MedKoo Cat#: 562305 | Name: Levoxadrol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Levoxadrol is an inhibitor of the phencyclidine (PCP) receptor. It acts by producing morphine-like antinociception and sedation, relieving pain without the loss of consciousness.

Chemical Structure

Levoxadrol
CAS#4792-18-1

Theoretical Analysis

MedKoo Cat#: 562305

Name: Levoxadrol

CAS#: 4792-18-1

Chemical Formula: C20H23NO2

Exact Mass: 309.1729

Molecular Weight: 309.41

Elemental Analysis: C, 77.64; H, 7.49; N, 4.53; O, 10.34

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Levoxadrol;
IUPAC/Chemical Name
(2R)-2-[(4R)-2,2-Diphenyl-1,3-dioxolan-4-yl]piperidine
InChi Key
HGKAMARNFGKMLC-MOPGFXCFSA-N
InChi Code
InChI=1S/C20H23NO2/c1-3-9-16(10-4-1)20(17-11-5-2-6-12-17)22-15-19(23-20)18-13-7-8-14-21-18/h1-6,9-12,18-19,21H,7-8,13-15H2/t18-,19+/m1/s1
SMILES Code
[C@@H]1([C@H]2OC(C3=CC=CC=C3)(C4=CC=CC=C4)OC2)NCCCC1
Appearance
Solid powder
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
More Info
Product Data
Biological target:
Levoxadrol is an inhibitor of the phencyclidine (PCP) receptor.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 309.41 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.

