4-(Aminomethyl)piperidine

4-(Aminomethyl)piperidine (CAS 7144-05-0), also known as 4-piperidinemethanamine, is a strategically functionalized piperidine derivative engineered for pharmaceutical intermediate synthesis, ligand development, and heterocyclic construction. This molecule integrates a saturated piperidine core—with a secondary amine at the N1-position—and a primary aminomethyl side chain at the C4 position. The dual amine architecture (secondary ring amine + primary side-chain amine) enables versatile orthogonal derivatization through selective alkylation, acylation, reductive amination, or heterocyclic fusion at either nitrogen center. Compared to its N-Boc protected analog (CAS 144222-22-0), this free base form offers direct reactivity without deprotection steps, making it suitable for streamlined synthetic routes. The 4-substitution pattern provides conformational flexibility and specific spatial orientation, making this intermediate particularly valuable for constructing CNS-active pharmaceuticals, GPCR ligands, peptidomimetics, and piperidine-based scaffolds where the diamine motif balances nucleophilicity with hydrogen-bonding capability. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to unprotected diamine architectures with defined reactivity patterns.

Property

Product Name	4-(Aminomethyl)piperidine
CAS Number	7144-05-0
Chinese Name	4-(氨基甲基) 哌啶
Synonyms	4-Piperidinemethanamine; Piperidine-4-methanamine; 4-(Aminomethyl)piperidine; C₆H₁₄N₂ diamine
Chinese Synonyms	4-哌啶甲胺; 哌啶 -4-甲胺; 4-氨基甲基哌啶; 氨基甲基哌啶二胺
Molecular Formula	C₆H₁₄N₂
Molecular Weight	114.19 g/mol
Purity	≥ 98% (GC/HPLC area normalization)
Product Category	Pharmaceutical Intermediates / Piperidine Derivatives / Diamine Building Blocks
Appearance	Colorless to Pale Yellow Liquid
Boiling Point	~200-210°C at 760 mmHg (estimated)
Density	~0.95 g/cm³ (estimated)
pKa	~10.5-11.0 (secondary amine), ~9.0-9.5 (primary amine, estimated)
Storage Conditions	Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong oxidizing agents to avoid amine oxidation.
Shelf Life	24 months under recommended storage conditions
Packaging	100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications	CNS drug synthesis (GPCR ligands), peptidomimetic development, piperidine-based ligand construction, heterocyclic library synthesis, side-chain amine functionalization (acylation/alkylation), ring nitrogen functionalization
Reactivity	Suitable for secondary amine alkylation/acylation, primary amine acylation/alkylation, reductive amination, heterocyclic cyclization, and selective/sequential diamine functionalization
Special Note	✅ Unprotected Diamine Scaffold—both amines (secondary ring + primary side-chain) are reactive. Distinct from N-Boc protected analog (CAS 144222-22-0) by direct reactivity without deprotection. Part of our piperidine building block series.