Desipramine Hydrochloride | Norpramin | EX-4355 | CAS#58-28-6 | CAS#50-47-5 | Non-Selective Monoamine Reuptake Inhibitor

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

MedKoo CAT#: 329018

CAS#: 58-28-6 (HCl)

Description: Desipramine Hydrochloride, also known as Norpramin and EX-4355, is a tricyclic dibenzazepine compound that potentiates neurotransmission. Desipramine Hydrochloride selectively blocks reuptake of norepinephrine from the neural synapse, and also appears to impair serotonin transport. Desipramine Hydrochloride also possesses minor anticholinergic activity, through its affinity to muscarinic receptors.

Chemical Structure

Desipramine Hydrochloride

CAS# 58-28-6 (HCl)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 329018
Name: Desipramine Hydrochloride
CAS#: 58-28-6 (HCl)
Chemical Formula: C18H23ClN2
Exact Mass: 0.00
Molecular Weight: 302.846
Elemental Analysis: C, 71.39; H, 7.66; Cl, 11.71; N, 9.25

Price and Availability

Size	Price	Availability	Quantity
1g	USD 150
2g	USD 250
5g	USD 450
10g	USD 750
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 34289-31-1 (trifluoroacetate) 58-28-6 (HCl) 50-47-5 (free base) 62265-06-9 (dibudinate)

Synonym: Desipramine Hydrochloride; EX-4355; G-35020; EX 4355; G 35020; EX4355; G35020; Norpramin

IUPAC/Chemical Name: 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine hydrochloride

InChi Key: XAEWZDYWZHIUCT-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H22N2.ClH/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20;/h2-5,7-10,19H,6,11-14H2,1H3;1H

SMILES Code: CNCCCN1C2=CC=CC=C2CCC3=CC=CC=C31.[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: Related CAS# 58-28-6(Desipramine Hydrochloride) 50-47-5(Desipramine)

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	Desipramine hydrochloride is an inhibitor of norepinephrine transporter (NET), 5-HT transporter (SERT) and dopamine transporter (DAT) with Kis of 4, 61 and 78,720 nM, respectively.
In vitro activity:	To simulate hepatic ischemia, rat hepatocytes were incubated in anaerobic, nutrient-deficient, and acidic KRH buffer (pH 6.2) at 37°C. After 4 h of ischemic conditions, the anaerobic buffer was replaced with aerobic KRH buffer at pH 7.4. Similar to a previous report, hepatocyte death progressively increased after reperfusion (Fig. 1A). DMI (desipramine) at 5 μM significantly reduced cell death during 120 min of reperfusion, while a lower concentration (1 μM) did not. Reference: Biochem Biophys Rep. 2021 Sep; 27: 101075. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8313843/
In vivo activity:	Alveolar bone loss was significantly reduced in the ligature + desipramine group (P < 0.05), whereas gingival collagen degradation was like the ligature group (P > 0.05). Desipramine administration downregulated mRNA expressions of IL-1β, iNOS, COX-2, and TIMP-1 when compared to vehicle alone in the ligature group (P < 0.05). MMP-9 expression and MMP-9/TIMP-1 ratio were similar among rats with ligature-induced periodontitis (P > 0.05); however, MMP-9 activity was lower in the group treated with desipramine (P < 0.05). Reference: J Periodontol. 2020 Dec;91(12):1694-1703. https://pubmed.ncbi.nlm.nih.gov/32294250/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	80.0	264.16
	Ethanol	60.0	198.12
	Water	45.1	149.05

