WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H525437
CAS#: 60-99-1
Description: Levomepromazine, also known as methotrimeprazine, is a phenothiazine neuroleptic drug. Levomepromazine is used for the treatment of psychosis, particularly those of schizophrenia, and manic phases of bipolar disorder.
Hodoodo Cat#: H525437
Name: Levomepromazine
CAS#: 60-99-1
Chemical Formula: C19H24N2OS
Exact Mass: 328.16
Molecular Weight: 328.474
Elemental Analysis: C, 69.47; H, 7.36; N, 8.53; O, 4.87; S, 9.76
Related CAS #: 1236-99-3 (HCl) 60-99-1 (free base) 7104-38-3 (maleate)
Synonym: Levomepromazine; Levomepromazin; Levomepromazinum; Mepromazine; Methotrimeprazine; Methoxytrimeprazine; Milezin; Minozinan; Neozine; Neurocil.
IUPAC/Chemical Name: (-)-(2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
InChi Key: VRQVVMDWGGWHTJ-CQSZACIVSA-N
InChi Code: InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1
SMILES Code: C[C@@H](CN1c2ccccc2Sc3c1cc(cc3)OC)CN(C)C
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 328.47 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: | |
| In vitro protocol: | |
| In vivo protocol: |
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3: Basińska-Ziobroń A, Daniel WA, Wójcikowski J. Inhibition of human cytochrome P450 isoenzymes by a phenothiazine neuroleptic levomepromazine: An in vitro study. Pharmacol Rep. 2015 Dec;67(6):1178-82. doi: 10.1016/j.pharep.2015.04.005. Epub 2015 Apr 23. PubMed PMID: 26481538.
4: Wójcikowski J, Basińska A, Boksa J, Daniel WA. The influence of amitriptyline and carbamazepine on levomepromazine metabolism in human liver: an in vitro study. Pharmacol Rep. 2014 Dec;66(6):1122-6. doi: 10.1016/j.pharep.2014.07.012. Epub 2014 Aug 7. PubMed PMID: 25443744.
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6: Suzuki H, Gen K, Takahashi Y. A naturalistic comparison study of the efficacy and safety of intramuscular olanzapine, intramuscular haloperidol, and intramuscular levomepromazine in acute agitated patients with schizophrenia. Hum Psychopharmacol. 2014 Jan;29(1):83-8. doi: 10.1002/hup.2376. PubMed PMID: 24424709.
7: Preßler J, Lücking M, Melter M, Gerling S. Nonsustained ventricular tachycardia in a patient with acquired long QT syndrome after levomepromazine injection. Intensive Care Med. 2014 Jan;40(1):133-4. doi: 10.1007/s00134-013-3138-y. Epub 2013 Oct 30. PubMed PMID: 24170144.
8: Suzuki H, Gen K. A naturalistic comparison of the efficacy and safety of intramuscular olanzapine and intramuscular levomepromazine in agitated elderly patients with schizophrenia. Neuropsychiatr Dis Treat. 2013;9:1281-7. doi: 10.2147/NDT.S50754. Epub 2013 Aug 28. PubMed PMID: 24039430; PubMed Central PMCID: PMC3770645.
9: Piñero-Santiago LE, García C, Lhiaubet-Vallet V, Trzcionka J, Oyola R, Torres K, Leguillú J, Miranda MA. Photooxidation mechanism of levomepromazine in different solvents. Photochem Photobiol. 2013 Nov-Dec;89(6):1479-89. doi: 10.1111/php.12147. Epub 2013 Sep 10. PubMed PMID: 23909411.
10: Darvill E, Dorman S, Perkins P. Levomepromazine for nausea and vomiting in palliative care. Cochrane Database Syst Rev. 2013 Apr 30;(4):CD009420. doi: 10.1002/14651858.CD009420.pub2. Review. Update in: Cochrane Database Syst Rev. 2015;(11):CD009420. PubMed PMID: 23633372.
11: Fernandez-Campos F, Mallandrich M, Calpena AC, Ayestarán A, Lacasa C. Stability studies of binary and ternary mixtures containing morphine, midazolam, levomepromazine and hyoscine butylbromide for parenteral administration. J Pharm Pharmacol. 2013 Mar;65(3):379-89. doi: 10.1111/jphp.12001. Epub 2013 Jan 14. PubMed PMID: 23356847.
12: Dietz I, Schmitz A, Lampey I, Schulz C. Evidence for the use of Levomepromazine for symptom control in the palliative care setting: a systematic review. BMC Palliat Care. 2013 Jan 19;12:2. doi: 10.1186/1472-684X-12-2. PubMed PMID: 23331515; PubMed Central PMCID: PMC3602665.
13: Murray-Brown FL. A case of possible glossitis in a patient with non small cell carcinoma of the lung secondary to levomepromazine. Palliat Med. 2012 Sep;26(6):860-1. doi: 10.1177/0269216311434953. PubMed PMID: 22918478.
14: Karpińska J, Sokół A, Bernatowicz A, Szulęcka A, Kotowska U. Studies on photodegradation of levomepromazine and olanzapine under simulated environmental conditions. Photochem Photobiol Sci. 2012 Oct;11(10):1575-84. PubMed PMID: 22859061.
15: Mizoguchi Y. Levomepromazine-induced retrograde ejaculation. J Neuropsychiatry Clin Neurosci. 2012 Winter;24(1):E32. doi: 10.1176/appi.neuropsych.11020049. PubMed PMID: 22450639.
16: Sivaraman P, Rattehalli R, Jayaram M. Levomepromazine for schizophrenia. Schizophr Bull. 2012 Mar;38(2):219-20. doi: 10.1093/schbul/sbr174. Epub 2011 Nov 23. Review. PubMed PMID: 22114097; PubMed Central PMCID: PMC3283151.
17: Al-Tannak NF, Cable CG, McArthur DA, Watson DG. A stability indicating assay for a combination of morphine sulphate with levomepromazine hydrochloride used in palliative care. J Clin Pharm Ther. 2012 Feb;37(1):71-3. doi: 10.1111/j.1365-2710.2011.01252.x. Epub 2011 Mar 16. PubMed PMID: 21410738.
18: Hardy J, O'Shea A, Gilbert C, Norris R. Is levomepromazine stable over time? Palliat Med. 2011 Apr;25(3):284-5. doi: 10.1177/0269216310387963. Epub 2011 Jan 19. PubMed PMID: 21248181.
19: Sivaraman P, Rattehalli RD, Jayaram MB. Levomepromazine for schizophrenia. Cochrane Database Syst Rev. 2010 Oct 6;(10):CD007779. doi: 10.1002/14651858.CD007779.pub2. Review. PubMed PMID: 20927765.
20: Tanii H, Saka K, Inoue K, Okada M. Neuroleptic malignant syndrome following levomepromazine discontinuation. J Neuropsychiatry Clin Neurosci. 2010 Spring;22(2):E16. doi: 10.1176/appi.neuropsych.22.2.247-j.e16. PubMed PMID: 20463130.
