Page last updated: 2024-09-23

didemethylchlorpromazine

Description

didemethylchlorpromazine: RN given refers to parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID74981
CHEMBL ID824
CHEBI ID125636
SCHEMBL ID11202527
MeSH IDM0079532

Synonyms (41)

Synonym
cpzsl
cl-ppa
uws2ta46b8 ,
didesmethylchlorpromazine
gamma-(2-chlorophenothiazinyl-10)-propylamine
2-chloro-10h-phenothazine-10-propanamine
2095-17-2
unii-uws2ta46b8
phenothiazine, 10-(3'-aminopropyl)-2-chloro-
10-(3-aminopropyl)-2-chloro-10h-phenothiazine, maleate
3-(2-chloro-10h-phenothiazin-10-yl)-1-propanamine, maleate
nsc168977
3-(2-chloro-10h-phenothiazin-10-yl)propylamine, maleate
3-(2-chlorophenothiazin-10-yl)propan-1-amine
10h-phenothiazine-10-propanamine, 2-chloro-, maleate
NCI60_001350
didemethylchlorpromazine
CHEBI:125636
CHEMBL824 ,
nor2-chlorpromazine
2-chloro-10-(3-aminopropyl)phenothiazine
3-(2-chloro-10h-phenothiazin-10-yl)propan-1-amine
3-(2-chloro-phenothiazin-10-yl)-propylamine
bdbm50339134
BRD-K78075916-001-01-5
AKOS025243291
SCHEMBL11202527
didesmethyl chlorpromazine
2-chloro-10h-phenothiazine-10-propanamine
Q27216248
3-(2-chloro-10-phenothiazinyl)-1-propanamine
DTXSID00175126
2-chloro-10-(3-amino-propyl) phenothiazine
dedimethylchlorpromazine
10h-phenothiazine-10-propanamine, 2-chloro-
nor2-cpz
cp-38889
nor2chlorpromazine
m-942
di-n-demethyl-chlorpromazine
phenothiazine, 10-(3-aminopropyl)-2-chloro-

Drug Classes (1)

