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Volumn 99, Issue 7, 2010, Pages 3048-3059

Molecular dynamics simulations of hydrotropic solubilization and self-aggregation of nicotinamide

Author keywords

Aggregation; Hydrotropy; Molecular dynamics simulation; Solubilization

Indexed keywords

ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; NICOTINAMIDE; PG 300995; UNCLASSIFIED DRUG; WATER;

EID: 77953303865     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.22077     Document Type: Article
Times cited : (31)

References (40)
  • 1
    • 0002297081 scopus 로고
    • Liquids
    • Lachman L, Lieberman HA, Kanig JL, editors. 3rd edition. Phila, PA: Lea and Febiger
    • Boylan J. 1986. Liquids. In: Lachman L, Lieberman HA, Kanig JL, editors. The theory and practice of industrial pharmacy. 3rd edition. Phila, PA: Lea and Febiger. p 246.
    • (1986) The Theory and Practice of Industrial Pharmacy
    • Boylan, J.1
  • 2
    • 0000275739 scopus 로고
    • Hydro-tropical appearance I announcement
    • Neuberg C. 1916. Hydro-tropical appearance I announcement. Biochem Z 76:107-176.
    • (1916) Biochem Z , vol.76 , pp. 107-176
    • Neuberg, C.1
  • 3
    • 0037523268 scopus 로고    scopus 로고
    • Hydrotropic solubilization of paclitaxel: Analysis of chemical structures for hydrotropic property
    • DOI 10.1023/A:1024458206032
    • Lee J, Lee SC, Acharya G, Chang C, Park K. 2003. Hydrotropic solubilization of paclitaxel: Analysis and chemical structures for hydrotropic property. Pharm Res 20:1022-1030. (Pubitemid 36774273)
    • (2003) Pharmaceutical Research , vol.20 , Issue.7 , pp. 1022-1030
    • Lee, J.1    Lee, S.C.2    Acharya, G.3    Chang, C.-J.4    Park, K.5
  • 4
    • 0025135012 scopus 로고
    • Solubilization of salicylamide and acetaminophen by antihistamines in aqueous solution
    • Shah SP, Flanagan DR. 1990. Solubilization of salicylamide and acetaminophen by antihistamines in aqueous solution. J Pharm Sci 79:889-892.
    • (1990) J Pharm Sci , vol.79 , pp. 889-892
    • Shah, S.P.1    Flanagan, D.R.2
  • 5
    • 0031934658 scopus 로고
    • Mechanistic studies on hydrotropic solubilization of nifedipine in nicotinamide solution
    • Suzuki H, Sunada H. 1980. Mechanistic studies on hydrotropic solubilization of nifedipine in nicotinamide solution. Chem Pharm Bull 46:125-130.
    • (1980) Chem Pharm Bull , vol.46 , pp. 125-130
    • Suzuki, H.1    Sunada, H.2
  • 6
    • 0001485826 scopus 로고
    • The effect of nicotinamide on the solubility of riboflavinin in water
    • Frost DV. 1947. The effect of nicotinamide on the solubility of riboflavinin in water. J Am Chem Soc 69:1064-1065.
    • (1947) J Am Chem Soc , vol.69 , pp. 1064-1065
    • Frost, D.V.1
  • 7
    • 0029908157 scopus 로고    scopus 로고
    • Hydrotropic solubilization - Mechanistic studies
    • Coffman RE, Kildsig DO. 1996. Hydrotropic solubilization - Mechanistic studies. Pharm Res 13:1460-1463.
    • (1996) Pharm Res , vol.13 , pp. 1460-1463
    • Coffman, R.E.1    Kildsig, D.O.2
  • 8
    • 0029761795 scopus 로고    scopus 로고
    • Effect of nicotinamide and urea on the solubility of riboflavin in various solvents
    • Coffman RE, Kildsig DO. 1996. Effect of nicotinamide and urea on the solubility of riboflavin in various solvents. J Pharm Sci 85:951-954.
