Details
Stereochemistry | ACHIRAL |
Molecular Formula | C32H31ClN4O5 |
Molecular Weight | 587.065 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=CC(OC)=C1C2=CC(=NN2C3=C4C=CC(Cl)=CC4=NC=C3)C(=O)NC5(C6CC7CC(C6)CC5C7)C(O)=O
InChI
InChIKey=DYLJVOXRWLXDIG-UHFFFAOYSA-N
InChI=1S/C32H31ClN4O5/c1-41-27-4-3-5-28(42-2)29(27)26-16-24(36-37(26)25-8-9-34-23-15-21(33)6-7-22(23)25)30(38)35-32(31(39)40)19-11-17-10-18(13-19)14-20(32)12-17/h3-9,15-20H,10-14H2,1-2H3,(H,35,38)(H,39,40)
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/8380498Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/7754478 | http://adisinsight.springer.com/drugs/800002937
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8380498
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/7754478 | http://adisinsight.springer.com/drugs/800002937
Meclinertant (SR-48692) is the first non-peptide antagonist of neurotensin receptors. It is potent and selective vs the high-affinity binding sites and with a small activity on the levocabastine-sensitive binding sites. It is active on several species including man without partial agonist properties. In vivo, it is active by oral route with a long duration of action and it is able to cross the blood-brain barrier. Meclinertant may be considered a powerful tool for investigating the role of neurotensin in physiological and pathological processes. Meclinertant has been developing for the treatment of anorexia nervosa; colorectal cancer; irritable bowel syndrome; pain; pancreatic cancer; prostate cancer; schizophrenia; small cell lung cancer however its development was discontinued.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL4123 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8380498 |
19.3 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15169685
Placebo-controlled evaluation of meclinertant (SR-48692) 180 mg/day for the treatment of schizophrenia and schizoaffective disorder.
Meclinertant (SR-48692) reverses at low dose (80 micrograms/kg) the turning behavior induced by intrastriatal injection of neurotensin in mice with similar potency whatever the route of administration (i.p. or orally) and with a long duration of action (6 hr).
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21272935
neurotensin (10⁻¹¹-10⁻⁷ M) significantly stimulated the proliferation of PANC-1 and SR 48692 (10⁻¹¹-10⁻⁷ M) alone had no effect on the growth of PANC-1 cells; however, SR 48692 (10⁻¹⁰-10⁻⁶ M) inhibited the stimulatory effect of neurotensin (10⁻⁹ M).
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DB06455
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C156766
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CHEMBL506981
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DTXSID40163360
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5JBP4SI96H
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SR-48692
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100000175090
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146362-70-1
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119192
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ACTIVE MOIETY