Synonym
1420-27-5; alpha-((Isopropylamino)methyl)vanillyl alcohol hydrochloride; 13015-70-8; alpha-[(Isopropylamino)methyl]vanillyl alcohol hydrochloride; EINECS 235-872-3; metiprenaline hydrochloride
IUPAC/Chemical Name
4-(1-hydroxy-2-(isopropylamino)ethyl)-2-methoxyphenol hydrochloride
InChi Key
FBJGAKKBRRBUOG-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H19NO3.ClH/c1-8(2)13-7-11(15)9-4-5-10(14)12(6-9)16-3;/h4-6,8,11,13-15H,7H2,1-3H3;1H
SMILES Code
Cl.COC1=C(O)C=CC(=C1)C(O)CNC(C)C
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
261.75
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 |
1: Gründemann D, Köster S, Kiefer N, Breidert T, Engelhardt M, Spitzenberger F, Obermüller N, Schömig E. Transport of monoamine transmitters by the organic cation transporter type 2, OCT2. J Biol Chem. 1998 Nov 20;273(47):30915-20. PubMed PMID: 9812985.
2: Schömig E, Russ H, Staudt K, Martel F, Gliese M, Gründemann D. The extraneuronal monoamine transporter exists in human central nervous system glia. Adv Pharmacol. 1998;42:356-9. PubMed PMID: 9327915.
3: Obst OO, Rose H, Kammermeier H. Characterization of catecholamine uptake2 in isolated cardiac myocytes. Mol Cell Biochem. 1996 Oct-Nov;163-164:181-3. PubMed PMID: 8974055.
4: Streich S, Brüss M, Bönisch H. Expression of the extraneuronal monoamine transporter (uptake2) in human glioma cells. Naunyn Schmiedebergs Arch Pharmacol. 1996 Feb;353(3):328-33. PubMed PMID: 8692289.
5: Marino V, de la Lande IS, Newlyn M, Parker DA. Evidence for uptake2-mediated O-methylation of noradrenaline in the human amnion FL cell-line. Naunyn Schmiedebergs Arch Pharmacol. 1993 Apr;347(4):371-8. PubMed PMID: 8510765.
6: Marino V, de la Lande IS, Parker DA, Dally J, Wing S. Extraneuronal uptake of noradrenaline in rabbit dental pulp: evidence of identity with uptake1. Naunyn Schmiedebergs Arch Pharmacol. 1992 Aug;346(2):166-72. PubMed PMID: 1448181.
7: Bryan-Lluka LJ, Westwood NN, O'Donnell SR. Vascular uptake of catecholamines in perfused lungs of the rat occurs by the same process as Uptake1 in noradrenergic neurones. Naunyn Schmiedebergs Arch Pharmacol. 1992 Mar;345(3):319-26. PubMed PMID: 1535692.
8: Schömig E, Schönfeld CL. Extraneuronal noradrenaline transport (uptake2) in a human cell line (Caki-1 cells). Naunyn Schmiedebergs Arch Pharmacol. 1990 May;341(5):404-10. PubMed PMID: 2164161.
9: Schömig E, Babin-Ebell J, Schönfeld CL, Russ H, Trendelenburg U. Human Caki-1 cells are the first model for extraneuronal transport of noradrenaline (uptake2) which is based on a clonal cell line. J Neural Transm Suppl. 1990;32:437-40. PubMed PMID: 2089108.
10: Causon RC, Brown MJ, Davies DS. Reversed-phase high-performance liquid chromatography and amperometric detection of 3-O-methyl isoprenaline sulphate: application to studies on the presystemic metabolism of d-isoprenaline in man. J Chromatogr. 1985 Feb 8;337(2):311-20. PubMed PMID: 3988861.
