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Imipramine

Alias: NSC 169866 NSC-169866Imipramine Tofranil Dyna-zina Dimipressin EINECS 200-042-1 HSDB 3100 NSC169866 PryleuganHSDB3100 HSDB-3100 Melipramine BRN 0256892 BRN-0256892 BRN0256892
Cat No.:V6676 Purity: ≥98%
Imipramine is an orally bioactive tertiary amine tricyclic antidepressant.
Imipramine
Imipramine Chemical Structure CAS No.: 50-49-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price
50mg
100mg
250mg

Other Forms of Imipramine:

  • Imipramine HCl
  • Imipramine-d6 (imipramine hydrochloride-d6)
  • Imipramine-d4
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Imipramine is an orally bioactive tertiary amine tricyclic antidepressant. Imipramine is a Fascin1 inhibitor (antagonist) with anti-tumor activity. Imipramine also inhibits the serotonin transporter with IC50 of 32 nM. Imipramine stimulates autophagy in U-87MG glioma cells and causes apoptosis in HL-60 cells. Imipramine has neuro-protective (neuro-protection) and Immune-modulatory effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Imipramine (0.5-300 μM, 3 days) reduces the viability of HCT-116 cells [1]. Cell invasion (48 hours) and migration (7.5 hours) are inhibited by imipramine (20 μM) [1]. In U-87MG glioma cells, imipramine (50 μM, 0-240 min) suppresses the PI3K/Akt/mTOR signaling pathway [2]. In U-87MG glioma cells, imipramine (60 μM, 24 hours) promotes autophagy [2]. In HL-60 cells, imipramine (80 μM, 24 hours) causes apoptosis [3].
ln Vivo
Imipramine reverses stress-induced social avoidance in rats and attenuates neuroinflammatory signaling when administered intraperitoneally (20 mg/kg orally; taken once daily for 24 days) [4].
Cell Assay
Cell Viability Assay[1]
Cell Types: DLD-1, HCT-116 and SW-480
Tested Concentrations: 0.5-300 μM
Incubation Duration: 3 days
Experimental Results: Inhibition of cell viability, HCT-116 is more sensitive than DLD-1 and SW-480 .

Cell migration assay[1]
Cell Types: DLD-1, HCT-116 and SW-480
Tested Concentrations: 20 μM
Incubation Duration: 7 hrs (hours)
Experimental Results: Significant migration inhibition was produced in all cell lines tested.

Cell invasion experiment [1]
Cell Types: HCT-116
Tested Concentrations: 20 μM
Incubation Duration: 48 h
Experimental Results: Matrigel inhibits cell invasion.

Western Blot Analysis[2]
Cell Types: U-87MG
Tested Concentrations: 50 μM
Incubation Duration: 0, 15, 30, 60, 120 and 240 minutes
Experimental Results: Significant time-dependent inhibition of phosphorylation of Akt (Ser473) and mTOR (Ser2481) The way. Also dephosphorylates p70 S6K, a downstream target of mTOR.

Autophagy assay [2]
Cell Types: U-87MG
Tested Concentrations: 60 μM
Incubation Duration: 24 hrs (hours)
Experimental Results: Induction of autophagy is stimulated by redistribution of LC3 in U-87MG glioma cells. Apoptosis a
Animal Protocol
Animal/Disease Models: Male C57BL/6 mice (6-8 weeks old) were subjected to RSD (repeated social defeat) and HCC (home cage control) [4]
Doses: 20 mg/kg or 15 mg/kg
Route of Administration: intraperitoneal (ip) injection or administered orally daily for 24 days.
Experimental Results: Reversed RSD-induced social avoidance behavior, Dramatically increased interaction time, and Dramatically diminished stress-induced IL-6 mRNA levels in brain microglia.
References
[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.
[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.
[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.
[4]. Ramirez K, et al. Imipramine attenuates neuroinflammatory signaling and reverses stress-induced social avoidance. Brain Behav Immun. 2015 May;46:212-20.
[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.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H24N2
Molecular Weight
280.41
Exact Mass
280.1939
CAS #
50-49-7
Related CAS #
Imipramine hydrochloride;113-52-0;Imipramine-d6;65100-45-0;Imipramine-d4;96705-18-9
Appearance
Typically exists as solids (or liquids in special cases) at room temperature
SMILES
CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31
Synonyms
NSC 169866 NSC-169866Imipramine Tofranil Dyna-zina Dimipressin EINECS 200-042-1 HSDB 3100 NSC169866 PryleuganHSDB3100 HSDB-3100 Melipramine BRN 0256892 BRN-0256892 BRN0256892
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5662 mL 17.8310 mL 35.6621 mL
5 mM 0.7132 mL 3.5662 mL 7.1324 mL
10 mM 0.3566 mL 1.7831 mL 3.5662 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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