    • (1996) J Pharm Sci , vol.85 , pp. 951-954
    • Coffman, R.E.1    Kildsig, D.O.2
  • 9
    • 77953320312 scopus 로고    scopus 로고
    • A review on hydrotropes: Compounds for solubility enhancement of poorly water soluble substances
    • Rathore KS, Tanwar YS, Gupta GD. 2006. A review on hydrotropes: Compounds for solubility enhancement of poorly water soluble substances. Pharm Rev 5:171-176.
    • (2006) Pharm Rev , vol.5 , pp. 171-176
    • Rathore, K.S.1    Tanwar, Y.S.2    Gupta, G.D.3
  • 10
    • 0021854452 scopus 로고
    • Hydrotropic agents a new definition
    • Saleh AM, El-Khordagui LK. 1985. Hydrotropic agents: A new definition. Int J Pharm 24:231-238.
    • (1985) Int J Pharm , vol.24 , pp. 231-238
    • Saleh, A.M.1    El-Khordagui, L.K.2
  • 11
    • 0029757099 scopus 로고    scopus 로고
    • Self-association of nicotinamide in aqueous solution: Light-scattering and vapor pressure osrnometry studies
    • DOI 10.1021/js9505197
    • Coffman RE, Kildsig DO. 1996. Self-association of nicotinamide in aqueous solution: Light-scattering and vapor pressure osmometry studies. J Pharm Sci 85:848-853. (Pubitemid 26269480)
    • (1996) Journal of Pharmaceutical Sciences , vol.85 , Issue.8 , pp. 848-853
    • Coffman, R.E.1    Kildsig, D.O.2
  • 12
    • 0025731888 scopus 로고
    • Solubility enhancement of some water-insoluble drugs by nicotinamide and related compounds
    • Rasool AA, Hussain AA, Dittert LW. 1991. Solubility enhancement of some water-insoluble drugs by nicotinamide and related compounds. J Pharm Sci 80:387-393.
    • (1991) J Pharm Sci , vol.80 , pp. 387-393
    • Rasool, A.A.1    Hussain, A.A.2    Dittert, L.W.3
  • 13
    • 34447520231 scopus 로고    scopus 로고
    • Compressibility, isothermal titration calorimetry and dynamic light scattering analysis of the aggregation of the amphiphilic phenothiazine drug thioridazine hydrochloride in water/ethanol mixed solvent
    • Cheema MA, Siddiq M, Barbosa S, Castro E, Egea JA, Antelo LT, Taboada P, Mosquera V. 2007. Compressibility, isothermal titration calorimetry and dynamic light scattering analysis of the aggregation of the amphiphilic phenothiazine drug thioridazine hydrochloride in water/ethanol mixed solvent. Chem Phys 336:157-164.
    • (2007) Chem Phys , vol.336 , pp. 157-164
    • Cheema, M.A.1    Siddiq, M.2    Barbosa, S.3    Castro, E.4    Egea, J.A.5    Antelo, L.T.6    Taboada, P.7    Mosquera, V.8
  • 14
    • 12244252266 scopus 로고    scopus 로고
    • Study of interaction between ibuprofen and nicotinamide using differential scanning calorimetry, spectroscopy, and microscopy and formulation of a fast-acting and possibly better ibuprofen suspension for osteoarthritis patients
    • Oberoi LM, Alexander KS, Riga AT. 2005. Study of interaction between ibuprofen and nicotinamide using differential scanning calorimetry, spectroscopy, and microscopy and formulation of a fast-acting and possibly better ibuprofen suspension for osteoarthritis patients. J Pharm Sci 94:93-101.
    • (2005) J Pharm Sci , vol.94 , pp. 93-101
    • Oberoi, L.M.1    Alexander, K.S.2    Riga, A.T.3
  • 15
    • 0018841351 scopus 로고
    • Rationalization of drug complexation in aqueous solution by use of Huckel frontier molecular orbitals
    • Fawzi M, Davison E, Tute M. 1980. Rationalization of drug complexation in aqueous solution by use of Hückel frontier molecular orbitals. J Pharm Sci 69:104-106. (Pubitemid 10136838)
    • (1980) Journal of Pharmaceutical Sciences , vol.69 , Issue.1 , pp. 104-106
    • Fawzi, M.B.1    Davison, E.2    Tute, M.S.3
  • 16
    • 0014150026 scopus 로고
    • Effects of electron donors on photodecomposition of menadione in aqueous solution. 1. Interaction between electron donors and menadione in aqueous solution
    • Hata S, Mizuno K, Tomioka S. 1967. Effects of electron donors on photodecomposition of menadione in aqueous solution. 1. Interaction between electron donors and menadione in aqueous solution. Chem Pharm Bull 15:1719-1795.
