6-Nitroindoline
6-Nitroindoline (CAS: 19727-83-4), with the molecular formula C8H8N2O2 and a molecular weight of 164.16 g/mol, is a key heterocyclic building block. This compound serves as a crucial reactant in the synthesis of various complex organic molecules. Its applications span the development of novel pharmaceutical agents, including melatonin receptor antagonists, anticancer compounds, and molecules with analgesic or antiarrhythmic properties, highlighting its significance in medicinal chemistry and chemical synthesis.
- IUPAC
- 6-Nitro-2,3-dihydroindole,NSC 80658
- Synonyms
- 6-Nitroindoline2,3-Dihydro-6-nitro-1H-indole6-Nitro-2,3-dihydro-1H-indoleNSC 80658
Preparation of Melatonin Receptor Antagonists
6-Nitroindoline is utilised as a reactant for synthesising 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin analogues. These compounds have been investigated for their potential as selective MT2 melatonin receptor antagonists.
Synthesis of Anticancer Agents
This compound serves as a precursor in the creation of isoindigo and azaisoindigo glycosides. Research indicates these derivatives possess potential anticancer activities.
Development of Analgesic Compounds
6-Nitroindoline is employed in the preparation of arylfurancarboxamides. These molecules have demonstrated blocking activity against Nav1.8 voltage-gated sodium channels, suggesting analgesic potential.
Synthesis of 5-HT Receptor Modulators
The compound acts as a reactant in the synthesis of bicyclic benzamides with reported activity as 5-HT1 receptor agonists and also in preparing 5-HT2C/2B receptor antagonists.
Preparation of Antiarrhythmic Agents
6-Nitroindoline is a reactant in the synthesis pathways leading to benzopyran derivatives. These compounds have been explored for their antiarrhythmic properties.
| Molecular weight | 164.16 |
|---|---|
| Empirical formula | C8H8N2O2 |
| Assay | 97% |
| Application | • Reactant for preparation of 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin analogs as novel MT2-selective melatonin receptor antagonists1• Reactant for synthesis of isoindigo and azaisoindigo glycosides as anticancer agents2• Reactant for preparation of arylfurancarboxamides with Nav1.8 voltage-gated Na channel blocking/analgesic activities3• Reactant for preparation of bicyclic benzamides as 5-HT1 receptor agonists4• Reactant for preparation of antiarrhythmic benzopyrans5• Reactant for preparation of 5-HT2C/2B receptor antagonists6 |
| Melting point | 67-69 °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 6-Nitroindoline primarily used for?
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6-Nitroindoline (CAS: 19727-83-4) is primarily used as a reactant and building block in organic synthesis. It is involved in the preparation of various biologically active molecules, including potential pharmaceutical agents like melatonin receptor antagonists, anticancer agents, analgesic compounds, and compounds modulating serotonin receptors.
What are the CAS number and molecular formula for 6-Nitroindoline?
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The CAS number for 6-Nitroindoline is 19727-83-4, and its molecular formula is C8H8N2O2.
What grade and purity does Tech Serve Solutions supply for 6-Nitroindoline?
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Tech Serve Solutions supplies 6-Nitroindoline with a minimum purity of 97%. This product is typically supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or any other pharmacopoeial grade.
How should 6-Nitroindoline be handled safely?
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6-Nitroindoline is classified as a Warning substance. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Safe handling requires wearing a dust mask (type N95 US recommended), eyeshields, and gloves. Ensure adequate ventilation and avoid breathing dust. In case of eye contact, rinse cautiously with water for several minutes and seek medical attention if irritation persists.
How is 6-Nitroindoline packed, shipped, and exported?
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6-Nitroindoline is carefully packed in compliance with international shipping regulations for chemical substances. Tech Serve Solutions, as a global supplier and exporter since 1998, ensures reliable and compliant international delivery.
How can I request a sample or quote for 6-Nitroindoline?
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To request a sample or a quote for 6-Nitroindoline, please use the contact form on our website or reach out to our sales team directly. Please provide your contact details and the quantity required.
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