1,5-Dimethyl-1H-pyrazole-4-carbaldehyde

Name: 1,5-Dimethyl-1H-pyrazole-4-carbaldehyde
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CAS No. 25711-30-2
Cat. No. CS-0135588
Purity≥98%
MDL No.MFCD00159630

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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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1,5-Dimethyl-1H-pyrazole-4-carbaldehyde|CS-0135588

Structure of 25711-30-2

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General Information

CAS No. 25711-30-2
Cat. No. CS-0135588
Purity ≥98%
MDL No. MFCD00159630
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O
Molecular Weight 124.14
Synonym(s) Pyrazole-4-carboxaldehyde, 1,5-dimethyl-; 1,5-Dimethyl-1H-pyrazole-4-carbaldehyde
SMILES O=CC1=C(C)N(C)N=C1

Description

1,5-Dimethyl-1H-pyrazole-4-carbaldehyde features a pyrazole core bearing methyl groups at the 1- and 5-positions and a formyl group at the 4-position, delivering enhanced solubility and stability under standard conditions. This electron-rich scaffold integrates readily into heterocyclic synthesis, enabling efficient access to bioactive analogs through direct functionalization at the aldehyde site.

Application

1,5-Dimethyl-1H-pyrazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazole-based heterocycles. Its aldehyde functionality facilitates reductive amination, Ugi-type condensations, and nucleophilic additions under mild conditions. The methyl groups enhance metabolic stability and modulate lipophilicity, while the bench-stable aldehyde group allows for straightforward handling and purification. This compound functions effectively in the synthesis of bioactive scaffolds and drug candidates requiring polar, nitrogen-rich cores.

Synthesis

Route1
- In-stock
  
  694-31-5
- 68-12-2
- ~61%
- In-stock
  
  25711-30-2
References
- Andreeva, M. A.; Karim, A. K. Kh.; Denisova, E. A.; Perevalov, V. P.; Stepanov, B. I.; et al. J. Gen. Chem. USSR (Engl. Transl.), 1980 , vol. 50, # 10 p. 2370 - 2375,1922 - 1926

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 34.89
LogP 0.54102
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1,5-Dimethyl-1H-pyrazole-4-carbaldehyde

CAS No. 25711-30-2

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