Methyl 2-amino-4-hydroxybenzoate

Name: Methyl 2-amino-4-hydroxybenzoate
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CAS No. 401568-70-5
Cat. No. CS-0139554
Purity≥98%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-amino-4-hydroxybenzoate|CS-0139554

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General Information

CAS No. 401568-70-5
Cat. No. CS-0139554
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉NO₃
Molecular Weight 167.16
Synonym(s) 2-amino-4-hydroxy-benzoic acid methyl ester
SMILES O=C(OC)C1=CC=C(O)C=C1N

Description

Methyl 2-amino-4-hydroxybenzoate features a strategically positioned amino group and hydroxyl moiety on the aromatic ring, enabling robust hydrogen bonding and enhanced solubility in polar solvents. This dual functionality facilitates integration into complex synthetic scaffolds, particularly in pharmaceutical intermediates and bioactive molecule derivatization. The methyl ester provides stability under standard conditions while remaining amenable to selective hydrolysis or coupling reactions.

Application

Methyl 2-amino-4-hydroxybenzoate serves as a versatile building block in medicinal chemistry, enabling direct access to hydroxylated and amino-substituted benzene scaffolds. Its ortho-difunctionalized structure supports diverse transformations, including amide coupling, electrophilic substitution, and metal-catalyzed cross-coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in iterative synthesis campaigns targeting bioactive heterocycles and API intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

TPSA 72.55
LogP 0.761
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-4-hydroxybenzoate

CAS No. 401568-70-5

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