Nexopamil

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MedKoo CAT#: 328009

CAS#: 136033-49-3

Description: Nexopamil, also known as LU-49938, a calcium channel antagonist and serotonin 2A receptor antagonist potentially for the treatment of angina pectoris. Nexopamil inhibits both 5-HT-induced mesangial cell contraction and proliferation by blocking 5-HT2 receptors and the voltage-operated Ca2+ channels.


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-10-29. Prices are subject to change without notice.

Nexopamil is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 328009
Name: Nexopamil
CAS#: 136033-49-3
Chemical Formula: C24H40N2O3
Exact Mass: 404.3039
Molecular Weight: 404.595
Elemental Analysis: C, 71.25; H, 9.97; N, 6.92; O, 11.86


Synonym: Nexopamil; LU-49938; LU 49938; LU49938.

IUPAC/Chemical Name: (2S)-5-(Hexylmethylamino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)valeronitrile

InChi Key: SKDZEFVVFACNLS-DEOSSOPVSA-N

InChi Code: InChI=1S/C24H40N2O3/c1-8-9-10-11-14-26(4)15-12-13-24(18-25,19(2)3)20-16-21(27-5)23(29-7)22(17-20)28-6/h16-17,19H,8-15H2,1-7H3/t24-/m0/s1

SMILES Code: N#C[C@](C1=CC(OC)=C(OC)C(OC)=C1)(C(C)C)CCCN(CCCCCC)C


Technical Data

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


References

1: Nearing BD, Hutter JJ, Verrier RL. Potent antifibrillatory effect of combined blockade of calcium channels and 5-HT2 receptors with nexopamil during myocardial ischemia and reperfusion in dogs: comparison to diltiazem. J Cardiovasc Pharmacol. 1996 Jun;27(6):777-87. PubMed PMID: 8761843.

2: Park SJ, Lee JJ, Kirchengast M, Boulanger CM, Vanhoutte PM. The combined 5-HT2 receptor and calcium channel inhibitor LU49938 restores endothelium dependent responses in the regenerated endothelium of the porcine coronary artery. Cardiovasc Res. 1995 Jan;29(1):95-101. PubMed PMID: 7895245.

3: Montero A, Rodríguez-López A, Reverte M, López-Novoa JM. The effect of LU-49938 (nexopamil) on the activation by serotonin of mesangial cells. Fundam Clin Pharmacol. 1995;9(2):175-80. PubMed PMID: 7628831.

4: Park SJ, Boulanger CM, Kirchengast M, Vanhoutte PM. Effects of the combined 5-hydroxytryptamine2 receptor and Ca2+ channel antagonist LU49938 on the responsiveness of isolated porcine coronary arteries with and without endothelium. J Cardiovasc Pharmacol. 1994 Sep;24(3):517-22. PubMed PMID: 7528308.

5: Hohlfeld T, Braun M, Strobach H, Schrör K. Protection of reperfused ischemic pig myocardium by nexopamil, a new combined Ca2+ and serotonin antagonist. J Cardiovasc Pharmacol. 1994 Jun;23(6):922-31. PubMed PMID: 7523784.

6: Kirchengast M, Rübsamen K, Lehmann HD. Inhibition by the combined Ca2+ and 5-HT2 receptor antagonist nexopamil (LU 49938) of intracoronary thrombus formation in a canine model of arterial stenosis and intimal damage. J Cardiovasc Pharmacol. 1993 Nov;22(5):687-94. PubMed PMID: 7506319.