Lot numbers can be found on the outside label of a product:
1,3,5-Trimethyl-1H-pyrazol-4-amine
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CAS No. 28466-21-9
- Cat. No. CS-W011170
- Purity≥95%
- MDL No.MFCD00052883
*For research and further manufacturing use only, not for direct human use.
Structure of 28466-21-9
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General Information
- CAS No. 28466-21-9
- Cat. No. CS-W011170
- Purity ≥95%
- MDL No. MFCD00052883
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₁N₃
- Molecular Weight 125.18
- Synonym(s) 4-AMINO-1,3,5-TRIMETHYLPYRAZOLE
- SMILES NC1=C(C)N(C)N=C1C
Description
1,3,5-Trimethyl-1H-pyrazol-4-amine features a sterically shielded pyrazole core with three methyl groups enhancing solubility and stability. The electron-rich amine functionality enables efficient coupling in synthetic transformations, particularly in pharmaceutical and agrochemical scaffold development. This bench-stable derivative offers reliable performance under standard conditions.
Application
1,3,5-Trimethyl-1H-pyrazol-4-amine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling and functionalization reactions. Its tertiary amine functionality offers enhanced solubility and metabolic stability, while the methyl groups provide steric protection and improved bench stability. The compound functions effectively in Pd-catalyzed cross-couplings and serves as a key intermediate in the synthesis of bioactive molecules and kinase inhibitors.
Synthesis
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Route1
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In-stock
1125-30-0 - ~72%
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In-stock
28466-21-9
References
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WARNER-LAMBERT COMPANY Patent: EP1203767 A1, 2002 ; Location in patent: Example 39 ;
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Route2
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7171-70-2 - ~78%
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In-stock
28466-21-9
References
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Cuadrado, Purificacion; Gonzalez-Nogal, Ana M.; Martinez, Senen Tetrahedron, 1997 , vol. 53, # 25 p. 8585 - 8598
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Route3
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15801-69-1 - ~39%
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In-stock
28466-21-9
References
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Cheung, Chi Wai; Surry, David S.; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 14 p. 3734 - 3737
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 43.84
- LogP 0.61914
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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