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Methyl 2-(1-methyl-1H-indol-3-yl)acetate is a synthetic ester with the molecular formula C13H15NO2, derived from methyl acetate and 1-methyl-1H-indole-3-carboxylic acid. It is characterized by its fruity, flowery odor and is widely used in the flavoring and fragrance industry.

58665-00-2

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58665-00-2 Usage

Uses

Used in Flavoring and Fragrance Industry:
Methyl 2-(1-methyl-1H-indol-3-yl)acetate is used as a flavoring agent for its fruity, flowery aroma, enhancing the taste and scent of various food and beverage products.
Used in Perfumery:
Methyl 2-(1-methyl-1H-indol-3-yl)acetate is used as a fragrance ingredient in the production of perfumes, contributing to the creation of unique and appealing scents.
Used in Cosmetics:
Methyl 2-(1-methyl-1H-indol-3-yl)acetate is used in cosmetics for its pleasant odor, adding a desirable scent to skincare and beauty products.
Used in Consumer Products:
Methyl 2-(1-methyl-1H-indol-3-yl)acetate is used in various consumer products, such as cleaning agents and air fresheners, to provide a pleasant and long-lasting fragrance.
Used in Pharmaceutical Research:
Methyl 2-(1-methyl-1H-indol-3-yl)acetate has been studied for its potential pharmacological properties, including its potential use as an antifungal agent. Further research is needed to fully understand its utility in this regard.

Check Digit Verification of cas no

The CAS Registry Mumber 58665-00-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,6,6 and 5 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 58665-00:
(7*5)+(6*8)+(5*6)+(4*6)+(3*5)+(2*0)+(1*0)=152
152 % 10 = 2
So 58665-00-2 is a valid CAS Registry Number.

58665-00-2Relevant academic research and scientific papers

Pyridopyrimidinone intermediate ionic derivative containing indole units, and preparation method and application thereof

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Paragraph 0082; 0084; 0085, (2021/08/25)

The invention relates to a pyridopyrimidinone intermediate ion derivative containing indole units as well as a preparation method and application thereof. The compound has the following formula (I), has excellent insecticidal activity on white back planthoppers and broad bean aphids and the like, and can be used for preventing and treating rice planthoppers. Medicament or medicament for injurious insects such as aphids and the like. The structure and the preparation process are simple, and the production cost is low.

AMINOPEPTIDASE A INHIBITORS AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME

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Page/Page column 90, (2020/06/10)

The present invention relates to a novel compound, to a composition comprising the same, to methods for preparing the compound, and the use of this compound in therapy. In particular, the present invention relates to compound that is useful in the treatment and prevention of primary and secondary arterial hypertension, ictus, myocardial ischaemia, cardiac and renal insufficiency, myocardial infarction, peripheral vascular disease, diabetic proteinuria, Syndrome X and glaucoma.

Agent for Preventing or Ameliorating Hearing Impairment

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Paragraph 0093; 0094; 0219-0220, (2019/08/02)

It is to provide an agent for preventing or improving hearing loss, which comprises a low molecular compound which can be produced relatively easily and inexpensively as an active ingredient. One or more compounds selected from the group consisting of compounds represented by the following formulas (I0), (II), and (III) and a pharmaceutically acceptable salt of the compounds when R3 is OH are used as an agent for preventing or improving hearing loss.

Efficient Synthesis of the Peptide Fragment of the Natural Depsipeptides Jaspamide and Chondramide

Zarezin, Danil P.,Shmatova, Olga I.,Kabylda, Adil M.,Nenajdenko, Valentine G.

, p. 4716 - 4722 (2018/09/10)

A new method for the synthesis of the tripeptide part of the jaspamide and chondramide alkaloids using a Ugi reaction was developed. The reported approach is considerably shorter than all literature syntheses of the peptide parts of these natural products. A family of peptides with different substituents at the 2-position of the indole moiety was prepared to open up access to analogues of these natural products.

C3-CARBON LINKED GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN DEGRADATION

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Page/Page column 303, (2017/12/05)

This invention provides Degronimers that have carbon-linked E3 Ubiquitin Ligase targeting moieties (Degrons), which can be linked to a targeting ligand for a protein that has been selected for in vivo degradation, and methods of use and compositions thereof as well as methods for their preparation.

