PHENOXYBENZAMINE

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Search structure


Synonyms	Bensylyt Benzylyt Dibenylin Phenoxybenzamine
Status
Molecule Category	Free-form
ATC	C04AX02
UNII	0TTZ664R7Z
EPA CompTox	DTXSID0023458


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	QZVCTJOXCFMACW-UHFFFAOYSA-N
Smiles	CC(COc1ccccc1)N(CCCl)Cc1ccccc1
InChI	InChI=1S/C18H22ClNO/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17/h2-11,16H,12-15H2,1H3

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C18H22ClNO
Molecular Weight	303.83
AlogP	4.19
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	8.0
Polar Surface Area	12.47
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	21.0

Assay Description	Organism	Bioactivity	Reference
In vitro binding affinity was measured as the inhibition of [3H]WB-4101 binding to alpha-1 adrenergic receptor of rat cortical membranes	None	1.8 nM
In vitro binding affinity to Dopamine receptors of rat striatal membranes by [3H]spiroperidol displacement.	None	120.0 nM
Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on voltage dependent sodium channels in a vesicular preparation from guinea pig cerebral cortex at 10 uM	Cavia porcellus	16.4 %
Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT1 expressed in HEK293 cells at 100 uM by confocal microscopy	Homo sapiens	56.7 %

Cross References

Resources	Reference
ChEBI	8077
ChEMBL	CHEMBL753
DrugBank	DB00925
DrugCentral	2136
FDA SRS	0TTZ664R7Z
Human Metabolome Database	HMDB0015061
Guide to Pharmacology	7268
KEGG	C07435
PharmGKB	PA450919
PubChem	4768
SureChEMBL	SCHEMBL5722

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).