Lot numbers can be found on the outside label of a product:
Methyl 2-amino-6-methylbenzoate
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CAS No. 18595-13-6
- Cat. No. CS-0067916
- Purity≥97%
- MDL No.MFCD11505989
*For research and further manufacturing use only, not for direct human use.
Structure of 18595-13-6
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General Information
- CAS No. 18595-13-6
- Cat. No. CS-0067916
- Purity ≥97%
- MDL No. MFCD11505989
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₁NO₂
- Molecular Weight 165.19
- Synonym(s) 2-Amino-6-methylbenzoic acid methyl ester
- SMILES O=C(OC)C1=C(C)C=CC=C1N
Description
Methyl 2-amino-6-methylbenzoate features a benzene ring bearing both amino and methyl substituents at ortho positions relative to the ester group. This electron-rich scaffold facilitates nucleophilic substitution and serves as a key intermediate in pharmaceutical synthesis. The compound exhibits good solubility in common organic solvents and stability under standard bench conditions.
Application
Methyl 2-amino-6-methylbenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. Its ortho-amino and ester functionalities offer complementary reactivity for sequential functionalization, while the methyl group enhances metabolic stability. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of API intermediates through standard coupling and condensation protocols.
Synthesis
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Route1
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In-stock
61940-22-5 - ~99%
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In-stock
18595-13-6
References
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Pospisil, Jiri; Mueller, Christoph; Fuerstner, Alois Chemistry - A European Journal, 2009 , vol. 15, # 24 p. 5956 - 5968
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Route2
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In-stock
4389-50-8 -
18107-18-1 - ~98%
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In-stock
18595-13-6
References
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ELI LILLY AND COMPANY Patent: WO2005/37796 A1, 2005 ; Location in patent: Page/Page column 122 ;
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References
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Sterling Winthrop Inc. Patent: US5512589 A1, 1996 ; US 5512589 A Title/Abstract Full Text Show Details Sterling Winthrop Inc. Patent: US5128339 A1, 1992 ; US 5128339 A Title/Abstract Full Text Show Details Sterling Winthrop Inc. Patent: US5385923 A1, 1995 ; US 5385923 A
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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
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Precautionary Statements : P264-P270-P501
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Quality Control
Computational Chemistry Data
- TPSA 52.32
- LogP 1.36382
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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