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1-(2-hydroxy-5-iodo-4-methoxyphenyl)ethanone, also known as iodoethanolone, is a synthetic chemical compound with the molecular formula C9H9IO3. It features a hydroxy group, a methoxy group, and an iodo group attached to a benzene ring, along with a ketone functional group. This versatile compound is commonly used in organic synthesis and pharmaceutical research, and its derivatives have been studied for potential antitumor and antibacterial properties.

103440-58-0

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103440-58-0 Usage

Uses

Used in Pharmaceutical Research:
1-(2-hydroxy-5-iodo-4-methoxyphenyl)ethanone is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential antitumor and antibacterial properties. Its unique structure allows for the development of new drugs targeting specific biological pathways.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(2-hydroxy-5-iodo-4-methoxyphenyl)ethanone serves as a valuable building block for creating a wide range of chemical products. Its functional groups enable it to participate in various chemical reactions, making it a useful compound for constructing complex molecules.
Used in Antitumor Applications:
1-(2-hydroxy-5-iodo-4-methoxyphenyl)ethanone is used as a potential antitumor agent due to its ability to interact with biological targets and exhibit pharmacological activities. Its derivatives are being studied for their potential to inhibit tumor growth and progression.
Used in Antibacterial Applications:
1-(2-hydroxy-5-iodo-4-methoxyphenyl)ethanone is also used as a potential antibacterial agent, with its derivatives being investigated for their ability to combat bacterial infections. Its unique structure allows for the development of new antibiotics to address the growing issue of antibiotic resistance.

Check Digit Verification of cas no

The CAS Registry Mumber 103440-58-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,4,4 and 0 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 103440-58:
(8*1)+(7*0)+(6*3)+(5*4)+(4*4)+(3*0)+(2*5)+(1*8)=80
80 % 10 = 0
So 103440-58-0 is a valid CAS Registry Number.

103440-58-0Relevant academic research and scientific papers

Synthesis and biological evaluation of benzo[b]furans as inhibitors of tubulin polymerization and inducers of apoptosis

Kamal, Ahmed,Reddy, N. V. Subba,Nayak, V. Lakshma,Reddy, V. Saidi,Prasad,Nimbarte, Vijaykumar D.,Srinivasulu, Vunnam,Vishnuvardhan,Reddy, C. Suresh

, p. 117 - 128 (2014)

A series of benzo[b]furans was synthesized with modification at the 5-position of the benzene ring by introducing C-linked substituents (aryl, alkenyl, alkynyl, etc.). These compounds were evaluated for their antiproliferative activities, inhibition of tubulin polymerization, and cell-cycle effects. Some compounds in this series displayed excellent activity in the nanomolar range against lung cancer (A549) and renal cell carcinoma (ACHN) cancer cell lines. (6-Methoxy-5-((4-methoxyphenyl)ethynyl)-3- methylbenzofuran-2-yl)(3,4,5-trimethoxyphenyl)methanone (26) and (E)-3-(6-methoxy-3-methyl-2-(1-(3,4,5-trimethoxyphenyl)vinyl)benzofuran-5-yl) prop-2-en-1-ol (36) showed significant activity in the A549 cell line, with IC50 values of 0.08 and 0.06 μM, respectively. G2/M cell-cycle arrest and subsequent apoptosis was observed in the A549 cell line after treatment with these compounds. The most active compound in this series, 36, also inhibited tubulin polymerization with a value similar to that of combretastatin A-4 (1.95 and 1.86 μM, respectively). Furthermore, detailed biological studies such as Hoechst 33258 staining, DNA fragmentation and caspase-3 assays, and western blot analyses with the pro-apoptotic protein Bax and the anti-apoptotic protein Bcl-2 also suggested that these compounds induce cell death by apoptosis. Molecular docking studies indicated that compound 36 interacts and binds efficiently with the tubulin protein. Antiproliferation additions: A series of benzo[b]furans with C-linked substituents was synthesized and evaluated for anticancer potential against five human cancer cell lines. Some of the compounds (representative shown) displayed good antiproliferative activity in the nanomolar range against the A549 cell line by inhibition of tubulin polymerization (ITP). Copyright

Synthetic studies towards the mulberry Diels-Alder adducts: H-bond accelerated cycloadditions of chalcones

Boonsri, Sompong,Gunawan, Christian,Krenske, Elizabeth H.,Rizzacasa, Mark A.

experimental part, p. 6010 - 6021 (2012/08/28)

The methyl ether derivatives 2, 4 and 6 of the mulberry Diels-Alder adducts chalcomoracin (1) and mulberrofuran C (3) and kuwanon J (5) respectively have been synthesized by a thermal [4 + 2]-cycloaddition reaction between a chalcone and dehydroprenyl die

Regioselective Synthesis of Prenylisoflavones. Syntheses of Lupiwighteone, Lupiwighteone Hydrate and Related Compounds

Tsukayama, Masao,Li, He,Nishiuchi, Masaki,Takahashi, Masahumi,Kawamura, Yasuhiko

, p. 1181 - 1196 (2007/10/03)

The palladium-catalyzed coupling reaction of 4',5.7-tris(benzyloxy)-8-iodoisoflavone 11, synthesized from the 3'-iodochalcone 8, with 2-methyl-3-butyn-2-ol gave the corresponding 8-(3-hydroxy-3-methylbutynyl)isoflavone 12.Catalytic hydrogenation of 12 gav

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