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4-Naphthalen-1-yl-4-oxo-butyric acid, also known as 4-(1-naphthoyl)-4-oxobutyric acid, is a chemical compound with the molecular formula C15H12O4. It is a derivative of naphthalene, featuring a butyric acid chain with a carbonyl group at both ends, and a naphthalene ring attached to the middle carbon of the butyric acid chain. 4-NAPHTHALEN-1-YL-4-OXO-BUTYRIC ACID is primarily used in the synthesis of various pharmaceuticals and organic compounds due to its unique structure and reactivity. It is an important intermediate in the preparation of certain drugs and can also be used in the development of dyes and pigments. The compound is typically synthesized through various chemical reactions, such as the condensation of naphthalene-1-carboxylic acid with ethyl acetoacetate, followed by hydrolysis and decarboxylation.

4653-13-8

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4653-13-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4653-13-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,5 and 3 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4653-13:
(6*4)+(5*6)+(4*5)+(3*3)+(2*1)+(1*3)=88
88 % 10 = 8
So 4653-13-8 is a valid CAS Registry Number.

4653-13-8Relevant academic research and scientific papers

Acylative Kinetic Resolution of Cyclic Hydroxamic Acids

Yin, Jingwei,Straub, Matthew R.,Liao, Julian D.,Birman, Vladimir B.

supporting information, p. 1546 - 1549 (2022/03/01)

Racemic cyclic hydroxamic acids bearing an aryl substituent adjacent to the hydroxyl group undergo effective acylative kinetic resolution promoted by benzotetramisole (BTM).

Synthesis, anti-convulsant activity and molecular docking study of novel thiazole pyridazinone hybrid analogues

Khisal, Subuhi,Mishra, Ravinesh,Partap, Sangh,Siddiqui, Aness Ahmad,Yar, Mohammad Shahar

, (2020/04/07)

Pyridazinone analogues have been known to be potential candidates for anticonvulsant agents. We have identified several pyridazinone-based anticonvulsant agents. As a continuation to our previous research, a series of hybrid pyridazinone-thiazole connected through amide linkage were designed and synthesized. Among these, compound SP-5F demonstrated significant anticonvulsant activity with median effective dose of 24.38 mg/kg (MES) and 88.23 mg/kg (scPTz). Results of GABA estimation showed a marked increase in the GABA level when compared with control. Molecular docking studies at the active site of GABA receptor, further confirmed the GABA modulatory effects of SP-5F.

One-pot synthesis of tetralin derivatives from 3-benzoylpropionic acids: Indium-catalyzed hydrosilylation of ketones and carboxylic acids and intramolecular cyclization

Sakai, Norio,Kobayashi, Taichi,Ogiwara, Yohei

supporting information, p. 1503 - 1505 (2015/11/24)

This reducing system was composed of a small amount (1 mol%) of In(OAc)3, Me2PhSiH, and I2 that effectively catalyzed the hydrosilylation of two different carbonyl groups, a ketone and a carboxylic acid found in 3-benzoylpropionic acids, followed by a subsequent intramolecular cyclization that led to the one-pot preparation of tetralin derivatives.

π-Interactions as a tool for an easy deposition of meso- tetraferrocenylporphyrin on surfaces

Vecchi, Andrea,Grippo, Valentina,Floris, Barbara,Marrani, Andrea Giacomo,Conte, Valeria,Galloni, Pierluca

supporting information, p. 3535 - 3542 (2013/11/06)

A bottom-up approach was employed to prepare novel Self-Assembled Monolayers (SAMs) in which a naphthyl moiety acted as a "π-binder" for unfunctionalised meso-tetraferrocenylporphyrin (H2TFcP). Four naphthalene derivatives with an appropriate functional group were synthesized and SAMs were prepared both on gold and ITO surfaces. Mixed H 2TFcP-naphthalene films were thoroughly characterized using UV-Vis, XPS and electrochemical techniques. In particular, angle-dependent XPS experiments revealed an almost perpendicular orientation of the porphyrin on surfaces, suggesting that an intercalation occurred among naphthalene units. A large amount of porphyrin was deposited on both the surfaces (in the order of 10-10 mol × cm-2), comparable to that afforded by more conventional covalent linkages. However, significant differences in homogeneity between SAMs on gold and ITO resulted in a diverse electrochemical behaviour. The electrochemical activity of the oxidised porphyrin was restored by prolonged exposure of the modified gold electrode (tens of seconds) to a negative potential, whereas no response was detected after the same treatment on ITO. This novel approach provides a general and versatile strategy to bind meso-substituted porphyrins on a pre-formed monolayer without the necessity for further functionalisations.

