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1-NAPHTHOYLACETONITRILE, with the molecular formula C12H9NO, is a white to light yellow crystalline powder. It is soluble in organic solvents but insoluble in water. This chemical compound is utilized in the synthesis of pharmaceuticals, agrochemicals, dyes, pigments, and other organic compounds. It also serves as a reagent in various chemical reactions, including the formation of heterocycles and the synthesis of complex organic molecules. Due to its potential applications in organic chemistry, it is essential to handle 1-NAPHTHOYLACETONITRILE with care to avoid any hazards.

39528-57-9

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39528-57-9 Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
1-NAPHTHOYLACETONITRILE is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new compounds with potential therapeutic and agricultural applications.
Used in Dye and Pigment Production:
1-NAPHTHOYLACETONITRILE is used as an intermediate in the production of dyes and pigments. Its ability to form complex organic molecules makes it a valuable component in creating vibrant and stable colorants for various industries.
Used in Organic Chemistry Research:
1-NAPHTHOYLACETONITRILE is used as a reagent in various chemical reactions, particularly in the formation of heterocycles and the synthesis of complex organic molecules. Its versatility in organic chemistry research contributes to the discovery and development of new compounds with diverse applications.
Used in Chemical Reactions:
1-NAPHTHOYLACETONITRILE is used as a reagent in chemical reactions to facilitate the formation of desired products. Its participation in these reactions is crucial for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.

Check Digit Verification of cas no

The CAS Registry Mumber 39528-57-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,5,2 and 8 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 39528-57:
(7*3)+(6*9)+(5*5)+(4*2)+(3*8)+(2*5)+(1*7)=149
149 % 10 = 9
So 39528-57-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H9NO/c14-9-8-13(15)12-7-3-5-10-4-1-2-6-11(10)12/h1-7H,8H2

39528-57-9Relevant academic research and scientific papers

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

Sharma, Pawan K.,Kumar, Rajiv,Ram, Sita,Chandak, Navneet

supporting information, p. 1847 - 1856 (2021/04/26)

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles

Zeng, Ge,Liu, Jichao,Shao, Yinlin,Zhang, Fangjun,Chen, Zhongyan,Lv, Ningning,Chen, Jiuxi,Li, Renhao

, p. 861 - 867 (2021/01/09)

A practical, convenient, and highly selective method of synthesizing β-ketonitriles from the Pd-catalyzed addition of organoboron reagents to dinitriles has been developed. This method provides excellent functional-group tolerance, a broad scope of substrates, and the convenience of using commercially available substrates. The method is expected to show further utility in future synthetic procedures.

Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3-Chirogenic Center

Liu, Chong,Yuan, Jing,Zhang, Zhenfeng,Gridnev, Ilya D.,Zhang, Wanbin

supporting information, p. 8997 - 9002 (2021/03/16)

A new transformation pattern for enantioselective intramolecular hydroacylation has been developed involving an alkene isomerization strategy. Proceeding through a five-membered rhodacycle intermediate, 3-enals were converted to C3- or C3,C5-chirogenic cyclopentanones with satisfactory yields, diastereoselectivities, and enantioselectivities. A catalytic cycle has been theoretically calculated and the origin of the stereoselection is rationally explained.

SeO2-Mediated One-Pot Synthesis of 3-Cyanofurans from 3-Oxo-3-arylpropanenitriles and Substituted Acetaldehydes

Zhou, Jie,Zhu, Xinhai,Huang, Manna,Wan, Yiqian

supporting information, p. 2317 - 2321 (2017/05/01)

An SeO2-mediated one-pot method was established for the synthesis of 3-cyanofurans from 3-oxo-3-arylpropanenitriles and substituted acetaldehydes. The generality of the reaction was explored, and a plausible mechanism is proposed.

