Levonantradol hydrochloride

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

MedKoo CAT#: 525438

CAS#: 70222-86-5

Description: Levonantradol hydrochloride is a new antiemetic compound.

Chemical Structure

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Levonantradol hydrochloride
CAS# 70222-86-5
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 525438
Name: Levonantradol hydrochloride
CAS#: 70222-86-5
Chemical Formula: C27H36ClNO4
Exact Mass: 473.23
Molecular Weight: 474.038
Elemental Analysis: C, 68.41; H, 7.65; Cl, 7.48; N, 2.95; O, 13.50

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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.

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: 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. 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.

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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.