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Truxillic acid information


Truxillic acid
Names
IUPAC name
7,8′-Cyclo-8,7′-neolignane-9,9′-dioic acid
Systematic IUPAC name
2,4-Diphenylcyclobutane-1,3-dicarboxylic acid
Identifiers
CAS Number
  • 4462-95-7 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 70589
ECHA InfoCard 100.022.478 Edit this at Wikidata
PubChem CID
  • 78213
UNII
  • 821BB4R21V checkY
CompTox Dashboard (EPA)
  • DTXSID20196252 Edit this at Wikidata
SMILES
  • OC(C1C(C2=CC=CC=C2)C(C(O)=O)C1C3=CC=CC=C3)=O
Properties
Chemical formula
C18H16O4
Molar mass 296.322 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Truxillic acids are any of several crystalline stereoisomeric cyclic dicarboxylic acids with the formula (C6H5C2H2(CO2H)2. They are colorless solids. These compounds are obtained by the [2 + 2] photocycloadditions of cinnamic acid where the two trans alkenes react head-to-tail. The isolated stereoisomers are called truxillic acids.[1] The preparation of truxillic acids provided an early example of organic photochemistry.[2]

Cinnamic Acid CycloAddition
Cinnamic Acid CycloAddition
  1. ^ Cohen, M. D.; Schmidt, G. M. J.; Sonntag, F. I. (1964). "Topochemistry. II. The photochemistry of trans-cinnamic acids". J. Chem. Soc.: 2000–2013. doi:10.1039/jr9640002000.
  2. ^ Roth, Heinz D. (1989). "The Beginnings of Organic Photochemistry". Angewandte Chemie International Edition in English. 28 (9): 1193–1207. doi:10.1002/anie.198911931.

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Truxillic acid

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Truxillic acids are any of several crystalline stereoisomeric cyclic dicarboxylic acids with the formula (C6H5C2H2(CO2H)2. They are colorless solids....

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Incarvillateine

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Incarvillateine is a complex monoterpene alkaloid that is a derivative of α-truxillic acid. It can be isolated from the plant genus Incarvillea. Incarvillateine...

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Methylecgonine cinnamate

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cocaine from a crude form. Methylecgonine cinnamate can dimerize to the truxillic acid derivative truxilline. It is notable that methylecgonine cinnamate is...

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Schizanthus

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been found in Schizanthus grahamii as well has dimers of an ester of truxillic acid. Schizanthus pinnatus accumulates B and D schizantines, while Z schizantine...

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Cycloaddition

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dimerization of cinnamic acid. The two trans alkenes react head-to-tail, and the isolated isomers are called truxillic acids. Supramolecular effects can...

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Organic photochemistry

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Elbs. Similar observations focused on the dimerization of cinnamic acid to truxillic acid. Many photodimers are now recognized, e.g. pyrimidine dimer, thiophosgene...

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Truxinic acid

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cinnamic acid, where the two trans alkenes react head-to-head. Ten stereoisomers are possible. Truxillic acids, which are isomers of the truxinic acids Liebermann...

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Iwao Ojima

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Qianwen (June 2018). "SAR studies on truxillic acid mono esters as a new class of antinociceptive agents targeting fatty acid binding proteins". European Journal...

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C18H16O4

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to: Truxillic acid, several crystalline stereoisomeric cyclic dicarboxylic acids Truxinic acid, several stereoisomeric cyclic dicarboxylic acids with...

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Endocannabinoid transporter

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anti-nociceptive agent with mild anti-inflammatory activity in mice. These truxillic acids and their derivatives have been known to have anti-inflammatory and...

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