Art. -Nr.: HY-B1490A

Imipramine

6 Cited Publications

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Based on 6 publication(s) in Google Scholar

Imipramine is an orally active tertiary amine tricyclic antidepressant. Imipramine is a Fascin1 inhibitor with antitumor activities. Imipramine also inhibits serotonin transporter with an IC₅₀ value of 32 nM. Imipramine stimulates U-87MG glioma cells autophagy and induces HL-60 cell apoptosis. Imipramine shows neuroprotective and immunomodulatory effects.

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Reinheit: 99.88%
CAS. Nr.: 50-49-7
Formel: C₁₉H₂₄N₂
Molecular Weight:280.42

Speicherung:

Pure form -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Imipramine Chemical Structure

CAS. Nr.: 50-49-7

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (6)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

Fascin1, Serotonin Transporter, Autophagy, Apoptosis^[1]^[2]^[3]^[5]
IC₅₀: 32 nM (human placental serotonin transporter)^[5]

Cellular Effect

Cell Line	Type	Value	Description	References
CHO	IC₅₀	8.8 x 10^-10 M Compound: Imipramine	Displacement of [3H]imipramine from human recombinant 5-HT transporter expressed in CHO cells Displacement of [3H]imipramine from human recombinant 5-HT transporter expressed in CHO cells	[PMID: 26988801]
CHO	IC₅₀	5.1 nM Compound: Imipramine	Inhibition of human SERT expressed in CHO cell membranes assessed as reduction in [3H]serotonin uptake preincubated for 10 mins followed by [3H]serotonin addition measured after 20 mins by liquid scintillation counting method Inhibition of human SERT expressed in CHO cell membranes assessed as reduction in [3H]serotonin uptake preincubated for 10 mins followed by [3H]serotonin addition measured after 20 mins by liquid scintillation counting method	[PMID: 27865645]
CHO	IC₅₀	8.8 x 10^-10 M Compound: Imipramine	Displacement of [3H]imipramine from human recombinant 5HT transporter expressed in CHO cells measured after 60 mins by scintillation counting method Displacement of [3H]imipramine from human recombinant 5HT transporter expressed in CHO cells measured after 60 mins by scintillation counting method	[PMID: 27876250]
DG-75	IC₅₀	>50 μM Compound: Imipramine	Reduction in cell viability of human DG75 cells after 24 hrs by Alamar blue viability assay Reduction in cell viability of human DG75 cells after 24 hrs by Alamar blue viability assay	[PMID: 23385211]
HEK293	IC₅₀	0.008 μM Compound: Imipramine	Inhibition of [3H]5HT uptake at human SERT expressed in HEK293 cells Inhibition of [3H]5HT uptake at human SERT expressed in HEK293 cells	[PMID: 17846138]
HEK293	IC₅₀	0.074 μM Compound: Imipramine	Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells	[PMID: 17846138]
HEK293	IC₅₀	25.6 μM Compound: Imipramine	Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells	[PMID: 17846138]
HEK293	IC₅₀	17.1 μM Compound: Imipramine	Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT1 expressed in HEK293 cells by confocal microscopy Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT1 expressed in HEK293 cells by confocal microscopy	[PMID: 18788725]
HEK293	IC₅₀	6.8 nM Compound: Imipramine	Displacement of [3H]imipramin from human recombinant SERT over-expressed in HEK293 cells Displacement of [3H]imipramin from human recombinant SERT over-expressed in HEK293 cells	[PMID: 24012181]
HEK293	IC₅₀	2.6 nM Compound: 1	Inhibition of human SERT W103A mutant expressed in HEK293 MSR cells assessed as [3H]-5-HT uptake preincubated for 30 mins followed addition of [3H]-5HT and compound for 10 mins by micro-scintillation counter Inhibition of human SERT W103A mutant expressed in HEK293 MSR cells assessed as [3H]-5-HT uptake preincubated for 30 mins followed addition of [3H]-5HT and compound for 10 mins by micro-scintillation counter	[PMID: 27160055]
HEK293	IC₅₀	7.95 μM Compound: Imipramine	Inhibition of human OCT1 expressed in HEK293 cells assessed as decrease in uptake of ASP+ after 2 mins by fluorescence assay Inhibition of human OCT1 expressed in HEK293 cells assessed as decrease in uptake of ASP+ after 2 mins by fluorescence assay	[PMID: 28230985]
HeLa	IC₅₀	40.74 μM Compound: Imipramine	Reduction in cell viability of human HeLa cells after 24 hrs by Alamar blue viability assay Reduction in cell viability of human HeLa cells after 24 hrs by Alamar blue viability assay	[PMID: 23385211]
MDCK	IC₅₀	16 μM Compound: Imipramine	TP_TRANSPORTER: inhibition of TEA uptake (TEA: 50 uM) in OCT1-expressing MDCK cells TP_TRANSPORTER: inhibition of TEA uptake (TEA: 50 uM) in OCT1-expressing MDCK cells	[PMID: 11758759]
MDCK	IC₅₀	9.9 μM Compound: Imipramine	TP_TRANSPORTER: inhibition of TEA uptake (TEA: 50 uM) in OCT2-expressing MDCK cells TP_TRANSPORTER: inhibition of TEA uptake (TEA: 50 uM) in OCT2-expressing MDCK cells	[PMID: 11758759]
ScN2a	EC₅₀	10 μM Compound: Imipramine	Half maximal inhibition of Prion protein PrPsc formation was assayed in ScN2a cells Half maximal inhibition of Prion protein PrPsc formation was assayed in ScN2a cells	[PMID: 12904059]
ScN2a	EC₅₀	5 μM Compound: imipramine	Inhibition of protease-resistant scrapie prion protein activity in ScN2a cells Inhibition of protease-resistant scrapie prion protein activity in ScN2a cells	[PMID: 17064077]

