Page last updated: 2024-11-12

tan 67

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

Description

TAN 67: a non-peptidic selective delta-opioid receptor agonist; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID68196220
SCHEMBL ID12013717
MeSH IDM0248076
PubMed CID9950038
CHEMBL ID327745
CHEBI ID124990
SCHEMBL ID12013211
MeSH IDM0248076

Synonyms (30)

Synonym
tan 67
SCHEMBL12013717
2-methyl-4aalpha-(3-hydroxyphenyl)-1,2,3,4,4a,5,12,12aalpha-octahydroquinolino(2,3-g)isoquinoline
unii-uy7tb22pb7
DTXSID201018434
CHEBI:124990
sb-213698
CHEMBL327745 ,
tan-67
3-((4as,12ar)-2-methyl-1,3,4,5,12,12a-hexahydro-2h-2,6-diaza-naphthacen-4a-yl)-phenol
bdbm50290872
(-)-rel-3-((4ar,12as)-2-methyl-1,2,3,4,4a,5,12,12a-octahydropyrido[3,4-b]acridin-4a-yl)phenol
(-)tan-67
C20168
(3-hydroxyphenyl)-1,2,3,4,4a,5,12,12aa-octahydroquinolino[2,3,3-g]isoquinoline dihydrobromide
148545-09-9
SCHEMBL12013211
Q27215323
gtpl9567
(-)-tan-67
sb-205,607
3-[(4as,12ar)-2-methyl-1,3,4,5,12,12a-hexahydropyrido[3,4-b]acridin-4a-yl]phenol
uy7tb22pb7 ,
sb-205607
rel-3-((4ar,12as)-1,3,4,5,12,12a-hexahydro-2-methylpyrido(3,4-b)acridin-4a(2h)-yl)phenol
phenol, 3-((4ar,12as)-1,3,4,5,12,12a-hexahydro-2-methylpyrido(3,4-b)acridin-4a(2h)-yl)-, rel-
sb205607
phenol, 3-(1,3,4,5,12,12a-hexahydro-2-methylpyrido(3,4-b)acridin-4a(2h)-yl)-, trans-
rel-(4as,12ar)-4a-(3-hydroxyphenyl)-2-methyl-1,2,3,4,4a,5,12,12a-octahydropyrido(3,4-b)acridine
AKOS040745351

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
", the morphine dose-response curve shifted to the left and the ED50 value of morphine decreased."( Effects of a highly selective nonpeptide delta opioid receptor agonist, TAN-67, on morphine-induced antinociception in mice.
Endoh, T; Misawa, M; Mori, T; Nagase, H; Suzuki, T; Tsuji, M, 1995
)
0.29
") pretreatment with calcium and thapsigargin, which increase intracellular calcium, reduced [D-Ala2,N-MePhe4,Gly-ol5]-enkephalin (DAMGO)-induced antinociception by shifting its dose-response curve to the right."( Role of intracellular calcium in modification of mu and delta opioid receptor-mediated antinociception by diabetes in mice.
Kamei, J; Nagase, H; Ohsawa, M, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
quinolinesA class of aromatic heterocyclic compounds each of which contains a benzene ring ortho fused to carbons 2 and 3 of a pyridine ring.
[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 (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Delta-type opioid receptorMus musculus (house mouse)Ki0.00140.00000.53939.4000AID526327
Delta-type opioid receptorRattus norvegicus (Norway rat)Ki0.00140.00000.60689.2330AID636092
Mu-type opioid receptorRattus norvegicus (Norway rat)Ki0.28410.00000.38458.6000AID636091
Kappa-type opioid receptorCavia porcellus (domestic guinea pig)Ki0.28410.00000.20186.4240AID636091
Mu-type opioid receptorMus musculus (house mouse)Ki0.28410.00000.12281.3000AID526326
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Delta-type opioid receptorHomo sapiens (human)EC50 (µMol)0.00090.00000.43328.3000AID424039; AID424040; AID636101
Mas-related G-protein coupled receptor member X2Homo sapiens (human)EC50 (µMol)1.22500.14003.73818.9000AID1802708; AID1802709
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (24)

