Lot numbers can be found on the outside label of a product:
Methyl 3-amino-4-(methylamino)benzoate
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CAS No. 66315-16-0
- Cat. No. CS-0029666
- Purity≥96%
- MDL No.MFCD12922710
*For research and further manufacturing use only, not for direct human use.
Structure of 66315-16-0
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General Information
- CAS No. 66315-16-0
- Cat. No. CS-0029666
- Purity ≥96%
- MDL No. MFCD12922710
- Storage RT, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₂N₂O₂
- Molecular Weight None
- Synonym(s) Methyl 3-amino-4-(methylamino)benzenecarboxylate
- SMILES O=C(OC)C1=CC=C(NC)C(N)=C1
Description
Methyl 3-amino-4-(methylamino)benzoate features a dual amine handle—primary amino and N-methylamino—positioned ortho to the ester group, enabling selective derivatization. This arrangement supports efficient coupling reactions in peptide synthesis and bioconjugation workflows. The molecule exhibits enhanced solubility in polar organic solvents and stability under standard bench conditions.
Application
Methyl 3-amino-4-(methylamino)benzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles and other heterocyclic scaffolds via condensation and cyclization reactions. The ortho-amino and methylamino groups provide complementary reactivity for sequential functionalization, while the ester moiety allows for controlled derivatization. Bench-stable and readily purified by crystallization, it facilitates efficient access to complex molecular architectures in API development workflows.
Synthesis
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Route1
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In-stock
36242-50-9 - ~99%
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In-stock
66315-16-0
References
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TEIJIN LIMITED Patent: EP1502916 A1, 2005 ; Location in patent: Page 440 ; EP 1502916 A1
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Route2
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22907-68-2 - ~%
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In-stock
66315-16-0
References
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US6228868 B1, ;
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Route3
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In-stock
14719-83-6 - ~%
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In-stock
66315-16-0
References
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Bioorganic and Medicinal Chemistry, , vol. 13, # 5 p. 1587 - 1597
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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 64.35
- LogP 1.0971
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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