Lot numbers can be found on the outside label of a product:
7-(Benzyloxy)-2,4-dichloro-6-methoxyquinazoline
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CAS No. 60771-18-8
- Cat. No. CS-0172543
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 60771-18-8
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General Information
- CAS No. 60771-18-8
- Cat. No. CS-0172543
- Purity ≥98%
- MDL No. None
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₁₂Cl₂N₂O₂
- Molecular Weight 335.18
- Synonym(s) None
- SMILES COC1=C(C=C2C(=C1)C(=NC(=N2)Cl)Cl)OCC3=CC=CC=C3
Description
This quinazoline derivative features a benzyloxy group at the 7-position, enhancing solubility and metabolic stability, while the 2,4-dichloro substitution pattern imparts strong electron-withdrawing character. The para-methoxy group at position 6 fine-tunes electronic distribution. Together, these elements enable direct incorporation into kinase inhibitor scaffolds and facilitate efficient derivatization under standard coupling conditions.
Application
7-(Benzyloxy)-2,4-dichloro-6-methoxyquinazoline serves as a versatile building block in medicinal chemistry, enabling the synthesis of quinazoline-based kinase inhibitors. The benzyloxy group provides orthogonal protection for phenolic functionalities, while the 2,4-dichloro substitution pattern facilitates reliable nucleophilic aromatic substitution reactions. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for modular scaffold elaboration in API development.
Synthesis
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Route1
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60548-00-7 - ~60%
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In-stock
60771-18-8
References
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Liu, Feng; Chen, Xin; Allali-Hassani, Abdellah; Quinn, Amy M.; Wigle, Tim J.; Wasney, Gregory A.; Dong, Aiping; Senisterra, Guillermo; Chau, Irene; Siarheyeva, Alena; Norris, Jacqueline L.; Kireev, Dmitri B.; Jadhav, Ajit; Herold, J. Martin; Janzen, William P.; Arrowsmith, Cheryl H.; Frye, Stephen V.; Brown, Peter J.; Simeonov, Anton; Vedadi, Masoud; Jin, Jian Journal of Medicinal Chemistry, 2010 , vol. 53, # 15 p. 5844 - 5857
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Route2
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385785-02-4 -
79-22-1 - ~%
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In-stock
60771-18-8
References
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EMORY UNIVERSITY; ISTITUTO PASTEUR - FONDAZIONE CENCI BOLOGNETTI; YOON, Young-Sup; CHENG, Xiaodong; HAN, Ji Woong; MAI, Antonello Patent: WO2013/70852 A2, 2013 ; Location in patent: Page/Page column 18 ;
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Route3
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In-stock
1687-53-2 - ~%
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In-stock
60771-18-8
References
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Charpiot, Brigitte; Brun, Jvan; Donze, Irene; Naef, Reto; Stefani, Monique; Mueller, Thomas Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 20 p. 2891 - 2896
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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 44.24
- LogP 4.5242
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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