Lot numbers can be found on the outside label of a product:
2-Amino-N-(5-chloro-2-pyridinyl)-5-methoxybenzamide
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CAS No. 280773-17-3
- Cat. No. CS-M3559
- Purity≥97%
- MDL No.MFCD12841614
*For research and further manufacturing use only, not for direct human use.
Structure of 280773-17-3
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General Information
- CAS No. 280773-17-3
- Cat. No. CS-M3559
- Purity ≥97%
- MDL No. MFCD12841614
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₂ClN₃O₂
- Molecular Weight None
- Synonym(s) 2-Amino-N-(5-chloropyridin-2-yl)-5-methoxybenzamide
- SMILES O=C(NC1=NC=C(Cl)C=C1)C2=CC(OC)=CC=C2N
Description
This pyridine-linked amide integrates a 5-chloro-2-pyridinyl group with a methoxy-substituted benzamide scaffold, delivering enhanced solubility and metabolic stability. The amino functionality enables direct conjugation in bioconjugation workflows, while the electron-deficient pyridine ring facilitates targeted interactions in kinase inhibitor design.
Application
2-Amino-N-(5-chloro-2-pyridinyl)-5-methoxybenzamide serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard amide coupling and Suzuki-Miyaura cross-coupling reactions. Its ortho-amino and methoxy functionalities offer complementary sites for functionalization, while the 5-chloropyridine moiety facilitates further diversification via palladium-catalyzed transformations. The compound exhibits good bench stability and is readily purified by chromatography, supporting its use in multi-step synthetic sequences targeting kinase inhibitors and other pharmaceutical scaffolds.
Synthesis
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Route1
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280773-16-2 - ~90%
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In-stock
280773-17-3
References
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Millennium Pharmaceuticals, Inc. Patent: US2008/153876 A1, 2008 ; Location in patent: Page/Page column 24-25 ; US 20080153876 A1
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Route2
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In-stock
1882-69-5 - ~%
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In-stock
280773-17-3
References
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Pandya, Vrajesh; Jain, Mukul; Chakrabarti, Ganes; Soni, Hitesh; Parmar, Bhavesh; Chaugule, Balaji; Patel, Jigar; Jarag, Tushar; Joshi, Jignesh; Joshi, Nirav; Rath, Akshyaya; Unadkat, Vishal; Sharma, Bhavesh; Ajani, Haresh; Kumar, Jeevan; Sairam, Kalapatapu V.V.M.; Patel, Harilal; Patel, Pankaj European Journal of Medicinal Chemistry, 2012 , vol. 58, p. 136 - 152
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Route3
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In-stock
1072-98-6 - ~%
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In-stock
280773-17-3
References
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Pandya, Vrajesh; Jain, Mukul; Chakrabarti, Ganes; Soni, Hitesh; Parmar, Bhavesh; Chaugule, Balaji; Patel, Jigar; Jarag, Tushar; Joshi, Jignesh; Joshi, Nirav; Rath, Akshyaya; Unadkat, Vishal; Sharma, Bhavesh; Ajani, Haresh; Kumar, Jeevan; Sairam, Kalapatapu V.V.M.; Patel, Harilal; Patel, Pankaj European Journal of Medicinal Chemistry, 2012 , vol. 58, p. 136 - 152
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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 77.24
- LogP 2.5781
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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