In Vitro

Imipramine (0.5-300 μM, 3 days) inhibits HCT-116 cell viability^[1].
Imipramine (20 μM) inhibits cell migration (7 h) and invasion (48 h)^[1].
Imipramine (50 μM, 0-240 min) inhibites the PI3K/Akt/mTOR signaling pathway in U-87MG glioma cells^[2].
Imipramine (60 μM, 24 h) stimulates U-87MG glioma cells autophagy^[2].
Imipramine (80 μM, 24 h) induces HL-60 cell apoptosis^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay^[1]

Cell Line:

DLD-1, HCT-116, and SW-480
Concentration:

0.5-300 μM
Incubation Time:

3 days
Result:

Inhibited cell viability and HCT-116 was more sensitive than DLD-1 and SW-480.

Cell Migration Assay ^[1]

Cell Line:

DLD-1, HCT-116, and SW-480
Concentration:

20 μM
Incubation Time:

7 h
Result:

Produced a remarkable inhibition of migration in all assayed cell lines.

Cell Invasion Assay^[1]

Cell Line:

HCT-116
Concentration:

20 μM
Incubation Time:

48 h
Result:

Inhibited cell invasion through Matrigel.

Western Blot Analysis^[2]

Cell Line:

U-87MG
Concentration:

50 μM
Incubation Time:

0, 15, 30, 60, 120 and 240 min
Result:

Markedly inhibited the phosphorylation of both Akt (Ser473) and mTOR (Ser2481) in a time-dependent manner. Also dephosphorylated p70 S6K, a downstream target of mTOR.

Cell Autophagy Assay^[2]

Cell Line:

U-87MG
Concentration:

60 μM
Incubation Time:

24 h
Result:

Stimulated the induction of autophagy through the redistribution of LC3 in U-87MG glioma cells.

Apoptosis Analysis^[3]

Cell Line:

HL-60
Concentration:

80 μM
Incubation Time:

24 h
Result:

Induced cell apoptosis.