Facile synthesis of 2-arylpyrroles from 4-oxo-butanoic acids and their use in the preparation of bis(pyrrolyl)methanes

Jones, David J.,Gibson, Vernon C.

, p. 1121 - 1138 (2007/10/03)

A range of 3-aroyl-propionic acids have been cyclised to unsaturated lactones which, upon reduction using DIBAL-H and reaction with an ammonia source, gave 2-arylpyrroles (Ar = Ph, 1-naphthyl, o-phenoxyphenyl and 4-methyl-2-methylsulfanylphenyl) in excellent yields. Reaction of 2,6-disubstituted aroylpropanals (Ar = 2,4,6-Me3C6H2, anthracenyl and 2-Me-naphthalen-1-yl) with an ammonia source failed to generate pyrroles. The arylpyrroles react readily with ketones or aldehydes in ethanol or under eutectic mix melt conditions to give bis-(pyrrolyl)methanes in excellent isolated yields.

OXAZOLIDINONE DERIVATIVES, PROCESS FOR THEIR PREPERATION AND THEIR USE AS ANTIMYCOBACTERIAL AGENTS

-

Page 32, (2008/06/13)

Novel compounds belonging to the class of oxazolidinones possessing potent antimycobacterial properties especially useful in the treatment of acid fast organisms such as Mycobacterium tuberculosis, Mycobacterium avium-intracellular complex, M. fortuitum and M. kansai. The compound and its pharmaceutically acceptable salts thereof act as antibacterial agents. Also disclosed is a method for inhibiting growth of mycobacterial cells a well as a method of treating mycobacterial conditions such as Mycobacterium tuberculoses, drug resistant Mycobacterium tuberculosis, Mycobacterium avium-intracellular complex, M. fortuitum and M. kansai, comprising administering an antimycobacterially effective amount of the said compound and/or pharmaceutically acceptable salts thereof. There is also disclosed a process for the manufacture of the said compound or its pharmaceutically acceptable salts.

Dihydropyridazinones, pyridazinones and related compounds as fungicides

-

, (2008/06/13)

This invention relates to substituted dihydropyridazinones, pyridazinones and related compounds, of the formula STR1 wherein A, Q, D and R1 are as defined within, compositions containing these compounds and methods of controlling agricultural and mammalian fungal diseases.

Electrophilic Substitution in Naphthalenes: Cyclisation of Naphthylbutanols to Tetrahydrophenanthrene

Jackson, Anthony H.,Shannon, Patrick V. R.,Taylor, Paul W.

, p. 286 - 297 (2007/10/02)

Both 4-(1-naphthyl)butanol and 4-(2-naphthyl)butanol cyclised in refluxing boron trifluoride-ether to give 1,2,3,4-tetrahydrophenanthrene.By use of the corresponding 1,1-dideuteriobutanol derivatives and analysis of the products by 220 MHz 1H n.m.r. spectroscopy it has been demonstrated that the 1-naphthylbutanol cyclises by two distinct pathways, (a) by direct attack (84percent) at the 2-position, and (b) by ipso-attack (16percent) at the 1-position of the naphthalene nucleus, followed by rearrangement.The 2-naphthylbutanol cyclises exclusively by direct substitution at the 1-position.With 4-(4-methoxy-1-naphthyl)-1,1-dideuteriobutanol on the other hand the proportion of ipso-substitution rises to 71 percent as shown by the 360 MHz 1H n.m.r. spectra of the resulting mixture of tetrahydrophenanthrenes.

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