4-Amino-3-methoxybenzonitrile

Name: 4-Amino-3-methoxybenzonitrile
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CAS No. 177476-76-5
Cat. No. CS-W006078
Purity≥96%
MDL No.MFCD13250177

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Amino-3-methoxybenzonitrile|CS-W006078

Structure of 177476-76-5

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Description

4-Amino-3-methoxybenzonitrile features a strategically positioned amino group and methoxy substituent flanking a nitrile handle, enabling selective coupling in heterocyclic synthesis. This electron-rich scaffold integrates readily into bioactive molecule frameworks under standard conditions.

Application

4-Amino-3-methoxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzimidazoles and other heterocyclic scaffolds via standard coupling and cyclization protocols. Its amino and nitrile functionalities offer orthogonal reactivity for sequential functionalization, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it facilitates efficient synthesis of complex intermediates in API development.

General Information

CAS No. 177476-76-5
Cat. No. CS-W006078
Purity ≥96%
MDL No. MFCD13250177
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₂O
Molecular Weight 148.16
Synonym(s) Benzonitrile, 4-amino-3-methoxy- (9CI)
SMILES COC1=C(N)C=CC(=C1)C#N

Computational Chemistry Data

TPSA 59.04
LogP 1.14908
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

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 Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Amino-3-methoxybenzonitrile

CAS No. 177476-76-5

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