    • (1967) Chem Pharm Bull , vol.15 , pp. 1719-1795
    • Hata, S.1    Mizuno, K.2    Tomioka, S.3
  • 17
    • 1842452937 scopus 로고    scopus 로고
    • Hydrotropic solubilization of nimesulide for parenteral administration
    • DOI 10.1016/j.ijpharm.2004.01.012, PII S0378517304000274
    • Agrawal S, Pancholi SS, Jain NK, Agrawal GP. 2004. Hydrotropic solubilization of nimesulide for parenteral administration. Int J Pharm 274:149-155. (Pubitemid 38457014)
    • (2004) International Journal of Pharmaceutics , vol.274 , Issue.1-2 , pp. 149-155
    • Agrawal, S.1    Pancholi, S.S.2    Jain, N.K.3    Agrawal, G.P.4
  • 19
    • 33846130327 scopus 로고
    • The solubility and complexing properties of oxytetracycline and tetracycline. 3. Interactions in aqueous solution with model compounds, biochmicals, metals chelates, and hexametephosphate
    • Higuchi T, Bolton S. 1959. The solubility and complexing properties of oxytetracycline and tetracycline. 3. Interactions in aqueous solution with model compounds, biochmicals, metals, chelates, and hexametephosphate. J Am Pharm Assoc Sci Ed 48:557-564.
    • (1959) J Am Pharm Assoc Sci Ed , vol.48 , pp. 557-564
    • Higuchi, T.1    Bolton, S.2
  • 20
    • 0022515845 scopus 로고
    • Water soluble complexes of the antiviral drugs, 9-[(1,3-dihydroxy-2- propoxy)methyl]guanine and acyclovir: The role of hydrophobicity in complex formation
    • Kenley RA, Jackson SE, Winderle JS, Shunko Y, Visor GC. 1986. Water soluble complexes of the antiviral drugs, 9-[(1,3-dihydroxy-2-propoxy)methyl] guanine and acyclovir: The role of hydrophobicity in complex formation. J Pharm Sci 75:648-653.
    • (1986) J Pharm Sci , vol.75 , pp. 648-653
    • Kenley, R.A.1    Jackson, S.E.2    Winderle, J.S.3    Shunko, Y.4    Visor, G.C.5
  • 21
    • 0021275548 scopus 로고
    • Solubility enhancement of some developmental anti-cancer nucleoside analogs by complexation with nicotinamide
    • DOI 10.1016/0378-5173(84)90128-5
    • Truelove J, Bawarshi-Nassar R, Chen NR, Hussain A. 1984. Solubility enhancement of some developmental anti-cancer nucleoside analogs by complexation with nicotinamide. Int J Pharm 19:17-25. (Pubitemid 14127338)
    • (1984) International Journal of Pharmaceutics , vol.19 , Issue.1 , pp. 17-25
    • Truelove, J.1    Bawarshi-Nassar, R.2    Chen, N.R.3    Hussain, A.4
  • 22
    • 0027245886 scopus 로고
    • Complexation of moricizine with nicotinamide and evaluation of the complexation constants by various methods
    • Hussain MA, DiLuccio RC, Maurin MB. 1993. Complexation of moricizine with nicotinamide and evaluation of the complexation constants by various methods. Int J Pharm 82:77-79.
    • (1993) Int J Pharm , vol.82 , pp. 77-79
    • Hussain, M.A.1    DiLuccio, R.C.2    Maurin, M.B.3
  • 23
    • 0025880327 scopus 로고
    • Self-association of nicotinamide in aqueous solution: Mass transport, freezing-point depression, and partition coefficient studies
    • Charman WN, Lai CSC, Finnin BD, Reed BL. 1991. Self-association of nicotinamide in aqueous solution: Mass transport, freezing-point depression, and partition coefficient studies. Pharm Res 8:1144-1150.
