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7-Benzyloxyindole

CAS 20289-27-4C15H13NOChemical Synthesis

7-Benzyloxyindole (CAS: 20289-27-4) is a key organic compound with the molecular formula C15H13NO and a molecular weight of 223.27 g/mol. It serves as a crucial reactant in diverse chemical synthesis pathways, particularly in the development of novel pharmaceutical agents. Its applications span the preparation of adenosine receptor antagonists, HCV inhibitors, and compounds with antiproliferative activity, underscoring its importance in medicinal chemistry and drug discovery research.

IUPAC
7-(Phenylmethoxy)indole,NSC 92526
Synonyms
7-(Phenylmethoxy)indoleNSC 92526
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7-Benzyloxyindole (C15H13NO) — chemical structure, CAS 20289-27-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksC13 to C27Chemical SynthesisHeterocyclic Building BlocksIndoles
01 /Applications

Adenosine Receptor Antagonist Synthesis

7-Benzyloxyindole is utilised as a reactant in the preparation of pyrazolo-quinoline derivatives, which are investigated for their potential as adenosine receptor antagonists. This application highlights its role in developing new therapeutic agents.

Diazoamide A Total Synthesis

The compound serves as a reactant in the asymmetric total synthesis of diazoamide A. This demonstrates its utility in complex organic synthesis and the creation of intricate molecular structures.

HCV Inhibitor Development

7-Benzyloxyindole is employed as a reactant in the synthesis of compounds designed to inhibit the Hepatitis C virus (HCV). This application points to its significance in the field of antiviral drug development.

Inosine Monophosphate Dehydrogenase Inhibitors

It acts as a reactant for preparing substituted 3-cyanoindoles and 3-(4-pyridinyl)indoles, which function as inhibitors of inosine monophosphate dehydrogenase and exhibit antiproliferative effects on peripheral blood mononuclear cells.

Necroptosis Treatment Agents

7-Benzyloxyindole is a reactant in the synthesis of [(indolyl)methyl]hydantoin and -thiohydantoin derivatives, investigated for their potential in the treatment of necroptosis.

Topoisomerase I Inhibitor Analogs

The compound is used as a reactant for preparing regioisomeric analogs of ED-110, which are known poisons of human topoisomerase I, contributing to research in cancer therapeutics.

02 /Properties
Molecular weight223.27
Empirical formulaC15H13NO
Storage temperature−20°C
ApplicationReactant for preparation of pyrazolo-quinoline derivatives as adenosine receptor antagonists1Reactant for asymmetric total synthesis of diazonamide A2Reactant for preparation of HCV inhibitor3Reactant for preparation of substituted 3-cyanoindoles and 3-(4-pyridinyl)indoles as inhibitors of inosine monophosphate dehydrogenase, with antiproliferative activity on peripheral blood mononuclear cells (PMBC)4Reactant for preparation of [(indolyl)methyl]hydantoin and -thiohydantoin derivatives as treatment of necroptosis5Reactant for preparation of regioisomeric analogs of ED-110, indolocarbazole poisons of human topoisomerase I6
Melting point70-74 °C
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
20289-27-4
MDL number
MFCD00037974
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 7-Benzyloxyindole used for?

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7-Benzyloxyindole is primarily used as a reactant in various chemical synthesis pathways, including the preparation of adenosine receptor antagonists, HCV inhibitors, compounds with antiproliferative activity, and agents for treating necroptosis. It is also used in the total synthesis of complex molecules like diazoamide A.

What are the CAS number and formula for 7-Benzyloxyindole?

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The CAS number for 7-Benzyloxyindole is 20289-27-4, and its empirical formula (Hill notation) is C15H13NO.

What grade and purity does Tech Serve Solutions supply for 7-Benzyloxyindole?

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Tech Serve Solutions supplies 7-Benzyloxyindole as a research-grade chemical. We do not represent it as USP, BP, EP, or for use in food, nutraceutical, or pharmaceutical manufacturing unless explicitly stated otherwise with supporting documentation. Please refer to the product specifications for detailed purity information.

How should 7-Benzyloxyindole be handled and stored?

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Handle 7-Benzyloxyindole with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter may be necessary. It should be stored at -20°C. The compound has a WGK Germany classification of 3, indicating a high hazard to water.

Is 7-Benzyloxyindole a controlled substance?

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Based on the provided data, there is no indication that 7-Benzyloxyindole is a controlled substance. However, customers should verify its regulatory status in their specific jurisdiction.

How is 7-Benzyloxyindole packed, shipped, and exported?

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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. 7-Benzyloxyindole is carefully packed to ensure safe transit and is available for international export. Specific packaging details are available upon request.

How can I request a sample or quote for 7-Benzyloxyindole?

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To request a sample or a quote for 7-Benzyloxyindole, please contact our sales team through the website or by phone. Provide your specific requirements, and we will respond promptly.

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