Synonym
PD-144418 Oxalate; PD-144418; PD144418; PD 144418;
IUPAC/Chemical Name
3-(4-Methylphenyl)-5-(1-propyl-3,6-dihydro-2H-pyridin-5-yl)-1,2-oxazole Oxalate
InChi Key
IWSFHSVGBKPYFN-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H22N2O.C2H2O4/c1-3-10-20-11-4-5-16(13-20)18-12-17(19-21-18)15-8-6-14(2)7-9-15;3-1(4)2(5)6/h5-9,12H,3-4,10-11,13H2,1-2H3;(H,3,4)(H,5,6)
SMILES Code
CCCN1CC(C2=CC(C3=CC=C(C)C=C3)=NO2)=CCC1.O=C(O)C(O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
PD 144418 oxalate is a highly affinity, potent and selective sigma 1 (σ1) receptor ligand.
In vitro activity:
PD 144418 exhibited an affinity for sigma 1 of 0.08 nM (Ki) versus a K1 of 1377 nM for sigma 2 site. Additional receptor binding studies indicated that PD 144418 lacked affinity for dopaminergic, adrenergic, muscarinic and a variety of other receptors. In vitro studies indicated that PD 144418 reversed the N-methyl-D-aspartate (NMDA)-induced increase in cyclic GMP (cGMP) in rat cerebellar slices without affecting the basal levels, suggesting that sigma 1 sites may be important in the regulation of glutamine-induced actions.
Reference: Neuropharmacology. 1997 Jan;36(1):51-62. https://pubmed.ncbi.nlm.nih.gov/9144641/
In vivo activity:
The present study examined the effects of PD144418 on motivational aspects of feeding in male and female rats using an operant task under sated or food deprived conditions. Results indicated that when animals are sated, at the highest dose (10 μmol/kg), under a progressive ratio (PR) reinforcement schedule, PD144418 significantly attenuated the breakpoint and the number of active lever responses for sucrose pellets in both males and females.
Reference: Behav Brain Res. 2019 Nov 5;373:112087. https://pubmed.ncbi.nlm.nih.gov/31325519/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
18.6 |
50.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
372.42
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Lever JR, Miller DK, Fergason-Cantrell EA, Green CL, Watkinson LD, Carmack TL, Lever SZ. Relationship between cerebral sigma-1 receptor occupancy and attenuation of cocaine's motor stimulatory effects in mice by PD144418. J Pharmacol Exp Ther. 2014 Oct;351(1):153-63. doi: 10.1124/jpet.114.216671. Epub 2014 Aug 6. PMID: 25100754; PMCID: PMC4165029.
2. Akunne HC, Whetzel SZ, Wiley JN, Corbin AE, Ninteman FW, Tecle H, Pei Y, Pugsley TA, Heffner TG. The pharmacology of the novel and selective sigma ligand, PD 144418. Neuropharmacology. 1997 Jan;36(1):51-62. doi: 10.1016/s0028-3908(96)00161-x. PMID: 9144641.
3. Tapia MA, Lee JR, Bathe EL, Rivera LL, Mason KL, Cessac ME, Bodeen JL, Miller DK, Will MJ. Sigma-1 receptor antagonist, PD144418, selectively reduces female motivation for food during negative energy balance. Behav Brain Res. 2019 Nov 5;373:112087. doi: 10.1016/j.bbr.2019.112087. Epub 2019 Jul 17. PMID: 31325519.
4. Tapia MA, Lever JR, Lever SZ, Will MJ, Park ES, Miller DK. Sigma-1 receptor ligand PD144418 and sigma-2 receptor ligand YUN-252 attenuate the stimulant effects of methamphetamine in mice. Psychopharmacology (Berl). 2019 Nov;236(11):3147-3158. doi: 10.1007/s00213-019-05268-2. Epub 2019 May 28. PMID: 31139878.
In vitro protocol:
1. Lever JR, Miller DK, Fergason-Cantrell EA, Green CL, Watkinson LD, Carmack TL, Lever SZ. Relationship between cerebral sigma-1 receptor occupancy and attenuation of cocaine's motor stimulatory effects in mice by PD144418. J Pharmacol Exp Ther. 2014 Oct;351(1):153-63. doi: 10.1124/jpet.114.216671. Epub 2014 Aug 6. PMID: 25100754; PMCID: PMC4165029.
2. Akunne HC, Whetzel SZ, Wiley JN, Corbin AE, Ninteman FW, Tecle H, Pei Y, Pugsley TA, Heffner TG. The pharmacology of the novel and selective sigma ligand, PD 144418. Neuropharmacology. 1997 Jan;36(1):51-62. doi: 10.1016/s0028-3908(96)00161-x. PMID: 9144641.
In vivo protocol:
1. Tapia MA, Lee JR, Bathe EL, Rivera LL, Mason KL, Cessac ME, Bodeen JL, Miller DK, Will MJ. Sigma-1 receptor antagonist, PD144418, selectively reduces female motivation for food during negative energy balance. Behav Brain Res. 2019 Nov 5;373:112087. doi: 10.1016/j.bbr.2019.112087. Epub 2019 Jul 17. PMID: 31325519.
2. Tapia MA, Lever JR, Lever SZ, Will MJ, Park ES, Miller DK. Sigma-1 receptor ligand PD144418 and sigma-2 receptor ligand YUN-252 attenuate the stimulant effects of methamphetamine in mice. Psychopharmacology (Berl). 2019 Nov;236(11):3147-3158. doi: 10.1007/s00213-019-05268-2. Epub 2019 May 28. PMID: 31139878.
Lever, J. R., Miller, D. K., Fergason-Cantrell, E. A., Green, C. L., Watkinson, L. D., Carmack, T. L., & Lever, S. Z. (2014). Relationship between cerebral sigma-1 receptor occupancy and attenuation of cocaine’s motor stimulatory effects in mice by PD144418. Journal of Pharmacology and Experimental Therapeutics, 351(1), 153-163.
Tapia, M. A., Lee, J. R., Bathe, E. L., Rivera, L. L., Mason, K. L., Cessac, M. E., ... & Will, M. J. (2019). Sigma-1 receptor antagonist, PD144418, selectively reduces female motivation for food during negative energy balance. Behavioural brain research, 373, 112087.
