Phenytoin (Synonyms: 5,5-Diphenylhydantoin)

Name: Phenytoin
Brand: MedChemExpress
SKU: HY-B0448
Rating: 5.0 (6 reviews)

Cat. No.: HY-B0448 Purity: 99.95%: Data Sheet
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Phenytoin (5,5-Diphenylhydantoin) is a potent Voltage-gated Na⁺ channels (VGSCs) blocker. Phenytoin has antiepileptic activity and reduces breast tumour growth and metastasis in mice.

For research use only. We do not sell to patients.

CAS No. : 57-41-0

Size	Stock	Quantity
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
500 mg	In-stock	Estimated Time of Arrival: December 31
1 g	In-stock	Estimated Time of Arrival: December 31
5 g	In-stock	Estimated Time of Arrival: December 31
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Customer Review

Based on 6 publication(s) in Google Scholar

Other Forms of Phenytoin:

6 Publications Citing Use of MCE Phenytoin

In Vivo Efficacy Study

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; Phenytoin (Isoproterenol, ISO, 1 mg/kg, i.p.). The typical ECG recording showing that ageing increased susceptibility to ISO-induced arrhythmias using PES with PCL from 90 ms to 30 ms.

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; Histogram of the VT occurrence rate in young and old mice with or without treatment of Phenytoin (Isoproterenol, ISO, 1 mg/kg, i.p.) (∗∗P < 0.01 and ∗∗∗P < 0.001).

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; The typical APD80 map and AP trace (young: black line; old: red line) in intact Langendorff perfused young and old mouse hearts before and following Phenytoin (Isoproterenol, ISO, 1μM) challenge in pacing at 10 Hz.

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; Quantitative analysis of APD80 from individual hearts in young and old mice before and following Phenytoin (Isoproterenol, ISO, 1μM) (∗P < 0.05, ∗∗P < 0.01, and ∗∗∗P < 0.001).

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; Ageing induced fractional increases in APD80 challenged by Phenytoin (Isoproterenol, ISO, 1μM) (ΔAPD80) (P > 0.05).

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; The typical CaTD50 map and calcium transient trace (young: black line; old: red line) in intact Langendorff perfused young and old mouse hearts before and following Phenytoin (Isoproterenol, ISO, 1μM) challenge in pacing at 10 Hz.

: Phenytoin purchased from MedChemExpress. Usage Cited in: Oxid Med Cell Longev. 2022 Mar 28;2022:8538296. [Abstract]; Histogram showing the τ30–90 in young and old mice before and following Phenytoin (Isoproterenol, ISO, 1μM) pacing at 10 Hz (∗P < 0.05 and ∗∗P < 0.01). n = 5 (each group).

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Na_v1.1 Na_v1.2 Na_v1.3 Na_v1.4 Na_v1.5 Na_v1.6 Na_v1.7 Na_v1.8 Na_v1.9

Biological Activity
Purity & Documentation
References
Customer Review

Description

Phenytoin (5,5-Diphenylhydantoin) is a potent Voltage-gated Na⁺ channels (VGSCs) blocker. Phenytoin has antiepileptic activity and reduces breast tumour growth and metastasis in mice^[1]^[2].

