metaphit: site-directed acylating agent of phencyclidine receptors in rat brain; structure given in first source
ID Source | ID |
---|---|
PubMed CID | 114745 |
CHEMBL ID | 41541 |
SCHEMBL ID | 8867543 |
MeSH ID | M0130401 |
Synonym |
---|
metaphit |
1-(1-(3-isothiocyanatophenyl)cyclohexyl)piperidine |
1-[1-(3-isothiocyanato-phenyl)-cyclohexyl]-piperidine |
bdbm50044426 |
HMS3266M08 |
LOPAC0_000843 |
1-[1-(3-isothiocyanato)phenyl]cyclohexylpiperidine methanesulfonate salt |
NCGC00024655-01 |
tocris-0568 |
CHEMBL41541 , |
methaphit |
96316-00-6 |
1-[1-(3-isothiocyanatophenyl)cyclohexyl]piperidine |
CCG-204926 |
nfs3hjc8wd , |
piperidine, 1-(1-(3-isothiocyanatophenyl)cyclohexyl)- |
unii-nfs3hjc8wd |
SCHEMBL8867543 |
metaphit|1-(1-(3-isothiocyanato)phenyl)cyclohexylpiperidine |
AKOS024458565 |
SR-01000076019-3 |
sr-01000076019 |
1-[1-(3-isothiocyanatophenyl)cyclohexyl]pi-peridine |
DTXSID00914572 |
FGSGBQAQSPSRJK-UHFFFAOYSA-N |
HMS3675E20 |
HMS3411E20 |
Q6553528 |
piperidine, 1-[1-(3-isothiocyanatophenyl)cyclohexyl]- |
HY-100998 |
CS-0020680 |
Excerpt | Reference | Relevance |
---|---|---|
"Metaphit has been shown to induce audiogenic seizures after systemic and intracerebroventricular administration and to be truly epileptic in small rodents, although about 8 h after metaphit administration, the power spectra increased and was more intense in the period of sound onset and seizure events. " | ( [Behavioral and electroencephalographic effects of delta sleep inducing peptide and its analogue on metaphit-induced audiogenic seizures in rats]. Mirković, S; Stanojlović, O; Vucević, D; Zivanović, D, ) | 1.79 |
In metaphit-pretreated animals a significant reduction of glutamate BBB uptake was found. EEGs appeared as polyspikes and spike-wave complexes while the power spectra were increasing for 30-h period. Metaphit treatment followed 24 h later by NMDA dose of 50 mg/kg provoked no spontaneous convulsions.
Excerpt | Reference | Relevance |
---|---|---|
"In metaphit-pretreated animals a significant reduction of glutamate BBB uptake was found, in comparison with that of controls." | ( The possible role of glutamate uptake in metaphit-induced seizures. Holland, T; Killian, C; Lajtha, A; Lipovac, MN; Poleksic, A, 2003) | 1.1 |
"In metaphit-treated animals, EEGs appeared as polyspikes and spike-wave complexes while the power spectra were increasing for 30-h period." | ( Delta sleep-inducing peptide and its tetrapeptide analogue alleviate severity of metaphit seizures. Mikhaleva, I; Mirković, S; Stanojlović, O; Zivanović, D, 2004) | 1.06 |
"Metaphit-treated animals displaying seizure in eight previous tests received DSIP or DSIP-12 and afterwards audiogenic stimuli were applied at hourly intervals for the next 30 h." | ( Antiepileptic activity of delta sleep-inducing peptide and its analogue in metaphit-provoked seizures in rats. Mikhaleva, II; Mirković, SD; Stanojlović, OP; Zivanović, DP, 2005) | 1.28 |
"Metaphit-treated rats displaying seizures in 8 previous tests were i.p." | ( Delta-sleep-inducing peptide potentiates anticonvulsive activity of valproate against metaphit-provoked audiogenic seizure in rats. Hrncić, D; Stanojlović, O; Susić, V; Zivanović, D, 2006) | 1.28 |
"In metaphit-treated animals, the EEG appeared as polyspikes, spike-wave complexes and sleep-like patterns, whereas the power spectra were increased compared with the corresponding controls." | ( Anticonvulsant, but not antiepileptic, action of valproate on audiogenic seizures in metaphit-treated rats. Hrncić, DR; Stanojlović, OP; Susić, VT; Zivanović, DP, 2007) | 1.08 |
"In metaphit-treated animals EEGs appeared as polyspikes and spike-wave complexes, while power spectra were increasing. " | ( [Delta sleep-inducing peptide and its analogues alleviate the severity of metaphit-induced audiogenic seizures in rats]. Hrncić, D; Stanojlović, O; Susić, V; Turjacanin, D; Zivanović, D, ) | 0.98 |
"Metaphit treatment (10 mg/kg) followed 24 h later by NMDA dose of 50 mg/kg provoked no spontaneous convulsions, while metaphit in combination with a higher NMDA dose of 70 mg/kg resulted in spontaneous and AGS-induced seizures only in one time point [25]." | ( [Potentiation of metaphit-induced audiogenic epilepsy with N-methyl-D-aspartate in rats]. Stanojlović, O; Susić, V; Zivanović, D, ) | 1.19 |
"Metaphit pretreatment increased the cataleptic effects induced by cumulative doses of PCP-type drugs (i.e., PCP, ketamine and m-amino PCP) and of drugs that have PCP-like actions (i.e., dexoxadrol, LY 154716 and cyclazocine)." | ( Effects of metaphit, a proposed phencyclidine receptor acylator, on catalepsy in pigeons. Domino, EF; Head, R; Holsztynska, EJ; Jacobson, AE; Koek, W; Lessor, RA; Rafferty, MF; Rice, KC; Woods, JH, 1985) | 1.38 |
"Pretreatment with metaphit (1-[1-(3-isothiocyanotophenyl)cyclohexyl]piperidine), a putative irreversible antagonist of phencyclidine (PCP) receptors, did not antagonize PCP-induced passive avoidance deficit in rats, and did not decrease [3H]MK-801 (5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine maleate) binding to PCP recognition sites coupled to NMDA receptors. " | ( Metaphit fails to antagonize PCP-induced passive avoidance deficit. Danysz, W, 1991) | 2.06 |
"Pretreatment with metaphit blocked PCP-induced hypothermia; however, pretreatment with PCP did not affect the subsequent hypothermic response to PCP." | ( Metaphit antagonizes phencyclidine-induced hypothermia in the rat. Chun, BM; George, R; Jacobson, AE; Pechnick, RN; Rice, KC; Thurkauf, A; Wu, AA, 1989) | 2.04 |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 1.0000 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
