WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 463869
CAS#: 1329496-63-0 (hydrochloride)
Description: Maprotiline-d3 is intended for use as an internal standard for the quantification of maprotiline by GC- or LC-MS. Maprotiline is a tricyclic antidepressant. It binds to the norepinephrine transporter (NET) and is selective for NET over the serotonin and dopamine transporters. Maprotiline also binds to the serotonin (5-HT) receptor subtype 5-HT2A, as well as histamine H1, muscarinic acetylcholine, α1-adrenergic, and dopamine D2 receptors. In vivo, maprotiline inhibits norepinephrine reuptake in rat brain and peripheral tissues. It reduces isolation-induced aggressive behavior and inhibits electrical foot-shock stimulation-induced belligerence in mice when administered at doses ranging from 3 to 10 mg/kg. Maprotiline also reduces aggressive behavior in rhesus monkeys housed in groups. Formulations containing maprotiline have been used in the treatment of depression and anxiety.
MedKoo Cat#: 463869
Name: Maprotiline-d3 hydrochloride
CAS#: 1329496-63-0 (hydrochloride)
Chemical Formula: C20H21D3ClN
Exact Mass: 316.1786
Molecular Weight: 316.8873
Elemental Analysis: C, 75.81; H, 8.59; Cl, 11.19; N, 4.42
Synonym: Maprotiline-d3 hydrochloride; Maprotiline d3 hydrochloride; Ba 34276-d3; Ba34276-d3; Ba-34276-d3; Ba 34276 d3;
IUPAC/Chemical Name: 3-(9,10-ethanoanthracen-9(10H)-yl)-N-(methyl-d3)propan-1-amine hydrochloride
InChi Key: NZDMFGKECODQRY-NIIDSAIPSA-N
InChi Code: InChI=1S/C20H23N.ClH/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20;/h2-5,7-10,15,21H,6,11-14H2,1H3;1H/i1D3;
SMILES Code: [2H]C([2H])(NCCCC12CCC(C3=C2C=CC=C3)C4=CC=CC=C14)[2H].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
The following data is based on the product molecular weight 316.8873 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 |
1: Alotaibi MS, Yousuf AZ, Khan A, Alshammari NS. Late Presentation of Linezolid-Induced Serotonin Syndrome After Maprotiline and Mirtazapine Therapy: A Case Report. Clin Neuropharmacol. 2021 Jan 11. doi: 10.1097/WNF.0000000000000431. Epub ahead of print. PMID: 33443942.
2: Li ZH, Ma PK, Huang YF, Zhang Z, Zheng W, Chen JH, Guo CE, Chen N, Bi XN, Zhang YJ. Jiaotai Pill () Alleviates Insomnia through Regulating Monoamine and Organic Cation Transporters in Rats. Chin J Integr Med. 2021 Jan 9. doi: 10.1007/s11655-021-3284-y. Epub ahead of print. PMID: 33420587.
3: Borowicz-Reutt KK, Czuczwar SJ, Rusek M. Interactions of antiepileptic drugs with drugs approved for the treatment of indications other than epilepsy. Expert Rev Clin Pharmacol. 2020 Dec 11. doi: 10.1080/17512433.2020.1850258. Epub ahead of print. PMID: 33305639.
4: Gonçalves NPF, Varga Z, Bouchonnet S, Dulio V, Alygizakis N, Dal Bello F, Medana C, Calza P. Study of the photoinduced transformations of maprotiline in river water using liquid chromatography high-resolution mass spectrometry. Sci Total Environ. 2021 Feb 10;755(Pt 2):143556. doi: 10.1016/j.scitotenv.2020.143556. Epub 2020 Nov 6. PMID: 33190886.
5: Carpinteiro A, Edwards MJ, Hoffmann M, Kochs G, Gripp B, Weigang S, Adams C, Carpinteiro E, Gulbins A, Keitsch S, Sehl C, Soddemann M, Wilker B, Kamler M, Bertsch T, Lang KS, Patel S, Wilson GC, Walter S, Hengel H, Pöhlmann S, Lang PA, Kornhuber J, Becker KA, Ahmad SA, Fassbender K, Gulbins E. Pharmacological Inhibition of Acid Sphingomyelinase Prevents Uptake of SARS-CoV-2 by Epithelial Cells. Cell Rep Med. 2020 Nov 17;1(8):100142. doi: 10.1016/j.xcrm.2020.100142. Epub 2020 Oct 29. PMID: 33163980; PMCID: PMC7598530.
6: Ntoupa PA, Armaos KP, Athanaselis SA, Spiliopoulou CA, Papoutsis II. Study of the distribution of antidepressant drugs in vitreous humor using a validated GC/MS method. Forensic Sci Int. 2020 Dec;317:110547. doi: 10.1016/j.forsciint.2020.110547. Epub 2020 Oct 17. PMID: 33129048.
7: Alcântara LM, Ferreira TCS, Fontana V, Chatelain E, Moraes CB, Freitas-Junior LH. A Multi-Species Phenotypic Screening Assay for Leishmaniasis Drug Discovery Shows That Active Compounds Display a High Degree of Species-Specificity. Molecules. 2020 May 30;25(11):2551. doi: 10.3390/molecules25112551. PMID: 32486239; PMCID: PMC7321149.