Scope of the Reactions of Indolyl- and Pyrrolyl-Tethered N-Sulfonyl-1,2,3-triazoles: Rhodium(II)-Catalyzed Synthesis of Indole- and Pyrrole-Fused Polycyclic Compounds

Fu, Liangbing,Davies, Huw M. L.

supporting information, p. 1504 - 1507 (2017/04/13)

An efficient synthesis of tetrahydrocarboline-type products and polycyclic spiroindolines has been achieved. The transformation proceeds via rhodium(II)-catalyzed intramolecular annulations of indolyl- and pyrrolyl-tethered N-sulfonyl-1,2,3-triazoles. The reaction could be tuned toward either the formal [3 + 2] cycloaddition or the C-H functionalization reaction depending on the electronic and structural features of the substrates, leading to the production of a variety of structurally related heterocyclic compounds.

Three-component, four-centered, one-pot synthesis of 1-(arylethynyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole derivatives

Subba Reddy,Kota, Kavya,Anji Babu,Rasvan Khan,Mukkanti

, p. 2088 - 2093 (2017/05/09)

An efficient three component, four-centered A3 coupling strategy has been developed for the synthesis of a novel series of 1-arylethynyl-tetrahydro-β-carboline derivatives in good yields with high selectivity. This method is also useful for the preparation of 1-arylethynyl tetrahydroisoquinolines, which can be used for the synthesis of biologically active molecules such as homolaudanosine, dysoxyline, methopoline and almorexant. The use of a readily available ZnCl2/Et3N reagent system makes this method simple, convenient and practical.

Synthesis of Benzo[a]carbazoles and an Indolo[2,3-a]carbazole from 3-Aryltetramic Acids

Truax, Nathanyal J.,Banales Mejia, Fernando,Kwansare, Deborah O.,Lafferty, Megan M.,Kean, Maeve H.,Pelkey, Erin T.

, p. 6808 - 6815 (2016/08/16)

A simple and flexible approach to 3-pyrrolin-2-one fused carbazoles is disclosed. The key step involves the BF3-mediated electrophilic substitution of indoles with N-alkyl-substituted 3-aryltetramic acids, which provides access to indole-substituted 3-pyrrolin-2-ones. Scholl-type oxidative cyclizations of these materials led to the formation of the corresponding 3-pyrrolin-2-one-fused benzo[a]carbazoles and indolo[2,3-a]carbazoles. This work represents the first synthesis of the benzo[a]pyrrolo[3,4-c]carbazol-3(8H)-one ring system, while the indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one ring system is found in a number of biologically active compounds including the protein kinase C (PKC) inhibitor, staurosporine.

Erythropoietin Expression Promoter

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Paragraph 0240; 0241, (2015/12/30)

The present invention provides an erythropoietin expression-enhancing agent that can cancel the suppression of erythropoietin production or promote erythropoietin production, and a therapeutic or preventive drug for anemia, a liver function-improving agent, an ischemic injury-improving agent, a renal protective agent, and an insulin secretagogue comprising the erythropoietin expression-enhancing agent. The erythropoietin expression-enhancing agent of the present invention comprises one or more compounds selected from the group consisting of compounds represented by the following general formulas (I), (II), and (III) and pharmaceutically acceptable salts thereof when R3 is OH.

Diastereotopic group selection in hydroxy-directed intramolecular C-H alkenylation of indole under oxidative palladium(II) catalysis

Kandukuri, Sandeep R.,Jiao, Lin-Yu,MacHotta, Axel B.,Oestreich, Martin

supporting information, p. 1597 - 1609 (2014/06/09)

Group-selective palladium(II)-catalyzed ring closures involving C-H bond alkenylation are reported. The cyclization precursors contain a prochiral bis(homoallylic) alcohol unit tethered to either an arene or an indole. The homobenzylic hydroxy group in these substrates is positioned to act as a directing group in the ortho-selective C-H bond activation prior to the cyclization event. Arene-derived precursors reacted poorly, even when applying a protocol that had proven effective in intermolecular hydroxy-directed C-H bond alkenylations. No asymmetric induction was obtained with chiral ligands, mono-N-protected amino acids (MPAAs) in particular. Conversely, the cyclization of indole-derived precursors was substantially more efficient, and installation of a substituent in the benzylic position rendered these intramolecular C-H bond alkenylations diastereoselective. The diastereotopic group selection is high with diastereomeric ratios ranging from dr=91:9 to 94:6.

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