Sulmazole | CAS#73384-60-8 | positive inotrope

MedKoo Cat#: 329473 | Name: Sulmazole

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sulmazole is a positive inotrope sulmazole inhibits the function of guanine nucleotide regulatory proteins by affecting GTP turnover. Sulmazole effects on mechanical performance of hypoxic and reoxygenated isolated mammalian myocardium. Sulmazole (AR-L 115BS) activates the sheep cardiac muscle sarcoplasmic reticulum calcium-release channel in the presence and absence of calcium.

Chemical Structure

Sulmazole

CAS#73384-60-8

Theoretical Analysis

MedKoo Cat#: 329473

Name: Sulmazole

CAS#: 73384-60-8

Chemical Formula: C14H13N3O2S

Exact Mass: 287.0728

Molecular Weight: 287.34

Elemental Analysis: C, 58.52; H, 4.56; N, 14.62; O, 11.14; S, 11.16

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Synonym

Sulmazole; AR-L 115-BS; AR-L 115BS; Vardax.

IUPAC/Chemical Name

2-(2-Methoxy-4-[methylsulfinyl]phenyl)-1H-imidazo(4,5-b)pyridine

InChi Key

XMFCOYRWYYXZMY-UHFFFAOYSA-N

InChi Code

InChI=1S/C14H13N3O2S/c1-19-12-8-9(20(2)18)5-6-10(12)13-16-11-4-3-7-15-14(11)17-13/h3-8H,1-2H3,(H,15,16,17)

SMILES Code

O=S(C1=CC=C(C2=NC3=NC=CC=C3N2)C(OC)=C1)C

Appearance

Solid powder

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 287.34 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.

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

1: Hata K, Goto Y, Futaki S, Takasago T, Saeki A, Nishioka T, Suga H. Effects of milrinone and sulmazole on left ventricular mechanoenergetics in canine hearts. J Card Fail. 1996 Sep;2(3):203-13. PubMed PMID: 8891859. 2: McGarry SJ, Williams AJ. Activation of the sheep cardiac sarcoplasmic reticulum Ca(2+)-release channel by analogues of sulmazole. Br J Pharmacol. 1994 Apr;111(4):1212-20. PubMed PMID: 8032608; PubMed Central PMCID: PMC1910124. 3: Verrijk R, Vleeming W, van Rooij HH, Wemer J, Porsius AJ. Positive inotropic effects of milrinone, sulmazole and AR-L100 on isolated normal and infarcted hearts of the rat. Arch Int Pharmacodyn Ther. 1989 Jan-Feb;297:7-17. PubMed PMID: 2730243. 4: Ramkumar V, Stiles GL. The new positive inotrope sulmazole inhibits the function of guanine nucleotide regulatory proteins by affecting GTP turnover. Mol Pharmacol. 1988 Dec;34(6):761-8. PubMed PMID: 2849044. 5: Bonoron-Adèle S, Grellet J, Bricaud H, Tariosse L, Besse P. Sulmazole effects on mechanical performance of hypoxic and reoxygenated isolated mammalian myocardium. Arzneimittelforschung. 1986 Nov;36(11):1572-7. PubMed PMID: 3814219. 6: Achenbach C, Ziskoven R, Wiemer J, Hauswirth O. The response of the calcium dependent myocardial contractility to the new cardiotonic agent sulmazole. Arzneimittelforschung. 1984;34(11):1498-506. PubMed PMID: 6543125. 7: Schmied R, Wang GX, Korth M. Intracellular Na+ activity and positive inotropic effect of sulmazole in guinea pig ventricular myocardium. Comparison with a cardioactive steroid. Circ Res. 1991 Feb;68(2):597-604. PubMed PMID: 1991358. 8: Allan G, Cambridge D, Follenfant MJ, Stone D, Whiting MV. A comparative study of the cardiovascular and biochemical actions of the imidazo [4,5b] pyridine sulmazole and an imidazo [4,5c] pyridine analogue, BW A746C. Br J Pharmacol. 1988 Feb;93(2):387-98. PubMed PMID: 3359112; PubMed Central PMCID: PMC1853816. 9: van Meel JC, Zimmermann R, Diederen W, Erdman E, Mrwa U. Increase in calcium sensitivity of cardiac myofibrils contributes to the cardiotonic action of sulmazole. Biochem Pharmacol. 1988 Jan 15;37(2):213-20. PubMed PMID: 2829914. 10: Walland A. Investigation into the inotropic mechanisms of sulmazole. Arzneimittelforschung. 1985;35(1A):369-76. PubMed PMID: 4039176. 11: Williams AJ, Holmberg SR. Sulmazole (AR-L 115BS) activates the sheep cardiac muscle sarcoplasmic reticulum calcium-release channel in the presence and absence of calcium. J Membr Biol. 1990 May;115(2):167-78. PubMed PMID: 1693969. 12: Post MJ, te Biesebeek JD, Wemer J, van Rooij HH, Porsius AJ. Comparison of the anti-anaphylactic effects of milrinone, sulmazole and theophylline in the rat. Int Arch Allergy Appl Immunol. 1989;89(1):6-10. PubMed PMID: 2731994. 13: Post MJ, te Biesebeek JD, van Rooij HH, Wemer J, Porsius AJ. Anti-allergic effects of milrinone and sulmazole in isolated rat lungs in comparison with theophylline. Int Arch Allergy Appl Immunol. 1989;89(1):1-5. PubMed PMID: 2471695. 14: Garrett ER, Roth W. Nonlinear pharmacokinetics of the new positive inotropic agent sulmazole in the dog. J Pharm Sci. 1983 Feb;72(2):105-16. PubMed PMID: 6834245. 15: Parsons WJ, Ramkumar V, Stiles GL. The new cardiotonic agent sulmazole is an A1 adenosine receptor antagonist and functionally blocks the inhibitory regulator, Gi. Mol Pharmacol. 1988 Apr;33(4):441-8. PubMed PMID: 3128727. 16: Müller-Enoch D, Dannan GA, Rudolf B, Friedl HP. Induction of cytochrome P-450 isozymes in liver microsomes of rats treated with the cardiotonic agent sulmazole. Arzneimittelforschung. 1985;35(4):698-703. PubMed PMID: 4015736. 17: Achenbach C, Ziskoven R, Wiemer J, Hauswirth O. Effects of the new cardiotonic agent sulmazole on the slow inward current of sheep cardiac Purkinje fibres. Arzneimittelforschung. 1984;34(12):1743-9. PubMed PMID: 6099128. 18: Borasio PG, Cervellati F, Fabbri E. Sulmazole effects on PGE2 and D-Ala2-Met-enkephalinamide modulation of cyclic AMP synthesis and neurotransmitter release in a sympathetic ganglion. Neurosci Lett. 1992 Sep 28;145(1):105-8. PubMed PMID: 1361043. 19: Coates WJ, Connolly B, Dhanak D, Flynn ST, Worby A. Cyclic nucleotide phosphodiesterase inhibition by imidazopyridines: analogues of sulmazole and isomazole as inhibitors of the cGMP specific phosphodiesterase. J Med Chem. 1993 May 14;36(10):1387-92. PubMed PMID: 8388468. 20: Roth W. Rapid, sensitive and fully automated high-performance liquid chromatographic assay with fluorescence detection for sulmazole and metabolites. J Chromatogr. 1983 Dec 9;278(2):347-57. PubMed PMID: 6668315.