Lot numbers can be found on the outside label of a product:
2-Methylquinoline-4,6-diamine
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CAS No. 5443-31-2
- Cat. No. CS-0233392
- Purity≥85%
- MDL No.MFCD04118103
*For research and further manufacturing use only, not for direct human use.
Structure of 5443-31-2
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General Information
- CAS No. 5443-31-2
- Cat. No. CS-0233392
- Purity ≥85%
- MDL No. MFCD04118103
- Storage RT, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₁N₃
- Molecular Weight None
- Synonym(s) 4,6-DIAMINO-2-METHYL-QUINOLINE
- SMILES CC1=CC(=C2C=C(C=CC2=N1)N)N
Description
2-Methylquinoline-4,6-diamine features a fused quinoline core with strategically positioned diamine groups, enabling strong coordination in transition metal complexes. The methyl substitution enhances solubility and electronic modulation, while the diamine functionality facilitates efficient coupling in ligand design. This scaffold delivers robust performance in catalytic systems and materials applications under standard conditions.
Application
2-Methylquinoline-4,6-diamine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard coupling reactions. Its ortho-diamine motif offers enhanced reactivity for metal-catalyzed transformations and facilitates chelation in transition metal complexes. The methyl group at the 2-position provides steric and electronic modulation, improving metabolic stability and solubility profiles in API development. Bench-stable and readily purified via recrystallization or chromatography, it functions effectively in multi-step syntheses of kinase inhibitors and other bioactive molecules.
Synthesis
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Route1
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63304-46-1 - ~%
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In-stock
5443-31-2
References
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Jiang, Jinlong; Lin, Peter; Hoang, Myle; Chang, Lehua; Tan, Carina; Feighner, Scott; Palyha, Oksana C.; Hreniuk, Donna L.; Pan, Jie; Sailer, Andreas W.; Morin, Nancy R.; MacNeil, Douglas J.; Howard, Andrew D.; Van der Ploeg, Lex H.T.; Goulet, Mark T.; DeVita, Robert J. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 20 p. 5275 - 5279
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Route2
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In-stock
611-09-6 - ~0%
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In-stock
5443-31-2
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92316-08-0
References
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Japan Tobacco Inc. Patent: US6410561 B1, 2002 ;
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Route3
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99185-71-4 - ~75%
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In-stock
5443-31-2
References
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Sestili, Isabella; Borioni, Anna; Mustazza, Carlo; Rodomonte, Andrea; Turchetto, Luciana; Sbraccia, Maria; Riitano, Daniela; Del Giudice, Maria Rosaria European Journal of Medicinal Chemistry, 2004 , vol. 39, # 12 p. 1047 - 1057
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 64.93
- LogP 1.70762
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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