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6-Amino-4-{[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}-7-ethoxyquinoline-3-carbonitrile
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CAS No. 848139-78-6
- Cat. No. CS-M0299
- Purity≥98%
- MDL No.MFCD12032114
*For research and further manufacturing use only, not for direct human use.
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Structure of 848139-78-6
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General Information
- CAS No. 848139-78-6
- Cat. No. CS-M0299
- Purity ≥98%
- MDL No. MFCD12032114
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₄H₂₀ClN₅O₂
- Molecular Weight 445.90
- Synonym(s) 6-amino-4-[3-chloro-4-(2-pyridylmethoxy)anilino]-7-ethoxy-quinoline-3-carbonitrile
- SMILES N#CC1=C(NC2=CC(Cl)=C(OCC3=NC=CC=C3)C=C2)C(C(N=C1)=C4)=CC(N)=C4OCC
Description
6-Amino-4-{[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}-7-ethoxyquinoline-3-carbonitrile features a quinoline core bearing an electron-deficient carbonitrile at C3, an ethoxy group at C7, and a chlorinated pyridylmethoxy-substituted aniline moiety. This scaffold integrates a hydrogen-bond donor (amino) and acceptor (nitrile), enabling targeted interactions in kinase inhibition studies. The compound exhibits bench-stable handling under standard conditions and demonstrates enhanced solubility in polar organic solvents due to the balanced polarity of its functional groups.
Application
6-Amino-4-{[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}-7-ethoxyquinoline-3-carbonitrile serves as a versatile building block for medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents. Its core quinoline scaffold enables robust functionalization, while the pyridin-2-ylmethoxy and amino substituents provide orthogonal reactivity for downstream coupling reactions. The molecule exhibits excellent bench stability and facilitates efficient purification via standard chromatographic methods, making it well-suited for high-throughput synthesis workflows.
Synthesis
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Route1
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524955-09-7 -
In-stock
848133-76-6 - ~%
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In-stock
848139-78-6
References
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MEDOLUTION LIMITED; ZHANG, Dawei Patent: WO2010/151710 A2, 2010 ; Location in patent: Page/Page column 33 ; WO 2010/151710 A2
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Route2
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915942-01-7 - ~%
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In-stock
848139-78-6
References
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WYETH Patent: US2006/270668 A1, 2006 ; Location in patent: Page/Page column 19 ;
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Route3
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In-stock
6959-47-3 - ~%
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In-stock
848139-78-6
References
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Carmi, Caterina; Galvani, Elena; Vacondio, Federica; Rivara, Silvia; Lodola, Alessio; Russo, Simonetta; Aiello, Stefania; Bordi, Fabrizio; Costantino, Gabriele; Cavazzoni, Andrea; Alfieri, Roberta R.; Ardizzoni, Andrea; Petronini, Pier Giorgio; Mor, Marco Journal of Medicinal Chemistry, 2012 , vol. 55, # 5 p. 2251 - 2264
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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 106.08
- LogP 5.45838
- H_Acceptors 7
- H_Donors 2
- Rotatable_Bonds 7
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Key Words
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