4-Phenylbutylamine

4-Phenylbutylamine

Clinical data
Other names	Benzenebutanamine
Identifiers
IUPAC name 4-phenylbutan-1-amine
CAS Number	13214-66-9
PubChem CID	83242
DrugBank	DB04311
ChemSpider	75107
UNII	UG8K2LT79Y
ChEBI	CHEBI:44814
ChEMBL	ChEMBL79512
PDB ligand	PBN ( PDBe , RCSB PDB )
CompTox Dashboard (EPA)	DTXSID50157371
Chemical and physical data
Formula	C10H15N
Molar mass	149.23
3D model (JSmol)	Interactive image
SMILES C1=CC=C(C=C1)CCCCN

4-Phenylbutylamine

Hazards
GHS labelling: [1]
Pictograms
Signal word	Danger
Hazard statements	H314, H315, H319, H335
Precautionary statements	P260, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-Phenylbutylamine, also known as benzenebutanamine, is a phenylalkylamine or phenylbutylamine, consisting of a benzene ring in which one of the hydrogen atoms is substituted by a 4-amino butyl group. It is a primary amine and a member of the benzene class of organic compounds. It it penetrates lipid bilayers in the cubic liquid-crystalline phase. ^[2]

It has been used in research as a test inhibitor to study the function of the enzyme trypsin; it is capable of mimicking the side chain of the amino acid lysine or arginine, which allows it to bind to the active site of the enzyme trypsin. ^{[1] [3] [4]}

References

1. PubChem. "Benzenebutanamine". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-02-02.
2. Engström S, Nordén TP, Nyquist H (August 1999). "Cubic phases for studies of drug partition into lipid bilayers". European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences. 8 (4): 243–54. doi:10.1016/s0928-0987(99)00012-3. PMID   10425374.
3. Leiros HK, Brandsdal BO, Andersen OA, Os V, Leiros I, Helland R, et al. (April 2004). "Trypsin specificity as elucidated by LIE calculations, X-ray structures, and association constant measurements". Protein Science. 13 (4): 1056–1070. doi:10.1110/ps.03498604. PMC   2280040 . PMID   15044735.
4. "4-Phenylbutylamine". go.drugbank.com. Retrieved 2026-02-02.