Recalculate based on batch purity %
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:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Grant KA, Colombo G, Grant J, Rogawski MA. Dizocilpine-like discriminative stimulus effects of low-affinity uncompetitive NMDA antagonists. Neuropharmacology. 1996;35(12):1709-19. PubMed PMID: 9076750. 2: Pechnick RN, Poland RE. Neuroendocrine responses produced by enantiomeric pairs of drugs that interact with phencyclidine and sigma receptors. Eur J Pharmacol. 1994 Sep 22;263(1-2):115-20. PubMed PMID: 7821343. 3: Jamieson GA, Agrawal AK, Greco NJ, Tenner TE Jr, Jones GD, Rice KC, Jacobson AE, White JG, Tandon NN. Phencyclidine binds to blood platelets with high affinity and specifically inhibits their activation by adrenaline. Biochem J. 1992 Jul 1;285 ( Pt 1):35-9. PubMed PMID: 1322125; PubMed Central PMCID: PMC1132740. 4: Domino EF. Chemical dissociation of human awareness: focus on non-competitive NMDA receptor antagonists. J Psychopharmacol. 1992 Jan;6(3):418-24. doi: 10.1177/026988119200600312. PubMed PMID: 22291389. 5: Haring R, Pellegrini-Giampietro DE, Zukin SR, Zukin RS, Scheideler MA. High efficiency reconstitution of a phencyclidine/MK-801 receptor binding site solubilized from rat forebrain membranes. Mol Pharmacol. 1991 Nov;40(5):666-73. PubMed PMID: 1658603. 6: Brog JS, Beinfeld MC. Inhibition of carbachol-induced inositol phosphate accumulation by phencyclidine, phencyclidine-like ligands and sigma agonists involves blockade of the muscarinic cholinergic receptor: a novel dioxadrol-preferring interaction. J Pharmacol Exp Ther. 1990 Sep;254(3):952-6. PubMed PMID: 2203900. 7: Mount H, Boksa P, Chaudieu I, Quirion R. Phencyclidine and related compounds evoked [3H]dopamine release from rat mesencephalic cell cultures by a mechanism independent of the phencyclidine receptor, sigma binding site, or dopamine uptake site. Can J Physiol Pharmacol. 1990 Sep;68(9):1200-6. PubMed PMID: 1980428. 8: Allard LR, Brog JS, Viereck JC, Contreras PC, Jacobson AE, Rice KC, Beinfeld MC. Inhibition of potassium-evoked release of cholecystokinin from rat caudate-putamen, cerebral cortex and hippocampus incubated in vitro by phencyclidine and related compounds. Brain Res. 1990 Jul 9;522(2):224-6. PubMed PMID: 2171716. 9: ffrench-Mullen JM, Rogawski MA. Interaction of phencyclidine with voltage-dependent potassium channels in cultured rat hippocampal neurons: comparison with block of the NMDA receptor-ionophore complex. J Neurosci. 1989 Nov;9(11):4051-61. PubMed PMID: 2555461. 10: Pechnick RN, Wong CA, George R, Thurkauf A, Jacobson AE, Rice KC. Comparison of the effects of the acute administration of dexoxadrol, levoxadrol, MK-801 and phencyclidine on body temperature in the rat. Neuropharmacology. 1989 Aug;28(8):829-35. PubMed PMID: 2674766. 11: Wang Y, Lee HK. Facilitation of gamma-aminobutyric acid-induced depression by (+)PCMP and dexoxadrol in the cerebellar Purkinje neurons of the rat. Neuropharmacology. 1989 Apr;28(4):343-50. PubMed PMID: 2747847. 12: Bourne GW, Capek R, Esplin B. Phencyclidine suppresses hippocampal long-term potentiation through stereospecific activation of phencyclidine receptors. Neuropharmacology. 1989 Jan;28(1):49-56. PubMed PMID: 2538768. 13: Kushner L, Zukin SR, Zukin RS. Characterization of opioid, sigma, and phencyclidine receptors in the neuroblastoma-brain hybrid cell line NCB-20. Mol Pharmacol. 1988 Nov;34(5):689-94. PubMed PMID: 2848188. 14: Bartschat DK, Blaustein MP. Psychotomimetic sigma-ligands, dexoxadrol and phencyclidine block the same presynaptic potassium channel in rat brain. J Physiol. 1988 Sep;403:341-53. PubMed PMID: 3253423; PubMed Central PMCID: PMC1190716. 15: Rogawski MA, Pieniek M, Suzuki S, ffrench-Mullen JM. Phencyclidine selectively blocks the sustained voltage-dependent potassium conductance in PC12 cells. Brain Res. 1988 Jul 19;456(1):38-48. PubMed PMID: 2457411. 16: Bourne GW, Esplin B, Capek R. Disinhibitory effect of phencyclidine in the hippocampus in vitro: PCP receptors implicated. Eur J Pharmacol. 1988 May 20;150(1-2):67-74. PubMed PMID: 2841144. 17: Kushner L, Lerma J, Zukin RS, Bennett MV. Coexpression of N-methyl-D-aspartate and phencyclidine receptors in Xenopus oocytes injected with rat brain mRNA. Proc Natl Acad Sci U S A. 1988 May;85(9):3250-4. PubMed PMID: 2834739; PubMed Central PMCID: PMC280182. 18: Sorensen RG, Blaustein MP. The rat brain phencyclidine (PCP) receptor. A putative K+ channel. Biochem Pharmacol. 1988 Feb 1;37(3):511-9. PubMed PMID: 2447895. 19: Jacobson AE, Harrison EA Jr, Mattson MV, Rafferty MF, Rice KC, Woods JH, Winger G, Solomon RE, Lessor RA, Silverton JV. Enantiomeric and diastereomeric dioxadrols: behavioral, biochemical and chemical determination of the configuration necessary for phencyclidine-like properties. J Pharmacol Exp Ther. 1987 Oct;243(1):110-7. PubMed PMID: 2822892. 20: Coan EJ, Collingridge GL. Effects of phencyclidine, SKF 10,047 and related psychotomimetic agents on N-methyl-D-aspartate receptor mediated synaptic responses in rat hippocampal slices. Br J Pharmacol. 1987 Jul;91(3):547-56. PubMed PMID: 3038243; PubMed Central PMCID: PMC1853537.