NP-647, a novel TRH analogue: Investigating physicochemical parameters critical for its oral and parenteral delivery

International Journal of Pharmaceutics

Volumn 406, Issue 1-2, 2011, Pages 21-30

  Khomane, Kailas ^a   Kumar, Lokesh ^a   Meena, Chhuttan Lal ^a   Jain, Rahul ^a   Bansal, Arvind ^a  

^a NATIONAL INSTITUTE OF PHARMACEUTICAL EDUCATION AND RESEARCH NIPER   (India)

Author keywords

Consensus approach; Dissolution titration template; Peptide delivery; Physicochemical properties; Preformulation; TRH analogues

Indexed keywords

NP 647; PROTIRELIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DIFFERENTIAL SCANNING CALORIMETRY; DISSOCIATION CONSTANT; DRUG DISTRIBUTION; DRUG HALF LIFE; DRUG SOLUBILITY; DRUG STABILITY; DRUG STRUCTURE; GLASS TRANSITION TEMPERATURE; MICROSCOPY; PH; PHYSICAL CHEMISTRY; POTENTIOMETRIC TITRATION; PRIORITY JOURNAL; SHELF LIFE; SOLID STATE; THERMOGRAVIMETRY; THERMOSTABILITY; WETTABILITY; X RAY DIFFRACTION;

ADMINISTRATION, ORAL; ANTICONVULSANTS; CALORIMETRY, DIFFERENTIAL SCANNING; DRUG STABILITY; GASTRIC JUICE; HUMANS; HYDROGEN-ION CONCENTRATION; INJECTIONS; INTESTINAL SECRETIONS; MODELS, BIOLOGICAL; MOLECULAR STRUCTURE; PHASE TRANSITION; SOLUBILITY; THERMOGRAVIMETRY; THYROTROPIN-RELEASING HORMONE; X-RAY DIFFRACTION;

EID: 79951581870     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2010.12.025     Document Type: Article

References (40)