Substrate-controlled switchable asymmetric annulations to access polyheterocyclic skeletons

Wang, Kai-Kai,Wang, Pan,Ouyang, Qin,Du, Wei,Chen, Ying-Chun

supporting information, p. 11104 - 11107 (2016/09/19)

An unexpected domino process from Morita-Baylis-Hillman carbonates of isatins and acrylate and α-cyano-α,β-unsaturated ketones to deliver highly enantioenriched tetrahydrofuro[2′,3′:4,5]pyrano[2,3-b]indoles catalysed by cinchona-derived tertiary amines, involving α-regioselective cyclopropanation, ring-opening, and ring-closure cascade reactions, was disclosed. In contrast, spirooxindoles incorporating a cyclopentene motif were produced through [3+2] annulations by employing Morita-Baylis-Hillman carbonates from isatins and acrylonitrile under similar catalytic conditions. Density functional theory calculations were conducted to elucidate the novel domino process and the switchable annulation reactions.

Pyrazolotriazines as inhibitors of nucleases

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Paragraph 0104; 0105; 0106; 0107; 0115-0121, (2016/01/12)

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3 and R4 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

PYRAZOLOPYRIMIDINYL INHIBITORS OF UBIQUITIN-ACTIVATING ENZYME

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Paragraph 0269; 0270, (2013/08/28)

Disclosed are chemical entities that inhibit ubiquitin-activating enzyme (UAE), each of which is a compound of Formula I: or a pharmaceutically acceptable salt thereof, wherein Y is and W, Z, XY, RY1, RY2 and RY3 are defined herein; pharmaceutical compositions comprising the chemical entities; and methods of using the chemical entities. These chemical entities are useful for treating disorders, particularly cell proliferation disorders, including cancers.

Synthesis and biological effects of novel 2-amino-3-naphthoylthiophenes as allosteric enhancers of the A1, adenosine receptor

Baraldi, Pier Giovanni,Romagnoli, Romeo,Pavani, Maria Giovanna,Del Carmen Nu?ez, Maria,Tabrizi, Mojgan Aghazadeh,Shryock, John C.,Leung, Edward,Moorman, Allan R.,Uluoglu, Canan,Iannotta, Valeria,Merighi, Stefania,Borea, Pier Andrea

, p. 794 - 809 (2007/10/03)

The current study describes the synthesis and biological evaluation of a novel series of 2-amino-3-naphthoylthiophenes, with variable modifications at the 4- and 5-position of the thiophene as well as the naphthoyl ring. Allosteric enhancer activity was m

Indium-mediated coupling of bromoacetonitriles with aromatic acyl cyanides: convenient synthesis of aromatic α-cyano ketones

Yoo, Byung Woo,Hwang, Sun Kyun,Kim, Dong Yoon,Choi, Jin Woo,Ko, Jae Jung,Choi, Kyung Il,Kim, Joong Hyup

, p. 4813 - 4816 (2007/10/03)

Indium-mediated coupling of bromoacetonitrile and 2-bromopropionitrile with a variety of aromatic acyl cyanides afforded the corresponding aromatic α-cyano ketones in moderate to good yields under mild and neutral conditions.

Pharmacologically active CNS compounds

-

, (2008/06/13)

The invention relates to compounds of formula (I) and salts thereof wherein R1 and R2 are the same or different and are each selected from hydroxy, or a group NR9R10 wherein R9 and R10 are each hydrogen, alkyl, aryl, arylalkyl or together with the nitrogen atom to which they are attached form a ring, optionally containing a further heteroatom and optionally further substituted by alkyl, aryl or arylalkyl;, R3 is selected from hydrogen, haloalkyl, alkyl and halo, R4 to R8 are the same or different, and are each selected from hydrogen, halo, nitro, amino, sulphonamido or alkylsulphonylamino;, or R4 and R5 or R5 and R6 may together form a carbocyclic ring;, with the proviso that at least one of R4 to R8 is other than hydrogen. The compounds may be used for the treatment or prophylaxis of a neurodegenerative or other neurological disorder of the CNS, the aetiology of which includes excessive release of the neurotransmitter glutamate.

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