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MedKoo Cat#: 573656 | Name: Alifedrine free base

Description:

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

Alifedrine, also known as D13625, is a positive inotropic agent. Alifedrine moderately reduces the severity of ischaemia and reperfusion-induced ventricular arrhythmias. Alifedrine has an unusual and useful spectrum of pharmacological activity in that it combines antiarrhythmic activity with an ability to improve cardiac function. Alifedrine in the tested model markedly improved left ventricular function by balanced stimulation of the myocardium and reduction of pre- and afterload.

Chemical Structure

Alifedrine free base
Alifedrine free base
CAS#78756-61-3 (free base)

Theoretical Analysis

MedKoo Cat#: 573656

Name: Alifedrine free base

CAS#: 78756-61-3 (free base)

Chemical Formula: C18H27NO2

Exact Mass: 289.2042

Molecular Weight: 289.42

Elemental Analysis: C, 74.70; H, 9.40; N, 4.84; O, 11.06

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
72913-80-5 (HCl) 78756-61-3 (free base)
Synonym
Alifedrine hydrochloride, Alifedrine HCl; D 13625; D-13625; D13625;
IUPAC/Chemical Name
(R-(R*,S*))-1-Cyclohexyl-3-((2-hydroxy-1-methyl-2-phenylethyl)amino)propan-1-one
InChi Key
UEELVIXXTBPOCF-KSSFIOAISA-N
InChi Code
InChI=1S/C18H27NO2/c1-14(18(21)16-10-6-3-7-11-16)19-13-12-17(20)15-8-4-2-5-9-15/h3,6-7,10-11,14-15,18-19,21H,2,4-5,8-9,12-13H2,1H3/t14-,18-/m0/s1
SMILES Code
O=C(C1CCCCC1)CCN[C@@H](C)[C@H](O)C2=CC=CC=C2
Appearance
To be determined
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
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 289.42 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
1: Anand IS, Hughes LO, Whittington JR, Raftery EB. Acute haemodynamic effects of different doses of alifedrine in congestive heart failure. Eur J Clin Pharmacol. 1989;36(4):335-41. PubMed PMID: 2737225. 2: Wan SK, Hoff W, Evans TR. Haemodynamic effects of intravenous and oral alifedrine in patients with cardiac failure. Curr Med Res Opin. 1988;11(4):242-53. PubMed PMID: 3215041. 3: Schanzenbächer P, Riegger G, Liebau G, Hockerts T, Kochsiek K. [Acute hemodynamic effects of alifedrine in patients with heart failure]. Z Kardiol. 1984 Feb;73(2):95-100. German. PubMed PMID: 6719988. 4: Wainwright CL, Parratt JR. Alifedrine, a positive inotropic agent that moderately reduces the severity of ischaemia and reperfusion-induced ventricular arrhythmias. Eur J Pharmacol. 1988 Mar 15;147(3):373-80. PubMed PMID: 3378563. 5: Metzenauer P, Dedecke R, Göbel H, Martorana PA, Stroman F, Szelenyi I. Effects of the novel beta-adrenergic partial agonist alifedrine on cardiac performance in dogs with acute ischemic left ventricular failure. J Cardiovasc Pharmacol. 1989 Jul;14(1):103-8. PubMed PMID: 2475700. 6: Engel J, Bekel H, Heiliger D, Schaumlöffel E. [14C-labeling of alifedrine hydrochloride, a new positive inotropic compound]. Arch Pharm (Weinheim). 1985 May;318(5):465-7. German. PubMed PMID: 4026541. 7: Bickel E, Engel J, Klingler KH. [Syntheses of 14C-1-erythro-norephedrine and its N-substitution products 14C-oxyfedrine and 14C-D 13,625]. Arzneimittelforschung. 1983;33(9):1213-5. German. PubMed PMID: 6685500. 8: Colucci WS, Wright RF, Braunwald E. New positive inotropic agents in the treatment of congestive heart failure. Mechanisms of action and recent clinical developments. 2. N Engl J Med. 1986 Feb 6;314(6):349-58. Review. PubMed PMID: 2418353.