Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C26H26N2O3 |
| Molecular Weight | 414.4962 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]15CCN(CC6CC6)[C@H](C4)[C@]5(O)CC7=C2NC8=C7C=CC=C8
InChI
InChIKey=WIYUZYBFCWCCQJ-IFKAHUTRSA-N
InChI=1S/C26H26N2O3/c29-19-8-7-15-11-20-26(30)12-17-16-3-1-2-4-18(16)27-22(17)24-25(26,21(15)23(19)31-24)9-10-28(20)13-14-5-6-14/h1-4,7-8,14,20,24,27,29-30H,5-6,9-13H2/t20-,24+,25+,26-/m1/s1
| Molecular Formula | C26H26N2O3 |
| Molecular Weight | 414.4962 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Naltrindole is a highly potent, highly selective delta opioid receptor antagonist. It is predominantly used as a molecular probe in biomedical studies exploring the manipulation of delta opioid receptors. Naltrindole was shown to inhibit cancer cell growth in vitro; potentially through a nonopioid receptor-dependant mechanism.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cloning and functional comparison of kappa and delta opioid receptors from mouse brain. | 1993 Jul 15 |
|
| Molecular cloning and expression of a rat kappa opioid receptor. | 1993 Nov 1 |
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| Effects of selective opioid receptor antagonists on morphine-induced changes in striatal and limbic dopamine metabolism. | 1995 Sep |
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| Naltrexone, naltrindole, and CTOP block cocaine-induced sensitization to seizures and death. | 1997 |
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| Involvement of opioid mu 1 receptors in morphine-induced conditioned place preference in rats. | 1997 Sep |
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| Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications. | 1998 Mar |
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| G-protein-coupled receptor heterodimerization modulates receptor function. | 1999 Jun 17 |
|
| Mu- and delta-opioid receptor antagonists reduce levodopa-induced dyskinesia in the MPTP-lesioned primate model of Parkinson's disease. | 2001 Sep |
|
| Effect of systemic FR140423, a new analgesic compound, in a rat model of postoperative pain: contribution of delta-opioid receptors. | 2003 Oct 16 |
|
| Involvement of the opioid system in the effects induced by nicotine on anxiety-like behaviour in mice. | 2005 Sep |
|
| Cannabidiol is an allosteric modulator at mu- and delta-opioid receptors. | 2006 Feb |
|
| Mechanistic investigation of N,N-diethyl-4-(phenyl-piperidin-4-ylidenemethyl)-benzamide-induced insulin depletion in the rat and RINm5F cells. | 2008 Sep |
|
| Characteristics and comparative severity of respiratory response to toxic doses of fentanyl, methadone, morphine, and buprenorphine in rats. | 2009 Dec 15 |
|
| Modulation of MDMA-induced behavioral and transcriptional effects by the delta opioid antagonist naltrindole in mice. | 2009 Jul |
|
| Role of mu- and delta-opioid receptors in the nucleus accumbens in cocaine-seeking behavior. | 2009 Jul |
Sample Use Guides
Naltrindole (0.5 and 1 mg/kg) antagonized swim-stress-induced antinociception in adult and 25-day old rats; but in 20-day old rats, naltrindole (1 mg/kg) had no effect.
Route of Administration:
Intraperitoneal
Stock solutions of Naltrindole were thawed and diluted in Beltsville-Thawing Solution to 200 micro-M. Three 1:10 serial dilutions were made in Beltsville-Thawing Solution. Subsequently, 200 micro-L of standardized Boar Sperm was added to 200 micro-L of Naltrindole solution. The final concentration of Naltrindole was 100, 10, and 1 micro-M. The Naltrindole-Sperm mixtures were incubated at 38 deg-C with shaking, and 25 micro-L aliquots were sampled at 5, 10, 15, 30, and 60 minutes. each aliquot was analyzed for membrane and mitochondrial integrity, including signs of early destabilization, as well as sperm kinematics. Naltrindole did not affect sperm motility at any concentration. However, the highest concentration of naltrindole (100 micro-M) caused a significant decrease in sperm viability after 60 minutes.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:53:12 GMT 2023
by
admin
on
Sat Dec 16 09:53:12 GMT 2023
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| Record UNII |
G167Z38QA4
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| Record Status |
Validated (UNII)
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| Record Version |
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111555-53-4
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Naltrindole
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G167Z38QA4
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DTXSID60912216
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5497186
Created by
admin on Sat Dec 16 09:53:12 GMT 2023 , Edited by admin on Sat Dec 16 09:53:12 GMT 2023
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