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Details

Stereochemistry ACHIRAL
Molecular Formula C23H31NO2
Molecular Weight 353.4977
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROADIFEN

SMILES

CCCC(C(=O)OCCN(CC)CC)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=SNTQPLDRUZOSDP-UHFFFAOYSA-N
InChI=1S/C23H31NO2/c1-4-17-23(20-13-9-7-10-14-20,21-15-11-8-12-16-21)22(25)26-19-18-24(5-2)6-3/h7-16H,4-6,17-19H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C23H31NO2
Molecular Weight 353.4977
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Proadifen is an inhibitor of drug metabolism and cytochrome P450 enzyme system activity. It stimulated the release of prostacyclin (PGI2) from the rabbit aorta, bovine aorta and human umbilical vein in vitro, but had no effect on cultured smooth muscle from the bovine aortic media. In human platelets, proadifen inhibited prostaglandin and thromboxane production induced by A23187, thrombin, and ADP. Proadifen might thus constitute the prototype of a new class of antiplatelet drugs.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
25.1 µM [EC50]
12.6 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Effect of arachidonic and other fatty acids on the intracellular calcium concentration and calcium signaling in peritoneal macrophages].
2001
Anti-apoptotic and apoptotic action of (-)-deprenyl and its metabolites.
2001
The role of enzyme induction and inhibition on cypermethrin hepatotoxicity.
2001 Jul
Perinatal development influences mechanisms of bradykinin-induced relaxations in pulmonary resistance and conduit arteries differently.
2001 Jul
Site-specific charge interactions of alpha-conotoxin MI with the nicotinic acetylcholine receptor.
2001 Jun 29
The role of desensitisation in decay time of miniature endplate currents in frogs Rana ridibunda and Rana temporaria.
2001 Mar
Phosphoinositide 3-kinase regulates crosstalk between Trk A tyrosine kinase and p75(NTR)-dependent sphingolipid signaling pathways.
2001 Mar
Cytochrome p450-dependent metabolism of trichloroethylene in rat kidney.
2001 Mar
Activation of Galpha s mediates induction of tissue-type plasminogen activator gene transcription by epoxyeicosatrienoic acids.
2001 May 11
The influence of metabolism on the MAO-B inhibitory potency of selegiline.
2002 Jan
Paraquat detoxicative system in the mouse liver postmitochondrial fraction.
2002 Jun 1
Involvement of NO in the endothelium-independent relaxing effects of N(omega)-hydroxy-L-arginine and other compounds bearing a C=NOH function in the rat aorta.
2002 Nov
In vitro and in vivo formation of aminophenylnorharman from norharman and aniline.
2002 Sep 30
Cylindrospermopsin-induced protein synthesis inhibition and its dissociation from acute toxicity in mouse hepatocytes.
2003 Aug
Antiandrogenic activities of diesel exhaust particle extracts in PC3/AR human prostate carcinoma cells.
2003 Dec
A role of aryl hydrocarbon receptor in the antiandrogenic effects of polycyclic aromatic hydrocarbons in LNCaP human prostate carcinoma cells.
2003 Jun
Biotransformation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in peripheral human lung microsomes.
2003 Sep
Effect of ketamine on cocaine-induced immunotoxicity in rats.
2003 Sep-Oct
Lipoxygenase-dependent superoxide release in skeletal muscle.
2004 Aug
Skf 525-A induces cocaine N-demethylase, ethoxyresorufin O-deethylase, and pentoxyresorufin O-dealkylase activities by induction of cytochrome p-450 2B in female B6C3F1 mice.
2004 Dec
Hyperosmolar solution effects in guinea pig airways. III. Studies on the identity of epithelium-derived relaxing factor in isolated perfused trachea using pharmacological agents.
2004 Jan
Ca2+ influx is not involved in acute cytotoxicity of arachidonic acid.
2004 Mar 1
Pharmacokinetics of baicalin in rats and its interactions with cyclosporin A, quinidine and SKF-525A: a microdialysis study.
2004 Nov
Mechanisms of hydroxyl radical-induced contraction of rat aorta.
2004 Sep 19
Metabolism of the alpha,beta-unsaturated ketones, chalcone and trans-4-phenyl-3-buten-2-one, by rat liver microsomes and estrogenic activity of the metabolites.
2005 Aug
Essential role of singlet oxygen species in cytochrome P450-dependent substrate oxygenation by rat liver microsomes.
2005 Feb
Primary hepatocyte apoptosis is unlikely to relate to caspase-3 activity under sustained endogenous oxidative stress.
2005 Feb
Identification of cytochrome P450 forms involved in the 4-hydroxylation of valsartan, a potent and specific angiotensin II receptor antagonist, in human liver microsomes.
2005 Jun
Effect of potassium channel and cytochrome P450 inhibition on transient hypotension and survival during lipopolysaccharide-induced endotoxic shock in the rat.
2005 Mar
Properties and regional expression of a CYP3A-like protein in channel catfish intestine.
2005 May 15
Augmentation of lipogenesis by 15-deoxy-Delta12,14-prostaglandin J2 in hamster sebaceous glands: identification of cytochrome P-450-mediated 15-deoxy-Delta12,14-prostaglandin J2 production.
2005 Nov
Increased cell-cell adhesion, a novel effect of R-(-)-deprenyl.
2005 Nov
Hydroxyeicosatetraenoic acids released through the cytochrome P-450 pathway regulate 3T6 fibroblast growth.
2006 Dec
Clozapine bioactivation induces dose-dependent, drug-specific toxicity of human bone marrow stromal cells: a potential in vitro system for the study of agranulocytosis.
2006 Sep 14
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Effects of local anesthetics-related drugs, proadifen, and quinacrine, on glibenclamide-sensitive K+ currents, were investigated using native Xenopus oocytes. Proadifen and quinacrine suppressed cromakalim-induced/glibenclamide-sensitive K+ currents with IC50 values of 9.8 microM and 4.4 microM, respectively. Inhibitors of either cytochrome P450 or phospholipase A2, which are structurally unrelated to local anesthetics, however, did not affect the K+ currents. Similar results were obtained for Y-26763-induced/glibenclamide-sensitive K+ currents. Proadifen and quinacrine block the glibenclamide-sensitive K+ currents by a mechanism irrelevant to the inhibition of cytochrome P450 or phospholipase A2 in oocytes.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:20:02 GMT 2023
Edited
by admin
on Fri Dec 15 16:20:02 GMT 2023
Record UNII
A510CA4CBT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROADIFEN
INN  
INN  
Official Name English
BENZENEACETIC ACID, .ALPHA.-PHENYL-.ALPHA.-PROPYL-, 2-(DIETHYLAMINO)ETHYL ESTER
Common Name English
2-(DIETHYLAMINO)ETHYL-2,2-DIPHENYLVALERATE
Systematic Name English
proadifen [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29574
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
Code System Code Type Description
EVMPD
SUB10051MIG
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
MESH
D011335
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
ChEMBL
CHEMBL282567
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
INN
1911
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
PUBCHEM
4910
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
CAS
302-33-0
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID2048452
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
NCI_THESAURUS
C84107
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
WIKIPEDIA
PROADIFEN
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
FDA UNII
A510CA4CBT
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
SMS_ID
100000081090
Created by admin on Fri Dec 15 16:20:02 GMT 2023 , Edited by admin on Fri Dec 15 16:20:02 GMT 2023
PRIMARY
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