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MedKoo Cat#: 565447 | Name: Levomepromazine Maleate
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Description:

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

Levomepromazine Maleate is a Tricyclic antidepressant (TCA), acting as a serotonin–norepinephrine reuptake inhibitor (SNRI) and also having other activities including antihistamine, antiadrenergic, antiserotonergic, anticholinergic, and sodium channel-blocking effects.

Chemical Structure

Levomepromazine Maleate
Levomepromazine Maleate
CAS#7104-38-3 (maleate)

Theoretical Analysis

MedKoo Cat#: 565447

Name: Levomepromazine Maleate

CAS#: 7104-38-3 (maleate)

Chemical Formula: C23H28N2O5S

Exact Mass: 444.1719

Molecular Weight: 444.55

Elemental Analysis: C, 62.14; H, 6.35; N, 6.30; O, 17.99; S, 7.21

Price and Availability

Size Price Availability Quantity
5g USD 500.00 2 Weeks
25g USD 1,250.00 2 Weeks
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Related CAS #
1236-99-3 (HCl) 60-99-1 (free base) 7104-38-3 (maleate)
Synonym
CL 36467; CL 39743; Hirnamin; Levomeprazine; Levomepromazin; Levomepromazine; Levopromazine; Levoprome; Levopromethazine; Levotomin; Mepromazine; Methotrimeprazine; NSC 226516; Neozine; Nirvan; Nozinan; Nozinane; RP 7044; SKF 5116; Sinogan; Sinogan-Debil; Tisercin; XP 03
IUPAC/Chemical Name
(2R)-3-(2-methoxyphenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine maleate
InChi Key
IFLZPECPTYCEBR-VIEYUMQNSA-N
InChi Code
InChI=1S/C19H24N2OS.C4H4O4/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;5-3(6)1-2-4(7)8/h5-11,14H,12-13H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-;/m1./s1
SMILES Code
C[C@@H](CN1C2=C(C=CC=C2)SC3=CC=C(OC)C=C13)CN(C)C.O=C(O)/C=C\C(O)=O
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
>3 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:
Levomepromazine Maleate is a Tricyclic antidepressant (TCA), acting as a serotonin–norepinephrine reuptake inhibitor (SNRI) and also having other activities including antihistamine, antiadrenergic, antiserotonergic, anticholinergic, and sodium channel-blocking effects.
In vitro activity:
The results indicate that levomepromazine and clozapine induce the expression of main CYP enzyme CYP3A4 in human hepatocytes. Levomepromazine and clozapine at concentrations of 2.5 and 10 µM, respectively, caused a significant increase in the mRNA level and activity of CYP3A4. Reference: Pharmacol Rep. 2021 Feb;73(1):303-308. https://pubmed.ncbi.nlm.nih.gov/32888176/
In vivo activity:
In vivo, LMP's (levomepromazine) effects were first assessed in 5-day-old healthy, uninjured CD-1 mouse pups receiving a single intraperitoneal injection of vehicle or different dosages of LMP. In vivo, no specific toxic effects of LMP were observed neither in healthy mouse pups nor in experimental animals subjected to excitotoxic injury, but body weight gain was significantly lower following higher-dose LMP treatment. Reference: IBRO Rep. 2020 Sep 24;9:247-257. https://pubmed.ncbi.nlm.nih.gov/33024879/

Preparing Stock Solutions

The following data is based on the product molecular weight 444.55 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. Danek PJ, Basińska-Ziobroń A, Wójcikowski J, Daniel WA. Levomepromazine and clozapine induce the main human cytochrome P450 drug metabolizing enzyme CYP3A4. Pharmacol Rep. 2021 Feb;73(1):303-308. doi: 10.1007/s43440-020-00157-4. Epub 2020 Sep 4. PMID: 32888176; PMCID: PMC7862537. 2. Posod A, Winkler I, Wegleiter K, Huber E, Urbanek M, Kiechl-Kohlendorfer U, Griesmaier E. The effect of levomepromazine on the healthy and injured developing mouse brain - An in vitro and in vivo study. IBRO Rep. 2020 Sep 24;9:247-257. doi: 10.1016/j.ibror.2020.09.003. PMID: 33024879; PMCID: PMC7527626.
In vitro protocol:
1. Danek PJ, Basińska-Ziobroń A, Wójcikowski J, Daniel WA. Levomepromazine and clozapine induce the main human cytochrome P450 drug metabolizing enzyme CYP3A4. Pharmacol Rep. 2021 Feb;73(1):303-308. doi: 10.1007/s43440-020-00157-4. Epub 2020 Sep 4. PMID: 32888176; PMCID: PMC7862537.
In vivo protocol:
1. Posod A, Winkler I, Wegleiter K, Huber E, Urbanek M, Kiechl-Kohlendorfer U, Griesmaier E. The effect of levomepromazine on the healthy and injured developing mouse brain - An in vitro and in vivo study. IBRO Rep. 2020 Sep 24;9:247-257. doi: 10.1016/j.ibror.2020.09.003. PMID: 33024879; PMCID: PMC7527626.
1: Gál GT, May NV, Bombicz P. Crystal structure of levomepromazine maleate. Acta Crystallogr E Crystallogr Commun. 2016 Apr 5;72(Pt 5):612-5. doi: 10.1107/S2056989016004916. eCollection 2016 May 1. PubMed PMID: 27308001; PubMed Central PMCID: PMC4908531. 2: Ishikawa T, Zhu BL, Maeda H. Effects of therapeutic agents on cellular respiration as an indication of metabolic activity. Hum Exp Toxicol. 2006 Mar;25(3):135-40. PubMed PMID: 16634332. 3: Hosomi K, Okuno A, Umetani Y, Araya T, Matsuyama K, Haginaka J, Mifune M, Saito Y. Coloration of phenothiazines with metal-containing drugs. Yakugaku Zasshi. 2004 Sep;124(9):587-98. PubMed PMID: 15340180. 4: Montoya A, Ocampo M, Torres-Ruiz A. Neuroleptic malignant syndrome in Mexico. Can J Clin Pharmacol. 2003 Fall;10(3):111-3. PubMed PMID: 14506509. 5: Nikolic K, Popovic R. Polarographic determination of levomepromazine maleate on basis of maleinic acid measuring. Acta Pharm Hung. 1978 Jul;48(4):151-4. PubMed PMID: 707106. 6: SVENNEBY G, KVAMME E, EITINGER L. LEVOMEPROMAZINE (NOZINAN) MEDICATION AS A SOURCE OF ERROR IN THE LABORATORY DIAGNOSIS OF PHENYLKETONURIA. Scand J Clin Lab Invest. 1965;17:260-4. PubMed PMID: 14320097.

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