Processvia Protein(s)Taxonomy
immune responseDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerDelta-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
adult locomotory behaviorDelta-type opioid receptorHomo sapiens (human)
negative regulation of gene expressionDelta-type opioid receptorHomo sapiens (human)
negative regulation of protein-containing complex assemblyDelta-type opioid receptorHomo sapiens (human)
positive regulation of CREB transcription factor activityDelta-type opioid receptorHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylationDelta-type opioid receptorHomo sapiens (human)
response to nicotineDelta-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
eating behaviorDelta-type opioid receptorHomo sapiens (human)
regulation of mitochondrial membrane potentialDelta-type opioid receptorHomo sapiens (human)
regulation of calcium ion transportDelta-type opioid receptorHomo sapiens (human)
cellular response to growth factor stimulusDelta-type opioid receptorHomo sapiens (human)
cellular response to hypoxiaDelta-type opioid receptorHomo sapiens (human)
cellular response to toxic substanceDelta-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayDelta-type opioid receptorHomo sapiens (human)
sensory perception of painMas-related G-protein coupled receptor member X2Homo sapiens (human)
sleepMas-related G-protein coupled receptor member X2Homo sapiens (human)
positive regulation of cytokinesisMas-related G-protein coupled receptor member X2Homo sapiens (human)
mast cell degranulationMas-related G-protein coupled receptor member X2Homo sapiens (human)
mast cell activationMas-related G-protein coupled receptor member X2Homo sapiens (human)
G protein-coupled receptor signaling pathwayMas-related G-protein coupled receptor member X2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
G protein-coupled opioid receptor activityDelta-type opioid receptorHomo sapiens (human)
protein bindingDelta-type opioid receptorHomo sapiens (human)
receptor serine/threonine kinase bindingDelta-type opioid receptorHomo sapiens (human)
G protein-coupled enkephalin receptor activityDelta-type opioid receptorHomo sapiens (human)
neuropeptide bindingDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor activityMas-related G-protein coupled receptor member X2Homo sapiens (human)
neuropeptide bindingMas-related G-protein coupled receptor member X2Homo sapiens (human)
mast cell secretagogue receptor activityMas-related G-protein coupled receptor member X2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
plasma membraneDelta-type opioid receptorHomo sapiens (human)
synaptic vesicle membraneDelta-type opioid receptorHomo sapiens (human)
dendrite membraneDelta-type opioid receptorHomo sapiens (human)
presynaptic membraneDelta-type opioid receptorHomo sapiens (human)
axon terminusDelta-type opioid receptorHomo sapiens (human)
spine apparatusDelta-type opioid receptorHomo sapiens (human)
postsynaptic density membraneDelta-type opioid receptorHomo sapiens (human)
neuronal dense core vesicleDelta-type opioid receptorHomo sapiens (human)
plasma membraneDelta-type opioid receptorHomo sapiens (human)
neuron projectionDelta-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorMus musculus (house mouse)
membraneMas-related G-protein coupled receptor member X2Homo sapiens (human)
plasma membraneMas-related G-protein coupled receptor member X2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (37)

