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Chemistry

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Also known as: Perfluorohexane, 355-42-0, Tetradecafluorohexane, Hexane, tetradecafluoro-, Perfluoro-n-hexane, Flutec pp1

Molecular Formula

C₆F₁₄

Molecular Weight

338.04 g/mol

InChI Key

ZJIJAJXFLBMLCK-UHFFFAOYSA-N

FDA UNII

FX3WJ41CMX

Perflexane is a fluorinated hydrocarbon and gaseous substance used as an imaging contrast agent in echocardiogram. After administration in microsphere form, perflexane increases ultrasound reflectivity of blood. This leads to an improvement of ultrasound signaling.

Perflexane is a Contrast Agent for Ultrasound Imaging. The mechanism of action of perflexane is as an Ultrasound Contrast Activity.

1 2D Structure

Perflexane

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1,1,1,2,2,3,3,4,4,5,5,6,6,6-tetradecafluorohexane

2.1.2 InChI

InChI=1S/C6F14/c7-1(8,3(11,12)5(15,16)17)2(9,10)4(13,14)6(18,19)20

2.1.3 InChI Key

ZJIJAJXFLBMLCK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C(C(C(C(F)(F)F)(F)F)(F)F)(C(C(F)(F)F)(F)F)(F)F

2.2 Other Identifiers

2.2.1 UNII

FX3WJ41CMX

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Afo 150

2. Imagent

3. Imavist

4. Perfluoro-n-hexane

5. Perfluorohexane

2.3.2 Depositor-Supplied Synonyms

1. Perfluorohexane

2. 355-42-0

3. Tetradecafluorohexane

4. Hexane, Tetradecafluoro-

5. Perfluoro-n-hexane

6. Flutec Pp1

7. Perfluorohexanes

8. N-tetradecafluorohexane

9. N-perfluorohexane

10. Fluorinert Fc72

11. Af0150

12. Perfluoro-compound Fc-72

13. Fluorinert Fc-72

14. 1,1,1,2,2,3,3,4,4,5,5,6,6,6-tetradecafluorohexane

15. Fluorinertr(fc-72)

16. Fx3wj41cmx

17. Chebi:39427

18. Perfluorohexane(s)

19. Af-0150

20. Fluorinert(r) Fc-72

21. Ncgc00166122-01

22. Fluorinert(tm) (fc-72)(r)

23. Hexane, 1,1,1,2,2,3,3,4,4,5,5,6,6,6-tetradecafluoro-

24. Perflexane [usan:inn]

25. Hexane, 1,1,1,2,2,3,3,4,4,5,5,6,6,6-tetradecafluoro-, Homopolymer

26. 25916-42-1

27. Einecs 206-585-0

28. Unii-fx3wj41cmx

29. Per-fluorohexane

30. Imagent?

31. Imavist?

32. Hsdb 7871

33. Fc-72

34. Mfcd00000437

35. Perflexane [usan]

36. Pp 1 (fluorocarbon)

37. Perflexane [inn]

38. N-perfluorohexane Emulsion

39. Perflexane (usan/inn)

40. Perflexane [vandf]

41. Perflexane [mart.]

42. Tetradecafluorohexane, 99%

43. Dsstox_cid_26548

44. Dsstox_rid_81709

45. Perflexane [who-dd]

46. Perflexane-lipid Microspheres

47. Perfluorohexane [mi]

48. Dsstox_gsid_46548

49. Schembl33789

50. Perfluorohexane [inci]

51. Afo145

52. Afo150

53. Chembl1200607

54. Dtxsid7046548

55. Perflexane [orange Book]

56. Fluorinert Fc72fluorinert Fc72

57. Zjijajxflbmlck-uhfffaoysa-

58. Zinc6827705

59. Tox21_112328

60. Akos005258316

61. Af 0150

62. Db09531

63. As-56640

64. Bp-21389

65. Cas-355-42-0

66. Ft-0676292

67. P0839

68. D05437

69. D92023

70. A822857

71. Q3291714

72. W-109529

73. Perfluorohexane A Mixture Of Perfluorinated Hexanes, 95%

74. Tetradecafluorohexane A Mixture Of Perfluorinated Hexanes

75. 1,1,1,2,2,3,3,4,4,5,5,6,6,6-tetradecafluorohexane #

76. Tetradecafluorohexane, A Mixture Of Perfluorinated Hexanes, 95%

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₆F₁₄
Molecular Weight	338.04 g/mol
XLogP3	5.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	3
Exact Mass	337.9776443 g/mol
Monoisotopic Mass	337.9776443 g/mol
Topological Polar Surface Area	0 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	319
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Therapeutic Uses

Diagnostic aid (Ultrasound contrast agent).

