound. It has a role as a blood substitute. It derives from a tripropylamine.

Perfluorotripropylamine Basic Attributes

521.070

521.07

206-420-2

3T396UK091

DTXSID9059834

2921199090

Characteristics

3.24000

15.38

colorless, odorless, clear liquid

1.822 g/cm3 @ Temp: 25 °C

-52 °C

130 °C

32.4±25.9 °C

1.269

20 mm Hg @ 37 deg C

Pour point: -52 °C /from table/

Safety Information

36/37/38

S26-S36

Xi: Irritant;

P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P312, P322, P330, P337+P313, P361, P363, P405, P501

H302

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

A review is presented of the chemistry, pharmacology, pharmacokinetics, clinical efficacy, adverse effects, drug interactions, dosage and administration of Fluosol, a combination of perfluamine (perfluorotripropylamine) and perflunafene (perfluorodecalin) for use in the delivery of oxygen to ischemic myocardium during percutaneous transluminal coronary angioplasty.[Garrelts JC; DICP Ann. Pharmacother 24: 1105-12 (1990O]

Drug Information

Blood substitute.|/Exptl Ther/ Emulsions of perfluorocarbons (PFCs) have been tested as blood substitutes.|/Exptl Ther/ Eight male rabbits were divided into the test (n=5) and control (n=3) groups. Each underwent intrajejunal, ip, and iv (artery, portal vein) catheter placements along with ligation of the duodenum and the terminal ileum under general anesthesia. The test group received oxygen-saturated perfluorotripropylamine (FTPA), and the control group received oxygen desaturated FTPA. The oxygen delivery was assessed by serial blood gas measurements before and after the admin of FTPA. The admin of oxygen-saturated FTPA significantly increased the partial pressure of oxygen within both the arterial and the portal venous blood (PaO2, PpVO2) without significant changes in PCO2 values. Oxygen desaturated FTPA failed to show any effects on blood gas values. Compared with oxygen desaturated FTPA, oxygen-saturated FTPA increased PaO2, PpVO2, and oxygen saturation (artery, portal vein) significantly at some, but not all of the time-points measured. The intraabdominal admin of saturated FTPA improved both the portal venous and the arterial oxygenation. This new mode of oxygenation may be helpful as an adjunct to conventional oxygen delivery systems.|/Exptl Ther/ Perfluorodecalin and perfluorotripropylamine which have N2 solubility coefficients of 28.4 and 35.7 ml/dl, respectively, were used for treatment of decompression sickness in this study. Rats with chronically implanted venous catheters were held for 30 min at 800 kPa (7 bar, 8 ATA) by introducing compressed air into a chamber in which they were kept; a relatively short period of decompression followed (200 kPa/min). Immediately thereafter injections of the perfluorochemicals (PFCs) in a dose of 10 g/kg were given, controls received saline in the same volume or remained without treatment. An observation period of 2 h followed; after this time the incidence of death amongst the experimental animals (as compared with controls tested by the chi 2-test) showed that PFC treatment increased the likelihood of survival. Probit-log time relationship for the incidence of death also revealed a significant decrease in lethality in treated rats 30 min after the end of decompression. The mean lethal times Lt50 differed significantly, too. A still greater effect might be expected if the PFC emulsion were deprived of its normal nitrogen content by oxygenation before administration. Under the conditions of the present experiments PFCs produced an improvement in N2 exhalation at least in terms of the survival rate after compression followed by a very short decompression time.|For more Therapeutic Uses (Complete) data for PERFLUAMINE (7 total), please visit the HSDB record page.

Emulsions of perfluorocarbons (PFCs) have been tested as blood substitutes. However, evidence exists that there is long-term retention of some PFCs by the organs of the reticuloendothelial system (RES).|Since PFCs have a profound influence on several important neutrophil functions, patients receiving PFC should be monitored closely for possible infectious complications.|It was concluded that the data in this select group of patients refusing blood products suggest that, after blood loss, ... /fluosol-DA/ is unnecessary in moderate anemia and ineffective in severe anemia.

The decline of the concentration of perfluorochemicals (PFC) after a single injection of three different doses was studied in the circulation of rats. The doses used amounted to 4.4, 10 and 14 g/kg body weight of Fluosol-DA, an emulsion of 7 parts of perfluorodecalin (FDC) and 3 parts of perfluorotripropylamine (FTPA). This also allowed testing of the composition of the emulsion remaining in the circulation and of that found in the liver. After two days a decrease of the half life from 34.0 +/- 0.7 to 17.1 +/- 4.3 h was found within the circulation at the highest dose. At the same time a change in the composition of the emulsion in the blood stream occurred, favouring the fraction of FTPA. FTPA increased from 28.3 +/- 1.4 to 54.4 +/- 8.1% on the fourth day. Whereas in the cells of the liver PFC droplets may be broken up, freed from their surfactant layer and handled according to their individual components, for PFC in the blood stream an unchanged composition should be assumed. Both results, the decreasing half life and the change in composition of the circulating emulsion may best be explained by a shrinking and instability of the emulgator film, showing the necessity for development of a superior surfactant. /Fluosol-DA/|The effect of an emulsion of perfluorochemicals (PFC) (7 parts perfluorodecalin and 3 parts perfluorotripropylamine, 4.4 g PFC/kg body weight) on organ function was determined. Whereas maximal storage of PFC was reached in the spleen as early as 12 h after PFC administration, the liver attained a maximal PFC content only after 2 days.

Organ retention of the blood substitute component, perfluorotripropylamine (FTPA)... /was examined/. Various dosages of an emulsion of FTPA were administered to five rats. At intervals up to 86 weeks after infusion, (19F) MRI was used to measure the amount of FTPA in liver and spleen. The data were fit to both linear and exponential elimination models, and organ retention half-lives were calculated. The exponential half-lives for combined liver and spleen FTPA ranged from 110 to 190 days. Linear half-lives ranged from 175 to 300 days.|/In anemic patients/ the half-life of /fluosol-DA/ was 24.3+-4.3 hr.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

FTPA

Perfluorotripropylamine Use and Manufacturing

Methods of Manufacturing

Electrochemical fluorination via the Simons process is the preferred route to fluorinated tertiary alkylamines. The hydrogen atoms are completely replaced by the fluorine atoms. /Fluorinatd Tertiary Amines/

Fluosol-DA (20%), an emulsified mixture of perfluorodecalin and perfluorotripropylamine.

1-Propanamine, 1,1,2,2,3,3,3-heptafluoro-N,N-bis(1,1,2,2,3,3,3-heptafluoropropyl)-: ACTIVE

PFAS (per- and polyfluoroalkyl substances) -> OECD Category

Computed Properties

Molecular Weight:521.07
XLogP3:7.9
Hydrogen Bond Acceptor Count:22
Rotatable Bond Count:6
Exact Mass:520.9695404
Monoisotopic Mass:520.9695404
Topological Polar Surface Area:3.2
Heavy Atom Count:31
Complexity:555
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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