JOURNAL OF THE CZECH PHARMACEUTICAL SOCIETY AND THE SLOVAK PHARMACEUTICAL SOCIETY

Čes. slov. farm. 2013, 62(3):132-135

Study of local anaesthetics: Part 201. Determination of the critical micellar concentration of pentacaine hydrochloride from the measurements of UV absorption of pyrene in methanol solutions

Jana Gališinová*, Fils Andriamainty, Ivan Malík, Jozef Čižmárik, Ľubica Sichrovská
Comenius University in Bratislava, Faculty of Pharmacy Department of Pharmaceutical Chemistry, Bratislava, Slovak Republic

The formation of micelles of the local anaesthetic pentacaine hydrochloride (K 1902) in methanol solutions at two concentrations was investigated by measuring the absorbance of pyrene in surfactant solution. The absorbance vs. surfactant concentration profiles for all the major UV spectral peaks of pyrene have been found to be sigmoidal in nature which were analyzed according to Sigmoidal-Boltzmann equation to evaluate the cmcs values of the studied systems. The influence of the methanol concentration on the critical micellar concentration was studied. The observed critical micellar concentration rises with an increasing of alcohol.

Keywords: local anaesthetic; pentacaine hydrochloride; critical micellar concentration; pyrene absorption; Sigmoidal-Boltzmann equation; methanol

Received: January 31, 2013; Accepted: March 19, 2013; Published: March 1, 2013  Show citation

ACS AIP APA ASA Harvard Chicago Chicago Notes IEEE ISO690 MLA NLM Turabian Vancouver
Gališinová J, Andriamainty F, Malík I, Čižmárik J, Sichrovská Ľ. Study of local anaesthetics: Part 201. Determination of the critical micellar concentration of pentacaine hydrochloride from the measurements of UV absorption of pyrene in methanol solutions. Čes. slov. farm. 2013;62(3):132-135.
Download citation

