Description

3-(Aminomethyl)benzoic acid (CAS No. 2393-20-6) is a high-purity organic compound with the molecular formula C₈H₉NO₂. This white to off-white crystalline powder is a versatile building block in pharmaceutical and biochemical research, offering excellent solubility in polar solvents such as water, methanol, and ethanol. Its unique structure, featuring both an aminomethyl group and a carboxylic acid moiety, makes it ideal for peptide synthesis, linker chemistry, and as a precursor for heterocyclic compounds. With a molecular weight of 151.16 g/mol and a melting point of approximately 210-215°C, this reagent is rigorously tested for purity (≥98% by HPLC) and stability, ensuring reliable performance in sensitive applications. Packaged under inert gas to prevent degradation, it is supplied in resealable amber glass vials with tamper-evident seals for long-term storage.

Properties

• CAS Number: 2393-20-6
• Complexity: 147
• IUPAC Name: 3-(aminomethyl)benzoic acid
• InChI: InChI=1S/C8H9NO2/c9-5-6-2-1-3-7(4-6)8(10)11/h1-4H,5,9H2,(H,10,11)
• InChI Key: GSWYUZQBLVUEPH-UHFFFAOYSA-N
• Exact Mass: 151.063328530
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.16
• SMILES: C1=CC(=CC(=C1)C(=O)O)CN
• Topological: 63.3
• Monoisotopic Mass: 151.063328530
• Synonyms: 3-(aminomethyl)benzoic acid, 2393-20-6, DTXSID40333445, DTXCID50284535, 696-411-3, 3-aminomethylbenzoic acid, 3-Aminomethyl-benzoic acid, Benzoic acid, 3-(aminomethyl)-, CHEMBL541141, MFCD03410969, 3-(aminomethyl)benzoicacid, m-(aminomethyl)benzoic acid, SCHEMBL61226, CHEMBL133384, SCHEMBL5760887, SCHEMBL27288211, SCHEMBL27328911, SCHEMBL27611916, GSWYUZQBLVUEPH-UHFFFAOYSA-N, BBL010150, BDBM50376750, SBB063964, STK801485, AKOS004115485, SB36010, 3-(aminomethyl)benzoic acid, AldrichCPR, TS-01991, CS-0449925, EN300-50406, A29361, AE-562/43286922, Q27453676

3-(Aminomethyl)benzoic acid is widely used as a key intermediate in the synthesis of pharmaceutical agents, particularly for modifying peptide backbones or creating targeted drug conjugates. Its bifunctional reactivity enables applications in solid-phase peptide synthesis (SPPS) and as a linker for bioconjugation strategies. Researchers also employ it in the development of metal-organic frameworks (MOFs) and as a corrosion inhibitor in industrial formulations. The compound’s stability under physiological conditions makes it suitable for probing enzyme mechanisms or designing bioactive probes.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (33.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H412 (33.3%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (66.7%)
• Eye Dam. 1 (33.3%)
• Eye Irrit. 2 (66.7%)
• STOT SE 3 (66.7%)
• Aquatic Chronic 3 (33.3%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.