Details
Stereochemistry | UNKNOWN |
Molecular Formula | C23H29N |
Molecular Weight | 319.4831 |
Optical Activity | ( + ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(C\C=C\C1=CC=CC=C1)(N(C)CC2CC2)C3=CC=CC=C3
InChI
InChIKey=VCZSWYIFCKGTJI-JLHYYAGUSA-N
InChI=1S/C23H29N/c1-3-23(22-14-8-5-9-15-22,24(2)19-21-16-17-21)18-10-13-20-11-6-4-7-12-20/h4-15,21H,3,16-19H2,1-2H3/b13-10+
Molecular Formula | C23H29N |
Molecular Weight | 319.4831 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Optical Activity | ( + / - ) |
Igmesine is a sigma-1 receptor agonist. It was assayed in clinical trials targeting major depressive disorder. Igmesine is the only antisecretory agent that we have tested to date that inhibits both cholera toxin and the E. coli enterotoxins. Sigma receptors are known to be present on nerves in the enteric nervous system and this would seem to be a potentially useful class of drugs to pursue for the treatment of secretory diarrhoea in humans. It was shown that when Alzheimer's disease rats were submitted to the conditioned fear stress test, igmesine can significantly reduce the stress-induced motor suppression, indicating exogenous σ-1 receptor agonists may alleviate Alzheimer's disease-associated depressive symptoms.
CNS Activity
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Effects of PB190 and PB212, new σ receptor ligands, on glucocorticoid receptor-mediated gene transcription in LMCAT cells. | 2011 |
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Pharmacological interaction with the sigma1 (σ1)-receptor in the acute behavioral effects of antidepressants. | 2011 |
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Behavioural phenotyping of knockout mice for the sigma-1 (σ₁) chaperone protein revealed gender-related anxiety, depressive-like and memory alterations. | 2011 Jul |
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Carboline- and phenothiazine-derivated heterocycles as potent SIGMA-1 protein ligands. | 2015 Jan 7 |
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The SigmaR1 chaperone drives breast and colorectal cancer cell migration by tuning SK3-dependent Ca(2+) homeostasis. | 2017 Jun 22 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15547788
25, 50, 100 or 200 mg per day
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1979628
Igmesine is a potent ligand for (+)-[3H]SKF 10,047 (2'-hydroxy-5,9-dimethyl-2-allyl-6,7-benzomorphan) binding sites in rat brain membrane preparations with an IC50 of 39 +/- 8 nM.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:33:37 GMT 2023
by
admin
on
Fri Dec 15 17:33:37 GMT 2023
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Record UNII |
XA3745J38K
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Record Status |
Validated (UNII)
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Record Version |
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-
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6438340
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140850-73-3
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CHEMBL2110660
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C065310
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6995
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DTXSID801028764
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C170052
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IGMESINE
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XA3745J38K
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SUB08128MIG
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100000083702
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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