Tag: M.W=50-100

Nitrile is any organic compound with a −C≡N functional group. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate.The prefix cyano- is used interchangeably with the term nitrile in literature. Category: nitriles-buliding-blocks.

Ding, Sha;Fike, Katherine R.;Klemba, Michael;Carlier, Paul R. research published 《 In vitro and in vivo evaluation of the antimalarial MMV665831 and structural analogs》, the research content is summarized as follows. Antimalarial candidates possessing novel mechanisms of action are needed to control drug resistant Plasmodium falciparum. We were drawn to Malaria Box compound 1 (MMV665831) by virtue of its excellent in vitro potency, and twelve analogs were prepared to probe its structure-activity relationship. Modulation of the di-Et amino group was fruitful, producing compound 25, which was twice as potent as 1 against cultured parasites. Efforts were made to modify the phenolic Mannich base functionality of 1, to prevent formation of a reactive quinone methide. Homologated analog 28 had reduced potency relative to 1, but still inhibited growth with EC₅₀ ≤ 200 nM. Thus, the antimalarial activity of 1 does not derive from quinone methide formation. Chem. stability studies on di-Me analog 2 showed remarkable hydrolytic stability of both the phenolic Mannich base and Et ester moieties, and 1 was evaluated for in vivo efficacy in P. berghei-infected mice (40 mg/kg, oral). Unfortunately, no reduction in parasitemia was seen relative to control. These results are discussed in the context of measured plasma and hepatocyte stabilities, with reference to structurally-related, orally-efficacious antimalarials.

Category: nitriles-buliding-blocks, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Both routes are green in the sense that they do not generate stoichiometric amounts of salts. HPLC of Formula: 105-34-0.

Divar, Masoumeh;Zomorodian, Kamiar;Sabet, Razieh;Moeini, Maryam;Khabnadideh, Soghra research published 《 An Efficient Method for Synthesis of Some Novel Spirooxindole-4H-Pyran Derivatives》, the research content is summarized as follows. In this study, an easy and efficient access to spirooxindoles I (R = Et, cyclopentyl, (3-bromophenyl)methyl, etc.; R¹ = CN, C(O)OCH₃, C(O)OCH₂CH₃) by multicomponent reaction of N-alkylated isatin derivatives II, an activated methylene R¹CH₂CN and 4-hydroxycoumarin to get such compounds powerfully and suitably was proposed. The reaction conditions were also optimized in the point of different kinds of catalysts, temperature, and solvents.

105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., HPLC of Formula: 105-34-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion. Related Products of 105-34-0.

Dutta, Arup;Goswami, Munmee;Rabha, Jintu;Das, Sukanya;Jha, Dhruva K.;Nongkhlaw, Rishanlang research published 《 Fe₃O₄@RB@LDH: Efficient and Recyclable Photocatalyst Visible-Light Mediated Synthesis of Pyran and Pyrrolidinone Derivatives and Their Anti-Microbial Activities》, the research content is summarized as follows. Selective and high yielding synthesis of pyrans, e.g., I and pyrrolidinone derivatives II [R = H, Cl, Me, OMe; R¹ = H, 3-Cl, 4-OH, etc.; R² = Me, Et] through a magnetic layered double hydroxide (LDH) visible light photocatalyst (VLPC)-promoted reaction is reported. The catalyst was prepared and characterized by various anal. techniques. Since it is magnetic the prepared catalyst could be easily separated from the reaction mixture by using an external magnet. The advantages of this synthetic protocol are good to excellent yields, short reaction times, easy catalyst recovery and recyclability. Also, in vitro antibacterial screening of pyrrolidinone derivative II was studied against gram-pos. Bacillus cereus (B. cereus), gram-neg. bacteria Escherichia coli (E. coli) and S. aureus. Compound II [R = H, R¹ = 3-Cl, R² = Me] exhibited the maximum activity against all the bacteria tested in the experiment

Related Products of 105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Nitriles are found in many useful compounds. One of the most common occurrences of nitriles is in Nitrile rubber. Application of C4H5NO2.