8: Mukai J, Maruyama S, Otori K, Kubota R. [Antidepressant Medication Use and Development of Hyperglycemia and Diabetes Mellitus: A Japanese Adverse Drug Event Report Database Study]. Yakugaku Zasshi. 2020;140(4):591-598. Japanese. doi: 10.1248/yakushi.19-00196. PMID: 32238642.
9: Eugene AR. Association of sleep among 30 antidepressants: a population-wide adverse drug reaction study, 2004-2019. PeerJ. 2020 Mar 11;8:e8748. doi: 10.7717/peerj.8748. PMID: 32201646; PMCID: PMC7071824.
10: Liu J, Wan Y, Li S, Qiu H, Jiang Y, Ma X, Zhou S, Cheng W. Identification of aberrantly methylated differentially expressed genes and associated pathways in endometrial cancer using integrated bioinformatic analysis. Cancer Med. 2020 May;9(10):3522-3536. doi: 10.1002/cam4.2956. Epub 2020 Mar 14. Erratum in: Cancer Med. 2020 Jul;9(13):4877. PMID: 32170852; PMCID: PMC7221444.
11: Byrne AJ, Bright SA, McKeown JP, O'Brien JE, Twamley B, Fayne D, Williams DC, Meegan MJ. Design, Synthesis and Biochemical Evaluation of Novel Ethanoanthracenes and Related Compounds to Target Burkitt's Lymphoma. Pharmaceuticals (Basel). 2020 Jan 17;13(1):16. doi: 10.3390/ph13010016. PMID: 31963567; PMCID: PMC7168933.
12: Wang JT, Zheng YM, Chen YT, Gu M, Gao ZB, Nan FJ. Discovery of aryl sulfonamide-selective Nav1.7 inhibitors with a highly hydrophobic ethanoanthracene core. Acta Pharmacol Sin. 2020 Mar;41(3):293-302. doi: 10.1038/s41401-019-0267-z. Epub 2019 Jul 17. PMID: 31316182; PMCID: PMC7471454.
13: Rafiee L, Hajhashemi V, Javanmard SH. Maprotiline inhibits COX2 and iNOS gene expression in lipopolysaccharide-stimulated U937 macrophages and carrageenan-induced paw edema in rats. Cent Eur J Immunol. 2019;44(1):15-22. doi: 10.5114/ceji.2019.84011. Epub 2019 Apr 15. PMID: 31114432; PMCID: PMC6526590.
14: Feng Y, Zheng M, Zhang X, Kang K, Kang W, Lian K, Yang J. Analysis of four antidepressants in plasma and urine by gas chromatography-mass spectrometry combined with sensitive and selective derivatization. J Chromatogr A. 2019 Aug 30;1600:33-40. doi: 10.1016/j.chroma.2019.04.038. Epub 2019 Apr 17. PMID: 31040033.
15: Salamat Q, Yamini Y, Moradi M, Farahani A, Feizi N. Extraction of antidepressant drugs in biological samples using alkanol-based nano structured supramolecular solvent microextraction followed by gas chromatography with mass spectrometric analysis. J Sep Sci. 2019 Apr;42(8):1620-1628. doi: 10.1002/jssc.201801152. Epub 2019 Feb 27. PMID: 30758140.
16: Obara K, Imanaka S, Fukuhara H, Yamaki F, Matsuo K, Yoshio T, Tanaka Y. Evaluation of the potentiating effects of antidepressants on the contractile response to noradrenaline in guinea pig urethra smooth muscles. Clin Exp Pharmacol Physiol. 2019 May;46(5):444-455. doi: 10.1111/1440-1681.13072. Epub 2019 Mar 7. PMID: 30737814.
17: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Maprotiline. 2019 Feb 7. PMID: 30000236.
18: Obara K, Michino M, Ito M, Ao L, Sawada A, Yamaki F, Matsuo K, Yoshio T, Tanaka Y. Evaluation of Antidepressant Effects on Recovery of Electrical Field Stimulation-Induced Contractions that have been Suppressed by Clonidine in Isolated Rat Vas Deferens. Pharmacology. 2019;103(3-4):189-201. doi: 10.1159/000495616. Epub 2019 Jan 29. PMID: 30695779.
19: Greil W, Zhang X, Stassen H, Grohmann R, Bridler R, Hasler G, Toto S, Bleich S, Kasper S. Cutaneous adverse drug reactions to psychotropic drugs and their risk factors - a case-control study. Eur Neuropsychopharmacol. 2019 Jan;29(1):111-121. doi: 10.1016/j.euroneuro.2018.10.010. Epub 2018 Nov 10. PMID: 30424913.
20: Tong Y, Jiao Q, Liu Y, Lv J, Wang R, Zhu L. Maprotiline Prevents Monocrotaline-Induced Pulmonary Arterial Hypertension in Rats. Front Pharmacol. 2018 Sep 21;9:1032. doi: 10.3389/fphar.2018.01032. PMID: 30298002; PMCID: PMC6160570.
