This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.

Drug	Interaction
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Abatacept	The metabolism of Aprindine can be increased when combined with Abatacept.
Abiraterone	The metabolism of Aprindine can be decreased when combined with Abiraterone.
Acebutolol	Acebutolol may increase the arrhythmogenic activities of Aprindine.
Acetaminophen	The metabolism of Aprindine can be decreased when combined with Acetaminophen.
Acetyldigitoxin	Acetyldigitoxin may increase the arrhythmogenic activities of Aprindine.
Adalimumab	The metabolism of Aprindine can be increased when combined with Adalimumab.
Adenosine	Adenosine may increase the arrhythmogenic activities of Aprindine.
Ajmaline	Ajmaline may increase the arrhythmogenic activities of Aprindine.
Almotriptan	The metabolism of Aprindine can be decreased when combined with Almotriptan.
Alogliptin	The metabolism of Alogliptin can be decreased when combined with Aprindine.

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Food Interactions

Not Available

Products

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Product Ingredients

Ingredient	UNII	CAS	InChI Key
Aprindine hydrochloride	PB5EKT7Q2V	33237-74-0	KIPFVRHNAAZJOD-UHFFFAOYSA-N

International/Other Brands

Aspenon / Fibocil (Lilly)

Chemical Identifiers

UNII: 5Y48085P9Q
CAS number: 37640-71-4
InChI Key: NZLBHDRPUJLHCE-UHFFFAOYSA-N
InChI: InChI=1S/C22H30N2/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3
IUPAC Name: N-[3-(diethylamino)propyl]-N-phenyl-2,3-dihydro-1H-inden-2-amine
SMILES: CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1

References

Synthesis Reference

Vanhoof, P. and Clarebout, P.; British Patent 1,321,424; June 27, 1973; assigned to Manufac- ture de Produits Pharmaceutiques A. Christiaens, SA

General References

Not Available

External Links

Human Metabolome Database: HMDB0015498
KEGG Drug: D01326
PubChem Compound: 2218
PubChem Substance: 46505478
ChemSpider: 2132
RxNav: 1054
ChEBI: 135370
ChEMBL: CHEMBL1213033
ZINC: ZINC000001420561
Therapeutic Targets Database: DAP000954
PharmGKB: PA164764496
Wikipedia: Aprindine

Clinical Trials

Clinical Trials

Phase	Status	Purpose	Conditions	Count

Pharmacoeconomics

Manufacturers: Not Available
Packagers: Not Available
Dosage Forms: Not Available
Prices: Not Available
Patents: Not Available

Properties

State

Solid

Experimental Properties

Property	Value	Source
melting point (°C)	120-121 °C	Vanhoof, P. and Clarebout, P.; British Patent 1,321,424; June 27, 1973; assigned to Manufacture de Produits Pharmaceutiques A. Christiaens, SA
logP	4.86	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
Water Solubility	0.00782 mg/mL	ALOGPS
logP	5.58	ALOGPS
logP	4.99	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	9.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.22 m³·mol^-1	ChemAxon
Polarizability	40.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted ADMET Features

Property	Value	Probability
Human Intestinal Absorption	+	0.9925
Blood Brain Barrier	+	0.9776
Caco-2 permeable	+	0.7047
P-glycoprotein substrate	Substrate	0.6441
P-glycoprotein inhibitor I	Inhibitor	0.7951
P-glycoprotein inhibitor II	Inhibitor	0.5188
Renal organic cation transporter	Inhibitor	0.7209
CYP450 2C9 substrate	Non-substrate	0.7897
CYP450 2D6 substrate	Substrate	0.8918
CYP450 3A4 substrate	Non-substrate	0.5
CYP450 1A2 substrate	Inhibitor	0.7381
CYP450 2C9 inhibitor	Non-inhibitor	0.7661
CYP450 2D6 inhibitor	Inhibitor	0.5
CYP450 2C19 inhibitor	Inhibitor	0.5287
CYP450 3A4 inhibitor	Non-inhibitor	0.7571
CYP450 inhibitory promiscuity	High CYP Inhibitory Promiscuity	0.8111
Ames test	Non AMES toxic	0.9132
Carcinogenicity	Non-carcinogens	0.6834
Biodegradation	Not ready biodegradable	0.9961
Rat acute toxicity	2.4059 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.7928
hERG inhibition (predictor II)	Inhibitor	0.7202