    • (1991) Pharm Res , vol.8 , pp. 1144-1150
    • Charman, W.N.1    Lai, C.S.C.2    Finnin, B.D.3    Reed, B.L.4
  • 24
    • 37049135499 scopus 로고
    • Ionization, self association, and proton exchange studies of nicotinamide in aqueous solution using NMR spectrometry
    • Birdsall B, Feeney J, Partington P. 1973. Ionization, self association, and proton exchange studies of nicotinamide in aqueous solution using NMR spectrometry. J Chem Soc Perkin Trans 2:2145-2151.
    • (1973) J Chem Soc Perkin Trans , vol.2 , pp. 2145-2151
    • Birdsall, B.1    Feeney, J.2    Partington, P.3
  • 25
    • 0015100805 scopus 로고
    • NMRevidence for self-association of theophylline in aqueous solution
    • Thakkar AL, Tensmeyer LG, Wilham WL. 1971.NMRevidence for self-association of theophylline in aqueous solution. J Pharm Sci 60:1267-1269.
    • (1971) J Pharm Sci , vol.60 , pp. 1267-1269
    • Thakkar, A.L.1    Tensmeyer, L.G.2    Wilham, W.L.3
  • 26
    • 0017185032 scopus 로고
    • Aggregation of antihistamines in aqueous solution: Effect of counterions on self-association of pyridine derivatives
    • Attwood D, Udeala OK. 1976. Aggregation of antihistamines in aqueous solution: Effect of counterions on self-association of pyridine derivatives. J Pharm Sci 65:1053-1057.
    • (1976) J Pharm Sci , vol.65 , pp. 1053-1057
    • Attwood, D.1    Udeala, O.K.2
  • 27
    • 0016077412 scopus 로고
    • Micellar properties of drugs: Micellar and nonmicellar patterns of self-association of hydrophobic solutes of different molecular structures - Monomer fraction, availability, and misuses of micellar hypothesis
    • Mukerjee P. 1974. Micellar properties of drugs: Micellar and nonmicellar patterns of self-association of hydrophobic solutes of different molecular structures - Monomer fraction, availability, and misuses of micellar hypothesis. J Pharm Sci 63:972-981.
    • (1974) J Pharm Sci , vol.63 , pp. 972-981
    • Mukerjee, P.1
  • 28
    • 0037026281 scopus 로고    scopus 로고
    • Solubilization and preformulation of carbendazim
    • Ni N, Sanghavi T, Yalkowsky SH. 2002. Solubilization and preformulation of carbendazim. Int J Pharm 244:99-104.
    • (2002) Int J Pharm , vol.244 , pp. 99-104
    • Ni, N.1    Sanghavi, T.2    Yalkowsky, S.H.3
  • 29
    • 14344251899 scopus 로고    scopus 로고
    • Solubilization and preformulation studies on PG-300995 (an anti-HIV drug)
    • DOI 10.1002/jps.20246
    • Ran Y, Jain A, Yalkowsky SH. 2005. Solubilization and preformulation studies on PG-300995(an anti-HIV drug). J Pharm Sci 94:297-303. (Pubitemid 40293326)
    • (2005) Journal of Pharmaceutical Sciences , vol.94 , Issue.2 , pp. 297-303
    • Ran, Y.1    Jain, A.2    Yalkowsky, S.H.3
  • 30
    • 70449345550 scopus 로고    scopus 로고
    • O'Neil MJ, editor. 14th edition. Whitehouse Station, NJ: Merck Research Laboratories
    • O'Neil MJ, editor. 2006. The Merck Index, 14th edition. Whitehouse Station, NJ: Merck Research Laboratories.
    • (2006) The Merck Index
  • 31
    • 0001345932 scopus 로고
    • Derivation of Class II force-fields. 2. Derivation and characterization of a Class-II force-field, CFF93, for the alkyl functional-group and alkane molecules
    • Hwang MJ, Stockfisch TP, Hagler AT. 1994. Derivation of Class II force-fields. 2. Derivation and characterization of a Class-II force-field, CFF93, for the alkyl functional-group and alkane molecules. J Am Chem Soc 116:2515.
