Belfosdil
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MedKoo CAT#: 584232

CAS#: 103486-79-9

Description: Belfosdil, also known as BMY 21891 and SR 7037, is an antihypertensive calcium channel blocker.

Chemical Structure

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Belfosdil
CAS# 103486-79-9
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 584232
Name: Belfosdil
CAS#: 103486-79-9
Chemical Formula: C27H50O7P2
Exact Mass: 548.30
Molecular Weight: 548.638
Elemental Analysis: C, 59.11; H, 9.19; O, 20.41; P, 11.29

Price and Availability

Size Price Availability Quantity
1mg USD 90 Ready to Ship
5mg USD 250 Ready to Ship
10mg USD 450 Ready to Ship
25mg USD 750 Ready to Ship
50mg USD 1250 Ready to Ship
100mg USD 2250 Ready to Ship
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Synonym: Belfosdil; BMY 21891; BMY-21891; BMY21891; SR 7037; SR7037; SR-7037;

IUPAC/Chemical Name: Phosphonic acid, (2-(2-phenoxyethyl)-1,3-propanediyl)bis-, tetrabutyl ester

InChi Key: QTBMDDQRDDABNC-UHFFFAOYSA-N

InChi Code: InChI=1S/C27H50O7P2/c1-5-9-19-31-35(28,32-20-10-6-2)24-26(18-23-30-27-16-14-13-15-17-27)25-36(29,33-21-11-7-3)34-22-12-8-4/h13-17,26H,5-12,18-25H2,1-4H3

SMILES Code: O=P(CC(CCOC1=CC=CC=C1)CP(OCCCC)(OCCCC)=O)(OCCCC)OCCCC

Appearance: Liquid

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target: Belfosdil is an antihypertensive calcium channel blocker.
In vitro activity: Glucose and KCl, which depolarize the cell membrane, as well as the Ca2+-mobilizing agonist, carbachol (CCh), cause substantial increases in [Ca2+]m which are associated with smaller rises in [Ca2+]c. The L-type Ca2+-channel blocker, SR7037, abolished the effects of glucose and KCl while attenuating the CCh response. Reference: J Clin Invest. 1996 Dec 1;98(11):2524-38. https://pubmed.ncbi.nlm.nih.gov/8958215/
In vivo activity: Purified rat beta-cells were attached to this matrix and incubated under various conditions known to affect [Ca2+]i. The effect of glucose on beta-cell spreading was mimicked by 25 mmol/l KCl (which induces calcium influx) and inhibited by diazoxide (which impairs depolarization and calcium entry) and by the L-type Ca2+ channel blocker SR-7037. Reference: Diabetes. 2001 May;50(5):1039-46. https://pubmed.ncbi.nlm.nih.gov/11334406/

Preparing Stock Solutions

The following data is based on the product molecular weight 548.64 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Kennedy ED, Rizzuto R, Theler JM, Pralong WF, Bastianutto C, Pozzan T, Wollheim CB. Glucose-stimulated insulin secretion correlates with changes in mitochondrial and cytosolic Ca2+ in aequorin-expressing INS-1 cells. J Clin Invest. 1996 Dec 1;98(11):2524-38. doi: 10.1172/JCI119071. PMID: 8958215; PMCID: PMC507710. 2. Rutter GA, Theler JM, Murgia M, Wollheim CB, Pozzan T, Rizzuto R. Stimulated Ca2+ influx raises mitochondrial free Ca2+ to supramicromolar levels in a pancreatic beta-cell line. Possible role in glucose and agonist-induced insulin secretion. J Biol Chem. 1993 Oct 25;268(30):22385-90. PMID: 8226749. 3. Bosco D, Gonelle-Gispert C, Wollheim CB, Halban PA, Rouiller DG. Increased intracellular calcium is required for spreading of rat islet beta-cells on extracellular matrix. Diabetes. 2001 May;50(5):1039-46. doi: 10.2337/diabetes.50.5.1039. PMID: 11334406.
In vitro protocol: 1. Kennedy ED, Rizzuto R, Theler JM, Pralong WF, Bastianutto C, Pozzan T, Wollheim CB. Glucose-stimulated insulin secretion correlates with changes in mitochondrial and cytosolic Ca2+ in aequorin-expressing INS-1 cells. J Clin Invest. 1996 Dec 1;98(11):2524-38. doi: 10.1172/JCI119071. PMID: 8958215; PMCID: PMC507710. 2. Rutter GA, Theler JM, Murgia M, Wollheim CB, Pozzan T, Rizzuto R. Stimulated Ca2+ influx raises mitochondrial free Ca2+ to supramicromolar levels in a pancreatic beta-cell line. Possible role in glucose and agonist-induced insulin secretion. J Biol Chem. 1993 Oct 25;268(30):22385-90. PMID: 8226749.
In vivo protocol: 1. Bosco D, Gonelle-Gispert C, Wollheim CB, Halban PA, Rouiller DG. Increased intracellular calcium is required for spreading of rat islet beta-cells on extracellular matrix. Diabetes. 2001 May;50(5):1039-46. doi: 10.2337/diabetes.50.5.1039. PMID: 11334406.

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1: Bosco D, Gonelle-Gispert C, Wollheim CB, Halban PA, Rouiller DG. Increased intracellular calcium is required for spreading of rat islet beta-cells on extracellular matrix. Diabetes. 2001 May;50(5):1039-46. PubMed PMID: 11334406.

2: Rutter GA, Theler JM, Murgia M, Wollheim CB, Pozzan T, Rizzuto R. Stimulated Ca2+ influx raises mitochondrial free Ca2+ to supramicromolar levels in a pancreatic beta-cell line. Possible role in glucose and agonist-induced insulin secretion. J Biol Chem. 1993 Oct 25;268(30):22385-90. PubMed PMID: 8226749.

3: Mulvana DE, Kaul S, Dandekar KA, Pittman KA. Determination of belfosdil, a new calcium channel blocker, in human plasma by capillary gas chromatography with nitrogen-phosphorus detection. J Chromatogr. 1990 May 18;527(2):343-50. PubMed PMID: 2387881.

4: Kennedy ED, Rizzuto R, Theler JM, Pralong WF, Bastianutto C, Pozzan T, Wollheim CB. Glucose-stimulated insulin secretion correlates with changes in mitochondrial and cytosolic Ca2+ in aequorin-expressing INS-1 cells. J Clin Invest. 1996 Dec 1;98(11):2524-38. PubMed PMID: 8958215; PubMed Central PMCID: PMC507710.

5: Li G, Hidaka H, Wollheim CB. Inhibition of voltage-gated Ca2+ channels and insulin secretion in HIT cells by the Ca2+/calmodulin-dependent protein kinase II inhibitor KN-62: comparison with antagonists of calmodulin and L-type Ca2+ channels. Mol Pharmacol. 1992 Sep;42(3):489-8. PubMed PMID: 1328847.

6: Rossier JR, Cox JA, Niesor EJ, Bentzen CL. A new class of calcium entry blockers defined by 1,3-diphosphonates. Interactions of SR-7037 (belfosdil) with receptors for calcium channel ligands. J Biol Chem. 1989 Oct 5;264(28):16598-607. PubMed PMID: 2550449.