Name: Name:Benzyl nicotinate
Brand: AABLOCKS
SKU: AA00GR51
Rating: 90 (10 reviews)

Benzyl nicotinate serves as a precursor in the synthesis of benzylpalladium complexes utilized as catalysts for the substitution of olefins with benzylic groups. This compound plays a crucial role in the formation of the catalytic species required for the desired chemical transformations. Its inclusion in these reactions facilitates the coordination of palladium ions, leading to the formation of stable complexes capable of promoting selective olefin substitution reactions. Benzyl nicotinate's role as a catalyst precursor underscores its significance in organic synthesis and catalysis, contributing to the development of efficient and selective methodologies for the modification of organic molecules.

Catalog No.: AA00GR51

94-44-0 | Benzyl nicotinate

Pack Size： 5g

Purity： 97%

in stock

$6.00 $4.00

Pack Size： 10g

Purity： 97%

in stock

$7.00 $5.00

Pack Size： 100g

Purity： 97%

in stock

$54.00 $38.00

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Technical Information

Catalog Number: AA00GR51

Chemical Name: Benzyl nicotinate

CAS Number: 94-44-0

Molecular Formula: C13H11NO2

Molecular Weight: 213.2319

MDL Number: MFCD00023584

SMILES: O=C(c1cccnc1)OCc1ccccc1

Properties

Complexity: 224

Covalently-Bonded Unit Count: 1

Defined Atom Stereocenter Count: 0

Defined Bond Stereocenter Count: 0

Formal Charge: 0

Heavy Atom Count: 16

Hydrogen Bond Acceptor Count: 3

Hydrogen Bond Donor Count: 0

Isotope Atom Count: 0

Rotatable Bond Count: 4

Undefined Atom Stereocenter Count: 0

Undefined Bond Stereocenter Count: 0

XLogP3: 2.4

Upstream Synthesis Route

93-60-7

100-51-6

94-44-0

[1]Patent:JP5804472,2015,B2,.Locationinpatent:Paragraph0054;0055;0056

[2]JournalofOrganicChemistry,2003,vol.68,#7,p.2812-2819

[3]ChemicalCommunications,2012,vol.48,#76,p.9465-9467

[4]EuropeanJournalofOrganicChemistry,2013,#2,p.326-331

[5]OrganicLetters,2008,vol.10,#11,p.2187-2190

59-67-6

100-51-6

94-44-0

[1]SyntheticCommunications,1984,vol.14,#6,p.515-520

[2]Synlett,2004,#2,p.263-266

[3]Patent:DE946541,1952,,

[4]Patent:DE952714,1951,,

1345837-77-5

94-44-0

[1]OrganicLetters,2011,vol.13,#23,p.6232-6235

59-67-6

31139-36-3

94-44-0

[1]AdvancedSynthesisandCatalysis,2003,vol.345,#8,p.943-947

59-67-6

94-44-0

[1]JournalofOrganicChemistry,2007,vol.72,#23,p.8962-8964

[2]Synlett,2010,#6,p.841-851

Downstream Synthesis Route

93-60-7

100-51-6

94-44-0

[1]CurrentPatentAssignee:TOKAINATIONALHIGHEREDUCATIONANDRESEARCHSYSTEM-JP5804472,2015,B2Locationinpatent:Paragraph0054;0055;0056

[2]Grasa,GabrielaA.;Gueveli,Tatyana;Singh,Rohit;Nolan,StevenP.[JournalofOrganicChemistry,2003,vol.68,#7,p.2812-2819]

[3]Hatano,Manabu;Kamiya,Sho;Ishihara,Kazuaki[ChemicalCommunications,2012,vol.48,#76,p.9465-9467]

[4]Chiarotto,Isabella;Feroci,Marta;Sotgiu,Giovanni;Inesi,Achille[EuropeanJournalofOrganicChemistry,2013,#2,p.326-331]

[5]Ishihara,Kazuaki;Niwa,Masatoshi;Kosugi,Yuji[OrganicLetters,2008,vol.10,#11,p.2187-2190]

Literature fold

Title: Current State-of-Art and New Trends on Lipid Nanoparticles (SLN and NLC) for Oral Drug Delivery.

