Description
1-(Aminomethyl)cyclopropanecarboxylic acid (CAS No. 139126-45-7) is a high-purity cyclopropane derivative with the molecular formula C5H9NO2. This compound features a cyclopropane ring substituted with both an aminomethyl group and a carboxylic acid functionality, making it a versatile building block for organic synthesis and pharmaceutical research. With a molecular weight of 115.13 g/mol, it is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). Ideal for peptide modification, drug discovery, and medicinal chemistry applications, this reagent is rigorously tested for quality, including NMR, HPLC, and mass spectrometry validation. Store in a cool, dry place under inert conditions to ensure stability.
Properties
- CAS Number: 139126-45-7
- Complexity: 118
- IUPAC Name: 1-(aminomethyl)cyclopropanecarboxylic acid
- InChI: InChI=1S/C5H9NO2/c6-3-5(1-2-5)4(7)8/h1-3,6H2,(H,7,8)
- InChI Key: MJQJJFZHAQFTDZ-UHFFFAOYSA-N
- Exact Mass: 115.063328530
- Molecular Formula: C5H9NO2
- Molecular Weight: 115.13
- SMILES: C1CC1(CN)C(=O)O
- Topological: 63.3
- Monoisotopic Mass: 115.063328530
- Synonyms: 139126-45-7, 1-(AMINOMETHYL)CYCLOPROPANECARBOXYLIC ACID, 1-(AMINOMETHYL)CYCLOPROPANE-1-CARBOXYLIC ACID, Cyclopropanecarboxylic acid, 1-(aminomethyl)-, 1-Aminomethyl-cyclopropanecarboxylic acid, CHEMBL370314, SCHEMBL1527341, SCHEMBL3636622, MJQJJFZHAQFTDZ-UHFFFAOYSA-N, ALBB-012827, MFCD06212872, AKOS005173918, MB03717, SY072520, 1-(amino-methyl)cyclopropanecarboxylic acid, 1-aminomethyl-1-cyclopropanecarboxylic acid, DB-110975, CS-0054282, EN300-114833, 1-(AMINOMETHYL)CYCLOPROPANECARBOXYLICACID, 1-(aminomethyl)cyclopropanecarboxylic acid, AldrichCPR, cyclopropanecarboxylic acid, 1-(aminomethyl)-, hydrochloride
Application
1-(Aminomethyl)cyclopropanecarboxylic acid is widely used as a constrained scaffold in peptide design to enhance metabolic stability and conformational rigidity. It serves as a key intermediate in the synthesis of bioactive molecules, particularly in the development of protease inhibitors and GPCR-targeted therapeutics. Researchers also employ it to introduce cyclopropane motifs into small-molecule libraries for high-throughput screening.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Eye Irrit. 2 (100%)
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