Chen, Zhipeng;Zhang, Lina;Yang, Junjie;Zheng, Lu;Hu, Fanjie;Duan, Siqin;Nandakumar, Kutty Selva;Liu, Shuwen;Yin, Hang;Cheng, Kui research published 《 Design, Synthesis, and Structure-Activity Relationship of N-Aryl-N’-(thiophen-2-yl)thiourea Derivatives as Novel and Specific Human TLR1/2 Agonists for Potential Cancer Immunotherapy》, the research content is summarized as follows. Herein, the chem. optimization of initial hit, 1-phenyl-3-(thiophen-2-yl)urea, which resulted in the identification of SMU-C80 I (V) (EC₅₀ = 31.02 ± 1.01 nM) as a TLR2-specific agonist with a 370-fold improvement in bioactivity was presented. Mechanistic studies revealed that SMU-C80 (V), through TLR1/2, recruits the adaptor protein MyD88 and triggers the NF-κB pathway to release cytokines such as TNF-α and IL-1βfrom human, but not murine, cells. To the best of the knowledge, it is the first species-specific TLR1/2 agonist reported until now. Moreover, SMU-C80 (V) increased the percentage of T, B, and NK cells ex vivo and activated the immune cells, which suppressed cancer cell growth in vitro. In summary, a highly efficient and specific human TLR1/2 agonist II (R¹ = H, Et, iso-Pr, phenylethyl, etc.; R² = 4-fluorophenyl, naphth-1-yl, 4-bromonaphth-1-yl, etc.; n = 1-3; Y = O, S), III (R³ = H, phenyl) and IV (X = CH, N) that acts through the MyD88 and NF-κB pathway, facilitating cytokine release and the simultaneous activation of immune cells that in turn affects the apoptosis of cancer cells was obtained.

105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., Application of C4H5NO2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Both routes are green in the sense that they do not generate stoichiometric amounts of salts. Synthetic Route of 105-34-0.

Cheng, Peter T. W.;Kaltenbach, Robert F.;Zhang, Hao;Shi, Jun;Tao, Shiwei;Li, Jun;Kennedy, Lawrence J.;Walker, Steven J.;Shi, Yan;Wang, Ying;Dhanusu, Suresh;Reddigunta, Ramesh;Kumaravel, Selvakumar;Jusuf, Sutjano;Smith, Daniel;Krishnananthan, Subramaniam;Li, Jianqing;Wang, Tao;Heiry, Rebekah;Sum, Chi Shing;Kalinowski, Stephen S.;Hung, Chen-Pin;Chu, Ching-Hsuen;Azzara, Anthony V.;Ziegler, Milinda;Burns, Lisa;Zinker, Bradley A.;Boehm, Stephanie;Taylor, Joseph;Sapuppo, Julia;Mosure, Kathy;Everlof, Gerry;Guarino, Victor;Zhang, Lisa;Yang, Yanou;Ruan, Qian;Xu, Carrie;Apedo, Atsu;Traeger, Sarah C.;Cvijic, Mary Ellen;Lentz, Kimberley A.;Tirucherai, Giridhar;Sivaraman, Lakshmi;Robl, Jeffrey;Ellsworth, Bruce A.;Rosen, Glenn;Gordon, David A.;Soars, Matthew G.;Gill, Michael;Murphy, Brian J. research published 《 Discovery of an Oxycyclohexyl Acid Lysophosphatidic Acid Receptor 1 (LPA₁) Antagonist BMS-986278 for the Treatment of Pulmonary Fibrotic Diseases》, the research content is summarized as follows. The oxycyclohexyl acid BMS-986278 (33) is a potent lysophosphatidic acid receptor 1 (LPA₁) antagonist, with a human LPA₁K_b of 6.9 nM. The structure-activity relationship (SAR) studies starting from the LPA₁ antagonist clin. compound BMS-986020 (1), which culminated in the discovery of 33, are discussed. The detailed in vitro and in vivo preclin. pharmacol. profiles of 33, as well as its pharmacokinetics/metabolism profile, are described. On the basis of its in vivo efficacy in rodent chronic lung fibrosis models and excellent overall ADME (absorption, distribution, metabolism, excretion) properties in multiple preclin. species, 33 was advanced into clin. trials, including an ongoing Phase 2 clin. trial in patients with lung fibrosis (NCT04308681).

Synthetic Route of 105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Both routes are green in the sense that they do not generate stoichiometric amounts of salts. HPLC of Formula: 105-34-0.

Chesman, Anthony S. R.;Liepa, Andris J. research published 《 Some Products from C=O Condensations of Quinacridones》, the research content is summarized as follows. Quinacridone chem. has been developed which provides a source of new compounds that have potential application in organic photovoltaic (OPV) devices. Phosphoryl chloride is used for the conversion of carbonyl groups in N,N’-dialkylquinacridones, generating reactive intermediates that enable selective condensation with either one or two nucleophilic mols. under mild conditions. Thus, e.g., treatment of 5,12-dioctylquinacridone with Me cyanoacetate in presence of POCl₃ afforded I (74%).

HPLC of Formula: 105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nitriles used to be known as cyanides; the smallest organic nitrile is ethanenitrile, CH3CN, (old name: methyl cyanide or acetonitrile – and sometimes now called ethanonitrile). 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Nitriles are found in many useful compounds, including methyl cyanoacrylate, used in super glue, and nitrile rubber, a nitrile-containing polymer used in latex-free laboratory and medical gloves. Electric Literature of 105-34-0.

