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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
Structure of MECLINERTANT

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)

HIDE SMILES / InChI

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
19.3 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
PubMed

PubMed

TitleDatePubMed
Agonism, inverse agonism, and neutral antagonism at the constitutively active human neurotensin receptor 2.
2001 Dec
Neurotensin regulates DARPP-32 thr34 phosphorylation in neostriatal neurons by activation of dopamine D1-type receptors.
2002 Apr
Patents

Patents

Sample Use Guides

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
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).
Name Type Language
MECLINERTANT
INN  
INN  
Official Name English
meclinertant [INN]
Common Name English
REMINERTANT
Common Name English
2-(((1-(7-CHLORO-4-QUINOLINYL)-5-(2,6-DIMETHOXYPHENYL)-1H-PYRAZOL-3-YL)CARBONYL)AMINO)-TRICYCLO(3.3.1.1(SUP 3,7))DECANE-2-CARBOXYLIC ACID
Systematic Name English
SR48692
Code English
SR-48692
Code English
Code System Code Type Description
DRUG BANK
DB06455
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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NCI_THESAURUS
C156766
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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ChEMBL
CHEMBL506981
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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EPA CompTox
DTXSID40163360
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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FDA UNII
5JBP4SI96H
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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WIKIPEDIA
SR-48692
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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SMS_ID
100000175090
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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INN
8097
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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CAS
146362-70-1
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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PUBCHEM
119192
Created by admin on Fri Dec 15 15:30:39 GMT 2023 , Edited by admin on Fri Dec 15 15:30:39 GMT 2023
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