1-Methylindole-2-carboxaldehyde
1-Methylindole-2-carboxaldehyde (CAS: 27421-51-8; Formula: C10H9NO; MW: 159.18) is a versatile organic compound, specifically an indole derivative featuring an aldehyde functional group. As a key building block, it serves as a crucial reactant in the synthesis of various complex organic molecules. Its applications span the preparation of deazapurine isosteres, substituted cinnamic acid derivatives, tetrahydrocarbazoles, and indole-based antimicrobials and anti-inflammatories, making it valuable in medicinal chemistry and materials science research.
- IUPAC
- 2-Formyl-1-methylindole,NSC 106285
Synthesis of Deazapurine Isosteres
1-Methylindole-2-carboxaldehyde acts as a precursor for the synthesis of deazapurine isosteres through pyridine ring annulation reactions with acylindoles.
Preparation of Cinnamic Acid Analogs
It is used in the preparation of 2,4-dichlorocinnamohydr o xamic acid analogs, which are investigated for their potential in enhancing the pharmacokinetics of botulinum neurotoxin serotype A protease inhibitors.
Organocatalytic Synthesis of Tetrahydrocarbazoles
This aldehyde is employed in organocatalytic cascade reactions involving Friedel-Crafts alkylation, Michael addition, and aromatization to yield tetrahydrocarbazoles.
Flow Chemistry for Amine Derivatives
1-Methylindole-2-carboxaldehyde can be converted into azides, imines, and amines via flow processes employing amines, trimethylsilyl azide, and the aza-Wittig reaction.
Antimicrobial and Anti-inflammatory Agents
It is a building block for synthesizing 3-indolylpyridinedicarb onitriles with anti-inflammatory properties and bis(indolyl)methanes exhibiting antimicrobial and antioxidant activities.
| Molecular weight | 159.18 |
|---|---|
| Empirical formula | C10H9NO |
| Assay | 97% |
| Application | Reactant for preparation of:• Deazapurine isosteres from acylindoles via pyridine ring annulation1• 2,4-dichlorocinnamohydroxamic acid analogs for enhancing pharmacokinetics of botulinum neurotoxin serotype A protease inhibitors2• Tetrahydrocarbazoles via organocatalytic cascade Friedel-Crafts alkylation/Michael addition/aromatization reaction3• Azides, imines and amines via flow processes of amines and trimethylsilyl azide and aza-Wittig reaction4• 3-indolylpyridinedicarbonitriles as anti-inflammatory agents5• Bis(indolyl)methanes as antimicrobial and antioxidant agents6 |
| Melting point | 81-85 °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) | 26-36 |
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-Methylindole-2-carboxaldehyde primarily used for?
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1-Methylindole-2-carboxaldehyde is primarily used as a reactant and building block in organic synthesis for preparing various complex molecules, including deazapurine isosteres, tetrahydrocarbazoles, and compounds with potential anti-inflammatory, antimicrobial, and antioxidant activities.
What is the CAS number and formula for 1-Methylindole-2-carboxaldehyde?
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The CAS number for 1-Methylindole-2-carboxaldehyde is 27421-51-8, and its empirical formula is C10H9NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Methylindole-2-carboxaldehyde with a minimum purity of 97%. It is supplied for research and laboratory use and is not represented as USP, BP, EP, or any other pharmacopoeia grade.
How should 1-Methylindole-2-carboxaldehyde be handled safely?
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1-Methylindole-2-carboxaldehyde is a Warning substance classified with H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including eyeshields, gloves, and a dust mask (N95 type), should be used. Handle in a well-ventilated area and avoid dust formation.
Can you provide 1-Methylindole-2-carboxaldehyde in bulk for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including 1-Methylindole-2-carboxaldehyde, and can fulfil bulk export requirements.
How can I request a quote or sample for 1-Methylindole-2-carboxaldehyde?
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To request a quote or a sample of 1-Methylindole-2-carboxaldehyde, please contact our sales team through the website or by phone, providing your details and the quantity required.
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