Carvedilol (BM14190; SKF105517)

Alias: BM-14190; SKF-105517; BM14190; SKF105517; BM 14190L SKF 105517; Carvedilol; Coreg; Dilatrend; Carvedilolum; Eucardic; Kredex; Querto; Coropres; carvedilol hydrochloride
Cat No.:V1120 Purity: ≥98%
Carvedilol (BM-14190, SKF-105517; Coreg; Dilatrend; Carvedilolum; Eucardic; Kredex; Querto; Coropres)is a non-selective beta blocker/alpha-1 blocker with antihypertensive effects.
Carvedilol (BM14190; SKF105517) Chemical Structure CAS No.: 72956-09-3
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
100mg
250mg
500mg
1g
2g
5g
10g
Other Sizes

Other Forms of Carvedilol (BM14190; SKF105517):

  • (S)-Carvedilol
  • (R)-Carvedilol
  • Carvedilol-d4 (BM 14190-d4)
  • Carvedilol metabolite 4-Hydroxyphenyl Carvedilol
  • Carvedilol phosphate hemihydrate
  • Carvedilol-d3 (carvedilol d3)
  • Carvedilol-d5
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Carvedilol (BM-14190, SKF-105517; Coreg; Dilatrend; Carvedilolum; Eucardic; Kredex; Querto; Coropres) is a non-selective beta blocker/alpha-1 blocker with antihypertensive effects. It has been used to treat high blood pressure and congestive heart failure (CHF). Using an IC50 of 8.1 mM, carvingilol rapidly suppresses Fe(++)-initiated lipid peroxidation as measured by thiobarbituric acid reactive substance (TBARS) in rat brain homogenate. With an IC50 of 17.6 mM, carvingilol guards against Fe(++)-induced alpha-tocopherol depletion in rat brain homogenate. With an IC50 of 25 mM, carvingilol dose-dependently reduces the DMPO-OH signal's intensity.

Biological Activity I Assay Protocols (From Reference)
Targets
lipid peroxidation ( IC50 = 5 μM ); Autophagy; β/α-1 adrenergic receptor
ln Vitro

In vitro activity: Carvedilol inhibits Fe(++)-initiated lipid peroxidation in rat brain homogenate quickly, with an IC50 of 8.1 mM, as measured by thiobarbituric acid reactive substance (TBARS). In rat brain homogenate, carvedilol has an IC50 of 17.6 mM and prevents alpha-tocopherol depletion caused by Fe(++). The DMPO-OH signal's intensity is dose-dependently reduced by carvingilol, with an IC50 of 25 mM. [1] In beta2 adrenergic receptor (beta2AR)-expressing HEK-293 cells, carvingilol has inverse effects on G(s)-dependent adenylyl cyclase stimulation, but it increases phosphorylation of the receptor's cytoplasmic tail on known G protein-coupled receptor kinase sites.[2] In human cultured pulmonary artery vascular smooth muscle cells, carvingilol (0.1–10 mM) inhibits mitogenesis in a concentration-dependent manner in response to platelet-derived growth factor, epidermal growth factor, thrombin, and serum; IC50 values range from 0.3 mM to 2.0 mM. With an IC50 value of 3 mM, carvingilol also inhibits the migration of vascular smooth muscle cells triggered by platelet-derived growth factor in a concentration-dependent manner.[3] In cardiac myocytes, carvingilol reduces the degree of cellular vacuolization and stops doxorubicin's inhibitory effect on mitochondrial respiration in the heart and liver. Additionally, carvingilol inhibits the doxorubicin-induced reduction of the respiratory complexes of heart mitochondria and the diminution of mitochondrial Ca(2+) loading capacity.[4]

