DPI-201-106 | CAS#97730-95-5

DPI-201-106
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526434

CAS#: 97730-95-5 (racemic)

Description: DPI-201-106, also known as (±)-SDZ-201 106, is a cardioselective inhibitor of the TTX-resistant h1 Na channel inactivation, inhibiting the L-type calcium current, and inward and delayed rectifier potassium currents.

Chemical Structure

DPI-201-106

CAS# 97730-95-5 (racemic)

Instruction

Theoretical Analysis

MedKoo Cat#: 526434
Name: DPI-201-106
CAS#: 97730-95-5 (racemic)
Chemical Formula: C29H30N4O2
Exact Mass: 466.24
Molecular Weight: 466.580
Elemental Analysis: C, 74.65; H, 6.48; N, 12.01; O, 6.86

Price and Availability

Size	Price	Availability
50mg	USD 450	2 Weeks
100mg	USD 750	2 Weeks
200mg	USD 1350	2 Weeks
500mg	USD 2650	2 Weeks
1g	USD 3650	2 Weeks
2g	USD 5950	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 97730-95-5 (racemic) 78573-14-5 (malonate) 78573-15-6 (mesylate) 161468-21-9 (mesylate 1:1) 97749-21-8 (S-isomer) 97749-20-7 (R-isomer)

Synonym: DPI-201-106; DPI 201-106; DPI201-106; DPI-201106; DPI 201106; DPI201106; (±)-SDZ-201 106; SDZ 201 106; SDZ201 106; SDZ-201106; SDZ 201106; SDZ201106;

IUPAC/Chemical Name: 4-[3-(4-Diphenylmethyl-1-piperazinyl)-2-hydroxypropoxy]-1H-indole-2-carbonitrile

InChi Key: BYBYHCOEAFHGJL-UHFFFAOYSA-N

InChi Code: InChI=1S/C29H30N4O2/c30-19-24-18-26-27(31-24)12-7-13-28(26)35-21-25(34)20-32-14-16-33(17-15-32)29(22-8-3-1-4-9-22)23-10-5-2-6-11-23/h1-13,18,25,29,31,34H,14-17,20-21H2

SMILES Code: N#CC(N1)=CC2=C1C=CC=C2OCC(O)CN3CCN(C(C4=CC=CC=C4)C5=CC=CC=C5)CC3

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

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 466.58 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Cheng HC, Incardona J. Models of torsades de pointes: effects of FPL64176, DPI201106, dofetilide, and chromanol 293B in isolated rabbit and guinea pig hearts. J Pharmacol Toxicol Methods. 2009 Sep-Oct;60(2):174-84. doi: 10.1016/j.vascn.2009.05.010. Epub 2009 Jun 11. PubMed PMID: 19524054.

2: Spencer CI. Actions of ATX-II and other gating-modifiers on Na(+) currents in HEK-293 cells expressing WT and DeltaKPQ hNa(V) 1.5 Na(+) channels. Toxicon. 2009 Jan;53(1):78-89. doi: 10.1016/j.toxicon.2008.10.015. Epub 2008 Nov 1. Erratum in: Toxicon. 2009 May;53(6):698. PubMed PMID: 18996139.

3: Wang YJ, Lin MW, Lin AA, Peng H, Wu SN. Evidence for state-dependent block of DPI 201-106, a synthetic inhibitor of Na+ channel inactivation, on delayed-rectifier K+ current in pituitary tumor (GH3) cells. J Physiol Pharmacol. 2008 Sep;59(3):409-23. PubMed PMID: 18953087.

4: Kang J, Chen XL, Reynolds WP, Rampe D. Functional interaction between DPI 201-106, a drug that mimics congenital long QT syndrome, and sevoflurane on the guinea-pig cardiac action potential. Clin Exp Pharmacol Physiol. 2007 Dec;34(12):1313-6. Epub 2007 Sep 24. PubMed PMID: 17892500.

5: Kühlkamp V, Mewis C, Bosch R, Seipel L. Delayed sodium channel inactivation mimics long QT syndrome 3. J Cardiovasc Pharmacol. 2003 Jul;42(1):113-7. PubMed PMID: 12827035.

6: Okafor C, Liao R, Perreault-Micale C, Li X, Ito T, Stepanek A, Doye A, de Tombe P, Gwathmey JK. Mg-ATPase and Ca+ activated myosin AtPase activity in ventricular myofibrils from non-failing and diseased human hearts--effects of calcium sensitizing agents MCI-154, DPI 201-106, and caffeine. Mol Cell Biochem. 2003 Mar;245(1-2):77-89. PubMed PMID: 12708747.

