Lot numbers can be found on the outside label of a product:
Methyl 4-amino-2-hydroxybenzoate
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CAS No. 4136-97-4
- Cat. No. CS-W017842
- Purity≥98%
- MDL No.MFCD00088091
*For research and further manufacturing use only, not for direct human use.
Structure of 4136-97-4
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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
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.
Synthesis
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Route1
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In-stock
619-19-2 - ~96%
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In-stock
4136-97-4
References
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US2004/176416 A1, ; Page/Page column 8; 9 ; US 20040176416 A1
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Route2
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67-56-1 -
65-49-6 - ~90%
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In-stock
4136-97-4
References
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WO2013/42135 A1, ; Page/Page column 10; 11 ;
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Route3
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In-stock
13684-28-1 - ~10%
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In-stock
4136-97-4
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 20 p. 3597 - 3600
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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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