Description

4-Aminocyclohexanecarboxylic acid (CAS No. 3685-23-2) is a high-purity cyclohexane derivative with the molecular formula C₇H₁₃NO₂. This compound, also known by its IUPAC name 4-aminocyclohexane-1-carboxylic acid, is a versatile building block in organic synthesis and pharmaceutical research. Available as a white to off-white crystalline powder, it is characterized by its amino and carboxyl functional groups, which make it valuable for peptide modification, chiral synthesis, and medicinal chemistry applications. Our product is rigorously tested for purity (typically ≥95% by HPLC) and is supplied with comprehensive analytical data, including ¹H NMR and LC-MS spectra. Suitable for research use only (RUO), it is packaged under inert atmosphere to ensure stability and shipped with temperature control when required.

Key Features:

• High chemical purity with batch-specific COA
• Structural versatility for scaffold modification
• Stable under recommended storage conditions (2-8°C, dry)
• Compatible with amide coupling reactions and ring functionalization

Properties

• CAS Number: 3685-23-2
• Complexity: 128
• IUPAC Name: 4-aminocyclohexanecarboxylic acid
• InChI: InChI=1S/C7H13NO2/c8-6-3-1-5(2-4-6)7(9)10/h5-6H,1-4,8H2,(H,9,10)
• InChI Key: DRNGLYHKYPNTEA-UHFFFAOYSA-N
• Exact Mass: 143.094628657
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.18
• SMILES: C1CC(CCC1C(=O)O)N
• Topological: 63.3
• Monoisotopic Mass: 143.094628657
• Synonyms: trans-4-Aminocyclohexanecarboxylic acid, 4-Aminocyclohexanecarboxylic acid, 4-aminocyclohexane-1-carboxylic acid, cis-4-Amino-1-cyclohexanecarboxylic acid, 57043-03-5, 605-807-7, 626-259-5, 675-055-2, cis-4-Aminocyclohexanecarboxylic acid, 3685-23-2, 3685-25-4, 1776-53-0, cis-4-Aminocyclohexane carboxylic acid, cyclohexanecarboxylic acid, 4-amino-, MFCD00191730, trans-4-Amino-cyclohexanecarboxylic acid, cis-4-Aminohexahydrobenzoic Acid, 4-Amino-cyclohexanecarboxylic acid, CYCLOHEXANECARBOXYLIC ACID, 4-AMINO-, TRANS-, MFCD00191601, (1s,4s)-4-aminocyclohexane-1-carboxylic acid, MFCD00209953, 4-azanylcyclohexane-1-carboxylic acid, (1S,4S)-4-AMINOCYCLOHEXANECARBOXYLIC ACID, (1r,4r)-4-aminocyclohexanecarboxylic acid, trans-4-aminocyclohexane carboxylic acid, 4-Aminohexahydrobenzoic Acid, 4-aminocyclohexylcarboxylic acid, Cyclohexanecarboxylic acid, 4-amino-, cis-, cis-4-aminocyclohexanecarboxylicacid, (1r,4r)-4-aminocyclohexane-1-carboxylic acid, 4-Amino-1-carboxycyclohexane, (cis-4-Carboxycyclohexyl)amine, 3085-23-2, cis-4-amino-cyclohexanecarboxylic acid, NoName_367, 4-AMINOCYCLOHEXANE CARBOXYLIC ACID, UK 22314, (+-)-cis-4-Aminocyclohexanecarboxylic acid, 1,4-CIS-AMINOCYCLOHEXANECARBOXYLIC ACID, Oprea1_021616, 88456-98-8, SCHEMBL218064, SCHEMBL382975, SCHEMBL384165, SCHEMBL6986810, SCHEMBL6995757, DTXSID30901273, 4-amino cyclohexanecarboxylic acid, 4-aminocyclohexane-carboxylic acid, DRNGLYHKYPNTEA-IZLXSQMJSA-N, DRNGLYHKYPNTEA-OLQVQODUSA-N, BCP17255, BCP19613, BCP26653, cis-4-aminocyclohexylcarboxylic acid, NSC12784, NSC12785, STR06482, 4-amino-1-cyclohexanecarboxylic acid, NSC 12784, NSC 12785, NSC-12784, NSC-12785, SBB028269, STK724071, cis-4-Aminocyclohexyl carboxylic acid, trans-4-Aminocyclohexylcarboxylic acid, 4-amino-cyclohexane-1-carboxylic acid, AKOS004120822, AKOS005259585, AKOS006341988, cis-4-amino cyclohexyl carboxylic acid, cis-4-aminocyclohexane-carboxylic acid, cis-aminocyclohexane-4-carboxylic acid, CS-W005514, CS-W008392, CS-W016414, PB10129, PB21681, trans 4-amino-cyclohexanecarboxylic acid, cis-4-aminocyclohexane-1-carboxylic acid, (trans)-4-aminocyclohexanecarboxylic acid, BP-12344, DS-11045, DS-13960, SY002609, SY029216, SY038982, cis-4-amino-1-cyclohexane carboxylic acid, cis-4-Aminocyclohexanecarboxylic acid, 95%, DB-002973, DB-044306, DB-349170, A1278, A1656, ST50307499, 4-Aminocyclohexanecarboxylic acid, AldrichCPR, EN300-48596, EN300-86278, EN300-135332, trans-4-Aminocyclohexanecarboxylic acid, AldrichCPR, Q27456527, (cis-4-Carboxycyclohexyl)amine; (+/-)-cis-4-Aminocyclohexanecarboxylic Acid; 1,4-cis-Aminocyclohexanecarboxylic Acid; UK 22314; cis-4-Aminocyclohexane-1-carboxylic Acid

Application

4-Aminocyclohexanecarboxylic acid serves as a key intermediate in the synthesis of constrained peptides and bioactive molecules. Its rigid cyclohexane backbone is utilized in structure-activity relationship (SAR) studies to investigate conformational effects in drug design. Researchers employ this compound as a precursor for GABA analogs and other CNS-targeting pharmaceuticals. The stereochemistry (cis/trans mixtures) allows exploration of spatial orientation in receptor binding studies.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

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

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