Cellular Effect

Cell Line	Type	Value	Description	References
CHO	IC₅₀	21.9 μM Compound: phenytoin	Inhibition of Cav1.2 current measured using QPatch automatic path clamp system in CHO cells expressing Cav1.2, beta-2 and alpha-2/delta-1 subunits Inhibition of Cav1.2 current measured using QPatch automatic path clamp system in CHO cells expressing Cav1.2, beta-2 and alpha-2/delta-1 subunits	[PMID: 23812503]
HEK293	IC₅₀	125 μM Compound: Phenytoin	Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in human embryonic kidney cells heterologically expressing alpha-1C subunit Inhibition of L-type calcium channel measured using 2-electrode voltage-clamp in human embryonic kidney cells heterologically expressing alpha-1C subunit	[PMID: 22761000]
HEK293	IC₅₀	49000 nM Compound: Phenytoin	Inhibition of sodium current measured using whole-cell patch clamp experiments in HEK-293 cells stably transfected with hNaV1.5 cDNA Inhibition of sodium current measured using whole-cell patch clamp experiments in HEK-293 cells stably transfected with hNaV1.5 cDNA	[PMID: 21300721]
HEK293	IC₅₀	> 100 μM Compound: 24	Inhibition of human Nav1.2 channel expressed in HEK cells by patch-clamp electrophysiology method Inhibition of human Nav1.2 channel expressed in HEK cells by patch-clamp electrophysiology method	[PMID: 19394229]
HEK293	IC₅₀	> 100 μM Compound: DPH	Inhibition of human voltage-gated sodium channel 1.5 expressed in HEK293 cells assessed as changes in membranre potential after 45 mins by FRET analysis Inhibition of human voltage-gated sodium channel 1.5 expressed in HEK293 cells assessed as changes in membranre potential after 45 mins by FRET analysis	[PMID: 22364743]
HEK293	IC₅₀	> 100 μM Compound: DPH	Inhibition of human voltage-gated sodium channel 1.7 expressed in HEK293 cells assessed as changes in membranre potential after 45 mins by FRET analysis Inhibition of human voltage-gated sodium channel 1.7 expressed in HEK293 cells assessed as changes in membranre potential after 45 mins by FRET analysis	[PMID: 22364743]
HEK293	IC₅₀	> 100 μM Compound: phenytoin	Inhibition of human NaV1.2 expressed in HEK cells at -60 mV holding potential by patch clamp recording technique Inhibition of human NaV1.2 expressed in HEK cells at -60 mV holding potential by patch clamp recording technique	[PMID: 20943396]
HT-29	EC₅₀	500 μM Compound: 91	Anti-necroptic activity in TNF alpha induced cell death in human HT-29 cells preincubated for 1 hr with compound and measured after 15 hrs in presence of TNFalpha/zVAD Anti-necroptic activity in TNF alpha induced cell death in human HT-29 cells preincubated for 1 hr with compound and measured after 15 hrs in presence of TNFalpha/zVAD	[PMID: 36346971]
L929	EC₅₀	500 μM Compound: 91	Anti-necroptic activity in mouse L929 cells incubated for 2 hrs in presence of TNF/vVAD-fmk Anti-necroptic activity in mouse L929 cells incubated for 2 hrs in presence of TNF/vVAD-fmk	[PMID: 36346971]
Oocyte	IC₅₀	9.8 μM Compound: 5	Inhibition of human aquaporin 4 M23 isoform expressed in Xenopus laevis oocytes Inhibition of human aquaporin 4 M23 isoform expressed in Xenopus laevis oocytes	[PMID: 18178093]
Ventricular myocyte	IC₅₀	103 μM Compound: Phenytoin	Inhibition of L-type calcium channel measured using whole-cell patch clamp in guinea pig ventricular myocytes Inhibition of L-type calcium channel measured using whole-cell patch clamp in guinea pig ventricular myocytes	[PMID: 22761000]
Ventricular myocyte	IC₅₀	103000 nM Compound: Phenytoin	Inhibition of calcium current (ICaL) measured using whole-cell patch clamp experiments in isolated guinea pig ventricular myocytes Inhibition of calcium current (ICaL) measured using whole-cell patch clamp experiments in isolated guinea pig ventricular myocytes	[PMID: 21300721]

In Vitro

Phenytoin is an antiepileptic drug. It is useful to partial seizures and generalized tonic-clonic seizures but not primary generalized seizures such as absence seizures or myoclonic seizures. Phenytoin is believed to protect against seizures by causing voltage-dependent block of voltage-gated sodium channels^[2].
Phenytoin has low affinity for resting sodium channels at hyperpolarized membrane potentials^[3].
When neurons are depolarized and the channels transition into the open and inactivated states, greater binding and block occur. The inhibitory potency is strongly use dependent, so that block accumulates with prolonged or repetitive activation, such as occurs during a seizure discharge. The blocking of sodium channels by phenytoin is of slow onset. The time course of fast sodium currents is therefore not altered in the presence of the drug and action potentials evoked by synaptic depolarizations of ordinary duration are not blocked. Thus phenytoin is able to selectively inhibit pathological hyperexcitability in epilepsy without unduly impairing ongoing activity. Phenytoin also blocks persistent sodium current and this may be of particular importance in seizure control. Phenytoin is a class 1b antiarrhythmic^[4].

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

In Vivo

Note:
Please do not refer to only one article to determine the experimental conditions. It is recommended to determine the optimal experimental conditions (animal strain, age, dosage, frequency and cycle, detection time and indicators, etc.) through preliminary experiments before the formal experiment.

Phenytoin (60 mg/kg; once daily for 28 days) sodium reduces MDA-MB-231 cells in six-week-old female Rag2^-/-Il2rg^-/- mice^[1].
Phenytoin can induce a model of gingival hyperplasia in mice^[6].

Induction of Gingival Hyperplasia in Mice^[5]

Background

Phenytoin induced gingival overgrowth, a side effect with multifactorial aetiology, is characterized by an increase in the volume of extracellular tissues, particularly collagenous components, with varying degrees of inflammation.