ClassDescription
phenothiazines
[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 (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Trypanothione reductaseTrypanosoma cruziIC50 (µMol)139.00005.80005.80005.8000AID214488
Pleiotropic ABC efflux transporter of multiple drugsSaccharomyces cerevisiae S288CIC50 (µMol)3.20001.30003.37279.6000AID581672
[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)
Snq2pSaccharomyces cerevisiae EC1118INH5.80003.20006.26008.8000AID581808
Pleiotropic ABC efflux transporter of multiple drugsSaccharomyces cerevisiae S288CINH4.20004.20006.18338.3000AID581806
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID1247112Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of 50 mM K+ to IC50 for NMDA receptor in Wistar rat brain membranes in absence of 50 mM K+2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID1247110Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of H+ at pH 6.4 to 8.2 to IC50 for NMDA receptor in Wistar rat brain membranes in absence of H+ at pH 6.4 to 8.22015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID581807Inhibition of Saccharomyces cerevisiae MKCDR1h multidrug transporter Cdr1p assessed as concentration required to threefold increase in rate of fluorescence signal relative to absence of inhibitor by fluorescein diacetate based high-throughput screening sp2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
New high-throughput screening assay to reveal similarities and differences in inhibitory sensitivities of multidrug ATP-binding cassette transporters.
AID1247108Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of 30 uM spermine to IC50 for NMDA receptor in Wistar rat brain membranes in absence of 30 uM spermine2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID581806Inhibition of Saccharomyces cerevisiae MKPDR5h multidrug transporter Pdr5p assessed as concentration required to threefold increase in rate of fluorescence signal relative to absence of inhibitor by fluorescein diacetate based high-throughput screening sp2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
New high-throughput screening assay to reveal similarities and differences in inhibitory sensitivities of multidrug ATP-binding cassette transporters.
AID1247113Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of 20 mM NH4+ to IC50 for NMDA receptor in Wistar rat brain membranes in absence of 20 mM NH4+2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID1247109Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of 10 to 50 mM Tris to IC50 for NMDA receptor in Wistar rat brain membranes in absence of 10 to 50 mM Tris2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID1247111Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of 3 to 50 mM Na+ to IC50 for NMDA receptor in Wistar rat brain membranes in absence of 3 to 50 mM Na+2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID1247107Displacement of [3H]MK-801 from NMDA receptor in Wistar rat brain membranes by scintillation counting analysis2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID1247114Ratio of IC50 for NMDA receptor in Wistar rat brain membranes in presence of 1.3 mM Mg2+ to IC50 for NMDA receptor in Wistar rat brain membranes in absence of 1.3 mM Mg2+2015Bioorganic & medicinal chemistry letters, Oct-01, Volume: 25, Issue:19
Differential influence of 7 cations on 16 non-competitive NMDA receptor blockers.
AID581808Inhibition of Saccharomyces cerevisiae MKSNQ2h multidrug transporter Snq2p assessed as concentration required to threefold increase in rate of fluorescence signal relative to absence of inhibitor by fluorescein diacetate based high-throughput screening sp2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
New high-throughput screening assay to reveal similarities and differences in inhibitory sensitivities of multidrug ATP-binding cassette transporters.
AID140479Effective dose against Trypanosoma cruzi (Trypanosoma cruzi) trypomastigotes in mouse peritoneal macrophages1998Journal of medicinal chemistry, Jan-15, Volume: 41, Issue:2
Phenothiazine inhibitors of trypanothione reductase as potential antitrypanosomal and antileishmanial drugs.
AID581672Inhibition of Pdr5p-mediated rhodamine 6G transport in Saccharomyces cerevisiae MKPDR5h plasma membrane by spectrofluorometric assay2009Antimicrobial agents and chemotherapy, Apr, Volume: 53, Issue:4
New high-throughput screening assay to reveal similarities and differences in inhibitory sensitivities of multidrug ATP-binding cassette transporters.
AID103232Anti MDR activity was expressed as MDR ratio or MDR fold reversal in doxorubicin resistant human breast carcinoma tumor cell line MCF-7/DOX1998Journal of medicinal chemistry, May-21, Volume: 41, Issue:11
Molecular modeling of phenothiazines and related drugs as multidrug resistance modifiers: a comparative molecular field analysis study.
AID214488Inhibitory activity against recombinant Trypanosoma cruzi (Trypanosoma cruzi) Trypanothione reductase1998Journal of medicinal chemistry, Jan-15, Volume: 41, Issue:2
Phenothiazine inhibitors of trypanothione reductase as potential antitrypanosomal and antileishmanial drugs.
AID75299Inhibitory activity against human erythrocyte glutathione reductase; '*' indicates No inhibition1998Journal of medicinal chemistry, Jan-15, Volume: 41, Issue:2
Phenothiazine inhibitors of trypanothione reductase as potential antitrypanosomal and antileishmanial drugs.
AID140478Effective dose against Trypanosoma brucei) trypomastigotes in mouse peritoneal macrophages; <3, >11998Journal of medicinal chemistry, Jan-15, Volume: 41, Issue:2
Phenothiazine inhibitors of trypanothione reductase as potential antitrypanosomal and antileishmanial drugs.
AID140476Effective dose against Leishmania donovani (Leishmania donovani) amastigotes in mouse peritoneal macrophages1998Journal of medicinal chemistry, Jan-15, Volume: 41, Issue:2
Phenothiazine inhibitors of trypanothione reductase as potential antitrypanosomal and antileishmanial drugs.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (55.56)18.7374
1990's2 (22.22)18.2507
2000's1 (11.11)29.6817
2010's1 (11.11)24.3611
2020's0 (0.00)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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]