1891-11-8

Usage

Uses

Used in Organic Synthesis:
(2,4-dimethoxyphenyl)acetonitrile is used as a key intermediate in the synthesis of various organic compounds due to its reactive nitrile group and the presence of methoxy substituents on the aromatic ring. It facilitates the formation of a wide range of chemical products through reactions such as hydrolysis, reduction, and condensation.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, (2,4-dimethoxyphenyl)acetonitrile serves as a building block for the development of new drugs. Its unique structure and reactivity allow for the creation of diverse pharmaceutical agents with potential therapeutic applications.
Used in Antimicrobial Applications:
(2,4-dimethoxyphenyl)acetonitrile has been studied for its antimicrobial properties, making it a potential candidate for use as an antimicrobial agent in various applications, such as in the development of new antibiotics or as a preservative in consumer products.
Used in Antifungal Applications:
Similarly, its antifungal activity has been investigated, suggesting that (2,4-dimethoxyphenyl)acetonitrile could be utilized in the development of antifungal medications or treatments for various fungal infections.

Upstream product

• 1891-08-3 (2,4-dimethoxy-phenyl)-acetaldehyde-oxime 
• 92741-81-6 ethyl (2,4-dimethoxyphenyl)acetate 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 6496-89-5 2,4-dimethoxyphenylacetic acid 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 863550-41-8 C₁₈H₂₁NO₅S 
• 109384-40-9 (2,4-dimethoxyphenyl)zinc chloride 
• 590-17-0 cyanomethyl bromide 
• 139109-55-0 3-(2,4-dimethoxy-phenyl)-2-hydroxyimino-propionic acid 
• 666175-56-0 (2,4-dimethoxy-phenyl)-acetic acid amide 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 151-50-8 potassium cyanide 

Downstream Products

• 109091-12-5 2,4-dihydroxy-6,2',4'-trimethoxy-deoxybenzoin 
• 94312-76-2 2,3-bis-(2,4-dimethoxy-phenyl)-3-oxo-propionitrile 
• 6496-89-5 2,4-dimethoxyphenylacetic acid 
• 7622-50-6 2,4,2',4'-tetramethoxy-deoxybenzoin 
• 38986-93-5 3-(2,4-dimethoxy-phenyl)-5,7-dihydroxy-2-methyl-chromen-4-one 
• 38987-07-4 5,7-diacetoxy-3-(2,4-dimethoxy-phenyl)-2-methyl-chromen-4-one 
• 65975-51-1 2-(2,4-dimethoxyphenyl)-2-methylpropanenitrile 
• 1226181-93-6 C₁₀H₁₃NO₂S 
• 58822-02-9 2',4',7-trimethoxyisoflavan 
• 7678-84-4 3-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one 
• 112863-89-5 4,7-diacetoxy-3-(2,4-dimethoxy-phenyl)-5-methoxy-coumarin 
• 132593-74-9 3-(2,4-dimethoxy-phenyl)-4,7-dihydroxy-5-methoxy-coumarin 
• 61503-83-1 3-(2,4-dimethoxyphenyl)-4-hydroxy-7-methoxy-1-benzopyran-2-one 
• 6506-29-2 3-(2,4-dimethoxy-phenyl)-4,7-dihydroxy-coumarin 

Relevant academic research and scientific papers

Development of Decarboxylative Cyanation Reactions for C-13/C-14 Carboxylic Acid Labeling Using an Electrophilic Cyanating Reagent

Degradation-reconstruction approaches for isotope labeling synthesis have been known for their remarkable efficiency, but applications are scarce due to some fundamental limitations of the chemistries developed to date. The decarboxylative cyanation reaction, as a degradation-reconstruction approach, is especially useful in rapid carboxylic acid carbon isotope labeling, however development toward its application as a widespread technique has stalled at the early stages due to numerous limitations which include somewhat narrow applicability. Employing the electrophilic cyanating reagent N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) as the cyano source, efficient decarboxylative cyanation chemistry has been developed for aryl and alkyl carboxylic acids respectively with two rationally designed reaction pathways. The reactions provided good yields of nitrile products from carboxylic acids, with complete retention of isotopic purity from the [13CN]-NCTS used. The reaction conditions are relatively mild requiring no oxidant and no excess toxic heavy metal and the reagent [13/14CN]-NCTS is a stable, easy-to-handle crystalline solid that can be prepared quickly and effectively from the readily available [13/14C]-KCN. The following work describes this novel and efficient method for alkyl and aryl carboxylic acid isotopic labeling using a single reagent.