Specific Modeling Methods

Mice: BALB/cByJ • male • 8 week old
Administration: 30 mg/kg • miniosmotic pumps • 0.5-μL/h • 2 weeks

Note

(1) Mice are housed for 1 week before any procedure for acclimation.
(2) Pumps are replaced every 2 weeks throughout the 12-week experimental period.
(3) Mice are then euthanized and heads are immediately placed in freshly made 4% paraformaldehyde for 24 hours for fixation.

Modeling Indicators

Morphology: Gingival overgrowth was apparent in the maxillary anterior gingival tissue of mice; Increased the papillary height and area.
Histomorphometry: Increased epithelial thickness and area in the maxillary anterior zone.
Molecular changes: Ccn2 is overexpressed in all regions of the epithelium; TGF-β1 and LOXL2 is overexpressed in both epithelial and connective tissues.

Correlated Product(s): Cyclosporine A (HY-B0579)

Opposite Product(s): Lovastatin (HY-N0504)

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

Clinical Trial

Molecular Weight

252.27

Formula

C₁₅H₁₂N₂O₂

CAS No.

57-41-0

Appearance

Solid

Color

White to off-white

SMILES

O=C1NC(C(C2=CC=CC=C2)(C3=CC=CC=C3)N1)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : 50 mg/mL (198.20 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.9640 mL	19.8200 mL	39.6401 mL
5 mM	0.7928 mL	3.9640 mL	7.9280 mL
10 mM	0.3964 mL	1.9820 mL	3.9640 mL

View the Complete Stock Solution Preparation Table

* 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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator
Dilution Calculator

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

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

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Concentration _(final)

Volume _(final)

In Vivo:

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

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: ≥ 2.5 mg/mL (9.91 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 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.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (9.91 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (9.91 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 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 (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

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(per animal)

μL

Number of animals

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

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

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).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.95%

Select Batch:

Data Sheet (288 KB) SDS (419 KB)

COA (258 KB) HNMR (233 KB) LCMS (99 KB)

Handling Instructions (2659 KB)

References

[1]. Michaela Nelson, et al. The sodium channel-blocking antiepileptic drug phenytoin inhibits breast tumour growth and metastasis. Mol Cancer. 2015 Jan 27;14(1):13. [Content Brief]

[2]. Rogawski, M.A. and W. Loscher, The neurobiology of antiepileptic drugs. Nat Rev Neurosci, 2004. 5(7): p. 553-64. [Content Brief]

[3]. Porter, R.J., et al., Mechanisms of action of antiseizure drugs. Handb Clin Neurol, 2012. 108: p. 663-81. [Content Brief]

[4]. Balaji, S., Medical therapy for sudden death. Pediatr Clin North Am, 2004. 51(5): p. 1379-87. [Content Brief]

[5]. Assaggaf MA, et al. Prevention of phenytoin-induced gingival overgrowth by lovastatin in mice. Am J Pathol. 2015 Jun;185(6):1588-99. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	3.9640 mL	19.8200 mL	39.6401 mL	99.1002 mL
	5 mM	0.7928 mL	3.9640 mL	7.9280 mL	19.8200 mL
	10 mM	0.3964 mL	1.9820 mL	3.9640 mL	9.9100 mL
	15 mM	0.2643 mL	1.3213 mL	2.6427 mL	6.6067 mL
	20 mM	0.1982 mL	0.9910 mL	1.9820 mL	4.9550 mL
	25 mM	0.1586 mL	0.7928 mL	1.5856 mL	3.9640 mL
	30 mM	0.1321 mL	0.6607 mL	1.3213 mL	3.3033 mL
	40 mM	0.0991 mL	0.4955 mL	0.9910 mL	2.4775 mL
	50 mM	0.0793 mL	0.3964 mL	0.7928 mL	1.9820 mL
	60 mM	0.0661 mL	0.3303 mL	0.6607 mL	1.6517 mL
	80 mM	0.0496 mL	0.2478 mL	0.4955 mL	1.2388 mL
	100 mM	0.0396 mL	0.1982 mL	0.3964 mL	0.9910 mL

Phenytoin Related Classifications

Help & FAQs

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Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Phenytoin57-41-05,5-DiphenylhydantoinSodium ChannelVirus ProteaseNa channelsNa+ channelsVoltage-gatedNa+VGSCsantiepilepticbreasttumourmetastasisInhibitorinhibitorinhibit

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Phenytoin (Synonyms: 5,5-Diphenylhydantoin)

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Other Forms of Phenytoin:

Phenytoin Related Antibodies

6 Publications Citing Use of MCE Phenytoin

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Biological Activity

Purity & Documentation

References

Customer Review

Phenytoin Related Antibodies

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Complete Stock Solution Preparation Table

Phenytoin Related Classifications

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