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(S)-4-Ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one is a complex organic compound characterized by its unique chemical structure. It features an ethyl group, a hydroxy group, an iodo group, and a methoxy group, all of which are attached to a pyrano[3,4-c]pyridin-3-one ring system. This structural composition endows the compound with potentially intriguing pharmacological properties, making it a promising candidate for further exploration in the realms of medicinal chemistry and drug development.

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  • (S)-4-Ethyl-4-hydroxy-6-iodo-8-Methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one

    Cas No: 174092-79-6

  • USD $ 1.9-2.9 / Gram

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  • 174092-79-6 Structure
  • Basic information

    1. Product Name: (S)-4-Ethyl-4-hydroxy-6-iodo-8-Methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one
    2. Synonyms: (S)-4-Ethyl-4-hydroxy-6-iodo-8-Methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one
    3. CAS NO:174092-79-6
    4. Molecular Formula: C11H12INO4
    5. Molecular Weight: 349.12175
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 174092-79-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (S)-4-Ethyl-4-hydroxy-6-iodo-8-Methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one(CAS DataBase Reference)
    10. NIST Chemistry Reference: (S)-4-Ethyl-4-hydroxy-6-iodo-8-Methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one(174092-79-6)
    11. EPA Substance Registry System: (S)-4-Ethyl-4-hydroxy-6-iodo-8-Methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one(174092-79-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 174092-79-6(Hazardous Substances Data)

174092-79-6 Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-Ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one is used as a potential pharmaceutical agent for its unique structural features. The presence of various functional groups and the pyrano[3,4-c]pyridin-3-one ring system may allow the compound to interact with biological targets in novel ways, offering new avenues for the treatment of various diseases and conditions.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (S)-4-Ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one is used as a subject of study for its potential to contribute to the development of new drugs. Its structural characteristics may provide insights into the design of more effective and targeted therapeutic agents, particularly in the areas of cancer treatment, neurological disorders, and other complex medical conditions.
Used in Drug Discovery:
(S)-4-Ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one is utilized as a starting point in drug discovery efforts. Its unique chemical structure may serve as a foundation for the creation of new drug candidates, with the potential to be optimized and modified to enhance their efficacy, selectivity, and safety profiles.
Used in Organic Chemistry:
In the realm of organic chemistry, (S)-4-Ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one is used as a compound of interest for its potential to contribute to the understanding of chemical reactions and mechanisms involving complex molecular structures. Studying the reactivity and properties of this compound may lead to the development of new synthetic methods and strategies in organic chemistry.
Overall, (S)-4-Ethyl-4-hydroxy-6-iodo-8-methoxy-1,4-dihydro-pyrano[3,4-c]pyridin-3-one is a compound with significant potential across various scientific disciplines, particularly in the fields of medicinal chemistry, drug development, and organic chemistry. Its unique structural features make it an attractive target for further research and exploration, with the aim of unlocking its full potential in the development of new therapeutic agents and chemical methodologies.

Check Digit Verification of cas no

The CAS Registry Mumber 174092-79-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,4,0,9 and 2 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 174092-79:
(8*1)+(7*7)+(6*4)+(5*0)+(4*9)+(3*2)+(2*7)+(1*9)=146
146 % 10 = 6
So 174092-79-6 is a valid CAS Registry Number.

174092-79-6Relevant articles and documents

Studies toward practical synthesis of (20S)-camptothecin family through catalytic enantioselective cyanosilylation of ketones: Improved catalyst efficiency by ligand-tuning

Yabu, Kazuo,Masumoto, Shuji,Kanai, Motomu,Curran, Dennis P.,Shibasaki, Masakatsu

, p. 2923 - 2926 (2002)

Enantioselective catalyst efficiency for the synthesis of the camptothecin family was improved through ligand-tuning. Key intermediates of two convergent syntheses of camptothecin (Curran's intermediate and Corey's intermediate) were obtained in up to 10 g scale through the catalytic enantioselective cyanosilylation of ketones.

METHOD OF SYNTHESIZING CAMPTOTHECIN-RELATING COMPOUNDS

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Page 34-35, (2010/02/05)

The present invention is to prepare efficiently 2'-amino-5'-hydroxypropiophenone corresponding to the AB-ring part of camptothecin (CPT) skeleton and a tricyclic ketone corresponding to the CDE-ring part in order to provide efficiently CPT by the total synthesis, which is a starting material for irinotecan hydrochloride and various kinds of camptothecin derivatives, and to provide stably CPT and its derivatives.

Catalytic enantioselective synthesis of (20s)-camptothecin intermediates using cyanosilylation of ketones promoted by D-glucose-derived lanthanide catalyst

Yabu, Kazuo,Masumoto, Shuji,Kanai, Motomu,Du, Wu,Curran, Dennis P.,Shibasaki, Masakatsu

, p. 369 - 385 (2007/10/03)

An efficient catalytic enantioselective synthetic route was developed for Curran's versatile camptothecin intermediate (5). The key step is the catalytic enantioselective cyanosilylation of ketone (7) using a chiral samarium (Sm) complex. The target ketone cyanohydrin (6) was obtained with 90% ee using 2 mol % of the catalyst. A gadolinium (Gd) complex derived from the same chiral ligand could also be used as an enantioselective catalyst to synthesize Corey's intermediate (11).

A general synthetic approach to the (20s)-camptothecin family of antitumor agents by a regiocontrolled cascade radical cyclization of aryl isonitriles

Josien, Hubert,Ko, Sung-Bo,Bom, David,Curran, Dennis P.

, p. 67 - 83 (2007/10/03)

A general and efficient synthesis of (20S)-camptothecin (1a) is reported. A key common intermediate containing the pyridone and lactone (DE) rings of camptothecin and most derivatives was constructed from 2-trimethylsilyl-6-methoxypyridine by a series of metalation reactions and a Heck cyclization to provide an achiral bicyclic enol ether. Sharpless asymmetric dihydroxylation followed by lactol oxidation and iododesilylation produced the key intermediate in 94% enantiomeric excess. Alkylation with prop-argyl bromide and a cascade radical reaction with phenyl isonitrile then produced 1a. About 20 other penta-and hexacyclic analogues of camptothecin with differing single or multiple substituents at C7, C9, C10, C11, and/or C12 were made by changing the propargylating agent and the isonitrile. Included among these are several drug candidates and the approved drugs topotecan and irinotecan. The synthesis of the prodrug irinotecan is a direct one that does not pass through the active metabolite. The use of ortho-trimethylsilyl-substituted isonitriles allows the regioselective synthesis of camptothecin analogues in cases where isomeric mixtures are formed from the parent isonitriles. The synthesis of the derivatives relies on the broad scope and functional group tolerance of the key cascade radical reaction.

Kaskaden-Radikalreaktionen von Isocyaniden: eine zweite Generation der Synthese von (20S)-Camtothecin, Topotecan, Irinotecan und G1-147211C

Curran, Dennis P.,Ko, Sung-Bo,Josien, Hubert

, p. 2948 - 2950 (2007/10/03)

Keywords: Camptothecin; Isocyanide; Kaskadenreaktionen; Radikale

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