Page last updated: 2024-12-04

adiphenine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Adiphenine is a synthetic anticholinergic drug with antispasmodic and antisecretory effects. It works by blocking the action of acetylcholine, a neurotransmitter that plays a role in muscle contractions and glandular secretions. It is used to treat gastrointestinal disorders such as irritable bowel syndrome, gastritis, and peptic ulcer disease. Adiphenine is also used to relieve spasms of the urinary tract and biliary tract. The compound was first synthesized in the 1950s and has been studied extensively for its pharmacological properties. Its antispasmodic effects are attributed to its ability to block muscarinic receptors in smooth muscle. Adiphenine has been shown to be effective in reducing symptoms of gastrointestinal disorders and is generally well-tolerated. However, it can cause side effects such as dry mouth, blurred vision, and constipation. It is important to note that adiphenine should be used with caution in patients with glaucoma or urinary retention. Adiphenine is a valuable therapeutic agent for the management of various gastrointestinal and other disorders. However, its use is becoming less common due to the availability of newer, more potent anticholinergics.'

adiphenine: was heading 1963-94; use DIPHENYLACETIC ACIDS to search ADIPHENINE 1966-94 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID2031
CHEMBL ID353846
CHEBI ID94680
SCHEMBL ID248213
MeSH IDM0225321

Synonyms (104)

Synonym
trasentin
diphacil
CBDIVE_014652
BRD-K60907894-003-04-5
acetic acid, diphenyl-, 2-(diethylamino)ethyl ester
DIVK1C_000221
KBIO1_000221
adiphenine
64-95-9
skf 962a
adiphenin
adipheninum [inn-latin]
vegantine
hsdb 3282
tranzetil
wegantyna [polish]
2-diethylaminoethyl diphenylacetate
adifenina [inn-spanish]
adiphenine [inn]
transentine
trazentyna [polish]
benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester
patrovine
difacil
diphenylessigsaeure-beta-diethylaminoethylester
diphenylacetic acid diethylaminoethyl ester
benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester,
2-diethylaminoethylester kyseliny difenyloctove [czech]
diphenylacetic acid, 2-(diethylamino)ethyl ester
acetic acid, diphenyl-, 2-(diethylamino)ester
trasentine
diphenylacetyldiethylaminoethanol
ester dwuetyloaminoetylowy kwasu dwufenylooctowego [polish]
brn 1887268
diphacyl
einecs 200-599-0
SPECTRUM_001316
BPBIO1_000319
CBDIVE_011564
cas-50-42-0
NCGC00016221-01
PRESTWICK3_000075
benzeneacetic acid, .alpha.-phenyl-, 2-(diethylamino)ethyl ester
2-diethylaminoethyl 2,2-diphenylacetate
diphenylacetate du diethylamino-ethanol
nsc129224
2-(diethylamino)ethyl diphenylacetate
ethanol, 2-(diethylamino)-, 2,2-diphenylacetate
diphenylacetic acid 2-(diethylamino)ethyl ester
diphenylacetyldiethylaminoethyl
spasmolytin
SPECTRUM5_001260
IDI1_000221
PRESTWICK2_000075
AB00053636
BSPBIO_000289
STK178819
KBIO2_001796
KBIO2_004364
KBIO3_002048
KBIO2_006932
KBIOGR_001394
KBIOSS_001796
SPECTRUM4_001067
PRESTWICK1_000075
SPECTRUM2_001517
SPECTRUM3_000954
SPBIO_001593
PRESTWICK0_000075
NINDS_000221
SPBIO_002210
NCGC00016221-02
CHEMBL353846
AKOS003656896
ester dwuetyloaminoetylowy kwasu dwufenylooctowego
4-09-00-02497 (beilstein handbook reference)
ykg6or043q ,
wegantyna
trazentyna
2-diethylaminoethylester kyseliny difenyloctove
unii-ykg6or043q
adifenina
adipheninum
NCGC00016221-04
NCGC00016221-03
2-(diethylamino)ethyl 2,2-diphenylacetate
bdbm50395519
adiphenine [mart.]
adiphenine [mi]
benzeneacetic acid, .alpha.-phenyl-2-(diethylamino)ethyl ester
adiphenine [hsdb]
adiphenine [who-dd]
SCHEMBL248213
JGOAIQNSOGZNBX-UHFFFAOYSA-N
adiphenine chloride (salt/mix)
AB00053636_14
AB00053636_13
DTXSID0022561
CHEBI:94680
2,2-diphenylacetic acid 2-(diethylamino)ethyl ester
SBI-0051763.P002
Q4057596
BRD-K60907894-003-14-4
benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester, (9ci)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
diarylmethaneAny compound containing two aryl groups connected by a single C atom.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
USP1 protein, partialHomo sapiens (human)Potency39.81070.031637.5844354.8130AID504865
cytochrome P450 2D6 isoform 1Homo sapiens (human)Potency5.01190.00207.533739.8107AID891
lamin isoform A-delta10Homo sapiens (human)Potency0.56230.891312.067628.1838AID1487
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Bile salt export pumpHomo sapiens (human)IC50 (µMol)158.40000.11007.190310.0000AID1449628
Histamine H1 receptorHomo sapiens (human)IC50 (µMol)112.20200.00000.44365.1768AID697786
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (34)