ln Vivo

Enzyme Assay
In rat brain homogenate, carvedilol significantly reduced Fe2+-induced lipid peroxidation with an IC50 of 8.1 μM. Carvedilol had an IC50 of 17.6 μM and prevented Fe2+-induced α-tocopherol depletion in rat brain homogenate. With an IC50 of 25 μM, carvingilol reduced the DMPO-OH signal's intensity in a dose-dependent manner. Carvedilol inhibited the migration, proliferation, and formation of neointimal tissue in vascular smooth muscle cells after vascular injury. The mitogenesis that was stimulated by platelet-derived growth factor, epidermal growth factor, thrombin, and serum was inhibited in human cultured pulmonary artery vascular smooth muscle cells by carvedilol (0.1–10 μM), with IC50 values ranging from 0.3 to 2.0 μM. Platelet-derived growth factor-induced vascular smooth muscle cell migration was inhibited by carvedilol with an IC50 value of 3 μM, concentration-dependently.
Animal Protocol


References

[1]. J Pharmacol Exp Ther . 1992 Oct;263(1):92-8.

[2]. Proc Natl Acad Sci U S A . 2007 Oct 16;104(42):16657-62.

[3]. Proc Natl Acad Sci U S A . 1993 Jul 1;90(13):6189-93.

[4]. Toxicol Appl Pharmacol . 2002 Dec 15;185(3):218-27.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C24H26N2O4
Molecular Weight
406.47
Exact Mass
406.19
Elemental Analysis
C, 70.92; H, 6.45; N, 6.89; O, 15.74
CAS #
72956-09-3
Related CAS #
(S)-Carvedilol; 95094-00-1; (R)-Carvedilol; 95093-99-5; Carvedilol-d4; 1133705-56-2; Carvedilol metabolite 4-Hydroxyphenyl Carvedilol; 142227-49-4; Carvedilol phosphate hemihydrate; 610309-89-2; Carvedilol-d3; 1020719-25-8; Carvedilol-d5; 929106-58-1
Appearance
Solid powder
SMILES
COC1=CC=CC=C1OCCNCC(COC2=CC=CC3=C2C4=CC=CC=C4N3)O
InChi Key
OGHNVEJMJSYVRP-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3
Chemical Name
1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-ol
Synonyms
BM-14190; SKF-105517; BM14190; SKF105517; BM 14190L SKF 105517; Carvedilol; Coreg; Dilatrend; Carvedilolum; Eucardic; Kredex; Querto; Coropres; carvedilol hydrochloride
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: 81~100 mg/mL (199.3~246.0 mM)
Water: <1 mg/mL
Ethanol: ~4 mg/mL (~9.8 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.15 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (6.15 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4602 mL 12.3010 mL 24.6021 mL
5 mM 0.4920 mL 2.4602 mL 4.9204 mL
10 mM 0.2460 mL 1.2301 mL 2.4602 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

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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?
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  • 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:
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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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03736265 Active
Recruiting
Drug: Carvedilol Cirrhosis, Liver
Portal Hypertension
Beijing Friendship Hospital October 9, 2017 Not Applicable
NCT04023110 Active
Recruiting
Drug: Carvedilol Cardiotoxicity
Breast Cancer
Abramson Cancer Center at
Penn Medicine
August 9, 2019 Phase 1
NCT01608893 Active
Recruiting
Drug: Carvedilol
Drug: Metoprolol
Atrial Fibrillation University of Calgary May 2012 Not Applicable
NCT02717507 Active
Recruiting
Other: Pharmacological Study
Drug: Carvedilol
Malignant Solid Neoplasm Children's Oncology Group April 4, 2016 Phase 2
NCT02993198 Active
Recruiting
Drug: Carvedilol HER2 Positive Breast Cancer
Cardiovascular Abnormalities
Northwestern University April 2015 Phase 2
Biological Data
  • β2AR phosphorylation stimulated by carvedilol. Proc Natl Acad Sci U S A . 2007 Oct 16;104(42):16657-62.
  • β-arrestin2-GFP translocation to the β2AR-V2R and receptor internalization stimulated by carvedilol. HEK-293 cells transiently expressing the β2AR-V2R chimera were stimulated for 2 min with either isoproterenol (Iso), carvedilol (Carv), or propranolol (Prop). Proc Natl Acad Sci U S A . 2007 Oct 16;104(42):16657-62.
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