1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

Name: 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 202931-88-2
Cat. No. CS-0186352
Purity≥95%
MDL No.None

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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+
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1-Methyl-1H-1,2,3-triazole-5-carbaldehyde|CS-0186352

Structure of 202931-88-2

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General Information

CAS No. 202931-88-2
Cat. No. CS-0186352
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅N₃O
Molecular Weight 111.10
Synonym(s) 1H-1,2,3-TRIAZOLE-5-CARBOXALDEHYDE,1-METHYL
SMILES CN1C(=CN=N1)C=O

Description

1-Methyl-1H-1,2,3-triazole-5-carbaldehyde features a reactive aldehyde group appended to a methyl-substituted triazole ring, enabling efficient conjugation in bioconjugation and medicinal chemistry applications. The electron-deficient triazole moiety enhances stability under standard conditions, while the N-methyl substitution improves solubility and metabolic resistance. This scaffold integrates readily into diverse molecular architectures, serving as a robust building block for targeted probe development and functional material synthesis.

Application

1-Methyl-1H-1,2,3-triazole-5-carbaldehyde serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling efficient access to triazolyl-containing scaffolds via nucleophilic addition, reductive amination, or coupling reactions. Its aldehyde functionality exhibits good bench stability and compatibility with common protecting groups, facilitating straightforward purification and integration into complex molecular architectures. Functions effectively in transition-metal-catalyzed transformations and is widely used for constructing bioactive heterocycles and functionalized ligands.

Synthesis

Route1
- In-stock
  
  16681-65-5
- 68-12-2
- ~29%
- In-stock
  
  202931-88-2
References
- PFIZER LIMITED Patent: WO2008/135826 A2, 2008 ; Location in patent: Page/Page column 157; 158 ; WO 2008/135826 A2

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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Computational Chemistry Data

TPSA 47.78
LogP -0.3724
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

CAS No. 202931-88-2

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