Processvia Protein(s)Taxonomy
fatty acid metabolic processBile salt export pumpHomo sapiens (human)
bile acid biosynthetic processBile salt export pumpHomo sapiens (human)
xenobiotic metabolic processBile salt export pumpHomo sapiens (human)
xenobiotic transmembrane transportBile salt export pumpHomo sapiens (human)
response to oxidative stressBile salt export pumpHomo sapiens (human)
bile acid metabolic processBile salt export pumpHomo sapiens (human)
response to organic cyclic compoundBile salt export pumpHomo sapiens (human)
bile acid and bile salt transportBile salt export pumpHomo sapiens (human)
canalicular bile acid transportBile salt export pumpHomo sapiens (human)
protein ubiquitinationBile salt export pumpHomo sapiens (human)
regulation of fatty acid beta-oxidationBile salt export pumpHomo sapiens (human)
carbohydrate transmembrane transportBile salt export pumpHomo sapiens (human)
bile acid signaling pathwayBile salt export pumpHomo sapiens (human)
cholesterol homeostasisBile salt export pumpHomo sapiens (human)
response to estrogenBile salt export pumpHomo sapiens (human)
response to ethanolBile salt export pumpHomo sapiens (human)
xenobiotic export from cellBile salt export pumpHomo sapiens (human)
lipid homeostasisBile salt export pumpHomo sapiens (human)
phospholipid homeostasisBile salt export pumpHomo sapiens (human)
positive regulation of bile acid secretionBile salt export pumpHomo sapiens (human)
regulation of bile acid metabolic processBile salt export pumpHomo sapiens (human)
transmembrane transportBile salt export pumpHomo sapiens (human)
inflammatory responseHistamine H1 receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayHistamine H1 receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayHistamine H1 receptorHomo sapiens (human)
memoryHistamine H1 receptorHomo sapiens (human)
visual learningHistamine H1 receptorHomo sapiens (human)
regulation of vascular permeabilityHistamine H1 receptorHomo sapiens (human)
positive regulation of vasoconstrictionHistamine H1 receptorHomo sapiens (human)
regulation of synaptic plasticityHistamine H1 receptorHomo sapiens (human)
cellular response to histamineHistamine H1 receptorHomo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayHistamine H1 receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerHistamine H1 receptorHomo sapiens (human)
chemical synaptic transmissionHistamine H1 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (11)

