1,5,6,7-Tetrahydro-4H-indol-4-one
1,5,6,7-Tetrahydro-4H-indol-4-one (CAS: 13754-86-4) is a heterocyclic organic compound with the molecular formula C8H9NO. This indole derivative serves as a valuable building block in chemical synthesis. It is primarily utilised as a reactant in the preparation of various complex organic molecules, including potential pharmaceutical agents and novel heterocyclic structures. Its chemical reactivity makes it a key intermediate for advanced organic research and development.
- IUPAC
- 4,5,6,7-Tetrahydro-4-oxoindole,NSC 131681
- Synonyms
- 7-Tetrahydro-4H-indol-4-one4,5,6,7-Tetrahydro-4-oxoindoleNSC 131681
Synthesis of Antitumor Agents
1,5,6,7-Tetrahydro-4H-indol-4-one is employed as a reactant in the synthesis of psammopemmin A, a compound investigated for its antitumor properties.
Preparation of Polycyclic Indoles
It acts as a precursor in the synthesis of 1,3,4,5-tetrahydrobenzindoles and related tricyclic structures through C-H insertion reactions.
Indole Derivative Synthesis
This compound is used in the preparation of tricyclic indole and dihydroindole derivatives, which have been explored as guanylate cyclase inhibitors.
Heterocyclic Compound Formation
It serves as a reactant in the preparation of condensed pyrroloindoles via palladium-catalyzed intramolecular C-H bond functionalization.
Enantioselective Synthesis
1,5,6,7-Tetrahydro-4H-indol-4-one is involved in the enantioselective synthesis of arylalkenyl indoles through asymmetric C-H insertion and Cope rearrangement.
| Molecular weight | 135.16 |
|---|---|
| Empirical formula | C8H9NO |
| Assay | 98% |
| Application | • Reactant in synthesis of psammopemmin A as antitumor agent1• Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions2• Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase3• Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles4• Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids followed by Cope rearrangement-elimination5 |
| Melting point | 188-190 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-37/39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is 1,5,6,7-Tetrahydro-4H-indol-4-one used for?
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It is used as a building block and reactant in the synthesis of various complex organic molecules, including potential pharmaceutical agents and heterocyclic compounds.
What is the CAS number and formula for 1,5,6,7-Tetrahydro-4H-indol-4-one?
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The CAS number is 13754-86-4, and the empirical formula is C8H9NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1,5,6,7-Tetrahydro-4H-indol-4-one with an assay of 98%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should 1,5,6,7-Tetrahydro-4H-indol-4-one be handled?
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Handle with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. Avoid breathing dust. Ensure adequate ventilation. It is classified as a Warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335).
Is 1,5,6,7-Tetrahydro-4H-indol-4-one suitable for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 1,5,6,7-Tetrahydro-4H-indol-4-one, adhering to all necessary regulations for international shipment.
How can I request a sample or quote?
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Please contact our sales team through our website or by phone to request a sample or a quotation for 1,5,6,7-Tetrahydro-4H-indol-4-one.
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