Lot numbers can be found on the outside label of a product:
Methyl 2-amino-3-hydroxybenzoate
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CAS No. 17672-21-8
- Cat. No. CS-W022796
- Purity≥97%
- MDL No.MFCD01675233
*For research and further manufacturing use only, not for direct human use.
Structure of 17672-21-8
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General Information
- CAS No. 17672-21-8
- Cat. No. CS-W022796
- Purity ≥97%
- MDL No. MFCD01675233
- Storage -20°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉NO₃
- Molecular Weight None
- Synonym(s) Methyl 3-hydroxyanthranilate
- SMILES O=C(OC)C1=CC=CC(O)=C1N
Description
Methyl 2-amino-3-hydroxybenzoate features a strategically positioned amino group and a hydroxyl moiety on the aromatic ring, enabling dual functionality in synthetic transformations. This bench-stable derivative integrates readily into complex scaffolds, offering enhanced solubility and reactivity under standard conditions.
Application
Methyl 2-amino-3-hydroxybenzoate serves as a versatile building block in medicinal chemistry, enabling access to substituted benzimidazoles and other heterocyclic scaffolds via standard condensation and cyclization protocols. The ortho-dihydroxy-amino substitution pattern provides enhanced reactivity for metal-catalyzed cross-coupling and electrophilic functionalization, while the methyl ester group offers stability and ease of purification. Its bench-stable nature supports reliable use in multi-step syntheses.
Synthesis
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Route1
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In-stock
89942-77-8 - ~97%
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In-stock
17672-21-8
References
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Journal of Medicinal Chemistry, , vol. 56, # 8 p. 3310 - 3317
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Route2
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906096-11-5 -
18107-18-1
- ~95%
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In-stock
17672-21-8
References
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US2008/214601 A1, ; Page/Page column 22 ;
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Route3
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In-stock
548-93-6 - ~%
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In-stock
17672-21-8
References
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Journal of the Chemical Society, , p. 980,984 Journal of Biological Chemistry, , vol. 196, p. 185,186
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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 72.55
- LogP 0.761
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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