methyl 2-amino-5-cyanobenzoate

Name: methyl 2-amino-5-cyanobenzoate
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CAS No. 159847-81-1
Cat. No. CS-0061809
Purity≥95%
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-5-cyanobenzoate|CS-0061809

Structure of 159847-81-1

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General Information

CAS No. 159847-81-1
Cat. No. CS-0061809
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂
Molecular Weight 176.17
Synonym(s) Benzoic acid, 2-amino-5-cyano-, methyl ester
SMILES COC(=O)C1=C(C=CC(=C1)C#N)N

Description

Methyl 2-amino-5-cyanobenzoate features a strategically positioned amino group and electron-deficient cyano moiety on a benzoate scaffold, enabling direct integration into diverse heterocyclic frameworks. This bench-stable derivative facilitates efficient access to biologically relevant scaffolds through straightforward functionalization.

Application

Methyl 2-amino-5-cyanobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. The ortho-amino and cyano groups facilitate sequential functionalization, while the ester moiety offers compatibility with standard reduction, amidation, and coupling protocols. Its bench-stable nature and straightforward purification support scalable synthesis and integration into complex molecular architectures.

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

Quality Control

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Computational Chemistry Data

TPSA 76.11
LogP 0.92708
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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methyl 2-amino-5-cyanobenzoate

CAS No. 159847-81-1

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