1. T. Abshear, G.M. Banik, M.L. D'Souza, K. Nedwed, and C. Peng A model validation and consensus building environment SAR QSAR Environ. Res. 17 2006 311 321 (Pubitemid 44034666)
2. M. Albert, M. Jenike, R. Nixon, and K. Nobel Thyrotropin response to thyrotropin-releasing hormone in patients with dementia of the Alzheimer type 1 Biol. Psychiatry 33 1993 267 271 (Pubitemid 23091502)
3. G.L. Amidon, H. Lennernäs, V.P. Shah, and J.R. Crison A theoretical basis for a biopharmaceutic drug classification: the correlation of in vitro drug product dissolution and in vivo bioavailability Pharm. Res. 12 1995 413 420
4. a in the solid state Pharmacol. Res. Commun. 4 1998 165 170
5. A. Avdeef Absorption and Drug Development: Solubility, Permeability and Charge State 2003 John Wiley & Sons, Inc. New Jersey
6. A. Avdeef, and C.M. Berger pH-metric solubility. 3. Dissolution titration template method for solubility determination Eur. J. Pharm. Sci. 14 2001 281 291 (Pubitemid 33001620)
7. A. Avdeef, C.M. Berger, and C. Brownell pH-metric solubility. 2: correlation between the acid-base titration and the saturation shake-flask solubility-pH methods Pharm. Res. 17 2000 85 89 (Pubitemid 30121104)
8. D.J. Burnett, F. Thielmann, and J. Booth Determining the critical relative humidity for moisture-induced phase transitions Int. J. Pharm. 287 2004 123 133 (Pubitemid 39487250)
9. J.C. Callahan, G.W. Cleary, M. Elefant, G. Kaplan, T. Kensler, and R.A. Nash Equilibrium moisture content of pharmaceutical excipients Drug Dev. Ind. Pharm. 8 1982 355 369
10. K. Deák, K. Takács-Novák, M. Kapás, M. Vastag, K. Tihanyi, and B. Noszál Physico-chemical characterization of a novel group of dopamine D3/D2 receptor ligands, potential atypical antipsychotic agents J. Pharm. Biomed. Anal. 48 2008 678 684
11. J. Dearden, and A. Worth In silico prediction of physicochemical properties JRC Sci. Tech. Rep. 2007 1 73
12. J.C. Dearden, and G.M. Bresnen The measurement of partition coefficients Quant. Struct.-Act. Relat. 7 1988 133 144
13. a Measurements and Their Use. http://www.raell.demon.co.uk/chem/logp/logppka.htm, Accessed: 24/2/2010.
14. H. Ford, C.L. Merski, and J.A. Kelley Rapid microscale method for the determination of partition coefficients by HPLC J. Liq. Chromatogr. Related Technol. 14 1991 3365 3386
15. Fujino, M., Hatanaka, C., 1976. TRH tartrate crystals. U. S. Patent 3959247.
16. E. Griffith Thyrotropin releasing hormone: endocrine and central effects Psychoneuroendocrinology 10 1985 225 235
17. H. Heuer, M.K.H. Schafer, D. O'Donnell, P. Walker, and K. Bauer Expression of thyrotropin-releasing hormone receptor 2 (TRH-R2) in the central nervous system of rats J. Comp. Neurol. 428 2000 319 336
18. ICH Validation of analytical procedures: text and methodology Proceeding of the International Conference on Harmonisation Geneva 1996
19. Jain, R., Kaur, N., Monga, V., 2006. CNS effective thyrotropin releasing hormone analogs. WTO Indian Patent Application No. 2065/DEL/2006.
20. L. Jaworska-Feil, M. Kajta, B. Budziszewska, M. Lekiewicz, and W. Laso Protective effects of TRH and its stable analogue, RGH-2202, on kainate-induced seizures and neurotoxicity in rodents Epilepsy Res. 43 2001 67 73 (Pubitemid 32010708)
21. N. Kaur, X. Lu, M.C. Gershengorn, and R. Jain Thyrotropin-releasing hormone (TRH) analogues that exhibit selectivity to TRH receptor subtype 2 J. Med. Chem 48 2005 6162 6165 (Pubitemid 41324623)
22. N. Kaur, V. Monga, X. Lu, M.C. Gershengorn, and R. Jain Modifications of the pyroglutamic acid and histidine residues in thyrotropin-releasing hormone (TRH) yield analogs with selectivity for TRH receptor type 2 over type 1 Bioorg. Med. Chem. 15 2007 433 443 (Pubitemid 44738561)
23. W. Klein, W. Kördel, M. Weiss, and H.J. Poremski Updating of the OECD test guideline 107 "partition coefficient n-octanol/water": OECD laboratory intercomparison test on the HPLC method Chemosphere 17 1988 361 386 (Pubitemid 18055780)
24. M.J. Kubek, and B.P. Garg Thyrotropin-releasing hormone in the treatment of intractable epilepsy Pediatr. Neurol. 26 2002 9 17 (Pubitemid 34121032)
25. B. Lafer, M. Fava, P. Hammerness, and J.F. Rosenbaum The influence of DST and TRH test administration on depression assessments: a controlled study Biol. Psychiatry 34 1993 650 653 (Pubitemid 23345851)
26. M. Leonard, E. Creed, D. Brayden, and A.W. Baird Iontophoresis-enhanced absorptive flux of polar molecules across intestinal tissue in vitro Pharm. Res. 17 2000 476 478 (Pubitemid 30395305)
27. C.B. Nemeroff, E. Widerlov, G. Bissette, H. Walleus, I. Karlsson, K. Eklund, C.D. Kilts, P.T. Loosen, and W. Vale Elevated concentrations of CSF corticotropin-releasing factor-like immunoreactivity in depressed patients Science 226 1984 1342 1344 (Pubitemid 15215592)
28. R. O'Leary, and B. O'Connor Thyrotropin-releasing hormone J. Neurochem. 65 1995 953 963
29. S.K. Rajput, S. Krishnamoorthy, C. Pawar, N. Kaur, V. Monga, C.L. Meena, R. Jain, and S.S. Sharma Antiepileptic potential and behavioral profile of l-pGlu-(2-propyl)-l-His-l-ProNH2, a newer thyrotropin-releasing hormone analog Epilepsy Behav. 14 2009 48 53
30. R. Rathore, J.P. Jain, A. Srivastava, S.M. Jachak, and N. Kumar Simultaneous determination of hydrazinocurcumin and phenol red in samples from rat intestinal permeability studies: HPLC method development and validation J. Pharm. Biomed. Anal. 46 2008 374 380
31. E. Rinaki, G. Valsami, and P. Macheras Quantitative biopharmaceutics classification system: the central role of dose/solubility ratio Pharm. Res. 20 2003 1917 1925 (Pubitemid 38005521)
32. E.R. Spindel, D.J. Pettibone, and R.J. Wurtman Thyrotropin-releasing hormone (TRH) content of rat striatum: modification by drugs and lesions Brain Res. 216 1981 323
33. Y. Sun, X. Lu, and M.C. Gershengorn Thyrotropin-releasing hormone receptors-similarities and differences J. Mol. Endocrinol. 30 2003 87 89
34. Y. Sun, B. Zupan, B.M. Raaka, M. Toth, and M.C. Gershengorn TRH-receptor-type-2-deficient mice are euthyroid and exhibit increased depression and reduced anxiety phenotypes Neuropsychopharmacology 34 2009 1601 1608
35. Y. Takeuchi, Y. Miyanomae, H. Komatsu, Y. Oomizono, A. Nishimura, S. Okano, T. Nishiki, and T. Sawada Efficacy of thyrotropin-releasing hormone in the treatment of spinal muscular atrophy J. Child Neurol. 9 1994 287 292
36. G.K. Tsuboyama, S.S. Gabriel, B.M. Davis, M. Davidson, B.A. Lawlor, K. Ware, K.L. Davis, and R.C. Mohs Neuroendocrine dysfunction in Alzheimer's disease: results following TRH stimulation 1 Biol. Psychiatry 32 1992 195 198
37. 3H]-(3-methyl-His2) thyrotropin- releasing hormone (MeTRH) in mice: effects of TRH and its analogues Drug Metab. Pharmacokinet. 18 2003 310 318
38. E. Walter, and T. Kissel Transepithelial transport and metabolism of thyrotropin-releasing hormone (TRH) in monolayers of a human intestinal cell line (Caco-2): evidence for an active transport component? Pharm. Res. 11 1994 1575 1580 (Pubitemid 24339677)
39. S. Yokohama, K. Yamashita, H. Toguchi, J. Takeuchi, and N. Kitamori Absorption of thyrotropin-releasing hormone after oral administration of TRH tartrate monohydrate in the rat, dog and human J. Pharm. Dyn. 7 1984 101 111 (Pubitemid 14100185)
40. L.X. Yu An integrated model for determining causes of poor oral drug absorption Pharm. Res. 16 1999 1883 1887 (Pubitemid 30040706)