1. Product Overview
3-(Quinolin-3-yl)propanoic acid (CAS 67752-28-7) is a quinoline-derived carboxylic acid featuring a three-carbon propanoic acid chain at the 3-position of the quinoline nucleus. Also referred to as 3-quinolin-3-ylpropionic acid or quinoline-3-propionic acid, it serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, where the carboxyl group enables amide/ester formation while the 3-substituted quinoline core provides a privileged scaffold for bioactive molecule design. The compound typically appears as a white to off-white crystalline powder, widely used as an intermediate for constructing quinoline-based active pharmaceutical ingredients (APIs), kinase inhibitors, and peptidomimetics in antiviral, anticancer, and CNS research programs.
2. Key Features and Advantages
• Carboxylic acid functionality supports straightforward derivatization: amide coupling, esterification, reduction to alcohol, and conversion to acid chlorides or activated esters for peptide-like linkages.
• 3-Substituted quinoline motif is a well-established pharmacophore in drug discovery (kinase inhibitors, antivirals, antimicrobials, CNS agents), enabling rapid SAR exploration via the flexible propanoic linker.
• High purity grade (≥98%) ensures clean conversion in multi-step pharmaceutical workflows with minimal quinoline-related impurities.
• Stable crystalline solid form facilitates accurate weighing, handling, and QC by melting point, HPLC, NMR, and LC-MS.
• Compatible with standard protecting-group strategies (quinoline N-oxidation/reduction; carboxyl protection as methyl/ethyl ester or silyl ester) for orthogonal synthesis design.
3. Main Applications
• Pharmaceutical intermediate for quinoline-based drug candidates, especially kinase inhibitors, antiviral and anticancer R&D where 3-substituted quinoline-carboxylic acid or amide scaffolds are targeted.
• Building block for amide/urea-linked quinoline libraries, peptidomimetics, and fused quinoline–heterocycle hybrids via carboxyl activation and coupling.
• Intermediate in CRO/CDMO custom synthesis and academic research for method development in quinoline C–H functionalization, decarboxylative cross-couplings, and heterocyclic library generation.
• Precursor to 3-(quinolin-3-yl)propan-1-ol (via reduction) and derived ethers/amines, relevant to agrochemical and dye chemistry. Used in fragment-based drug design to introduce a carboxylate or amide handle onto the 3-position of quinoline for linking aromatic/aliphatic fragments.
4. Technical Specifications
5. Storage and Handling
Store in a cool, dry place at 2–8 °C in a tightly sealed, light-protected container under desiccated conditions. For long-term storage, keep at –20 °C in a dry inert atmosphere to prevent moisture uptake and slow darkening. The carboxylic acid is stable under neutral conditions but should be protected from strong bases (risk of deprotonation/salt formation) and strong oxidizers. Handle in a well-ventilated area with standard PPE (lab coat, nitrile gloves, safety glasses). Avoid generating dust. Reseal promptly after use. Under recommended conditions, shelf life is typically 24 months.
6. Safety Overview
Intended for research and synthetic use only; not for direct human or veterinary therapeutic administration. May cause irritation to eyes, skin, and respiratory tract upon contact or dust inhalation (typical GHS07 profile: H315/H319/H335). Quinoline derivatives and aromatic carboxylic acids can be mildly irritating to mucous membranes; handle as a fine organic powder with standard laboratory precautions. Prevent dust generation. In case of skin contact, wash thoroughly with soap and water; for eye contact, rinse cautiously with plenty of water for several minutes and seek medical advice if irritation persists. Dispose according to local regulations for non-halogenated aromatic organic laboratory chemicals. Always consult the latest SDS from the supplier before use.