PYRAZOLO [1,5-ALPHA] PYRIMIDINYL DERIVATIVES USEFUL AS CORTICOTROPIN-RELEASING FACTOR (CRF) RECEPTOR ANTAGONISTS

CRF receptor antagonists are disclosed which may have utility in the treatment of a variety of disorders, including the treatment of disorders manifesting hypersecretion of CRF in mammals. The CRF receptor antagonists of this invention have the following structure: (I); and pharmaceutically acceptable salts, esters, solvates, stereoisomers and prodrugs thereof, wherein R1, R2a, R2b, Y, Het, n, o, R6, Ar and R7 are as defined herein. Compositions containing a CRF receptor antagonist in combination with a pharmaceutically acceptable carrier are also disclosed, as well as methods for use of the same.

CRF RECEPTOR ANTAGONISTS, THEIR PREPARATIONS, THEIR PHARMACEUTICAL COMPOSITION AND THEIR USES

CRF receptor antagonists are disclosed which have utility in the treatment of a variety of disorders, including the treatment of disorders manifesting hypersecretion of CRF in a warm-blooded animals. CRF receptor antagonists which are labeled with a posit

Biosynthesis of the A/B/C/D-Ring System of the Rotenoid Amorphigenin by Amorpha fruticosa Seedlings

With phenylalanine as the starting point, the biosynthesis of the characteristic rotenoid A/B/C/D-ring system of amorphigenin is studied using Amorpha fruticosa seedlings.The course of the biosynthesis can be divided into four phases represented by the bordered and interconnecting Schemes 1, 3, 6 and 7 which summarise the Chalcone-Flavanone Phase, the Flavanone-Isoflavone Phase, the Hydroxylation/Methoxylation Phase and the Rotenoid Phase.By using an INADEQUATE NMR experiment involving the administration of acetate, the type of folding forming ring-D isdemonstrated by 13C-13C coupling and is interpreted as involving a polyketide containing a glutaconate segment which cyclises by a Claisen condensation.The resulting chalcone is cyclised, enzymically and stereospecifically, to 4',7-dihydroxyflavanone.The latter flavanone undergoes aryl migration, in a manner similar to that found in isoflavone biosynthesis, to give 7-hydroxy-4'-methoxyisoflavone.Possible mechanisms for the flavanone-isoflavone rearrangement are discussed, including a proposal that the initiating step involves attack on ring-A and is similar to the first stage of the aromatic hydroxylation of tyrosine to dopa.Although possessing no 4'-hydroxy group in ring-A, the mechanism is also applicable to the recently discovered rotenoids of the Boerhaavia and Iris type, and it provides an explanation for the biogenesis of natural spirobenzocyclobutanes from dihydroeucominoids.Six suitably substituted isoflavonoids labelled with 13C or 3H are synthesized and are used to show that the next hydroxylation (and probably methylation) involves C-3' rather than C-2' in 7-hydroxy-4'-methoxyisoflavone.Whilst the methylations involveS-adenosylmethionine, the hydroxylating enzymes are probably very similar to the flavanone-isoflavone-rearranging enzyme.The closure of ring-B to form finally the rotenoid system probably involves conjugate addition of a methoxyl radical.Prenylation and oxidative modifications are characteristically late-stage processes.

Degradation of 3-aryl-2-hydroxyiminopropionic acids into arylacetonitriles using 1,1'-carbonyldiimidazole or 2,2'-oxalyldi(o-sulfobenzimide)

1,1'-Carbonyldiimidazole (1) is a useful reagent for the preparation of arylacetonitriles (9) from 3-aryl-2-hydroxyiminopropionic acids (8), and 2,2'-oxalyldi (o-sulfobenzimide) (2) can also be used for this purpose under essentially neutral conditions.

Nickel-Catalyzed Synthesis of Arylacetonitriles from Arylzinc Chlorides and Bromoacetonitrile

Arylacetonitriles are synthesised by coupling arylzinc chlorides with bromoacetonitrile using Ni(acac)2/P(c-C6H11)(C6H5)2 as catalyst.The arylacetonitriles are reduced in situ with LiAlH4/AlCl3 to give the corresponding 2-aryl-1-aminoethanes.