Processvia Protein(s)Taxonomy
protein bindingBile salt export pumpHomo sapiens (human)
ATP bindingBile salt export pumpHomo sapiens (human)
ABC-type xenobiotic transporter activityBile salt export pumpHomo sapiens (human)
bile acid transmembrane transporter activityBile salt export pumpHomo sapiens (human)
canalicular bile acid transmembrane transporter activityBile salt export pumpHomo sapiens (human)
carbohydrate transmembrane transporter activityBile salt export pumpHomo sapiens (human)
ABC-type bile acid transporter activityBile salt export pumpHomo sapiens (human)
ATP hydrolysis activityBile salt export pumpHomo sapiens (human)
histamine receptor activityHistamine H1 receptorHomo sapiens (human)
G protein-coupled serotonin receptor activityHistamine H1 receptorHomo sapiens (human)
neurotransmitter receptor activityHistamine H1 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
basolateral plasma membraneBile salt export pumpHomo sapiens (human)
Golgi membraneBile salt export pumpHomo sapiens (human)
endosomeBile salt export pumpHomo sapiens (human)
plasma membraneBile salt export pumpHomo sapiens (human)
cell surfaceBile salt export pumpHomo sapiens (human)
apical plasma membraneBile salt export pumpHomo sapiens (human)
intercellular canaliculusBile salt export pumpHomo sapiens (human)
intracellular canaliculusBile salt export pumpHomo sapiens (human)
recycling endosomeBile salt export pumpHomo sapiens (human)
recycling endosome membraneBile salt export pumpHomo sapiens (human)
extracellular exosomeBile salt export pumpHomo sapiens (human)
membraneBile salt export pumpHomo sapiens (human)
cytosolHistamine H1 receptorHomo sapiens (human)
plasma membraneHistamine H1 receptorHomo sapiens (human)
synapseHistamine H1 receptorHomo sapiens (human)
dendriteHistamine H1 receptorHomo sapiens (human)
plasma membraneHistamine H1 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID697786Antagonist activity at H1 receptor in human HeLa cells assessed as inhibition of histamine-induced Ca2+ release by using fura-2AM-based fluorescence assay2012Journal of medicinal chemistry, Aug-23, Volume: 55, Issue:16
Shape-based reprofiling of FDA-approved drugs for the H₁ histamine receptor.
AID697787Displacement of [3H]mepyramine from histamine H1 receptor in Sprague-Dawley rat brain membrane after 2 hr by scintillation counting2012Journal of medicinal chemistry, Aug-23, Volume: 55, Issue:16
Shape-based reprofiling of FDA-approved drugs for the H₁ histamine receptor.
AID79352Antimuscarinic activity was assayed for its ability to block the acetyl-choline induced contraction of the guinea pig ileum1987Journal of medicinal chemistry, May, Volume: 30, Issue:5
6-Methyl-6-azabicyclo[3.2.1]octan-3 alpha-ol 2,2-diphenylpropionate (azaprophen), a highly potent antimuscarinic agent.
AID1449628Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21 cell membranes vesicles assessed as reduction in ATP-dependent [3H]-taurocholate transport into vesicles incubated for 5 mins by Topcount based rapid filtration method2012Drug metabolism and disposition: the biological fate of chemicals, Dec, Volume: 40, Issue:12
Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.
AID157520Inhibition of carbachol-induced release of alpha-amylase from pancreatic acini from rat was determined1987Journal of medicinal chemistry, May, Volume: 30, Issue:5
6-Methyl-6-azabicyclo[3.2.1]octan-3 alpha-ol 2,2-diphenylpropionate (azaprophen), a highly potent antimuscarinic agent.
AID77620Antimuscarinic activity was assayed for its ability to block the acetyl-choline induced contraction of the guinea pig ileum1987Journal of medicinal chemistry, May, Volume: 30, Issue:5
6-Methyl-6-azabicyclo[3.2.1]octan-3 alpha-ol 2,2-diphenylpropionate (azaprophen), a highly potent antimuscarinic agent.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (48)

TimeframeStudies, This Drug (%)All Drugs %
pre-199040 (83.33)18.7374
1990's1 (2.08)18.2507
2000's1 (2.08)29.6817
2010's5 (10.42)24.3611
2020's1 (2.08)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 54.37

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index54.37 (24.57)
Research Supply Index4.11 (2.92)
Research Growth Index5.12 (4.65)
Search Engine Demand Index83.75 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (54.37)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other60 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]