Levonantradol hydrochloride | CAS#70222-86-5 | Antiemetic

MedKoo Cat#: 525438 | Name: Levonantradol hydrochloride

Description:

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

Levonantradol hydrochloride is a new antiemetic compound.

Chemical Structure

Levonantradol hydrochloride

CAS#70222-86-5

Theoretical Analysis

MedKoo Cat#: 525438

Name: Levonantradol hydrochloride

CAS#: 70222-86-5

Chemical Formula: C27H36ClNO4

Exact Mass: 473.2333

Molecular Weight: 474.04

Elemental Analysis: C, 68.41; H, 7.65; Cl, 7.48; N, 2.95; O, 13.50

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.

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Related CAS #

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Synonym

Levonantradol hydrochloride; Levonantradol HCl; CP 50,556-1; CP-50,556-1;UNII-V92884KHRI.

IUPAC/Chemical Name

(6S,6aR,9R,10aR)-9-hydroxy-6-methyl-3-(((R)-5-phenylpentan-2-yl)oxy)-5,6,6a,7,8,9,10,10a-octahydrophenanthridin-1-yl acetate hydrochloride

InChi Key

NSOGAHPJIFTUHV-YINRMENDSA-N

InChi Code

InChI=1S/C27H35NO4.ClH/c1-17(8-7-11-20-9-5-4-6-10-20)31-22-15-25-27(26(16-22)32-19(3)29)24-14-21(30)12-13-23(24)18(2)28-25;/h4-6,9-10,15-18,21,23-24,28,30H,7-8,11-14H2,1-3H3;1H/t17-,18+,21-,23+,24-;/m1./s1

SMILES Code

CC(OC1=C2[C@]3([H])C[C@H](O)CC[C@@]3([H])[C@H](C)NC2=CC(O[C@@H](CCCC4=CC=CC=C4)C)=C1)=O.[H]Cl

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

Product Data

Instruction

View handling instruction

Biological target:

Levonantradol hydrochloride is a new antiemetic compound.

In vitro activity:

TBD

In vivo activity:

The cannabinoid agonist levonantradol dose-dependently decreased general and locomotor activity and increased bradykinesia in cynomolgus monkeys (Macaca fascicularis). Reference: Psychopharmacology (Berl). 2001 Jun;156(1):79-85. https://pubmed.ncbi.nlm.nih.gov/11465637/

Preparing Stock Solutions

The following data is based on the product molecular weight 474.04 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. Meschler JP, Howlett AC, Madras BK. Cannabinoid receptor agonist and antagonist effects on motor function in normal and 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (MPTP)-treated non-human primates. Psychopharmacology (Berl). 2001 Jun;156(1):79-85. doi: 10.1007/s002130100728. PMID: 11465637. 2. Soderstrom K, Leid M, Moore FL, Murray TF. Behaviroal, pharmacological, and molecular characterization of an amphibian cannabinoid receptor. J Neurochem. 2000 Jul;75(1):413-23. doi: 10.1046/j.1471-4159.2000.0750413.x. PMID: 10854287.

In vitro protocol:

TBD

In vivo protocol:

1: McIlhenny HM, Mast RW, Johnson MR, Milne GM. Nantradol hydrochloride: pharmacokinetics and behavioral effects after acute and chronic treatment. J Pharmacol Exp Ther. 1981 Nov;219(2):363-9. PubMed PMID: 7288626. 2: Wolff JS 3rd, Hemsworth GR, DeMaio M, Sloan D. The effects of levonantradol hydrochloride on tumor growth and therapy. J Clin Pharmacol. 1981 Aug-Sep;21(8-9 Suppl):99S-102S. PubMed PMID: 7298878. 3: Heim ME, Romer W, Queisser W. Clinical experience with levonantradol hydrochloride in the prevention of cancer chemotherapy-induced nausea and vomiting. J Clin Pharmacol. 1981 Aug-Sep;21(8-9 Suppl):86S-89S. PubMed PMID: 7298877.