Lot numbers can be found on the outside label of a product:
2-Amino-5-methylbenzamide
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CAS No. 40545-33-3
- Cat. No. CS-W021569
- Purity≥98%
- MDL No.MFCD03428521
*For research and further manufacturing use only, not for direct human use.
Structure of 40545-33-3
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General Information
- CAS No. 40545-33-3
- Cat. No. CS-W021569
- Purity ≥98%
- MDL No. MFCD03428521
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₀N₂O
- Molecular Weight 150.18
- Synonym(s) Benzamide, 2-amino-5-methyl- (9CI)
- SMILES O=C(N)C1=CC(C)=CC=C1N
Description
2-Amino-5-methylbenzamide features a strategically positioned amino group and methyl substituent on the benzene ring, delivering enhanced solubility and reactivity in synthetic transformations. This scaffold serves as a key intermediate in pharmaceutical development, particularly for kinase inhibitors and bioactive heterocycles. The ortho-amino functionality enables efficient coupling reactions under mild conditions, while the para-methyl group provides steric and electronic modulation.
Application
2-Amino-5-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through facile cyclization reactions. Its ortho-amino and amide functionalities provide complementary reactivity for coupling and functional group transformations. The methyl substituent enhances metabolic stability and modulates electronic properties, while the compound exhibits excellent bench stability and ease of purification—making it well-suited for iterative synthesis campaigns in API development.
Synthesis
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Route1
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4315-12-2 - ~99%
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In-stock
40545-33-3
References
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Takeda Pharmaceutical Company Limited Patent: EP1953148 A1, 2008 ; Location in patent: Page/Page column 130 ; EP 1953148 A1
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Route2
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In-stock
2941-78-8 - ~64%
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In-stock
40545-33-3
References
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Zhu, Yan-Ping; Fei, Zhuan; Liu, Mei-Cai; Jia, Feng-Cheng; Wu, An-Xin Organic Letters, 2013 , vol. 15, # 2 p. 378 - 381
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Route3
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In-stock
3113-72-2 - ~%
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In-stock
40545-33-3
References
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Raffa, Demetrio; Maggio, Benedetta; Raimondi, Maria Valeria; Cusimano, Maria Grazia; Amico, Giandomenico; Carollo, Anna; Conaldi, Pier Giulio; Bai, Ruoli; Hamel, Ernest; Daidone, Giuseppe European Journal of Medicinal Chemistry, 2013 , vol. 65, p. 427 - 435
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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 69.11
- LogP 0.67612
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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