Phenoxybenzamine HCl

Alias: NSC-37448; Phenoxybenzamine hydrochloride; NCI C01661; Phenoxybenzamine; Phenoxybenzamine HCl; NSC 37448; NSC37448; Dibenzyline; NCI-C01661; NCIC01661

Cat No.:V1145 Purity: ≥98%

COA Product Data Instructions for use SDS

Phenoxybenzamine HCl Chemical Structure CAS No.: 63-92-3
Product category: Adrenergic Receptor

This product is for research use only, not for human use. We do not sell to patients.

Size	Price	Stock	Qty
500mg
1g
2g
5g
10g
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Other Forms of Phenoxybenzamine HCl:

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Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

Cell 2020,183:1202-1218.e25.

Science Adv 2022: 8, eabm9427.

Nature 597, 119–125 (2021)

Cell Stem Cell 2020,26(6):845-861.e12.

Science Trans Med 2023,15(701):eadd7872.

STTT 2023,8(1):91.

Cell Reports 2023,42(4):112313

Science Trans Med 2023, 15: eadd7872.

Cancer Cell 2021,39(4):529-547.e7.

Cancer Discov 2022,12(4):1106-1127.

Immunity 2023,56(3):620-634.e11.

J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

Biomaterial 2023 Sep16:302:122333.

Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

NMR

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators
Clinical Trial Information
Biological Data

Product Description

Phenoxybenzamine HCl (formerly NSC-37448; NSC37448; Dibenzyline, NCI-C01661, NCIC01661; NCI-c01661), the hydrochloride salt of Phenoxybenzamine, is a potent, non-specific, irreversible alpha-adrenergic receptor antagonist with antihypertensive effects. Its IC50 of 550 nM indicates that it inhibits the alpha-adrenergic receptor. In particular, hypertension brought on by pheochromocytoma has been treated with phenoxybenzamine. When it comes to other a-blockers, its action starts later and lasts longer. Even though it is rarely used now, it was the first alpha blocker to be used for the treatment of benign prostatic hyperplasia.

Biological Activity I Assay Protocols (From Reference)

Targets

α-adrenoceptor

ln Vitro

In vitro activity: Phenoxybenzamine hydrochloride (0-100 μM; 96 h) significantly reduces the proliferation of U251 and U87MG cells[2].
Phenoxybenzamine hydrochloride (10 μM; 24 h or 72 h) prevents U251 and U87MG cells from migrating and invading [2].
Phenoxybenzamine hydrochloride (10 μM; 12 h) inhibits the TrkB-Akt pathway and activates LINGO-1[2].
Phenoxybenzamine (0.1 μM-1 mM; 0-16 h) keeps hippocampal cells from dying after being deprived of oxygen and glucose[3].

ln Vivo

Phenoxybenzamine hydrochloride (20 nM; s.c.; 2-day interval for 26 days) has an anti-tumorigenic effect in mice[2].
Phenoxybenzamine (1.0 mg/kg; intravenously administered daily for 30 days) is neuroprotective in a rat model of severe traumatic brain injury[3].

Cell Assay

Following cytometry, 1x3 cells are seeded in a 96-well plate with 100 μL of DMEM that has been enhanced with 10% FBS. WST-1 (Water Soluble Tetrazolium) is added to cells in ten microliters (10% of the total volume) and incubated for 30 min at 37°C before the colorimetric assay with 450 nm excitation and 630 nm emission at 24 h intervals up to 96 h. The standard curve is used to calculate the cell number after the mean fluorescence value has been counted.

Animal Protocol

The nude mice are given a subcutaneous injection of U87MG cells at a dose of 2.0×3/200 μL per side into both of their flanks. Neoplasm growth is seen macroscopically on both sides of the mice eight days after injection. Subcutaneous injections of 20 nM phenoxybenzamine hydrochloride are then administered twice a day to the right side, with dissolvent DMSO serving as the control. By measuring the length (a) and width (b), the tumor volume (V) can be computed using the formula V=(ab)2/2.

