1-Methylindole-2-carboxylic acid
1-Methylindole-2-carboxylic acid (CAS: 16136-58-6, C10H9NO2) is a white to off-white crystalline solid with a molecular weight of 175.18 g/mol. This indole derivative serves as a key building block in organic synthesis. It is utilised in the preparation of various biologically active compounds, including potential antitumor agents and inhibitors of enzymes like indoleamine 2,3-dioxygenase (IDO) and cathepsin S. Its reactivity facilitates diverse synthetic transformations.
- IUPAC
- NSC 68357
Preparation of Novel IDO Inhibitors
1-Methylindole-2-carboxylic acid is a reactant for the preparation of keto-indoles, which are investigated as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. These compounds may have therapeutic applications in various diseases.
Synthesis of Antitumor Agents
This compound acts as a reactant in the synthesis of fenbufen and ethacrynic acid derivatives. These derivatives are explored for their potential antitumor activities, often via amide coupling reactions.
Diastereoselective Synthesis of Vinylated Heterocycles
Utilising ruthenium-catalyzed oxidative vinylation with alkenes, 1-Methylindole-2-carboxylic acid serves as a reactant for the diastereoselective synthesis of vinylated heterocyclic compounds.
Synthesis of 2,3-Dihalo Indoles
Through hypervalent iodine-mediated decarboxylative halogenation, this acid is a key reactant for the synthesis of 2,3-dihalo indole derivatives.
Preparation of Cathepsin S Inhibitors
1-Methylindole-2-carboxylic acid is employed in the preparation of alpha-ketoamides, which are investigated as cathepsin S inhibitors with potential uses against tumour invasion and angiogenesis.
| Molecular weight | 175.18 |
|---|---|
| Empirical formula | C10H9NO2 |
| Assay | 98% |
| Application | • Reactant for preparation of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors1• Reactant for synthesis of fenbufen and ethacrynic acid derivatives as potential antitumor agents via amide coupling reactions2• Reactant for diastereoselective synthesis of vinylated heterocycles via ruthenium-catalyzed oxidative vinylation with alkenes3• Reactant for synthesis of 2,3-dihalo indoles via hypervalent iodine mediated decarboxylative halogenation4• Reactant for preparation of α-ketoamides as cathepsin S inhibitors with potential applications against tumor invasion and angiogenesis5• Reactant for preparation of anthranilic acid mimics as bacterial translation inhibitors6 |
| Melting point | 212-213 °C (dec.)(lit.) |
Hazard statements
- H302Harmful if swallowed
- 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, Faceshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26 |
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-carboxylic acid used for?
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1-Methylindole-2-carboxylic acid is primarily used as a building block in organic synthesis. Its applications include the preparation of potential antitumor agents, enzyme inhibitors (such as IDO and cathepsin S inhibitors), and various heterocyclic compounds.
What are the CAS number and molecular formula of 1-Methylindole-2-carboxylic acid?
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The CAS number for 1-Methylindole-2-carboxylic acid is 16136-58-6, and its molecular formula is C10H9NO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Methylindole-2-carboxylic acid with an assay of 98%. We do not represent this product as meeting USP, BP, or EP pharmacopoeia standards.
How should 1-Methylindole-2-carboxylic acid be handled safely?
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Warning: Harmful if swallowed, causes skin irritation, causes serious eye irritation, and may cause respiratory irritation (H302-H315-H319-H335). Handle with appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, face shields, and gloves. Ensure good ventilation. Avoid breathing dust.
Is 1-Methylindole-2-carboxylic acid a controlled substance?
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Based on the provided data, there is no indication that 1-Methylindole-2-carboxylic acid (CAS: 16136-58-6) is a controlled substance. However, users should always verify local regulations.
How is 1-Methylindole-2-carboxylic acid packed and shipped?
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1-Methylindole-2-carboxylic acid is typically packed in appropriate containers to ensure stability during transit. TSS exports fine chemicals globally, adhering to international shipping regulations.
How can I request a sample or quote for 1-Methylindole-2-carboxylic acid?
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To request a sample or a quote for 1-Methylindole-2-carboxylic acid, please contact the TSS sales team through our website or by phone. Please provide your specific requirements and shipping details.
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