Thyroxine analogs. XVII. 3,5-Bis(ethylthio)- and 3,5-bis(phenylthio)-DL-thyronines and their 3'-isopropyl analogs

Jorgensen, Eugéne C.; Muhlhauser, Richard O.; Wiley, Robert A.

doi:10.1021/jm00304a029

J. Med. Chem.

1969

DOI: 10.1021/jm00304a029

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Thyroxine analogs. XVII. 3,5-Bis(ethylthio)- and 3,5-bis(phenylthio)-DL-thyronines and their 3'-isopropyl analogs

Eugéne C. Jorgensen¹,

Richard O. Muhlhauser²,

Robert A. Wiley³

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1970

1976

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Cited by 3 publications

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“…with * as single parameter gave eq 42. The great differences found for the correlation coefficients and the F values of eq 42 and 43 are caused only by compounds 50 and 51; that means that eq 43 only can describe the differences in the biological activities between compounds 50 and 51 on one hand and compounds [52][53][54][55][56][57][58][59][60][61][62][63][64][65][66] and 68-71 on the other hand.…”

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Quantitative structure-activity relationships. 2. A mixed approach, based on Hansch and Free-Wilson analysis

Kubinyi¹

1976

J. Med. Chem.

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Based on the theoretical and numerical equivalence of Hansch's linear multiple regression model and the modified Free-Wilson model a mixed approach is developed. The mixed approach is a combination of both models which makes use of the advantages of each model and widens the applicability of Hansch and Free-Wilson analysis. The Free-Wilson approach now is applicable also in the case of parabolic dependence of biological activity on a particular physical property, e.g., log P or pi. A rational explanation is given for the use of dummy variables in Hansch equations and the derivation of Hansch correlations for de novo group contributions obtained from Free-Wilson analysis. Some examples illustrate the mixed approach and demonstrate its usefulness to establish biologically meaningful structure-activity relationships.

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Quantitative structure-activity relationships. 2. A mixed approach, based on Hansch and Free-Wilson analysis

Kubinyi¹

1976

J. Med. Chem.

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Conformations of highly hindered aryl ethers—IV PMR studies of 2,4‐ and 2,6‐ dinitroaryl ethers

Lehmann

1970

Org. Magn. Reson.

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PMR studies of a series of 2,4-and 2,6-dinitrophenyl-and 2,4-dinitronaphthyl-aryl ethers strongly indicate the existence of preferred conformations. Extensive conjugation of the ether linkage with the dinitro ring, resulting in their coplanarity, is an important stereochemical influence. In the ensuing skew conformation the dinitro ring is positioned in such a way that the 6-substituent is proximal to the other ring. In the case of the 2,4-dinitrophenyl ethers (1) this is the 6-proton, which shows the expected shielding due to the ring current in the other ring. In the 2,6-dinitrophenyl-(2) and 2,4-dinitro-naphthyL(3) ethers, this is a nitro group, twisted out of coplanarity to fit over the other ring, whose magnetic anisotropy is reflected in the shielding experienced by the 6'-protons. When there is a 2'-substituent in which it is described, followed by its number within it. ?I M 9 Br, 20.53 0 C1, 10.94

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Structure activity relationships of thyroxine analogs

Jorgensen

1976

Pharmacology & Therapeutics. Part B: General and Systematic

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Thyroxine analogs. XVII. 3,5-Bis(ethylthio)- and 3,5-bis(phenylthio)-DL-thyronines and their 3'-isopropyl analogs

Cited by 3 publications

References 0 publications

Quantitative structure-activity relationships. 2. A mixed approach, based on Hansch and Free-Wilson analysis

Quantitative structure-activity relationships. 2. A mixed approach, based on Hansch and Free-Wilson analysis

Conformations of highly hindered aryl ethers—IV PMR studies of 2,4‐ and 2,6‐ dinitroaryl ethers

Structure activity relationships of thyroxine analogs

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