Assay IDTitleYearJournalArticle
AID310940Agonist activity at delta opioid receptor relative to SNC802007Journal of medicinal chemistry, Apr-19, Volume: 50, Issue:8
Quantitative conformationally sampled pharmacophore for delta opioid ligands: reevaluation of hydrophobic moieties essential for biological activity.
AID526330Selectivity ratio, ratio of Ki for mouse brain mu opioid receptor to Ki for guinea pig cerebellum kappa opioid receptor2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.
AID526329Selectivity ratio, ratio of Ki for mouse brain mu opioid receptor to Ki for mouse brain delta opioid receptor2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.
AID526326Displacement of [3H]DAMGO from mu opioid receptor in mouse whole brain membranes2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.
AID526332Analgesic activity in subcutaneously dosed mouse assessed as inhibition of acetic-acid-induced writhings2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.
AID636093Displacement of [3H]U-69,593 from kappa opioid receptor in guinea pig cerebrum membranes2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.
AID424039Agonist activity at human recombinant delta opioid receptor expressed in HEK293 cells by [35S]GTPgammaS binding assay2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID636091Displacement of [3H]DAMGO from mu opioid receptor in rat cerebrum membranes2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.
AID424036Selectivity ratio of Ki for mu opioid receptor in rat cerebellum membrane to Ki for delta opioid receptor in rat cerebellum membrane2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID1206651Intrinsic efficacy at human delta opioid receptor expressed in CHO cells after 1 hr by [35S]GTPgammaS binding assay2015Journal of medicinal chemistry, May-28, Volume: 58, Issue:10
Discovery, synthesis, and molecular pharmacology of selective positive allosteric modulators of the δ-opioid receptor.
AID424032Analgesic activity against acetic acid-induced writhing in sc dosed mouse2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID636097Selectivity ratio of Ki for mu opioid receptor in rat cerebrum membranes to Ki for delta opioid receptor in rat cerebrum membranes2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.
AID1206682Partial agonist activity at human delta opioid receptor expressed in CHO cells after 1 hr by [35S]GTPgammaS binding assay relative to SNC802015Journal of medicinal chemistry, May-28, Volume: 58, Issue:10
Discovery, synthesis, and molecular pharmacology of selective positive allosteric modulators of the δ-opioid receptor.
AID424033Displacement of [3H]DAMGO from mu opioid receptor in rat cerebellum membrane2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID424037Selectivity ratio of Ki for kappa opioid receptor in guinea pig cerebellum to Ki for delta opioid receptor in rat cerebellum membrane2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID636092Displacement of [3H]DADLE from delta opioid receptor in rat cerebrum membranes2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.
AID424035Displacement of [3H]U-69593 from kappa opioid receptor in guinea pig cerebellum2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID1283269Inhibition of DR24 in Dhcr7-deficient mouse Neuro2a cells assessed as decrease in 7-DHC levels at 1 uM by LC-MS/GC-MS analysis2016Journal of medicinal chemistry, Feb-11, Volume: 59, Issue:3
The Effect of Small Molecules on Sterol Homeostasis: Measuring 7-Dehydrocholesterol in Dhcr7-Deficient Neuro2a Cells and Human Fibroblasts.
AID1206653Binding affinity to human delta opioid receptor expressed in CHO cells after 1 hr by [35S]GTPgammaS binding assay2015Journal of medicinal chemistry, May-28, Volume: 58, Issue:10
Discovery, synthesis, and molecular pharmacology of selective positive allosteric modulators of the δ-opioid receptor.
AID526328Displacement of [3H]U-69,593 from kappa opioid receptor in guinea pig cerebellum membranes2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.
AID1206661Binding affinity to human delta opioid receptor expressed in CHO cells assessed as ERK1/2 phosphorylation2015Journal of medicinal chemistry, May-28, Volume: 58, Issue:10
Discovery, synthesis, and molecular pharmacology of selective positive allosteric modulators of the δ-opioid receptor.
AID365602Effect on Sprague-Dawley rat capsaicin-induced cough nodel assessed as increase in number of coughs at 10 mg/kg, sc2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
Structure-antitussive activity relationships of naltrindole derivatives. Identification of novel and potent antitussive agents.
AID526327Displacement of [3H]DPDPE from delta opioid receptor in mouse whole brain membranes2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Design and synthesis of KNT-127, a δ-opioid receptor agonist effective by systemic administration.
AID689652Antinociceptive activity in sc dosed mouse assessed as inhibition of acetic acid-induced abdominal constriction2012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands.
AID636098Selectivity ratio of Ki for kappa opioid receptor in guinea pig cerebrum membranes to Ki for delta opioid receptor in rat cerebrum membranes2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.
AID424034Displacement of [3H]DADLE from delta opioid receptor in rat cerebellum membrane2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID1206659Intrinsic efficacy at human delta opioid receptor expressed in F1pIn CHO cells assessed as ERK1/2 phosphorylation2015Journal of medicinal chemistry, May-28, Volume: 58, Issue:10
Discovery, synthesis, and molecular pharmacology of selective positive allosteric modulators of the δ-opioid receptor.
AID1206683Partial agonist activity at delta opioid receptor in rat C6 cells by [35S]GTPgammaS binding assay relative to SNC802015Journal of medicinal chemistry, May-28, Volume: 58, Issue:10
Discovery, synthesis, and molecular pharmacology of selective positive allosteric modulators of the δ-opioid receptor.
AID636101Agonist activity at human recombinant delta opioid receptor expressed in human HEK293 cells by [35S]GTPgammaS binding assay2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
Synthesis of quinolinomorphinan-4-ol derivatives as δ opioid receptor agonists.
AID424040Agonist activity at human recombinant delta opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay2009Bioorganic & medicinal chemistry letters, May-15, Volume: 19, Issue:10
Design and synthesis of novel delta opioid receptor agonists and their pharmacologies.
AID1802709PRESTO-Tango Assay from Article 10.1038/nchembio.2334: \\In silico design of novel probes for the atypical opioid receptor MRGPRX2.\\2017Nature chemical biology, 05, Volume: 13, Issue:5
In silico design of novel probes for the atypical opioid receptor MRGPRX2.
AID1802708Intracellular Calcium Mobilization Assay from Article 10.1038/nchembio.2334: \\In silico design of novel probes for the atypical opioid receptor MRGPRX2.\\2017Nature chemical biology, 05, Volume: 13, Issue:5
In silico design of novel probes for the atypical opioid receptor MRGPRX2.
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.
AID1345392Human MRGPRX2 (Class A Orphans)2001Drug design and discovery, , Volume: 17, Issue:4
Synthesis of optically active TAN-67, a highly selective delta opioid receptor agonist, and investigation of its pharmacological properties.
AID1345392Human MRGPRX2 (Class A Orphans)2013Journal of biomolecular screening, Jun, Volume: 18, Issue:5
Screening β-arrestin recruitment for the identification of natural ligands for orphan G-protein-coupled receptors.
AID1346373Mouse delta receptor (Opioid receptors)2001Drug design and discovery, , Volume: 17, Issue:4
Synthesis of optically active TAN-67, a highly selective delta opioid receptor agonist, and investigation of its pharmacological properties.
AID1345392Human MRGPRX2 (Class A Orphans)2017Nature chemical biology, 05, Volume: 13, Issue:5
In silico design of novel probes for the atypical opioid receptor MRGPRX2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (70)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's21 (30.00)18.2507
2000's33 (47.14)29.6817
2010's16 (22.86)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.46

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.46 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.60 (4.65)
Search Engine Demand Index44.85 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.46)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews1 (1.61%)6.00%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other61 (98.39%)84.16%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]