Preparing Stock Solutions

The following data is based on the product molecular weight 302.85 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. Shin JK, Kim JS. Cytoprotection of rat hepatocytes by desipramine in a model of simulated ischemia/reperfusion. Biochem Biophys Rep. 2021 Jul 15;27:101075. doi: 10.1016/j.bbrep.2021.101075. PMID: 34337165; PMCID: PMC8313843. 2. Branco-de-Almeida LS, Franco GCN, Castro ML, Vieira MS, Galvão-Moreira LV, Cortelli SC, Anbinder AL, Kawai T, Rosalen PL. Protective effects of desipramine on alveolar bone in experimental periodontitis. J Periodontol. 2020 Dec;91(12):1694-1703. doi: 10.1002/JPER.19-0569. Epub 2020 Jun 5. PMID: 32294250. 3. Spulber S, Conti M, Elberling F, Raciti M, Borroto-Escuela DO, Fuxe K, Ceccatelli S. Desipramine restores the alterations in circadian entrainment induced by prenatal exposure to glucocorticoids. Transl Psychiatry. 2019 Oct 17;9(1):263. doi: 10.1038/s41398-019-0594-3. PMID: 31624238; PMCID: PMC6797805.
In vitro protocol:	1. Shin JK, Kim JS. Cytoprotection of rat hepatocytes by desipramine in a model of simulated ischemia/reperfusion. Biochem Biophys Rep. 2021 Jul 15;27:101075. doi: 10.1016/j.bbrep.2021.101075. PMID: 34337165; PMCID: PMC8313843.
In vivo protocol:	1. Branco-de-Almeida LS, Franco GCN, Castro ML, Vieira MS, Galvão-Moreira LV, Cortelli SC, Anbinder AL, Kawai T, Rosalen PL. Protective effects of desipramine on alveolar bone in experimental periodontitis. J Periodontol. 2020 Dec;91(12):1694-1703. doi: 10.1002/JPER.19-0569. Epub 2020 Jun 5. PMID: 32294250. 2. Spulber S, Conti M, Elberling F, Raciti M, Borroto-Escuela DO, Fuxe K, Ceccatelli S. Desipramine restores the alterations in circadian entrainment induced by prenatal exposure to glucocorticoids. Transl Psychiatry. 2019 Oct 17;9(1):263. doi: 10.1038/s41398-019-0594-3. PMID: 31624238; PMCID: PMC6797805.

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1: Bellows BK, Nelson RE, Oderda GM, LaFleur J. Long-term cost-effectiveness of initiating treatment for painful diabetic neuropathy with pregabalin, duloxetine, gabapentin, or desipramine. Pain. 2016 Jan;157(1):203-13. doi: 10.1097/j.pain.0000000000000350. PubMed PMID: 26397932.

2: Higashino K, Ago Y, Umehara M, Kita Y, Fujita K, Takuma K, Matsuda T. Effects of acute and chronic administration of venlafaxine and desipramine on extracellular monoamine levels in the mouse prefrontal cortex and striatum. Eur J Pharmacol. 2014 Apr 15;729:86-93. doi: 10.1016/j.ejphar.2014.02.012. Epub 2014 Feb 20. PubMed PMID: 24561044.

3: Mokhber N, Abdollahian E, Soltanifar A, Samadi R, Saghebi A, Haghighi MB, Azarpazhooh A. Comparison of sertraline, venlafaxine and desipramine effects on depression, cognition and the daily living activities in Alzheimer patients. Pharmacopsychiatry. 2014 Jul;47(4-5):131-40. doi: 10.1055/s-0034-1377041. Epub 2014 Jun 23. PubMed PMID: 24955552.

4: Bravo L, Mico JA, Rey-Brea R, Camarena-Delgado C, Berrocoso E. Effect of DSP4 and desipramine in the sensorial and affective component of neuropathic pain in rats. Prog Neuropsychopharmacol Biol Psychiatry. 2016 Oct 3;70:57-67. doi: 10.1016/j.pnpbp.2016.05.002. Epub 2016 May 12. PubMed PMID: 27181607.

