Oxilofrine (free base)

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MedKoo CAT#: 412372

CAS#: 365-26-4 (free base)

Description: Oxilofrine (free base) is a sympathomimetic used to treat hypotensive states, with cardiac stimulatory effects similar to those of ephedrine. It has never been approved for use in the USA as a prescription drug or as a dietary supplement. Oxilofrine has been found to act predominantly as a beta1 agonist increasing the speed and force of heart muscle contraction (inotropic effects), specifically, increasing left ventricular ejection fraction and stroke volume; to increase blood pressure; to have variable effects on heart rate; and to potentially increase oxygen uptake by the lungs.

Chemical Structure

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Oxilofrine (free base)
CAS# 365-26-4 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 412372
Name: Oxilofrine (free base)
CAS#: 365-26-4 (free base)
Chemical Formula: C10H15NO2
Exact Mass: 181.11
Molecular Weight: 181.240
Elemental Analysis: C, 66.27; H, 8.34; N, 7.73; O, 17.66

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Related CAS #: 942-51-8 (HCl)   365-26-4 (free base)  

Synonym: Oxilofrine (free base); Oxilofrin; Oxyephedrin; Suprifen; UNII-F49638UBDR

IUPAC/Chemical Name: 4-((1R,2S)-1-hydroxy-2-(methylamino)propyl)phenol

InChi Key: OXFGTKPPFSCSMA-XVKPBYJWSA-N

InChi Code: InChI=1S/C10H15NO2/c1-7(11-2)10(13)8-3-5-9(12)6-4-8/h3-7,10-13H,1-2H3/t7-,10-/m0/s1

SMILES Code: CN[C@H]([C@@H](c1ccc(O)cc1)O)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: >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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 181.24 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:
In vitro protocol:
In vivo protocol:

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1: Cohen PA, Avula B, Venhuis B, Travis JC, Wang YH, Khan IA. Pharmaceutical doses of the banned stimulant oxilofrine found in dietary supplements sold in the USA. Drug Test Anal. 2017 Jan;9(1):135-142. doi: 10.1002/dta.1976. Epub 2016 Apr 7. PMID: 27062112.

2: Kong N, Yi R, Zhao S, Sandhu J, Lam G, Loganathan D, Morrissey B. Development and validation of a hydrophilic interaction liquid chromatography with tandem mass spectrometry method for the simultaneous detection and quantification of etilefrine and oxilofrine in equine blood plasma and urine. J Sep Sci. 2014 Nov;37(21):3015-23. doi: 10.1002/jssc.201400662. Epub 2014 Sep 30. PMID: 25143252.

3: Kauert G, Angermann C, Lex H, Spes C. Clinical pharmacokinetics after a single oral dose of oxilofrine. Int J Clin Pharmacol Res. 1988;8(5):307-14. PMID: 3229871.

4: Vevelstad M, Øiestad EL, Nerem E, Arnestad M, Bogen IL. Studies on Para- Methoxymethamphetamine (PMMA) Metabolite Pattern and Influence of CYP2D6 Genetics in Human Liver Microsomes and Authentic Samples from Fatal PMMA Intoxications. Drug Metab Dispos. 2017 Dec;45(12):1326-1335. doi: 10.1124/dmd.117.077263. Epub 2017 Oct 4. PMID: 28978661.

5: Verho M, Malerczyk V, Kauert G, Lorenz H. Dose linearity and relative bioavailability testing of oxilofrine, a sympathicomimetic drug, in healthy volunteers. Int J Clin Pharmacol Res. 1988;8(3):211-5. PMID: 3403107.

6: Kauert G, Herrle I, Schoppek B. Detection of oxilofrine in plasma and urine by high-performance liquid chromatography with electrochemical detection and comparison with gas chromatography-mass spectrometry. J Chromatogr. 1988 Jul 15;428(2):291-300. doi: 10.1016/s0378-4347(00)83920-1. PMID: 3215932.

7: Jacquot C, Rapin JR, Cohen Y. Wirkungen von Oxilofrin auf Freisetzung und Einspeicherung von Noradrenalin in Herzschnitten der Ratte [Effects of oxilofrine on the release and storage of noradrenaline in cardiac sections of the rat (author's transl)]. Arzneimittelforschung. 1980;30(6):946-8. German. PMID: 7191269.

8: Zhao J, Wang M, Avula B, Khan IA. Detection and quantification of phenethylamines in sports dietary supplements by NMR approach. J Pharm Biomed Anal. 2018 Mar 20;151:347-355. doi: 10.1016/j.jpba.2018.01.025. Epub 2018 Jan 31. PMID: 29413984.

9: Rapin JR, Jacquot C. Wirkungen von Oxilofrin auf die Aktivität des sympathischen Nervenysystems [Effects of oxilofrine on the activity of the sympathetic nervous system (author's transl)]. Arzneimittelforschung. 1980;30(7):1077-9. German. PMID: 6106499.

10: Staack RF, Fehn J, Maurer HH. New designer drug p-methoxymethamphetamine: studies on its metabolism and toxicological detection in urine using gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jun 5;789(1):27-41. doi: 10.1016/s1570-0232(02)01018-8. PMID: 12726841.