    • (1994) J Am Chem Soc , vol.116 , pp. 2515
    • Hwang, M.J.1    Stockfisch, T.P.2    Hagler, A.T.3
  • 32
    • 0001189010 scopus 로고    scopus 로고
    • Compass: An ab initio force-field optimized for condensed-phase applications - Overview with details on alkane and benzene compounds
    • Sun H. 1998. COMPASS: An ab initio force-field optimized for condensed-phase: Applications overview with details on alkane and benzene compounds. J Phys Chem B 102:7338. (Pubitemid 128576794)
    • (1998) Journal of Physical Chemistry B , vol.102 , Issue.38 , pp. 7338-7364
    • Sun, H.1
  • 33
    • 0000550049 scopus 로고    scopus 로고
    • Molecular modeling of energetic materials: The parameterization and validation of nitrate esters in the COMPASS force field
    • Bunte SW, Sun H. 2000. Molecular modeling of energetic materials: The parameterization and validation of nitrate esters in the COMPASS force field. J Phys Chem B 104:2477.
    • (2000) J Phys Chem B , vol.104 , pp. 2477
    • Bunte, S.W.1    Sun, H.2
  • 34
    • 38949107937 scopus 로고    scopus 로고
    • Molecular dynamics simulations of β-cyclodextrin-aziadamantane complexes in water
    • DOI 10.1021/jp075493
    • Sellner B, Zifferer G, Kornherr A, Krois D, Brinker UH. 2008. Molecular dynamics simulations of β-cyclodextrin-aziadamantane complexes in water. J Phys Chem B 112:710-7714. (Pubitemid 351212505)
    • (2008) Journal of Physical Chemistry B , vol.112 , Issue.3 , pp. 710-714
    • Sellner, B.1    Zifferer, G.2    Kornherr, A.3    Krois, D.4    Brinker, U.H.5
  • 35
    • 0006218874 scopus 로고    scopus 로고
    • Orthorhombic quartzlike polymorph of solica: A molecular-dynamics simulation study
    • Svishchev IM, Kusalik PG, Murashov VV. 1997. Orthorhombic quartzlike polymorph of solica: A molecular-dynamics simulation study. Phys Rev B 55:721-725.
    • (1997) Phys Rev B , vol.55 , pp. 721-725
    • Svishchev, I.M.1    Kusalik, P.G.2    Murashov, V.V.3
  • 37
    • 2742517055 scopus 로고    scopus 로고
    • Computer simulations of organic solids and their liquid-state precursors
    • Gavezzotti A. 1997. Computer simulations of organic solids and their liquid-state precursors. Faraday Discuss 106:63-77.
    • (1997) Faraday Discuss , vol.106 , pp. 63-77
    • Gavezzotti, A.1
  • 38
    • 84984085862 scopus 로고
    • Correlation of diffusion coefficients in dilute solutions
    • Wilke CR, Chang P. 1955. Correlation of diffusion coefficients in dilute solutions. AIChE J 1:264-270.
    • (1955) AIChE J , vol.1 , pp. 264-270
    • Wilke, C.R.1    Chang, P.2
  • 39
    • 84985609272 scopus 로고
    • Pediction of diffusion coefficients for nonelectrolytes in dilute aqueous solutions
    • Hayduk W, Laudie H. 1974. Pediction of diffusion coefficients for nonelectrolytes in dilute aqueous solutions. AIChE J 20:611-615.
    • (1974) AIChE J , vol.20 , pp. 611-615
    • Hayduk, W.1    Laudie, H.2
  • 40
    • 0002660623 scopus 로고
    • New generalized equation for gas diffusion coefficient
    • Chen NH, Othmer DF. 1962. New generalized equation for gas diffusion coefficient. J Chem Eng Data 7:37-41.
    • (1962) J Chem Eng Data , vol.7 , pp. 37-41
    • Chen, N.H.1    Othmer, D.F.2


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