Lot numbers can be found on the outside label of a product:
Methyl 6-hydroxy-1H-indole-3-carboxylate
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CAS No. 112332-97-5
- Cat. No. CS-0043064
- Purity≥98%
- MDL No.MFCD11617113
*For research and further manufacturing use only, not for direct human use.
Structure of 112332-97-5
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General Information
- CAS No. 112332-97-5
- Cat. No. CS-0043064
- Purity ≥98%
- MDL No. MFCD11617113
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₉NO₃
- Molecular Weight 191.18
- Synonym(s) 1H-INDOLE-3-CARBOXYLIC ACID,6-HYDROXY-,METHYL ESTER
- SMILES O=C(C1=CNC2=C1C=CC(O)=C2)OC
Description
Methyl 6-hydroxy-1H-indole-3-carboxylate features a hydroxyl group at the 6-position of the indole core, enhancing solubility and reactivity for downstream functionalization. The ester moiety enables selective transformations under mild conditions, while the electron-rich aromatic system supports conjugation in photoreactive or bioconjugation applications. This bench-stable intermediate is well-suited for synthetic access to medicinally relevant heterocycles.
Application
Methyl 6-hydroxy-1H-indole-3-carboxylate serves as a versatile building block for indole-based scaffolds, enabling direct functionalization at the C6 position. The hydroxyl group facilitates further derivatization via esterification, etherification, or transition-metal-catalyzed coupling reactions. Its methyl ester functionality supports selective reduction or nucleophilic displacement, while the indole core exhibits excellent bench stability and compatibility with standard synthetic protocols. This compound functions effectively in the synthesis of bioactive heterocycles and natural product analogs.
Synthesis
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Route1
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371971-13-0 - ~82%
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In-stock
112332-97-5
References
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Fedouloff, Michael; Hossner, Frank; Voyle, Martyn; Ranson, Jennie; Powles, Jenifer; Riley, Graham; Sanger, Gareth Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 8 p. 2119 - 2128
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Route2
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In-stock
15903-94-3 - ~%
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In-stock
112332-97-5
References
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Fedouloff, Michael; Hossner, Frank; Voyle, Martyn; Ranson, Jennie; Powles, Jenifer; Riley, Graham; Sanger, Gareth Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 8 p. 2119 - 2128
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Route3
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In-stock
942-24-5 - ~%
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In-stock
112332-97-5
References
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Nakatsuka, Shin-ichi; Asano, Osamu; Ueda, Kazuo; Goto, Toshio Heterocycles, 1987 , vol. 26, # 6 p. 1471 - 1474
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 62.32
- LogP 1.6601
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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