Lot numbers can be found on the outside label of a product:
2,4-dichloro-8-methylquinazoline
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CAS No. 39576-83-5
- Cat. No. CS-W001032
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 39576-83-5
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General Information
- CAS No. 39576-83-5
- Cat. No. CS-W001032
- Purity ≥95%
- MDL No. None
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆Cl₂N₂
- Molecular Weight 213.06
- Synonym(s) 8-METHYL-2,4-DICHLOROQUINAZOLINE
- SMILES Cc1cccc2c(Cl)nc(Cl)nc12
Description
2,4-Dichloro-8-methylquinazoline is a bench-stable, electron-deficient heterocycle featuring two chlorine substituents at positions 2 and 4 and a methyl group at position 8. This structural motif enables efficient coupling in transition metal-catalyzed cross-coupling reactions, serving as a key building block for functionalized quinazoline derivatives in medicinal chemistry and materials science.
Application
2,4-Dichloro-8-methylquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of kinase inhibitors and other bioactive heterocycles. The dichloro substitution pattern facilitates regioselective nucleophilic aromatic substitution, while the methyl group at C8 enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with palladium-catalyzed coupling reactions make it ideal for modular synthesis of complex pharmaceutical scaffolds.
Synthesis
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Route1
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In-stock
67449-23-4 - ~81%
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In-stock
39576-83-5
References
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SmithKline Beecham Intercredit B.V. Patent: EP322133 B1, 1991 ; Title/Abstract Full Text Show Details SmithKline Beecham Intercredit B.V. Patent: EP322133 A1, 1989 ;
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Route2
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In-stock
4389-45-1 - ~%
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In-stock
39576-83-5
References
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Ife, Robert J.; Brown, Thomas H.; Blurton, Peter; Keeling, David J.; Leach, Colin A.; et al. Journal of Medicinal Chemistry, 1995 , vol. 38, # 14 p. 2763 - 2773
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Route3
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10026-13-8 -
In-stock
67449-23-4
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10025-87-3
- ~%
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In-stock
39576-83-5
References
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Juergens Chemische Berichte, 1907 , vol. 40, p. 4413
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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 25.78
- LogP 3.24502
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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