7: Denac H, Mevissen M, Kühn FJ, Kühn C, Guionaud CT, Scholtysik G, Greeff NG. Molecular cloning and functional characterization of a unique mammalian cardiac Na(v) channel isoform with low sensitivity to the synthetic inactivation inhibitor (-)-(S)-6-amino-alpha-[(4-diphenylmethyl-1-piperazinyl)-methyl]-9H-purine-9-ethan ol (SDZ 211-939). J Pharmacol Exp Ther. 2002 Oct;303(1):89-98. PubMed PMID: 12235237.

8: Flesch M, Erdmann E. Na+ channel activators as positive inotropic agents for the treatment of chronic heart failure. Cardiovasc Drugs Ther. 2001 Sep;15(5):379-86. Review. PubMed PMID: 11855656.

9: Mevissen M, Denac H, Schaad A, Portier CJ, Scholtysik G. Identification of a cardiac sodium channel insensitive to synthetic modulators. J Cardiovasc Pharmacol Ther. 2001 Apr;6(2):201-12. PubMed PMID: 11509927.

10: Brixius K, Hoischen S, Zobel C, Lasek K, Schwinger RH. [The Ca(2+) sensitizers CGP 48506 and EMD 57033, but not the Na(+) channel modulator BDF 9148, prolong relaxation in isolated cardiomyocytes of the guinea pig]. Z Kardiol. 2001 Apr;90(4):286-91. German. PubMed PMID: 11381577.

11: Yuill KH, Convery MK, Dooley PC, Doggrell SA, Hancox JC. Effects of BDF 9198 on action potentials and ionic currents from guinea-pig isolated ventricular myocytes. Br J Pharmacol. 2000 Aug;130(8):1753-66. PubMed PMID: 10952663; PubMed Central PMCID: PMC1572251.

12: Stump GL, Wallace AA, Gilberto DB, Gehret JR, Lynch JJ Jr. Arrhythmogenic potential of positive inotropic agents. Basic Res Cardiol. 2000 Jun;95(3):186-98. PubMed PMID: 10879620.

13: Rajamani S, Studenik C, Lemmens-Gruber R, Heistracher P. Cardiotoxic effects of fenfluramine hydrochloride on isolated cardiac preparations and ventricular myocytes of guinea-pigs. Br J Pharmacol. 2000 Mar;129(5):843-52. PubMed PMID: 10696080; PubMed Central PMCID: PMC1571904.

14: Ravens U, Himmel HM. Drugs preventing Na+ and Ca2+ overload. Pharmacol Res. 1999 Mar;39(3):167-74. Review. PubMed PMID: 10094840.

15: Gerhardy A, Scholtysik G, Schaad A, Haltiner R, Hess T. Generating and influencing Torsades de Pointes--like polymorphic ventricular tachycardia in isolated guinea pig hearts. Basic Res Cardiol. 1998 Aug;93(4):285-94. PubMed PMID: 9782371.

16: Yashar PR, Fransua M, Frishman WH. The sodium-calcium ion membrane exchanger: physiologic significance and pharmacologic implications. J Clin Pharmacol. 1998 May;38(5):393-401. Review. PubMed PMID: 9602949.

17: Lemmens-Gruber R, Studenik C, Karkhaneh A, Heistracher P. Mechanism of sodium channel blockade in the cardiotoxic action of emetine dihydrochloride in isolated cardiac preparations and ventricular myocytes of guinea pigs. J Cardiovasc Pharmacol. 1997 Nov;30(5):554-61. PubMed PMID: 9388036.

18: Raap A, Armah B, Mest HJ, Stenzel W, Schloos J, Blechacz W. Investigations of the mechanism of the positive inotropic action of BDF 9148: comparison with DPI 201-106 and the enantiomers. J Cardiovasc Pharmacol. 1997 Feb;29(2):164-73. PubMed PMID: 9057064.

19: Marinov BS. A possible role of the redox interactions in the dual, activatory and inhibitory, action of DPI 201-106 on the potential-dependent Na+ channels. Membr Cell Biol. 1997;10(6):707-15. PubMed PMID: 9231369.

20: Ramjit HG, Singh MM, Coddington AB. Gas chromatographic/mass spectrometric analysis of methyl methanesulphonate and ethyl methanesulphonate in the bismesylate salt of DPI 201-106, a positive inotropic agent for the treatment of heart failure. J Mass Spectrom. 1996 Aug;31(8):867-72. PubMed PMID: 8799312.

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