Methyl 4-amino-2-hydroxybenzoate

Name: Methyl 4-amino-2-hydroxybenzoate
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CAS No. 4136-97-4
Cat. No. CS-W017842
Purity≥98%
MDL No.MFCD00088091

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 4-amino-2-hydroxybenzoate|CS-W017842

Structure of 4136-97-4

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Description

Methyl 4-amino-2-hydroxybenzoate features a strategically positioned amino group and hydroxyl moiety that enhance solubility and reactivity in synthetic transformations. This ortho-hydroxylated derivative serves as a key intermediate in pharmaceutical synthesis, where its dual functional groups enable selective derivatization under mild conditions.

Application

Methyl 4-amino-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling straightforward access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The ortho-hydroxyl and para-amino groups provide complementary sites for derivatization, including acylation, alkylation, and diazotization reactions. Its bench-stable crystalline form facilitates handling and purification, while the methyl ester offers a handle for selective hydrolysis or coupling transformations in multi-step syntheses.

General Information

CAS No. 4136-97-4
Cat. No. CS-W017842
Purity ≥98%
MDL No. MFCD00088091
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉NO₃
Molecular Weight 167.16
Synonym(s) Salicylic acid, amino-, methyl ester
SMILES C1=CC(=CC(=C1C(OC)=O)O)N

Computational Chemistry Data

TPSA 72.55
LogP 0.761
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

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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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 4-amino-2-hydroxybenzoate

CAS No. 4136-97-4

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