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	Not Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	Not Available

Targets

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Details1. Sodium channel protein type 5 subunit alpha

Kind: Protein
Organism: Humans
Pharmacological action: Yes
Actions: Inhibitor

General Function: Voltage-gated sodium channel activity involved in sa node cell action potential
Specific Function: This protein mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the pr...
Gene Name: SCN5A
Uniprot ID: Q14524
Uniprot Name: Sodium channel protein type 5 subunit alpha
Molecular Weight: 226937.475 Da

References

Sato R, Hisatome I, Tanaka Y, Sasaki N, Kotake H, Mashiba H, Katori R: Aprindine blocks the sodium current in guinea-pig ventricular myocytes. Naunyn Schmiedebergs Arch Pharmacol. 1991 Sep;344(3):331-6. [PubMed:1660104]
Kamiya K, Kodama I, Toyama J: A combination of inactivated sodium channel blockers causes competitive interaction on dV/dtmax of single ventricular myocytes. Cardiovasc Res. 1991 Jun;25(6):516-22. [PubMed:1653644]

Details2. Calmodulin

Kind: Protein
Organism: Humans
Pharmacological action: Unknown
Actions: Inhibitor

General Function: Titin binding
Specific Function: Calmodulin mediates the control of a large number of enzymes, ion channels, aquaporins and other proteins by Ca(2+). Among the enzymes to be stimulated by the calmodulin-Ca(2+) complex are a number...
Gene Name: CALM1
Uniprot ID: P0DP23
Uniprot Name: Calmodulin
Molecular Weight: 16837.47 Da

References

Levine SN, Hollier B: Aprindine inhibits calmodulin-stimulated phosphodiesterase and Ca-ATPase activities. J Cardiovasc Pharmacol. 1983 Jan-Feb;5(1):151-6. [PubMed:6186851]

Enzymes

Details1. Cytochrome P450 2D6

Kind: Protein
Organism: Humans
Pharmacological action: Unknown
Actions: Substrate

General Function: Steroid hydroxylase activity
Specific Function: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic...
Gene Name: CYP2D6
Uniprot ID: P10635
Uniprot Name: Cytochrome P450 2D6
Molecular Weight: 55768.94 Da

References

Ebner T, Eichelbaum M: The metabolism of aprindine in relation to the sparteine/debrisoquine polymorphism. Br J Clin Pharmacol. 1993 Apr;35(4):426-30. [PubMed:8485023]

Carriers

Details1. Alpha-1-acid glycoprotein 1

Kind: Protein
Organism: Humans
Pharmacological action: Unknown

General Function: Not Available
Specific Function: Functions as transport protein in the blood stream. Binds various ligands in the interior of its beta-barrel domain. Also binds synthetic drugs and influences their distribution and availability in...
Gene Name: ORM1
Uniprot ID: P02763
Uniprot Name: Alpha-1-acid glycoprotein 1
Molecular Weight: 23511.38 Da

References

Teirlynck O, Belpaire FM, Andreasen F: Binding of aprindine and moxaprindine to human serum, alpha 1-acid glycoprotein and serum of healthy and diseased humans. Eur J Clin Pharmacol. 1982;21(5):427-31. [PubMed:7075647]

Drug created on July 24, 2007 13:04 / Updated on April 03, 2021 10:01

Aprindine

Identification

Structure for Aprindine (DB01429)

Pharmacology

Interactions

Products

Categories

Chemical Identifiers

References

Clinical Trials

Pharmacoeconomics

Properties

Spectra

Targets

References

References

Enzymes

References

Carriers

References