Mice

References

[1]. Urapidil in the preoperative treatment of pheochromocytomas: a safe and cost-effective method. World J Surg. 2013 May;37(5):1141-6.

[2]. Anti-tumor activity of phenoxybenzamine hydrochloride on malignant glioma cells. Tumour Biol. 2016 Mar;37(3):2901-8.

[3]. Phenoxybenzamine is neuroprotective in a rat model of severe traumatic brain injury. Int J Mol Sci. 2014 Jan 20;15(1):1402-17.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C18H23CL2NO

Molecular Weight

340.3

Exact Mass

339.12

Elemental Analysis

C, 63.53; H, 6.81; Cl, 20.84; N, 4.12; O, 4.70

CAS #

63-92-3

Related CAS #

Phenoxybenzamine; 59-96-1; Phenoxybenzamine-d5 hydrochloride; 1329838-45-0; Phenoxybenzamine (benzyl-2,3,4,5,6-d5) (hydrochloride); 1398065-71-8

Appearance

White to off-white crystalline powder

SMILES

CC(COC1=CC=CC=C1)N(CCCl)CC2=CC=CC=C2.Cl

InChi Key

VBCPVIWPDJVHAN-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H22ClNO.ClH/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17;/h2-11,16H,12-15H2,1H3;1H

Chemical Name

N-benzyl-N-(2-chloroethyl)-1-phenoxypropan-2-amine;hydrochloride

Synonyms

NSC-37448; Phenoxybenzamine hydrochloride; NCI C01661; Phenoxybenzamine; Phenoxybenzamine HCl; NSC 37448; NSC37448; Dibenzyline; NCI-C01661; NCIC01661

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)

DMSO: 68~100 mg/mL (199.8~293.9 mM)

Water: ~17 mg/mL (~50.0 mM)

Ethanol: ~68 mg/mL (~199.8 mM)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.9386 mL	14.6929 mL	29.3858 mL
	5 mM	0.5877 mL	2.9386 mL	5.8772 mL
	10 mM	0.2939 mL	1.4693 mL	2.9386 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

Mass

Concentration

Volume

Molecular Weight*

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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

See Example

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.

Concentration (Start)

Volume (Start)

Concentration (End)

Volume (End)

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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

Molecular formula

Total molecular weight

g/mol

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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.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

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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)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

Number of animals

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.)

% DMSO

% Tween 80

% ddH₂O

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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.

Note： (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.

Clinical Trial Information

NCT Number	Recruitment	interventions	Conditions	Sponsor/Collaborators	Start Date	Phases
NCT05702944	Recruiting	Drug: Phenoxybenzamine	Pheochromocytoma Paraganglioma	Seoul National University Hospital	January 18, 2023	Phase 4
NCT01379898	Completed	Drug: Phenoxybenzamine Drug: Doxazosin	Pheochromocytoma	University Medical Center Groningen	December 2011	Phase 4
NCT00569855	Completed	Drug: Phenoxybenzamine	Open-heart Surgery Cardiopulmonary Bypass	University of Arkansas	February 2001	Phase 2
NCT03176693	Completed	Drug: Phenoxybenzamine Drug: Doxazosin	Pheochromocytoma Paraganglioma	University of California, Los Angeles	May 5, 2017	Phase 3

Biological Data

Phenoxybenzamine, over a broad dose range, provides significant neuroprotection from oxygen glucose deprivation in rat hippocampal slices cultures. Int J Mol Sci . 2014 Jan 20;15(1):1402-17.

Phenoxybenzamine (PBZ), delivered up to 16 h post injury, provides significant neuroprotection from oxygen glucose deprivation in rat hippocampal slice cultures. Int J Mol Sci . 2014 Jan 20;15(1):1402-17.

Phenoxybenzamine, delivered 8 h after a severe traumatic brain injury (TBI) significantly reduced neurological impairment. Int J Mol Sci . 2014 Jan 20;15(1):1402-17.