In Vivo

Imipramine (20 mg/kg, i.p. or 15 mg/kg, p.o.; daily for 24 days) attenuates neuroinflammatory signaling and reverses stress-induced social avoidance in mice^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Male C57BL/6 mice (6–8 weeks old) subjected to RSD (repeated social defeat) and HCC (home cage control)^[4]
Dosage:

20 mg/kg or 15 mg/kg
Administration:

Intraperitoneal injection or oral administration, daily for 24 days
Result:

Reversed RSD-induced social avoidance behavior, significantly increasing the interaction time, significantly decreased stress-induced mRNA levels for IL-6 in brain microglia.

Chemical Information

CAS. Nr. 50-49-7
Appearance Viscous Liquid
Molecular Weight 280.42
Formel C₁₉H₂₄N₂
Color Colorless to light yellow
SMILES

CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Pure form	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (6)

All WBCell Proliferation/Viability AssayCell Imaging/StainingCell Migration/Invasion AssayFlow CytometryIn Vivo Efficacy StudyIHC

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Journal Impact Factor

Nat Chem Biol

Pharmacological inhibition of Kir4.1 evokes rapid-onset antidepressant responses. [Abstract]

2024 Jul;20(7):857-866. PMID: 38355723
Cell Commun Signal

Tricyclic antidepressants induce liver inflammation by targeting NLRP3 inflammasome activation. [Abstract]

2023 May 25;21(1):123. PMID: 37231437

Imipramine purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2023 May 25;21(1):123. [Abstract]

LPS-primed BMDMs were stimulated with Imipramine (40 μM, 12 h). Western blot assessed the expression of caspase-1 and IL-1β in SN and GSDMD cleavage in WCL.

Imipramine purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2023 May 25;21(1):123. [Abstract]

BMDMs were incubated with LPS and MCC950 and then treated with Imipramine (40 μM, 12 h). The expressions of IL-1β and caspase-1 in SN as well as GSDMD cleavage in WCL were evaluated using western blotting.
J Agric Food Chem

β-Sitosterol Inhibits Tumor Growth and Amplifies Rituximab Sensitivity through Acid Sphingomyelinase/Ceramide Signaling in Diffuse Large B-Cell Lymphoma. [Abstract]

2024 Jul 24;72(29):16177-16190. PMID: 38991150
Int Immunopharmacol

Innovative role of the antidepressant imipramine in esophageal squamous cell carcinoma treatment: Promoting apoptosis and protective autophagy. [Abstract]

2025 Jan 6:147:113969. PMID: 39764996

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

Cells were exposed to moclobemide, milnacipran, venlafaxine, escitalopram, amitriptyline, trazodone, fluvoxamine, or Imipramine (0–100 μM concentration) for 24 h. Cell viability was assessed with CCK-8 assays.

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

CCK-8 assays for 24 h, 48 h and 72 h in KYSE30 and KYSE150 cells treated with various concentrations of Imipramine.

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

Colony formation assays in KYSE30 and KYSE150 cells treated with Imipramine (0, 50, or 100 μM, 14 days) . Histograms represent the number of colonies per set of replicates, according to colony formation measurements (n = 3).

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

Imipramine (0, 50, or 100 μM, 48 h). KYSE30 and KYSE150 cells showing migration or invasion in Transwell assays were fixed and stained. Cells that crossed the membranes were counted under a light microscope (10 × ) in three random fields of view.

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

Imipramine (0, 50, or 100 μM, 48 h) induces apoptosis in ESCC cells. ESCC or HET-1A cells were treated with various concentrations of Imipramine for 48 h. Cell apoptosis was detected by flow cytometry with annexin V-FITC/Caspase-3 double staining.

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

ESCC cells were treated with various concentrations of Imipramine (50, 100 μM) for 48 h. Western blotting was performed to assess Bax, Bcl-2, and cleaved-caspase-3 expression.

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

Anti-tumor effect of Imipramine (receiving intraperitoneal injections of 20 mg/kg/day, 15 days) in a xenograft model.Representative images depicting the appearance of tumors at the conclusion of treatment. Tumor volumes were measured every 3 days. Final tumor weights.

