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2-Amino-4,5-dimethylbenzoic acid
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CAS No. 15089-51-7
- Cat. No. CS-0114766
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 15089-51-7
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General Information
- CAS No. 15089-51-7
- Cat. No. CS-0114766
- Purity ≥97%
- MDL No. None
- Storage RT, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₁NO₂
- Molecular Weight 165.19
- Synonym(s) 4,5-Dimethylanthranilic Acid
- SMILES NC1=C(C(O)=O)C=C(C)C(C)=C1
Description
2-Amino-4,5-dimethylbenzoic acid features a conjugated aromatic core with complementary electron-donating amino and methyl groups, enhancing reactivity in coupling processes. The carboxylic acid functionality enables direct integration into peptide-like scaffolds or esterification workflows under standard conditions. This bench-stable derivative delivers high functional group compatibility for synthetic intermediates in medicinal chemistry.
Application
2-Amino-4,5-dimethylbenzoic acid serves as a versatile building block in medicinal and agrochemical synthesis, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-amino and carboxylic acid functionalities support diverse coupling reactions, while the methyl groups enhance metabolic stability and modulate electronic properties. Bench-stable and readily purified by recrystallization, it functions reliably in standard peptide coupling and cyclization workflows.
Synthesis
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Route1
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In-stock
28568-03-8 - ~%
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In-stock
15089-51-7
References
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Altmann, Karl-Heinz; Bold, Guido; Furet, Pascal; Manley, Paul William; Wood, Jeanette Marjorie; Ferrari, Stefano; Hofmann, Francesco; Mestan, Jurgen; Huth, Andreas; Kruger, Martin; Seidelmann, Dieter; Menrad, Andreas; Haberey, Martin; Thierauch, Karl-Heinz Patent: US2002/19414 A1, 2002 ;
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Route2
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4315-14-4 - ~%
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In-stock
15089-51-7
References
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Braendstroem,A.; Carlsson,A.I. Acta Chemica Scandinavica (1947-1973), 1967 , vol. 21, p. 983 - 992
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Route3
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615-60-1 - ~%
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In-stock
15089-51-7
References
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Braendstroem,A.; Carlsson,A.I. Acta Chemica Scandinavica (1947-1973), 1967 , vol. 21, p. 983 - 992
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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-H319
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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 63.32
- LogP 1.58384
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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