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1332

Imagent is an IV injected contrast echocardiography agent designed to image the left ventricle after traversing the pulmonary circulation.

PMID:16785016 Kirkton SD et al; Ultrasound in Med & Biol 32 (6): 949-59 (2006)

... Patients with varying degrees of coronary artery stenosis on quantitative angiography underwent high-mechanical-index myocardial contrast echocardiography at 15 Hz to allow measurement of phasic changes in aBV in large intramyocardial vessels using either Definity (group 1; n=22) or Imagent (group 2; n=22) ... A systolic/diastolic aBV signal ratio of >0.34 provided a sensitivity and specificity of 80% and 71%, respectively, for the detection of >75% coronary stenosis in group 1 patients, whereas a ratio of >0.43 provided a sensitivity and specificity of 89% and 74%, respectively, for the detection of >75% stenosis in group 2 patients. Both the presence and severity of a physiologically significant coronary stenosis can be detected at rest by measuring the increase in aBV on myocardial contrast echocardiography that occurs distally to the stenosis without recourse to any form of stress.

PMID:16103241 Wei K et al; Circulation 112 (8): 1154-60 (2005)

... Twelve patients /were examined. with transcranial ultrasound angiography (t USA) via the temporal bone window after an IV bolus injection of a perfluorocarbon-based microbubble contrast agent (Imagent). The aim was to display the intracranial vessel segments of the middle cerebral artery (M1, M2 and M3), the anterior cerebral artery (A1 and A2), the posterior cerebral artery (P1, P2 and P3) and the internal carotid artery (C1/2 and C3/4). t USA is a B-mode phase inversion imaging technique that uses wideband harmonic signals for image generation ... t USA provides detailed anatomical display at native B-mode spatial resolution with fewer artifacts, yielding improved delineation of intracranial vessels that are in the 1- to 2-mm range.

PMID:16085089 Holscher T et al; Ultrasound in Med & Biol 31 (8): 1001-6 (2005)

For more Therapeutic Uses (Complete) data for Perfluoro-n-hexane (16 total), please visit the HSDB record page.

5 Pharmacology and Biochemistry

5.1 FDA Pharmacological Classification

5.1.1 Active Moiety

PERFLEXANE

5.1.2 FDA UNII

FX3WJ41CMX

5.1.3 Pharmacological Classes

Mechanisms of Action [MoA] - Ultrasound Contrast Activity

5.2 Absorption, Distribution and Excretion

The metabolism and pharmacokinetic characteristics of 1,1-dichloro-2,2,2-trifluoroethane (HCFC-123), 2-chloro-1,1,1,2-tetrafluoroethane (HCFC-124), 1-chloro-1,1-difluoroethane (HCFC-142b), and perfluorohexane (PFH) were studied in rats. The study was part of a program to investigate possible health hazards presented by candidate Halon replacements for use as a fire extinguishant. Male Fischer-344-rats and Sprague-Dawley-rats were exposed nose only to 10,000 parts per million (ppm) HCFC-123, HCFC-124, HCFC-142b, or PFH for 2 hours. Urine samples were collected for 24 hours. The rats were killed 0 or 24 hours after exposure and the tissue distribution of the compounds and their metabolites was determined by gas chromatography and fluorine-19 nuclear magnetic resonance spectroscopy. HCFC-123, HCFC-124, HCFC-142b, and PFH were detected in all tissues of rats killed immediately after exposure. ... Most tissue concentrations of the halocarbons and metabolites were below the detection limit in rats examined 24 hours post exposure. ... No PFH metabolites were detected /in urine/. ...

Dodd DE et al; Toxicology Letters 68 (1/2): 37-47 (1993)

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