Journal: Journal of drug delivery20120101

Title: Rhodium-catalyzed enantioselective addition of boronic acids to N-benzylnicotinate salts.

Journal: Journal of the American Chemical Society20110309

Title: Supplementation of flaxseed oil diminishes skin sensitivity and improves skin barrier function and condition.

Journal: Skin pharmacology and physiology20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters20101101

Title: Effect of a topical vasodilator on tumor hypoxia and tumor oxygen guided radiotherapy using EPR oximetry.

Journal: Radiation research20100501

Title: Degradation kinetics of benzyl nicotinate in aqueous solution.

Journal: Indian journal of pharmaceutical sciences20100101

Title: Enhancement of bioavailability by lowering of fat content in topical formulations.

Journal: The British journal of dermatology20090301

Title: In situ permeation study of drug through the stratum corneum using attenuated total reflectance [corrected] Fourier transform infrared spectroscopic imaging.

Journal: Journal of biomedical optics20090101

Title: Measurement of drug and macromolecule diffusion across atherosclerotic rabbit aorta ex vivo by attenuated total reflection-Fourier transform infrared imaging.

Journal: Journal of biomedical optics20090101

Title: Amphiphilic poly{[alpha-maleic anhydride-omega-methoxy-poly(ethylene glycol)]-co-(ethyl cyanoacrylate)} graft copolymer nanoparticles as carriers for transdermal drug delivery.

Journal: International journal of nanomedicine20090101

Title: Influence of nanosized delivery systems with benzyl nicotinate and penetration enhancers on skin oxygenation.

Journal: International journal of pharmaceutics20080709

Title: Estimation of serum protein binding of compounds metabolized in serum using matrix inhibition.

Journal: Biopharmaceutics & drug disposition20080701

Title: Vascular disrupting action of electroporation and electrochemotherapy with bleomycin in murine sarcoma.

Journal: British journal of cancer20080129

Title: Importance of solid lipid nanoparticles (SLN) in various administration routes and future perspectives.

Journal: International journal of nanomedicine20070901

Title: Kinetics of blood flow after topical application of benzyl nicotinate on different anatomic sites.

Journal: Archives of dermatological research20061101

Title: Parallel artificial membrane permeability assay: a new membrane for the fast prediction of passive human skin permeability.

Journal: Journal of medicinal chemistry20060629

Title: In vivo study of liposomes as drug carriers to oral mucosa using EPR oximetry.

Journal: International journal of pharmaceutics20060103

Title: Comparison of blood flow to the cutaneous temperature and redness after topical application of benzyl nicotinate.

Journal: Journal of biomedical optics20060101

Title: In vivo study of different ointments for drug delivery into oral mucosa by EPR oximetry.

Journal: International journal of pharmaceutics20040211

Title: Skin oxygenation after topical application of liposome-entrapped benzyl nicotinate as measured by EPR oximetry in vivo: influence of composition and size.

Journal: AAPS pharmSci20030301

Title: Reduced blood flow and oxygenation in SA-1 tumours after electrochemotherapy with cisplatin.

Journal: British journal of cancer20021021

Title: Improved skin oxygenation after benzyl nicotinate application in different carriers as measured by EPR oximetry in vivo.

Journal: Journal of controlled release : official journal of the Controlled Release Society20010129

Application fold

Benzyl nicotinate serves as a precursor in the synthesis of benzylpalladium complexes utilized as catalysts for the substitution of olefins with benzylic groups. This compound plays a crucial role in the formation of the catalytic species required for the desired chemical transformations. Its inclusion in these reactions facilitates the coordination of palladium ions, leading to the formation of stable complexes capable of promoting selective olefin substitution reactions. Benzyl nicotinate's role as a catalyst precursor underscores its significance in organic synthesis and catalysis, contributing to the development of efficient and selective methodologies for the modification of organic molecules.