References

  1. Basu Ray G., Chakraborty I., Moulik, S. P. Pyrene absorption can be a convenient method for probing critical micellar concentration (cmc) and indexing micellar polarity. J. Coll. Interf. Sci. 2006; 294, 248-254. Go to original source... Go to PubMed...
  2. Tanford C. The Hydrophobic Effect: Formation of Micelles and Biological Membranes. Second ed. New York: Wiley-Interscience Publication 1980.
  3. Zakharova L. Y., Gaysin N. K., Gnezdilov O. I., Bashirov F. I., Kashapov R. R., Zhiltsova E. P., Pashirova T. N., Lukashenko S. S. Micellization of alkylated 1.4-diazabicyclo[2.2.2]octane by nuclear magnetic resonance technique using pulsed gradient of static magnetic field. J. Mol. Liq. 2012; 167, 89-93. Go to original source...
  4. Nyuta K., Yoshimura T., Esumi K. Surface tension and micellization properties of heterogemini surfactants containing quaternary ammonium salt and sulfobetaine moiety. J. Coll. Interf. Sci. 2006; 301, 267-273. Go to original source... Go to PubMed...
  5. Sajid Ali M., Abdul Rub M., Khan F., Al-Lohedan H. A., Kabir-ud-Din. Interaction of amphiphilic drug amitriptyline hydrochloride with β-cyclodextrin as studied by conductometry, surface tensiometry and viscometry. J. Mol. Liq. 2012; 167, 115-118. Go to original source...
  6. Bai G., Lopes A., Bastos M. Thermodynamics of micellization of alkylimidazolium surfactants in aqueous solution. J. Chem. Therm. 2008; 40, 1509-1516. Go to original source...
  7. Moulik S. P., Mitra D. Amphiphile self-aggregation: An attempt to reconcile the agreement-disagreement between the enthalpies of micellization determined by the van't Hoff and Calorimetry methods. J. Coll. Interf. Sci. 2009; 337, 569-578. Go to original source... Go to PubMed...
  8. Šarac B., Bešter-Rogač M. Temperature and salt-induced micellization of dodecyltrimethylammonium chloride in aqueous solution: A thermodynamic study. J. Coll. Interf. Sci. 2009; 338, 216-221. Go to original source... Go to PubMed...
  9. Das D., Ismail K. Aggregation and adsorption properties of sodium dodecyl sulfate in water-acetamide mixtures. J. Coll. Interf. Sci. 2008; 327, 198-203. Go to original source... Go to PubMed...
  10. Javadian S., Gharibi H., Sohrabi B., Bijanzadeh H., Safarpour M. A., Behjatmanesh- Ardakani R. Determination of the physico-chemical parameters and aggregation number of surfactant in micelles in binary alcohol-water mixtures. J. Mol. Liq. 2008; 137, 74-79. Go to original source...
  11. Dong B., Zhao X., Zheng L., Zhang J., Li N., Inoue T. Aggregation behavior of long-chain imidazolium ionic liquids in aqueous solution: Micellization and characterization of micelle microenvironment. Colloids and Surfaces A: Physicochem. Eng. Aspects. 2008; 317, 666-672. Go to original source...
  12. Aguiar J., Carpena P., Molina-Bolívar J. A., Carnero Ruiz C. J. On the determination of the critical micelle concentration by the pyrene 1:3 ratio method. J. Coll. Interf. Sci. 2003; 258, 116-122. Go to original source...
  13. Akhter M. S., Alawi M. S. The effect of organic additives on critical micelle concentration of non-aqueous micellar solutions. Colloids and Surfaces A: Physicochem. Eng. Aspects. 2000; 175, 311-320. Go to original source...
  14. Kroflič A., Šarac B., Bešter-Rogač M. Influence of the alkyl chain length, temperature, and added salt on the thermodynamics of micellization: Alkyltrimethylammonium chlorides in NaCl aqueous solutions. J. Chem. Therm. 2011; 43, 1557-1563. Go to original source...
  15. Akhter M. S. Effect of solubilization of alcohols on critical micelle concentration of non-aqueous micellar solutions. Colloids and Surfaces A: Physicochem. Eng. Aspects. 1999; 157, 203-210. Go to original source...
  16. Høiland H., Ljosland E., Backlund S. Solubilization of alcohols and alkanes in aqueous solution of sodium dodecyl sulfate. J. Coll. Interf. Sci. 1984; 101, 467-471. Go to original source...
  17. Zana R. Effect of medium chain-length alcohols on the micelles of tetradecyltrimethylammonium bromide. J. Coll. Interf. Sci. 1984; 101, 587-590. Go to original source...
  18. Roux-Desgranges G., Grolier J. P. E., Villamañan M. A., Casanova C. Role of alcohol in microemulsions. III. Volumes and heat capacities in the continuous phase water-n-butanol-toluene of reverse micelles. Fluid Phase Eq. 1986; 25, 209-230. Go to original source...
  19. Førland G. M., Sameth J., Høiland H., Mortensen K. The Effect of Medium Chain Length Alcohols on the Micellar Properties of Sodium Dodecyl Sulfate in Sodium Chloride Solutions. J. Coll. Interf. Sci. 1994; 164, 163-167. Go to original source...
  20. Beneš L., Borovanský A., Kopáčová L. Alkoxycarbanilic Acid Esters with High Local Anaesthetic Activity. Arzneim. Forsch. 1969; 19, 1902-1903.
  21. Khan Z. H., Khanna B. N. Electronic absorption spectra of pyrene and its monopositive ion. J. Chem. Phys. 1973; 59, 3015. Go to original source...
  22. Kalyansundaram K., Thomas J. K. Environmental effects on vibronic band intensities in pyrene monomer fluorescence and their application in studies of micellar systems. J. Am. Chem. Soc. 1977; 99, 2039-2044. Go to original source...
  23. Čižmárik J., Andriamainty F., Malík I., Sedlárová E. Study of local anesthetics. Part 176. Study of the micellization and thermodynamic parameters of heptacainium chloride in aqueous and alcoholic solutions. Farm. Obzor 2007; 56, 133-137.




Czech and Slovak Pharmacy

Madam, Sir,
please be aware that the website on which you intend to enter, not the general public because it contains technical information about medicines, including advertisements relating to medicinal products. This information and communication professionals are solely under §2 of the Act n.40/1995 Coll. Is active persons authorized to prescribe or supply (hereinafter expert).
Take note that if you are not an expert, you run the risk of danger to their health or the health of other persons, if you the obtained information improperly understood or interpreted, and especially advertising which may be part of this site, or whether you used it for self-diagnosis or medical treatment, whether in relation to each other in person or in relation to others.

I declare:

  1. that I have met the above instruction
  2. I'm an expert within the meaning of the Act n.40/1995 Coll. the regulation of advertising, as amended, and I am aware of the risks that would be a person other than the expert input to these sites exhibited


No

Yes

If your statement is not true, please be aware
that brings the risk of danger to their health or the health of others.