5-Bromo-1,7-naphthyridin-8-amine

Name: 5-Bromo-1,7-naphthyridin-8-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 67967-17-3
Cat. No. CS-0134057
Purity≥96%
MDL No.MFCD09863859

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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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5-Bromo-1,7-naphthyridin-8-amine|CS-0134057

Structure of 67967-17-3

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General Information

CAS No. 67967-17-3
Cat. No. CS-0134057
Purity ≥96%
MDL No. MFCD09863859
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrN₃
Molecular Weight 224.06
Synonym(s) 8-Amino-5-bromo-1,7-naphthyridine
SMILES NC1=C2N=CC=CC2=C(Br)C=N1

Description

5-Bromo-1,7-naphthyridin-8-amine features a brominated naphthyridine core with a strategically positioned amine group, enabling direct functionalization in cross-coupling reactions. This electron-deficient heterocycle integrates readily into advanced synthetic scaffolds for medicinal chemistry and materials science applications.

Application

5-Bromo-1,7-naphthyridin-8-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The amino group at C8 offers direct functionalization potential, while the naphthyridine core provides enhanced metabolic stability and favorable pharmacophore geometry. Bench-stable and compatible with standard purification protocols, it facilitates efficient synthesis of heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- 67967-19-5
- ~24%
- 123434-45-7
- In-stock
  
  67967-17-3
- In-stock
  
  17965-76-3
References
- Polish Journal of Chemistry, , vol. 62, # 1-3 p. 305 - 309

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-P304+P340-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 51.8
LogP 1.9745
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-1,7-naphthyridin-8-amine

CAS No. 67967-17-3

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