14447-18-8

Usage

Uses

Used in Pharmaceutical Industry:
Benzyl Cyanoacetate is used as a versatile intermediate for the synthesis of a multitude of chemical compounds, contributing to the development of new pharmaceutical products.
Used in Polymer Industry:
Benzyl Cyanoacetate is used as a key component in the manufacturing of ready-to-use polymers, enhancing their properties and applications in various fields.
Safety Precautions:
When handling Benzyl Cyanoacetate, it is essential to exercise caution due to its irritability when in contact with skin or eyes and its potential to be fatal if swallowed. Additionally, it breaks down in the presence of water, decomposing into hydrogen cyanide and benzyl alcohol, which are harmful and require careful handling.

InChI:InChI=1/C10H9NO2/c11-7-6-10(12)13-8-9-4-2-1-3-5-9/h1-5H,6,8H2

Upstream product

• 372-09-8 cyanoacetic acid 
• 100-51-6 benzyl alcohol 
• 105-56-6 ethyl 2-cyanoacetate 
• 501-53-1 benzyl chloroformate 
• 100-44-7 benzyl chloride 
• 51354-16-6 [N-formyl(O-benzyl)]glycinate 

Downstream Products

• 102238-09-5 2-cyano-3,5-bis-(4-methoxy-phenyl)-5-oxo-valeric acid 
• 140-11-4 Benzyl acetate 
• 718-31-0 benzyl α-cyano-α-oximinoacetate 
• 19282-90-7 malonomonoimidic acid-1-ethyl ester-3-benzyl ester; hydrochloride 
• 93729-27-2 2-cyano-5-oxo-3,5-diphenyl-valeric acid 
• 66202-36-6 5-thia-7-aza-spiro[3.4]oct-6-ene-8-carboxylic acid benzyl ester 
• 714-14-7 benzyloxycarbonylthioacetamide 
• 66202-37-7 1-thia-3-aza-spiro[4.4]non-2-ene-4-carboxylic acid benzyl ester 
• 136667-89-5 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate 
• 51671-83-1 benzyl 3-(2'-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 76812-76-5 1H-Tetrazol-5-essigsaeurebenzylester 
• 109-77-3 malononitrile 
• 175288-71-8 ethyl 2-cyano-2(2-nitrophenyl) acetate 
• 190723-59-2 (1R,2S,4R,5S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-cyano-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Photophysical and (photo)electrochemical properties of a coumarin dye

A new coumarin dye, cyano-{5,5-dimethyl-3-[2-(1,1,6,6-tetramethyl-10-oxo-2, 3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-9-yl)vinyl] cyclohex-2-enylidene}-acetic acid (NKX-2753), was prepared and characterized with respect to photophysical and electrochemical properties. It was employed as a dye sensitizer in dye-sensitized solar cells and showed efficient photon-to-electron conversion properties. The photocurrent action spectrum exhibited a broad feature with a maximum incident photon-to-electron conversion efficiency (IPCE) of 84% at 540 nm, which is comparable to that for the famous red dye RuL2(NCS)2 (known as N3), where L stands for 2,2′-bipyridyl-4,4′-dicarboxylic acid. The sandwich-type solar cell with NKX-2753, under illumination of full sun (AM1.5, 100 mW cm-2), produced 16.1 mA cm-2 of short-circuit photocurrent, 0.60 V of open-circuit photovoltage, and 0.69 of fill factor, corresponding to 6.7% of overall energy conversion efficiency using 0.1 M Lil, 0.05 M I2, 0.1 M guanidinium thiocyanate, and 0.6 M 1,2-dimethyl-3-n-propyl-imidazolium iodide in dry acetonitrile as redox electrolyte. In comparison with its analogue NKX-2586 (Langmuir 2004, 20, 4205), NKX-2753 with an extra side ring on the alkene chain produced much higher IPCE values at the same conditions. The side ring acted as a spacer to efficiently prevent dye aggregation when adsorbed on the TiO2 surface, resulting in significant improvements of short-circuit photocurrent, open-circuit photovoltage, and fill factor compared with NKX-2586 that aggregated on the TiO2 surface.

Near infrared fluorescence probe for detection of Tau fibril for early diagnosis of Alzheimer's disease

The present invention provides a probe for detecting tau fiber protein, comprising a novel compound synthesized according to the present invention. The probe for detection of the present invention can effectively detect tau fiber protein, which is a major diagnostic target of Alzheimerandprime;s disease, thereby being able to be helpfully used for early diagnosis of the Alzheimerandprime;s disease.COPYRIGHT KIPO 2017

β-aryl nitrile construction via palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts

The palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts with benzyl electrophiles was discovered. This reaction exhibits good functional group compatibility and proceeds under relatively mild conditions. A diverse range of quaternary, tertiary and secondary β-aryl nitriles can be conveniently prepared by this method. Copyright

Process For Preparing Porphyrin Derivatives, Such As Protoporphyrin (IX) And Synthesis Intermediates

The present invention relates to a process for preparing a porphyrin of formula (I), optionally in the form of a salt with an alkali metal and/or in the form of a metal complex: in which: R and R′ are as defined in claim 1, comprising: a step of condensation, in an acidic medium, between a dipyrromethane of formula (II): in which R′b is as defined above for (I), and a dipyrromethane of formula (III): in which R″ is as defined in claim 1, and also the compounds of formula (III).