Imipramine purchased from MedChemExpress. Usage Cited in: Int Immunopharmacol. 2025 Jan 6:147:113969. [Abstract]

Imipramine (receiving intraperitoneal injections of 20 mg/kg/day, 15 days). Expression of P62, ATG5-ATG12 complex, Bcl-2, Bax, and Ki-67 was detected by IHC staining in tumor tissues.
Inflammation

Acute Diallyl Disulfide Administration Prevents and Reveres Lipopolysaccharide-Induced Depression-Like Behaviors in Mice via Regulating Neuroinflammation and Oxido-Nitrosative Stress. [Abstract]

2021 Aug;44(4):1381-1395. PMID: 33511484
Pathogens

Redirecting Imipramine against Bluetongue Virus Infection: Insights from a Genome-wide Haploid Screening Study. [Abstract]

2022 May 22;11(5):602. PMID: 35631123

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 200 mg/mL (713.22 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.5661 mL

17.8304 mL

35.6608 mL

5 mM

0.7132 mL

3.5661 mL

7.1322 mL

10 mM

0.3566 mL

1.7830 mL

3.5661 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 5 mg/mL (17.83 mM); Clear solution

This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 5 mg/mL (17.83 mM); Clear solution

This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 5 mg/mL (17.83 mM); Clear solution

This protocol yields a clear solution of ≥ 5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (50.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (288 KB)
SDS (558 KB)
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- Deutsch - DE (558 KB)
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- Portuguese - PT (558 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Alburquerque-González B, et al. New role of the antidepressant imipramine as a Fascin1 inhibitor in colorectal cancer cells. Exp Mol Med. 2020 Feb;52(2):281-292. [Content Brief]

[2]. Jeon SH, et al. The tricyclic antidepressant imipramine induces autophagic cell death in U-87MG glioma cells. Biochem Biophys Res Commun. 2011 Sep 23;413(2):311-7. [Content Brief]

[3]. Xia Z, et al. The antidepressants imipramine, clomipramine, and citalopram induce apoptosis in human acute myeloid leukemia HL-60 cells via caspase-3 activation. J Biochem Mol Toxicol. 1999;13(6):338-47. [Content Brief]

[4]. Ramirez K, et al. Imipramine attenuates neuroinflammatory signaling and reverses stress-induced social avoidance. Brain Behav Immun. 2015 May;46:212-20. [Content Brief]

[5]. Balkovetz DF, et al. Evidence for an imipramine-sensitive serotonin transporter in human placental brush-border membranes. J Biol Chem. 1989 Feb 5;264(4):2195-8. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.5661 mL	17.8304 mL	35.6608 mL	89.1520 mL
	5 mM	0.7132 mL	3.5661 mL	7.1322 mL	17.8304 mL
	10 mM	0.3566 mL	1.7830 mL	3.5661 mL	8.9152 mL
	15 mM	0.2377 mL	1.1887 mL	2.3774 mL	5.9435 mL
	20 mM	0.1783 mL	0.8915 mL	1.7830 mL	4.4576 mL
	25 mM	0.1426 mL	0.7132 mL	1.4264 mL	3.5661 mL
	30 mM	0.1189 mL	0.5943 mL	1.1887 mL	2.9717 mL
	40 mM	0.0892 mL	0.4458 mL	0.8915 mL	2.2288 mL
	50 mM	0.0713 mL	0.3566 mL	0.7132 mL	1.7830 mL
	60 mM	0.0594 mL	0.2972 mL	0.5943 mL	1.4859 mL
	80 mM	0.0446 mL	0.2229 mL	0.4458 mL	1.1144 mL
	100 mM	0.0357 mL	0.1783 mL	0.3566 mL	0.8915 mL

Keywords

Imipramine

6 Cited Publications

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Imipramine

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Publications Citing Use of MedChemExpress (MCE) Imipramine

Biologische Aktivität

Chemical Information

Publications (6)

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Imipramine Related Classifications

HY-B1490A Related Classifications