Lot numbers can be found on the outside label of a product:
2,4-Dichloro-6-methylquinazoline
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CAS No. 39576-82-4
- Cat. No. CS-W001045
- Purity≥98%
- MDL No.MFCD10697888
*For research and further manufacturing use only, not for direct human use.
Structure of 39576-82-4
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General Information
- CAS No. 39576-82-4
- Cat. No. CS-W001045
- Purity ≥98%
- MDL No. MFCD10697888
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₆Cl₂N₂
- Molecular Weight 213.07
- Synonym(s) None
- SMILES CC1=CC(C(Cl)=NC(Cl)=N2)=C2C=C1
Description
2,4-Dichloro-6-methylquinazoline is a bench-stable heterocyclic scaffold featuring electron-deficient aromatic character and orthogonal reactivity. The chloro groups enable palladium-catalyzed cross-coupling, while the methyl substituent enhances solubility and modulates electronic properties. This compound serves as a core building block for kinase inhibitors and bioactive quinazoline derivatives in medicinal chemistry.
Application
2,4-Dichloro-6-methylquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The dichloro substitution pattern provides orthogonal reactivity for sequential derivatization, while the methyl group enhances metabolic stability and modulates electronic properties. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for scalable synthesis of kinase inhibitors and other bioactive heterocycles.
Synthesis
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Route1
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In-stock
62484-16-6 - ~89%
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In-stock
39576-82-4
References
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Smits, Rogier A.; Lim, Herman D.; Van Der Meer, Tiffany; Kuhne, Sebastiaan; Bessembinder, Karin; Zuiderveld, Obbe P.; Wijtmans, Maikel; De Esch, Iwan J.P.; Leurs, Rob Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 461 - 467
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Route2
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32315-10-9 -
In-stock
5925-93-9 - ~96%
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In-stock
39576-82-4
References
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Li, Zhenhua; Wu, Danli; Zhong, Weihui Heterocycles, 2012 , vol. 85, # 6 p. 1417 - 1426
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Route3
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In-stock
5925-93-9
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503-38-8
- ~80%
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In-stock
39576-82-4
References
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Lee, Jae Hak; Lee, Byoung Se; Shin, Hyunik; Nam, Do Hyun; Chi, Dae Yoon Synlett, 2006 , # 1 art. no. U27905ST, p. 65 - 68
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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 : 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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Key Words
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