A facile construction of the 3,6-diamino-1,2,3,4-tetrahydropyridine-4-one scaffold: synthesis of N-3 to carbon replacement analog of TAN-1057A/B

A facile construction of the 3,6-diamino-1,2,3,4-tetrahydropyridine-4-one class of compounds is described. Compound 2, a carbon analog at the N-3 position of TAN-1057A/B, was synthesized using this approach.

COMPOUNDS AND METHODS FOR PRODUCING ANISOTROPY

The invention relates to novel compounds containing at least one multiple bond that is excited by irradiation with polarised light and thus produces an anisotropy in films containing said compounds or amplifies an already existing anisotropy or modifies t

Environmentally friendly one-pot synthesis of α-alkylated nitriles using hydrotalcite-supported metal species as multifunctional solid catalysts

A ruthenium-grafted hydrotalcite (Ru/HT) and hydrotalcite-supported palladium nanoparticles (Pdnano/ HT) are easily prepared by treating basic layered double hydroxide, hydrotalcite (HT, Mg6Al 2(OH)16CO3) with aqueous RuCl 3·n H2O and K2[PdCl4] solutions, respectively, using surface impregnation methods. Analysis by means of X-ray diffraction, and energydispersive X-ray, electron paramagnetic resonance, and X-ray absorption fine structure spectroscopies proves that a monomeric RuIV species is grafted onto the surface of the HT. Meanwhile, after reduction of a surface-isolated PdII species, highly dispersed Pd nanoclusters with a mean diameter of about 70 A is observed on the Pdnano/HT surface by transmission electron microscopy analysis. These hydrotalcite-supported metal catalysts can effectively promote α-alkylation reactions of various nitriles with primary alcohols or carbonyl compounds through tandem reactions consisting of metal-catalyzed oxidation and reduction, and an aldol reaction promoted by the base sites of the HT. In these catalytic α-alkylations, homogeneous bases are unnecessary and the only by-product is water. Additionally, these catalyst systems are applicable to one-pot syntheses of glutaronitrile derivatives.

A new class of small molecule RNA polymerase inhibitors with activity against Rifampicin-resistant Staphylococcus aureus1

The RNA polymerase holoenzyme is a proven target for antibacterial agents. A high-throughput screening program based on this enzyme from Staphylococcus aureus had previously identified a 2-ureidothiophene-3-carboxylate as a low micromolar inhibitor. An investigation of the relationships between the structures of this class of compounds and their inhibitory- and antibacterial activities is described here, leading to a set of potent RNA polymerase inhibitors with antibacterial activity. Characterization of this bioactivity, including studies of the mechanism of action, is provided, highlighting the power of the reverse chemical genetics approach in providing tools to inhibit the bacterial RNA polymerase.

COMPOUNDS FOR MODULATING CELL PROLIFERATION

Compounds having the Formula (I) or (III) wherein R1, R2 and R3 are each independently selected from H, OH, C1-6alkyl, C1-6alkoxy, NH2, NH-(Cl-6a1kyl), N(C1-6a1kyl)(C1-6alkyl), SH, S-C1-6alkyl, NO2, CF3, OCF3, and halo; R4 is unsubstituted Ar or Ar substituted with 1-4 substituents independently selected from C1-6alkyl, C1-6alkoxy and halo; X is selected from (CH2CH2O)n and (CH)n, and n = 1-4, salts, solvates and hydrates thereof, useful for modulating or inhibiting cell proliferation, are described.

2-Amino-3-benzoylthiophene allosteric enhancers of A1, adenosine agonist binding: New 3, 4-, and 5-modifications

2-Amino-3-aroylthiophenes are agonist allosteric enhancers (AE) at the A1, adenosine receptor (A1AR). Here we report the syntheses of three kinds of novel 2-aminothiophenes and assays of their AE activity at the human A1AR (hA1AR), namely, (1) 2-amino-4,5-diphenylthiophene-3-carboxylates, 3a-h, (2) 2-amino-3-benzoyl-4,5-diphenylthiophenes, 7a-p, and (3) 2-amino-5-bromo-3-benzoyl-4-phenylthiophenes, 10a-h. An in vitro assay employing the A1AR agonist [125I]ABA and membranes from CHO-K1 cells stably expressing the hA1AR measured an index of AE activity, the ability of a candidate AE to stabilize the agonist-A1AR-G protein ternary complex, scored as the percentage of ternary complex remaining after 10 min of dissociation initiated by CPX and GTPγS. The AE activity score of 2-amino-4,5-dimethyl-3-(3-trifluoromethylbenzoyl)thiophene (PD 81,723), which was 19%, served as a standard for comparison. Two 3-carboxythiophene 3-trifluoromethylbenzyl esters, 3d (49%) and 3f (63%), had substantial AE activity. The 3-(1-naphthoyl) substituent of 7e (52%) also supported AE activity. Compounds in series 3 tended to be more potent, 10a and 10c having scores of 91 and 80%, respectively. The activity of 2-amino-5-bromo-3-ethoxycarbonyl-4-(3-nitrophenyl)thiophene, 10h (26%), is an exception to the rule that a 3-ethoxycarbonyl substituent cannot support AE activity.