Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol

dc.contributor.authorCaira, M R
dc.contributor.authorBourne, S A
dc.contributor.authorOliver, C L
dc.date.accessioned2016-08-04T13:04:06Z
dc.date.available2016-08-04T13:04:06Z
dc.date.issued2004
dc.date.updated2016-08-01T11:36:03Z
dc.description.abstractTwo polymorphs of the bronchodilator tulobuterol (2-chloro-α-[[(1,1-dimethylethyl)-amino] -methyl]benzenemethanol) with melting points differing by ∼10 K were isolated and characterized by thermal analysis (HSM, TG, DSC), as well as powder and single crystal X-ray diffraction. Analysis of melting data for Forms 1 and 2 revealed a monotropic relationship, with ∆G0, the Gibbs free energy difference at the melting temperature of the lower melting form, less than 1 kJ mol–1. This small difference is reconciled with known structural features in the crystals of the two forms. The hydrogen bonding capacity of the tulobuterol molecule is fully utilised in both polymorphs in forming a common trimeric unit via three strong O–H···N interactions. Consequently only weak intermolecular forces characterize the packing of the trimers in the monoclinic polymorph (Form 1, P21/n, Z =12) and the triclinic polymorph (Form 2, P(–1), Z =6).en_ZA
dc.identifierhttp://dx.doi.org/10.1023/B:JTAN.0000038997.18925.b3
dc.identifier.apacitationCaira, M. R., Bourne, S. A., & Oliver, C. L. (2004). Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol. <i>Journal of Thermal Analysis and Calorimetry</i>, http://hdl.handle.net/11427/21118en_ZA
dc.identifier.chicagocitationCaira, M R, S A Bourne, and C L Oliver "Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol." <i>Journal of Thermal Analysis and Calorimetry</i> (2004) http://hdl.handle.net/11427/21118en_ZA
dc.identifier.citationCaira, M. R., Bourne, S. A., & Oliver, C. L. (2004). Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol. Journal of thermal analysis and calorimetry, 77(2), 597-606.en_ZA
dc.identifier.issn1388-6150en_ZA
dc.identifier.ris TY - Journal Article AU - Caira, M R AU - Bourne, S A AU - Oliver, C L AB - Two polymorphs of the bronchodilator tulobuterol (2-chloro-α-[[(1,1-dimethylethyl)-amino] -methyl]benzenemethanol) with melting points differing by ∼10 K were isolated and characterized by thermal analysis (HSM, TG, DSC), as well as powder and single crystal X-ray diffraction. Analysis of melting data for Forms 1 and 2 revealed a monotropic relationship, with ∆G0, the Gibbs free energy difference at the melting temperature of the lower melting form, less than 1 kJ mol–1. This small difference is reconciled with known structural features in the crystals of the two forms. The hydrogen bonding capacity of the tulobuterol molecule is fully utilised in both polymorphs in forming a common trimeric unit via three strong O–H···N interactions. Consequently only weak intermolecular forces characterize the packing of the trimers in the monoclinic polymorph (Form 1, P21/n, Z =12) and the triclinic polymorph (Form 2, P(–1), Z =6). DA - 2004 DB - OpenUCT DP - University of Cape Town J1 - Journal of Thermal Analysis and Calorimetry LK - https://open.uct.ac.za PB - University of Cape Town PY - 2004 SM - 1388-6150 T1 - Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol TI - Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol UR - http://hdl.handle.net/11427/21118 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/21118
dc.identifier.vancouvercitationCaira MR, Bourne SA, Oliver CL. Thermal and structural characterization of two polymorphs of the bronchodilator tulobuterol. Journal of Thermal Analysis and Calorimetry. 2004; http://hdl.handle.net/11427/21118.en_ZA
dc.languageengen_ZA
dc.publisherSpringer Verlagen_ZA
dc.publisher.institutionUniversity of Cape Town
dc.sourceJournal of Thermal Analysis and Calorimetryen_ZA
dc.source.urihttp://www.springer.com/chemistry/physical+chemistry/journal/10973
dc.subject.otherβ-adrenergic agonist
dc.subject.otherDSC
dc.subject.otherHSM
dc.subject.otherMonotropy
dc.subject.otherPolymorphism
dc.subject.otherTG
dc.subject.otherX-ray analysis
dc.titleThermal and structural characterization of two polymorphs of the bronchodilator tulobuterolen_ZA
dc.typeJournal Articleen_ZA
uct.type.filetypeText
uct.type.filetypeImage
uct.type.publicationResearchen_ZA
uct.type.resourceArticleen_ZA
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