PHENTOLAMINE

Search structure
Synonyms:
Status: Approved (1952)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C04AB01
UNII: Z468598HBV

Structure
InChI Key MRBDMNSDAVCSSF-UHFFFAOYSA-N
Smile Cc1ccc(N(CC2=NCCN2)c2cccc(O)c2)cc1
InChI
InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19)

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H19N3O
Molecular Weight 281.36
AlogP 2.84
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 47.86
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 21.0

Pharmacology

Primary Target
α1A-adrenoceptor
α1B-adrenoceptor
α1D-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 10000 - - -
Enzyme Hydrolase
- - - -
Enzyme Transferase
- - - - 14.21
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 20076.3 - 16448 -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 8400 - - 54.6
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 2.7-39 4.169-138.04 9.8-90 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 12589.25 - - 91
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 359 - 103 -
Membrane receptor
- 2.7-39 4.169-138.04 9.8-90 91
Other cytosolic protein
- - - 11.4-11.4 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Mydriasis 3 D015878 ClinicalTrials
Presbyopia 3 D011305 ClinicalTrials
Hypoglycemia 1 D007003 ClinicalTrials
Obesity 1 D009765 ClinicalTrials
Sleep Apnea, Obstructive 1 D020181 ClinicalTrials

Related Entries

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 50-60-2
ChEBI 8081
ChEMBL CHEMBL597
DrugBank DB00692
DrugCentral 2142
EPA CompTox DTXSID4023462
FDA SRS Z468598HBV
Human Metabolome Database HMDB14830
Guide to Pharmacology 502
PharmGKB PA450926
PubChem 4920903
SureChEMBL SCHEMBL5653
ZINC ZINC000000020251
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