490-20-0

Basic information

• Product Name: 2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid
• Synonyms: (1α,2α,3β,4β)-2,4-Diphenyl-1,3-cyclobutanedicarboxylic acid;Nsc103001;QWFRRFLKWRIKSZ-BIAGXBKMSA-N;.alpha.-Truxillic Acid
• CAS NO: 490-20-0
• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.31724
• Mol File: 490-20-0.mol

Chemical Properties

• Melting Point: 274 °C
• Boiling Point: 470.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.323±0.06 g/cm3(Predicted)
• PKA: 3.84±0.70(Predicted)
• CAS DataBase Reference: 2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid(490-20-0)
• EPA Substance Registry System: 2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid(490-20-0)

Safety Data

• Hazardous Substances Data: 490-20-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid is utilized as a key intermediate in the synthesis of pharmaceutical compounds due to its reactivity and structural features. Its ability to form various organic molecules makes it a promising candidate for the development of new drugs with unique therapeutic properties.
Used in Material Science Research:
In the field of material science, 2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid is employed as a building block for the creation of novel materials with specific properties. Its structural attributes allow for the engineering of materials with tailored characteristics for use in various applications, such as in polymers, coatings, or advanced composites.
Used in Organic Synthesis:
As a diacid, 2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid is used as a versatile reactant in organic synthesis for the preparation of a wide range of organic compounds. Its presence in reactions can lead to the formation of esters, amides, and other functional groups, expanding the scope of synthetic chemistry.
Used in Chemical Education and Research:
2β,4α-Diphenyl-1β,3α-cyclobutanedicarboxylic acid's molecular structure and properties also make it a valuable subject for study in chemical education and research. It can serve as a model system for teaching concepts related to organic chemistry, molecular structure, and reactivity, as well as a testbed for exploring new synthetic methodologies and reaction mechanisms.

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 140-10-3 cis-cinnamic acid 
• 490-19-7 γ-truxillic acid 
• 102113-89-3 (2,4-diphenyl-cyclobutane-1,3-diyldimethylene)-di-malonic acid 
• 861315-63-1 (2,4-diphenyl-cyclobutane-1,3-diyl)-di-glyoxylic acid 
• 106-93-4 ethylene dibromide 
• 102-92-1 Cinnamoyl chloride 
• 65037-39-0 trans-1,3-di-(3-methyl-4-nitroisoxazol-5-yl)-trans-2,cis-4-diphenylcyclobutane 
• 7647-01-0 hydrogenchloride 
• 37520-13-1 1,1'-(2,4-diphenyl-cyclobutane-1,3-dicarbonyl)-bis-piperidine 
• 490-17-5 2,4-diphenyl-cyclobutane-1,3-dicarboxylic acid bis-(2-methoxycarbonyl-tropan-3-yl ester) 
• 7732-18-5 water 
• 528-34-7 β-truxinic acid 
• 67-64-1 acetone 

Downstream Products

• 56586-34-6 dimethyl 2,4-diphenylcyclobutane-1,3-dicarboxylate 
• 55631-79-3 diethyl α-truxillate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 140-10-3 cis-cinnamic acid 
• 37597-30-1 α-2,4-diphenylcyclobutane-1,3-dicarboxylic acid dichloride 
• 528-38-1 ε-truxillic acid 
• 2898-38-6 6,7-diphenyl-3-oxabicyclo[3.1.1]heptane-2,4-dione 
• 621-82-9 Cinnamic acid 
• 2898-38-6 γ-truxillic anhydride 
• 2898-38-6 η-truxillic acid-anhydride 
• 528-34-7 β-truxinic acid 
• 17104-12-0 2,4-diphenyl-cyclobutane-1,3-dicarboxylic acid bis-(3-morpholin-4-yl-propyl) ester 
• 19043-27-7 2α,4β-Diphenylcyclobutane-1α,3β-dimethanol 
• 72939-12-9 2,4-Diphenyl-cyclobutane-1,3-dicarboxylic acid bis-(4-vinyl-benzyl) ester 

Relevant articles and documents

Temperature stability and photodimerization kinetics of β-cinnamic acid and comparison to its α-polymorph as studied by solid-state NMR spectroscopy techniques and DFT calculations

Photoreactions of the α- and β-polymorphs of trans-cinnamic acid were studied by 13C CPMAS solid-state nuclear magnetic resonance spectroscopy, and the reactants and products were spectroscopically characterized in detail. Chemical shifts and c

Transient states in [2 + 2] photodimerization of cinnamic acid: Correlation of solid-state NMR and X-ray analysis

13C-CPMAS and other solid-state NMR methods have been applied to monitor the solid-state reactions of trans-cinnamic acid derivatives, which are the pioneer and model compounds in the field of topochemistry previously studied by X-ray diffracti

CYCLOBUTANE-1, 3-DIACID BUILDING BLOCKS

A method of making polymers utilizes cyclobutane-1,3-diacid (CBDA) molecules as polymer building blocks includes and linker molecules with a non-reactive R group and at least two reactive X groups used to create chemically stable polymers of CBDA. The resulting polymers are thermally, photochemically, and chemically stable.

SAR studies on truxillic acid mono esters as a new class of antinociceptive agents targeting fatty acid binding proteins

Fatty acid binding proteins (FABPs) serve as critical modulators of endocannabinoid signaling by facilitating the intracellular transport of anandamide and whose inhibition potentiates anandamide signaling. Our previous work has identified a novel small-m

Template-stereocontrolled [2 + 2] photoreactions directed by surface recognition on hydrophilic functionalized carbon materials

Supramolecular assistance of the regioselective synthesis of single dimers from [2 + 2] photoreactions surface-directed by multivalent H-bonding exo-templates based on hydrophilic carbon materials (HCMs) is highlighted for the first time. Supramolecular p

The Antinociceptive Agent SBFI-26 Binds to Anandamide Transporters FABP5 and FABP7 at Two Different Sites

Human FABP5 and FABP7 are intracellular endocannabinoid transporters. SBFI-26 is an α-truxillic acid 1-naphthyl monoester that competitively inhibits the activities of FABP5 and FABP7 and produces antinociceptive and anti-inflammatory effects in mice. The

α-TRUXILLIC ACID DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS THEREOF

The present invention provides a compound, and method of inhibiting the activity of a Fatty Acid Binding Protein (FABP) comprising contacting the FABP with a compound, said compound having the structure : Formula (I)

α-AND γ-TRUXILLIC ACID DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS THEREOF

The present invention provides a compound, and method of inhibiting the activity of a Fatty Acid Binding Protein (FABP) comprising contacting the FABP with a compound, having the structure: Formula (I).

Novel photolabile diblock copolymers bearing truxillic acid derivative junctions

Amphiphilic diblock copolymers, poly(ethylene glycol)-block-poly(acrylate), bearing truxillic acid derivatives at the junction point between the two blocks are described. The truxillic acid junction can be selectively cut by UV light, leading to a disassembly of the nano-objects made by self-assembly of the amphiphilic copolymers in water.

The interaction of Cinnamic acids with 60Co gamma radiation

In the interest of expanding our knowledge of the interaction of cinnamic acid and its derivatives with ionizing radiation, (E)-cinnamic acid and several of its chlorinated and brominated derivatives were exposed to 60Co gamma radiation. Dimer yields were estimated from integration of the proton NMR signals of the irradiated material. (E)-Cinnamic acid itself is relatively unreactive. The largest yield of dimer was obtained with p-bromocinnamic acid where exposure to a dose of 116 megarads led to a 24% yield.