(4-Chlorophenoxy)acetic acid

Kennard, C. H. L.; Smith, G. F.; White, Allan H.

doi:10.1107/s0567740881005803

Cited by 9 publications

(3 citation statements)

References 5 publications

(6 reference statements)

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“…Molecular models were built starting from standard geometries and crystallographic data [29,30], using the Cambridge Structural Database (CSD) [31].…”

Section: Methodsmentioning

confidence: 99%

QSAR and conformational analysis of the antiinflammatory agent amfenac and analogues

Ruiz

Lopez

Milà

et al. 1993

J Computer-Aided Mol Des

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The new nonsteroidal antiinflammatory drug (NSAID) arylacetic amfenac (2-amino-3-benzoylphenylacetic acid) and 19 substituted derivatives were studied in order to correlate the biological activities with the structure-related parameters. The geometry of amfenac in neutral and anionic form was totally optimized, starting from standard geometries and crystallographic data, using semiempirical AM1 and MNDO quantum-mechanical methods. Conformational analysis shows the existence of a rigid structure for rotations of the acetic acid chain (alpha degrees) and the central carbonyl group (gamma degrees) around the bonds with the phenylamine ring, whereas the carboxyl group (beta degrees) and the phenyl ring of the benzoyl group (delta degrees) can rotate almost freely. Electrostatic potential maps were analyzed and showed that the electrostatic orientation effect seems to make an important contribution to the binding of the active compounds to prostaglandin synthase. An electrostatic orientation model of the binding site is proposed. The frontier orbital charge distribution was also described for each compound. On the other hand, steric, electronic and hydrophobic (log P) parameters were calculated and QSAR analysis showed that the most significant parameter for the antiinflammatory activity was the pi-electron density of the HOMO orbital in the second aromatic ring. These results suggest a possible electronic charge transfer between the aromatic fragments and the receptor.

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“…Molecular models were built starting from standard geometries and crystallographic data [29,30], using the Cambridge Structural Database (CSD) [31].…”

Section: Methodsmentioning

confidence: 99%

QSAR and conformational analysis of the antiinflammatory agent amfenac and analogues

Ruiz

Lopez

Milà

et al. 1993

J Computer-Aided Mol Des

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“…Measurements were carried out at a magnetic field strength of 9,9 kOe. The calibrant employed was Hg[Co(SCN) 4 ] for which the magnetic susceptibility was assumed to be 10 Ecl. Quím., São Paulo, 33 (1) 1,644 .…”

Section: Methodsmentioning

confidence: 99%

The physico-chemical properties of 4-chlorophenoxyacetates of Mn(II), Co(II), Ni(II) and Cu(II)

Ferenc¹,

Bernat²,

Sarzynski³

et al. 2008

Eclet. Quim.

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The complexes of 4-chlorophenoxyacetates of Mn(II), Co(II), Ni(II) and Cu(II) have been synthesized as polycrystalline solids, and characterized by elemental analysis, spectroscopy, magnetic studies and also by X-ray diffraction and thermogravimetric measurements. The analysed complexes have the following colours: pink for Co(II), green for Ni(II), blue for Cu(II) and a pale pink for Mn(II) compounds. The carboxylate group binds as monodentate and bidentate ligands. On heating to 1173K in air the complexes decompose in several steps. At first, they dehydrate in one step to anhydrous salts, that next decompose to the oxides of respective metals. Their magnetic moments were determined in the range of 76-303K. The results reveal them to be high-spin complexes of weak ligand fields.

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“…It is used as growth hormone for plants and is known as herbicide [2]. In some papers the details of its molecular structure was presented [3][4][5]. From the survey of literature it appears that its complexes with Li(I) and Cu(II) ions were synthesized and their properties were studied [6,7].…”

Section: Introductionmentioning

confidence: 99%

The physico-chemical properties of 4-chlorophenoxyacetates of Mn(II), Co(II), Ni(II) and Cu(II)

et al. 2008

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(4-Chlorophenoxy)acetic acid

Cited by 9 publications

References 5 publications

QSAR and conformational analysis of the antiinflammatory agent amfenac and analogues

QSAR and conformational analysis of the antiinflammatory agent amfenac and analogues

The physico-chemical properties of 4-chlorophenoxyacetates of Mn(II), Co(II), Ni(II) and Cu(II)

The physico-chemical properties of 4-chlorophenoxyacetates of Mn(II), Co(II), Ni(II) and Cu(II)

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