5: Cipriani A, Zhou X, Del Giovane C, Hetrick SE, Qin B, Whittington C, Coghill D, Zhang Y, Hazell P, Leucht S, Cuijpers P, Pu J, Cohen D, Ravindran AV, Liu Y, Michael KD, Yang L, Liu L, Xie P. Comparative efficacy and tolerability of antidepressants for major depressive disorder in children and adolescents: a network meta-analysis. Lancet. 2016 Aug 27;388(10047):881-90. doi: 10.1016/S0140-6736(16)30385-3. Epub 2016 Jun 8. PubMed PMID: 27289172.

6: Cohen MD, Finberg J, Dibner-Dunlap M, Yuih SN, Thames MD. Effects of desipramine hydrochloride on peripheral sympathetic nerve activity. Am J Physiol. 1990 Apr;258(4 Pt 2):R876-82. PubMed PMID: 1970456.

7: Lee MY, Hong S, Kim N, Shin KS, Kang SJ. Tricyclic Antidepressants Amitriptyline and Desipramine Induced Neurotoxicity Associated with Parkinson's Disease. Mol Cells. 2015 Aug;38(8):734-40. doi: 10.14348/molcells.2015.0131. Epub 2015 Aug 4. PubMed PMID: 26242194; PubMed Central PMCID: PMC4546946.

8: Chau DT, Khokhar JY, Gulick D, Dawson R, Green AI. Desipramine enhances the ability of paliperidone to decrease alcohol drinking. J Psychiatr Res. 2015 Oct;69:9-18. doi: 10.1016/j.jpsychires.2015.07.010. Epub 2015 Jul 18. PubMed PMID: 26343589; PubMed Central PMCID: PMC4561861.

9: Hasebe S, Ago Y, Nishiyama S, Oka S, Hashimoto H, Takuma K, Matsuda T. Pharmacological profile of encounter-induced hyperactivity in isolation-reared mice. Behav Pharmacol. 2015 Oct;26(7 Spec No):681-90. doi: 10.1097/FBP.0000000000000140. PubMed PMID: 25932719.

10: el-Yazbi FA, Korany MA, Bedair M. A sensitive colorimetric method for the determination of imipramine hydrochloride and desipramine hydrochloride. J Clin Hosp Pharm. 1985 Dec;10(4):373-7. PubMed PMID: 4093508.

11: Min JS, Kim D, Park JB, Heo H, Bae SH, Seo JH, Oh E, Bae SK. Application of physiologically based pharmacokinetic modeling in predicting drug-drug interactions for sarpogrelate hydrochloride in humans. Drug Des Devel Ther. 2016 Sep 14;10:2959-2972. PubMed PMID: 27695293.

12: Weiner D, Garteiz D, Cawein M, Dusebout T, Wright G, Okerholm R. Pharmacokinetic linearity of desipramine hydrochloride. J Pharm Sci. 1981 Sep;70(9):1079-80. PubMed PMID: 6101159.

13: Hinojosa AE, García-Bueno B, Leza JC, Madrigal JL. Regulation of CCL2/MCP-1 production in astrocytes by desipramine and atomoxetine: involvement of α2 adrenergic receptors. Brain Res Bull. 2011 Nov 25;86(5-6):326-33. doi: 10.1016/j.brainresbull.2011.09.014. Epub 2011 Sep 24. PubMed PMID: 21963947.

14: Kleber RJ. A double-blind comparative study of desipramine hydrochloride and diazepam in the control of mixed anxiety/depression symptomatology. J Clin Psychiatry. 1979 Apr;40(4):165-70. PubMed PMID: 370109.

15: Gros M, Williams M, Llorca M, Rodriguez-Mozaz S, Barceló D, Kookana RS. Photolysis of the antidepressants amisulpride and desipramine in wastewaters: Identification of transformation products formed and their fate. Sci Total Environ. 2015 Oct 15;530-531:434-44. doi: 10.1016/j.scitotenv.2015.05.135. Epub 2015 Jun 8. PubMed PMID: 26068227.

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Desipramine Hydrochloride featured