Chinta, Bhavani Shankar;Arora, Sahil;Hoye, Thomas R. research published 《 Trapping Reactions of Benzynes Initiated by Intramolecular Nucleophilic Addition of a Carbonyl Oxygen to the Electrophilic Aryne》, the research content is summarized as follows. We describe here reactions in which a carbonyl oxygen atom initiates cascade reactions by nucleophilic attack on a covalently attached benzyne. The benzynes are produced by thermal cyclization of triynes via hexadehydro-Diels-Alder reaction. The initially produced oxocarbenium/aryl carbanionic zwitterion is protonated in situ by an external protic nucleophile (NuH) of appropriate acidity. The resulting ion pair (oxocarbenium⁺/Nu^–) collapses through several different mechanistic manifolds, adding to the diversity of structural classes that can be generated.

105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., Electric Literature of 105-34-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Both routes are green in the sense that they do not generate stoichiometric amounts of salts. SDS of cas: 105-34-0.

Bitai, Jacqueline;Nimmo, Alastair J.;Slawin, Alexandra M. Z.;Smith, Andrew D. research published 《 Cooperative Palladium/Isothiourea Catalyzed Enantioselective Formal (3+2) Cycloaddition of Vinylcyclopropanes and α,β-Unsaturated Esters》, the research content is summarized as follows. A protocol for the enantioselective synthesis of substituted vinylcyclopentanes I (R¹ = CN, 1,3-dioxo-2,3-dihydro-1H-inden-2-yl, CO₂CH₃, CO₂CH₂F, etc.; R² = CF₃, CO₂CH₂CH₃, (pyrrolidin-1-yl)carbonyl, etc.) has been realized using cooperative palladium and isothiourea catalysis. Treatment of vinylcyclopropanes with Pd(PPh₃)₄ generates a zwitterionic Π-allyl palladium intermediate that intercepts a catalytically generated α,β-unsaturated acyl ammonium species prepared from the corresponding α,β-unsaturated para-nitrophenyl ester and the isothiourea (R)-BTM. Intermol. formal (3+2) cycloaddition between these reactive intermediates generates functionalized cyclopentanes in generally good yields and excellent diastereo- and enantiocontrol (up to > 95 : 5 dr, 97 : 3 er), with the use of LiCl as an additive proving essential for optimal stereocontrol. To the best of knowledge a dual transition metal/organocatalytic process involving α,β-unsaturated acyl ammonium intermediates has not been demonstrated previously.

SDS of cas: 105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., 105-34-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nitriles used to be known as cyanides; the smallest organic nitrile is ethanenitrile, CH3CN, (old name: methyl cyanide or acetonitrile – and sometimes now called ethanonitrile). 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Nitriles are found in many useful compounds, including methyl cyanoacrylate, used in super glue, and nitrile rubber, a nitrile-containing polymer used in latex-free laboratory and medical gloves. Computed Properties of 105-34-0.

Blocka, Aleksandra;Chaladaj, Wojciech research published 《 Tandem Pd-Catalyzed Cyclization/Coupling of Non-Terminal Acetylenic Activated Methylenes with (Hetero)Aryl Bromides》, the research content is summarized as follows. A new method for a tandem Pd-catalyzed intramol. addition of active methylene compounds to internal alkynes ZCH(X)(CH₂)₃CCR (R = Me, Et, Ph; X = COOMe, CN, C(O)Me, COOi-Pr, SO₂Me; Y = COOMe, C(O)Me, C(O)i-Pr, SO₂Ph, COOEt) followed by coupling with aryl and heteroaryl bromides R¹Br (R¹ = Ph, thiophen-2-yl, benzodioxol-5-yl, etc.) was reported. Highly substituted vinylidenecyclopentanes (E)-I were obtained with good yields, complete selectivity, and excellent functional group tolerance. A plausible mechanism, supported by DFT calculations, involves the oxidative addition of bromoarene to Pd(0), followed by cyclization and reductive elimination. The excellent regio- and stereoselectivity arises from the 5-exo-dig intramol. addition of the enol form of the substrate to alkyne activated by the Π-acidic Pd(II) center, postulated as the rate-determining step.

105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., Computed Properties of 105-34-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Nitriles are found in many useful compounds. One of the most common occurrences of nitriles is in Nitrile rubber. Electric Literature of 105-34-0.

Carreira, M. Carolina A.;Oliveira, M. Conceicao;Fernandes, Ana C. research published 《 One-pot sustainable synthesis of valuable nitrogen compounds from biomass resources》, the research content is summarized as follows. A new one-pot process for sustainable synthesis of 2-furanylquinazolines and 2-furfurylidene derivatives from carbohydrates, including xylose, fructose and xylan, with moderate overall yields, catalyzed by perrhenic acid was reported.

105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., Electric Literature of 105-34-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts