4-Amino-2-chloroquinazoline

Name: 4-Amino-2-chloroquinazoline
Brand: ChemScene
Availability: InStock
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CAS No. 59870-43-8
Cat. No. CS-0031660
Purity≥97%
MDL No.MFCD08234547

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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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Structure of 59870-43-8

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Description

4-Amino-2-chloroquinazoline is a bench-stable heterocyclic scaffold featuring a chlorine atom at the 2-position and an amino group at the 4-position, enabling selective coupling reactions. This electron-deficient core integrates readily into kinase inhibitor architectures and serves as a key intermediate in medicinal chemistry campaigns targeting purine-binding sites.

Application

4-Amino-2-chloroquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient access to quinazoline-based scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its well-defined reactivity profile—particularly the ortho-chloro group’s readiness for displacement—facilitates the synthesis of substituted analogs with enhanced pharmacological properties. Bench-stable and readily purified by recrystallization, it functions reliably in high-throughput screening campaigns and lead optimization workflows.

General Information

CAS No. 59870-43-8
Cat. No. CS-0031660
Purity ≥97%
MDL No. MFCD08234547
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClN₃
Molecular Weight 179.61
Synonym(s) NSC 75185; 2-Chloroquinazolin-4-amine
SMILES NC1=C2C=CC=CC2=NC(Cl)=N1

Computational Chemistry Data

TPSA 51.8
LogP 1.8654
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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4-Amino-2-chloroquinazoline

CAS No. 59870-43-8

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