Synonym
Deterenol hydrochloride; Deterenol HCl; AL 842; AL-842; A 842; Isopropyloctopamine; Isopropylnorsynephrine
IUPAC/Chemical Name
Benzenemethanol, 4-hydroxy-alpha-(((1-methylethyl)amino)methyl)-, hydrochloride (+-)-
InChi Key
KTOGVIILDSYTNS-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H17NO2.ClH/c1-8(2)12-7-11(14)9-3-5-10(13)6-4-9;/h3-6,8,11-14H,7H2,1-2H3;1H
SMILES Code
CC(NCC(O)c1ccc(O)cc1)C.Cl
Purity
>95% (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
2934.99.03.00
Biological target:
Deterenol Hydrochloride is an effective, nonmydriatic and nonmiotic hypotensive agent with intraocular pressure effects.
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
0.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
231.72
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:
TBD
1: Cohen PA, Travis JC, Vanhee C, Ohana D, Venhuis BJ. Nine prohibited stimulants found in sports and weight loss supplements: deterenol, phenpromethamine (Vonedrine), oxilofrine, octodrine, beta-methylphenylethylamine (BMPEA), 1,3-dimethylamylamine (1,3-DMAA), 1,4-dimethylamylamine (1,4-DMAA), 1,3-dimethylbutylamine (1,3-DMBA) and higenamine. Clin Toxicol (Phila). 2021 Nov;59(11):975-981. doi: 10.1080/15563650.2021.1894333. Epub 2021 Mar 23. Erratum in: Clin Toxicol (Phila). 2022 Jan 13;:1. PMID: 33755516.
2: 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.
3: Venhuis B, Keizers P, van Riel A, de Kaste D. A cocktail of synthetic stimulants found in a dietary supplement associated with serious adverse events. Drug Test Anal. 2014 Jun;6(6):578-81. doi: 10.1002/dta.1664. Epub 2014 May 6. PMID: 24802503.
4: Anderson WG. The sympathomimetic activity of N-isopropyloctopamine in vitro. J Pharmacol Exp Ther. 1983 Jun;225(3):553-8. PMID: 6306210.
5: Mercader J, Wanecq E, Chen J, Carpéné C. Isopropylnorsynephrine is a stronger lipolytic agent in human adipocytes than synephrine and other amines present in Citrus aurantium. J Physiol Biochem. 2011 Sep;67(3):443-52. doi: 10.1007/s13105-011-0078-2. Epub 2011 Feb 19. PMID: 21336650.
6: Deeg MA, Graeff RM, Walseth TF, Goldberg ND. A Ca2+-linked increase in coupled cAMP synthesis and hydrolysis is an early event in cholinergic and beta- adrenergic stimulation of parotid secretion. Proc Natl Acad Sci U S A. 1988 Nov;85(21):7867-71. doi: 10.1073/pnas.85.21.7867. PMID: 2460856; PMCID: PMC282298.
7: Spearman TN, Durham JP, Butcher FR. The role of cyclic AMP in the regulation of exocytosis in the rat parotid gland: evidence obtained with the isoproterenol analog PI-39. J Cyclic Nucleotide Res. 1982;8(4):225-34. PMID: 6187786.