USP1 protein, partial | Homo sapiens (human) | Potency | 39.8107 | 0.0316 | 37.5844 | 354.8130 | AID504865 |
TDP1 protein | Homo sapiens (human) | Potency | 25.1618 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
cytochrome P450 2D6 isoform 1 | Homo sapiens (human) | Potency | 10.0000 | 0.0020 | 7.5337 | 39.8107 | AID891 |
cellular tumor antigen p53 isoform a | Homo sapiens (human) | Potency | 31.6228 | 0.3162 | 12.4435 | 31.6228 | AID902 |
cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 15.8489 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
lethal factor (plasmid) | Bacillus anthracis str. A2012 | Potency | 25.1189 | 0.0200 | 10.7869 | 31.6228 | AID912 |
Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 15.8489 | 1.0000 | 12.2248 | 31.6228 | AID885 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Glutamate receptor ionotropic, NMDA 1 | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.8666 | 6.6900 | AID145239 |
Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) | Ki | 0.0160 | 0.0160 | 0.0160 | 0.0160 | AID156837 |
Glutamate receptor ionotropic, NMDA 2A | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.6805 | 6.6900 | AID145239 |
Glutamate receptor ionotropic, NMDA 2B | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.7071 | 6.6900 | AID145239 |
Glutamate receptor ionotropic, NMDA 2C | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.8196 | 6.6900 | AID145239 |
Glutamate receptor ionotropic, NMDA 2D | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.7072 | 6.6900 | AID145239 |
Glutamate receptor ionotropic, NMDA 3B | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.7072 | 6.6900 | AID145239 |
Glutamate receptor ionotropic, NMDA 3A | Rattus norvegicus (Norway rat) | Ki | 0.5350 | 0.0003 | 0.7072 | 6.6900 | AID145239 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Process | via Protein(s) | Taxonomy |
---|---|---|
regulation of thyroid hormone mediated signaling pathway | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
plasma kallikrein-kinin cascade | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
proteolysis | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
glucose homeostasis | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
energy homeostasis | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
regulation of reactive oxygen species metabolic process | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
angiogenesis involved in wound healing | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
negative regulation of systemic arterial blood pressure | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
regulation of blood vessel endothelial cell migration | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
[Information is prepared from geneontology information from the June-17-2024 release] |
Process | via Protein(s) | Taxonomy |
---|---|---|
serine-type carboxypeptidase activity | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
protein binding | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
dipeptidyl-peptidase activity | Lysosomal Pro-X carboxypeptidase | Homo sapiens (human) |
[Information is prepared from geneontology information from the June-17-2024 release] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID144821 | Tested for the % inactivation of [3H]dizocilpine binding to NMDA receptor at 10 uM | 1993 | Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17 | Synthesis and binding properties of MK-801 isothiocyanates; (+)-3-isothiocyanato-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten- 5,10-imine hydrochloride: a new, potent and selective electrophilic affinity ligand for the NMDA receptor-coupled phencycli |
AID145239 | Tested for the inhibition of [3H]dizocilpine binding to N-methyl-D-aspartate (NMDA) receptor-coupled phencyclidine binding site | 1993 | Journal of medicinal chemistry, Aug-20, Volume: 36, Issue:17 | Synthesis and binding properties of MK-801 isothiocyanates; (+)-3-isothiocyanato-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten- 5,10-imine hydrochloride: a new, potent and selective electrophilic affinity ligand for the NMDA receptor-coupled phencycli |
AID156837 | Compound was tested for its binding affinity towards PCP receptor using [3H](+)-NANM in the presence of 5 uM haloperidol from rat brain | 1998 | Journal of medicinal chemistry, May-07, Volume: 41, Issue:10 | 1'-Benzyl-3,4-dihydrospiro[2H-1- benzothiopyran-2,4'-piperidine] (spipethiane), a potent and highly selective sigma1 ligand. |
AID1508630 | Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay | 2021 | Cell reports, 04-27, Volume: 35, Issue:4 | A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. |
AID1347154 | Primary screen GU AMC qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
AID1159607 | Screen for inhibitors of RMI FANCM (MM2) intereaction | 2016 | Journal 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 28 (47.46) | 18.7374 |
1990's | 13 (22.03) | 18.2507 |
2000's | 14 (23.73) | 29.6817 |
2010's | 2 (3.39) | 24.3611 |
2020's | 2 (3.39) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (20.66) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (1.47%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 67 (98.53%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |