8-Chloro[1,2,4]triazolo[4,3-a]pyrazine

Name: 8-Chloro[1,2,4]triazolo[4,3-a]pyrazine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 68774-77-6
Cat. No. CS-W022563
Purity≥96%
MDL No.MFCD08272086

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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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8-Chloro[1,2,4]triazolo[4,3-a]pyrazine|CS-W022563

Structure of 68774-77-6

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General Information

CAS No. 68774-77-6
Cat. No. CS-W022563
Purity ≥96%
MDL No. MFCD08272086
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₄
Molecular Weight 154.56
Synonym(s) 8-Chloro-[1,2,4]triazolo[4,3-a]pyrazine
SMILES ClC1=NC=C[N]2C1=NN=C2

Description

8-Chloro[1,2,4]triazolo[4,3-a]pyrazine is a heterocyclic scaffold featuring a fused triazolopyrazine core with a chlorine substituent at the 8-position. This electron-deficient system integrates readily into medicinal chemistry libraries, offering enhanced metabolic stability and favorable binding interactions in kinase-targeted drug discovery.

Application

8-Chloro[1,2,4]triazolo[4,3-a]pyrazine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its electron-deficient triazolopyrazine core enables efficient palladium-catalyzed cross-coupling reactions, facilitating the construction of complex molecular architectures. The chloro substituent provides a reliable handle for nucleophilic substitution, while the scaffold exhibits excellent bench stability and compatibility with diverse functional groups, supporting scalable synthesis and purification in standard laboratory workflows.

Synthesis

Route1
- 122-51-0
- In-stock
  
  63286-28-2
- ~61%
- In-stock
  
  68774-77-6
References
- Amgen Inc. Patent: US2010/120774 A1, 2010 ; Location in patent: Page/Page column 37-38 ; US 20100120774 A1
Route2
- In-stock
  
  63286-28-2
- 149-73-5
- ~%
- In-stock
  
  68774-77-6
References
- Kim, Dooseop; Wang, Liping; Beconi, Maria; Eiermann, George J.; Fisher, Michael H.; He, Huaibing; Hickey, Gerard J.; Kowalchick, Jennifer E.; Leiting, Barbara; Lyons, Kathryn; Marsilio, Frank; McCann, Margaret E.; Patel, Reshma A.; Petrov, Aleksandr; Scapin, Giovanna; Patel, Sangita B.; Roy, Ranabir Sinha; Wu, Joseph K.; Wyvratt, Matthew J.; Zhang, Bei B.; Zhu, Lan; Thornberry, Nancy A.; Weber, Ann E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 1 p. 141 - 151

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 43.08
LogP 0.7777
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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8-Chloro[1,2,4]triazolo[4,3-a]pyrazine

CAS No. 68774-77-6

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