Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C23H30N2.ClH |
| Molecular Weight | 370.959 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC(C)C(CCCN(C)CCC1=CC=CC=C1)(C#N)C2=CC=CC=C2
InChI
InChIKey=OBAQQQOVZUCKMH-UHFFFAOYSA-N
InChI=1S/C23H30N2.ClH/c1-20(2)23(19-24,22-13-8-5-9-14-22)16-10-17-25(3)18-15-21-11-6-4-7-12-21;/h4-9,11-14,20H,10,15-18H2,1-3H3;1H
| Molecular Formula | C23H30N2 |
| Molecular Weight | 334.4977 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Emopamil is a phenylalkylamine calcium antagonist. Emopamil has optically active stereoisomers. Emopamil enhanced the postischemic restoration of high-energy phosphate levels. The racemic mixture and the (-)-enantiomer of emopamil caused similar metabolic changes while (+)-enantiomer of emopamil proved to be ineffective. Emopamil is able to reverse multi-drug resistance in human KB cell lines. No differences in reversing potency were observed between emopamil (R)-isomers, (L)-isomers and the racemic form. There is a pharmacological relationship between sigma1-binding
site and the mammalian sterol C8-C7 isomerase which is identical with the emopamil binding protein.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Gas chromatography-mass spectrometry and molecular genetic studies in families with the Conradi-Hünermann-Happle syndrome. | 2002 May |
|
| Purification, characterization and catalytic properties of human sterol 8-isomerase. | 2002 Nov 1 |
|
| Isolation of differentially expressed genes in NPM-ALK-positive anaplastic large cell lymphoma. | 2002 Sep |
|
| X-linked dominant chondrodysplasia punctata (CDPX2) caused by single gene mosaicism in a male. | 2003 Jan 30 |
|
| Discovery of high-affinity ligands of sigma1 receptor, ERG2, and emopamil binding protein by pharmacophore modeling and virtual screening. | 2005 Jul 28 |
|
| Short-term arginine deprivation results in large-scale modulation of hepatic gene expression in both normal and tumor cells: microarray bioinformatic analysis. | 2006 Sep 8 |
|
| Reduced penetrance in a family with X-linked dominant chondrodysplasia punctata. | 2007 Sep-Oct |
|
| A Botrytis cinerea emopamil binding domain protein, required for full virulence, belongs to a eukaryotic superfamily which has expanded in euascomycetes. | 2008 Feb |
|
| Prenatal testing for a novel EBP missense mutation causing X-linked dominant chondrodysplasia punctata. | 2008 May |
|
| Identifying components of the hair-cell interactome involved in cochlear amplification. | 2009 Mar 25 |
|
| Transcriptional profiling of rats subjected to gestational undernourishment: implications for the developmental variations in metabolic traits. | 2009 Sep 29 |
|
| A novel X-linked multiple congenital anomaly syndrome associated with an EBP mutation. | 2010 Nov |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 13:28:41 UTC 2023
by
admin
on
Sat Dec 16 13:28:41 UTC 2023
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| Record UNII |
N59DRZ2F9U
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| Record Status |
Validated (UNII)
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| Record Version |
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101238-49-7
Created by
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24834486
Created by
admin on Sat Dec 16 13:28:41 UTC 2023 , Edited by admin on Sat Dec 16 13:28:41 UTC 2023
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PRIMARY | |||
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N59DRZ2F9U
Created by
admin on Sat Dec 16 13:28:41 UTC 2023 , Edited by admin on Sat Dec 16 13:28:41 UTC 2023
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ENANTIOMER -> RACEMATE | |||
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PARENT -> SALT/SOLVATE | |||
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ENANTIOMER -> RACEMATE |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |