Page last updated: 2024-09-20

sk&f 97541

Description

3-aminopropyl(methyl)phosphinic acid: structure given in first source; GABA-A receptor antagonist [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5230
CHEMBL ID112710
SCHEMBL ID341867
MeSH IDM0187228

Synonyms (57)

Synonym
3-aminopropyl-methylphosphinic acid
gtpl1080
skf-97,541
LOPAC0_000098
NCGC00015015-01
lopac-a-196
NCGC00024562-01
tocris-0379
BPBIO1_001014
BIOMOL-NT_000257
(3-aminopropyl)(methyl)phosphinic acid
bdbm24185
chembl112710 ,
3-aminopropylphosphinic derivative, 2
cgp35024
PDSP2_001467
cgp 35024
PDSP1_001483
NCGC00024562-03
sk&f 97541
phosphinic acid, (3-(aminopropyl)methyl)-
3-apmpa
(3-(aminopropyl)methyl)phosphinic acid
skf-97541
c4h12no2p
NCGC00024562-02
skf 97541 hydrochloride
127729-35-5
3-aminopropyl(methyl)phosphinic acid
L000069
cgp-35024
AKOS005468710
skf 97541
skf97541
STK538161
(3-aminopropyl)methylphosphinic acid
CCG-204193
NCGC00015015-03
NCGC00015015-05
NCGC00015015-02
NCGC00015015-04
SCHEMBL341867
NHVRIDDXGZPJTJ-UHFFFAOYSA-N
3-aminopropylmethylphosphinic acid
J-005534
phosphinic acid, (3-aminopropyl)methyl-
SR-01000076225-3
sr-01000076225
DTXSID80925969
HB0954
skf-97541;skf97541;cgp 35024;cgp-35024;cgp35024
Q7390605
QD7 ,
(r)-(3-aminopropyl)methylphosphinic acid
phosphinic acid, p-(3-aminopropyl)-p-methyl-
sk f 97541
3-aminopropyl(methyl)phosphinicacidhcl

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
ThrombopoietinHomo sapiens (human)Potency19.95260.02517.304831.6228AID917; AID918
thyroid stimulating hormone receptorHomo sapiens (human)Potency5.01190.001318.074339.8107AID926; AID938
muscarinic acetylcholine receptor M1Rattus norvegicus (Norway rat)Potency7.94330.00106.000935.4813AID944
[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)
Gamma-aminobutyric acid type B receptor subunit 2Rattus norvegicus (Norway rat)IC50 (µMol)0.00800.00001.01016.8100AID71394; AID71401
Gamma-aminobutyric acid type B receptor subunit 2Rattus norvegicus (Norway rat)Ki0.03300.00510.06830.2200AID1798404
Gamma-aminobutyric acid type B receptor subunit 1Rattus norvegicus (Norway rat)IC50 (µMol)0.01070.00001.05326.8100AID71394; AID71401
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Gamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)Kb0.80000.80003.033310.0000AID406571
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (6)

