87077-92-7Relevant articles and documents
Gas-phase pyrolytic reaction of 3-phenoxy and 3-phenylsulfanyl-1-propanol derivatives: Kinetic and mechanistic study
Dib,Ibrahim,Al-Awadi,Ibrahim,Al-Awadi
, p. 51 - 58 (2008/09/17)
3-Phenoxy-l-propanols 1a-c and 3-phenylsuIfanyl-1-propanols 2a-c containing primary, secondary, and tertiary alcohols were prepared and subjected to gas-phase pyrolysis in a static reaction system. Pyrolysis of 4-phenyl-1-butanol 3, 2-methyl-3-phenyl-1-propanol 4, and 2-methyl-3-phenylpropanoic acid 5 was also studied, and results were compared with those obtained for compounds 1-3. The pyrolytic reactions were homogeneous and followed a first-order rate equation. Analysis of the pyrolysate showed the products to be phenol (from la to 1c), thiophenol (from 2a to 2c), and toluene (from 3 to 5) and carbonyl compounds. The kinetic results and product analysis of each of the nine investigated compounds are rationalized in terms of a plausible transition state for the elimination pathway.
Heteroarotinoid compounds as anticancer agents
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, (2008/06/13)
Novel heteroarotinoid compositions characterized by the formulae: STR1 where R is H, CH3 or C2 H5 and X is S, S O, O, NCH3, Si(CH3)2, N+ (H)CH3 [Cl- ], N+ (H)CH3 [Br- ] or N+ (alkyl) CH3 [Cl- or Br-) where alkyl is CH3, C2 H5, CH2 =CHCH2 or C6 H5 CH2. Such compositions exhibit activity as anticancer agents.
Synthesis and Characterization of Selected Heteroarotinoids. Pharmacological Activity as Assessed in Vitamin A Deficient Hamster Tracheal Organ Cultures. Single-Crystal X-ray Diffraction Analysis of 4,4-Dimethylthiochroman-6-yl Methyl Ketone 1,1-Dioxide and Ethyl (E)-p-<2-(4,4-Dimeth...
Waugh, Kristy M.,Berlin, K. Darrell,Ford, Warren T.,Holt, Elizabeth M.,Carrol, John P.,et al.
, p. 116 - 124 (2007/10/02)
There is reported the first four members of heteroarotinoids, the names of which are ethyl (E)-p-benzoate (1b), ethyl (E)-p-benzoate (1c), ethyl (E)-p-benzoate (1d), and (E)-p-benzoic acid (1e).IR, 1H NMR and 13C NMR data have been recorded for each compound and support the structural assignments.To provide a firm basis for comparison purposes of future analogues, an X-ray analysis was performed on asingle crystal of ethyl (E)-p-benzoate (1b) and a precursor 4,4-dimethylthiochroman-6-yl methyl ketone 1,1-dioxide (18).These data for the heteroarotinoid 1b revealed that the two aryl ring systems were nearly perpendicular in each of the two molecules present in the unit cell (86.37 deg and 84.17 deg, respectively).The space group for both molecules was P1 in triclinic systems.Unit cell dimensions (at 15 deg C) are as follows: for 1b, a = 20.568 (6) Angstroem, b = 14.760 (3) Angstroem, c = 7.679 (2) Angstroem, α = 113.33 (2) deg, β = 79.45 (2) deg, γ = 79.98 (2) deg, Z = 4; for 18, a = 9.292 (5) Angstroem, b = 9.291 (5) Angstroem, c = 7.951 (3) Angstroem, α = 102.16 (3) deg, β = 77.49 (3) deg, γ = 79.60 (4) deg, Z = 2.The sulfur containing ring is in a distorted half-chair in 1b and the methyl carbon C(12) is shown to be trans to H(13) at the C(11)-C(13) bond.The biological activity of these arotinoids was determined in the tracheal organ culture asssay and compared with trans-retinoic acid for ability to reverse keratinization in vitamin A deficient hamsters.The ester 1b displayed activity about one-half log unit less than of the ref erence while 1c and 1e had activity nearly one log until less than trans-retinoic acid.The sulfoxide was the least active of the heteroretinoids.