Processvia Protein(s)Taxonomy
gamma-aminobutyric acid signaling pathwayGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
chemical synaptic transmissionGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
modulation of chemical synaptic transmissionGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
regulation of presynaptic membrane potentialGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
regulation of membrane potentialGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
chloride transmembrane transportGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
GABA-A receptor activityGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
protein domain specific bindingGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
identical protein bindingGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
protein-containing complex bindingGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
ligand-gated monoatomic ion channel activity involved in regulation of presynaptic membrane potentialGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
neurotransmitter receptor activityGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
chloride channel activityGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
presynaptic membraneGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
postsynaptic membraneGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
glutamatergic synapseGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
GABA-ergic synapseGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
chloride channel complexGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
GABA-A receptor complexGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
transmembrane transporter complexGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
neuron projectionGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
plasma membraneGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
synapseGamma-aminobutyric acid receptor subunit rho-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID1798404[3H]GABA Filtration Binding Assay (Ki) and FLIPR Assay for Agonism (EC50) from Article 10.1021/jm701425k: \\Synthesis and pharmacological evaluation of novel gamma-aminobutyric acid type B (GABAB) receptor agonists as gastroesophageal reflux inhibitors.\\2008Journal of medicinal chemistry, Jul-24, Volume: 51, Issue:14
Synthesis and pharmacological evaluation of novel gamma-aminobutyric acid type B (GABAB) receptor agonists as gastroesophageal reflux inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings 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.
AID30360Inhibition of [3H]- N-6-CA binding to Adenosine A1 receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID339810Intrinsic activity at human recombinant GABAB receptor expressed in CHO-K1 cells assessed as inhibition of intracellular calcium release by FLIPR relative to GABA2008Journal of medicinal chemistry, Jul-24, Volume: 51, Issue:14
Synthesis and pharmacological evaluation of novel gamma-aminobutyric acid type B (GABAB) receptor agonists as gastroesophageal reflux inhibitors.
AID142909Inhibition of [3H]CMD binding to muscarinic ACh receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID626682Agonist activity against human GABAB receptor expressed in HEK cells assessed as increase in cytoplasmic calcium level2011Bioorganic & medicinal chemistry letters, Nov-01, Volume: 21, Issue:21
Discovery of a novel potent GABA(B) receptor agonist.
AID406571Antagonist activity at human GABAc Rho1 receptor expressed in Xenopus oocytes assessed as whole cell current production by two electrode voltage clamp method2008Journal of medicinal chemistry, Jul-10, Volume: 51, Issue:13
Novel gamma-aminobutyric acid rho1 receptor antagonists; synthesis, pharmacological activity and structure-activity relationships.
AID152090Inhibition of [3H]- naloxone binding to mu-opiate receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID41898Inhibition of [3H]- DHA binding to Beta adrenergic receptor1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID71997Inhibition of [3H]muscimol binding to GABA-A receptor of rat cortex1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID72586Inhibition of [3H]- muscimol binding to Gamma-aminobutyric acid A (GABA-A) receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID3453Inhibition of [3H]- 5-HT binding to 5-hydroxytryptamine 1 receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID88556The compound was tested for blockade of the monosynaptic reflexes in the hemisected neonatal spinal cord1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID175515Deterioration of rotarod performance of rats 0.5-1 hour after subcutaneous administration of compound1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID36317Inhibition [3H]- prazosin binding to Alpha-1 adrenergic receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID35778Inhibition of [3H]- clonidine binding to Alpha-2 adrenergic receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID339809Agonist activity at human recombinant GABABreceptor expressed in CHO-K1 cells assessed as inhibition of intracellular calcium release by FLIPR2008Journal of medicinal chemistry, Jul-24, Volume: 51, Issue:14
Synthesis and pharmacological evaluation of novel gamma-aminobutyric acid type B (GABAB) receptor agonists as gastroesophageal reflux inhibitors.
AID196573The compound was tested for inhibition of release of [3H]GABA from rat cortical slices after electrical stimulation.1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID5134Ketanserin binding to 5-hydroxytryptamine 2 receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID71401Inhibition of [3H]CGP-27492 binding to Gamma-aminobutyric acid type B receptor of rat cortex1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID175288Enhanced electrically induced release of [3H]GABA from rat cortical slices; agonist1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 2. Selective, orally active GABAB antagonists.
AID175653Deterioration of rotarod performance of rats 1.-2 hour after subcutaneous administration of compound1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID211502Inhibition of [3H]-substance P binding to Tachykinin receptor 1 at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID71258Inhibition of [3H]-baclofen binding to Gamma-aminobutyric acid type B receptor of cat cerebellum1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID71394Inhibition of binding of [3H]CGP-27492 to gamma-aminobutyric acid type B receptor of rat cortex.1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 2. Selective, orally active GABAB antagonists.
AID87687Inhibition of [3H]- doxepine binding to histamine 1 receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID339808Displacement of [3H]GABA from GABABreceptor in rat brain synaptic membranes2008Journal of medicinal chemistry, Jul-24, Volume: 51, Issue:14
Synthesis and pharmacological evaluation of novel gamma-aminobutyric acid type B (GABAB) receptor agonists as gastroesophageal reflux inhibitors.
AID6363Inhibition of [3H]- BRL 43 694 binding to 5-hydroxytryptamine 3 receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
AID40989Inhibition of [3H]- flunitrazepam binding to GABA-A benzodiazepine receptor at 10e-5 M1995Journal of medicinal chemistry, Aug-18, Volume: 38, Issue:17
Phosphinic acid analogues of GABA. 1. New potent and selective GABAB agonists.
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 (62)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's15 (24.19)18.2507
2000's37 (59.68)29.6817
2010's7 (11.29)24.3611
2020's3 (4.84)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other65 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Dosage (4)

ArticleYear
Behavioral effects of gamma-hydroxybutyrate, its precursor gamma-butyrolactone, and GABA(B) receptor agonists: time course and differential antagonism by the GABA(B) receptor antagonist 3-aminopropyl(diethoxymethyl)phosphinic acid (CGP35348).
The Journal of pharmacology and experimental therapeutics, Volume: 330, Issue: 3
2009
Effects of GABA(B) receptor antagonist, agonists and allosteric positive modulator on the cocaine-induced self-administration and drug discrimination.
European journal of pharmacology, Nov-28, Volume: 574, Issue: 2-3
2007
Cataleptic effects of gamma-hydroxybutyrate (GHB), its precursor gamma-butyrolactone (GBL), and GABAB receptor agonists in mice: differential antagonism by the GABAB receptor antagonist CGP35348.
Psychopharmacology, Volume: 192, Issue: 3
2007
Discriminative stimulus effects of flumazenil: perceptual masking by baclofen, and lack of substitution with gamma-hydroxybutyrate and its precursors 1,4-butanediol and gamma-butyrolactone.
Behavioural pharmacology, Volume: 17, Issue: 3
2006
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]