4-Phenyl-1,2,3,4-tetrahydroisoquinoline hydrochlorideDA release inhibitor CAS# 6109-35-9 |
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Quality Control & MSDS
3D structure
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| Cas No. | 6109-35-9 | SDF | Download SDF |
| PubChem ID | 12999296 | Appearance | Powder |
| Formula | C15H16ClN | M.Wt | 245.75 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in DMSO and to 25 mM in water | ||
| Chemical Name | 4-phenyl-1,2,3,4-tetrahydroisoquinoline;hydrochloride | ||
| SMILES | C1C(C2=CC=CC=C2CN1)C3=CC=CC=C3.Cl | ||
| Standard InChIKey | YYCOJKPDBCMVPP-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C15H15N.ClH/c1-2-6-12(7-3-1)15-11-16-10-13-8-4-5-9-14(13)15;/h1-9,15-16H,10-11H2;1H | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Inhibitor of release of dopamine induced by methamphetamine. |
4-Phenyl-1,2,3,4-tetrahydroisoquinoline hydrochloride Dilution Calculator
4-Phenyl-1,2,3,4-tetrahydroisoquinoline hydrochloride Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 4.0692 mL | 20.3459 mL | 40.6918 mL | 81.3835 mL | 101.7294 mL |
| 5 mM | 0.8138 mL | 4.0692 mL | 8.1384 mL | 16.2767 mL | 20.3459 mL |
| 10 mM | 0.4069 mL | 2.0346 mL | 4.0692 mL | 8.1384 mL | 10.1729 mL |
| 50 mM | 0.0814 mL | 0.4069 mL | 0.8138 mL | 1.6277 mL | 2.0346 mL |
| 100 mM | 0.0407 mL | 0.2035 mL | 0.4069 mL | 0.8138 mL | 1.0173 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Resolution and absolute stereochemistry of 6,7-dimethoxy-4-phenyl- 1,2,3,4-tetrahydroisoquinoline. The crystal structure of the R-hydrochloride salt form.[Pubmed:1599795]
Acta Chem Scand. 1992 Jan;46(1):54-9.
Stereospecific multistep synthesis and resolution of 6,7-dimethoxy-4- phenyl-1,2,3,4-tetrahydroisoquinoline (3) has been achieved from its racemic base. The absolute configurations of the optical antipodes converted into their hydrochloride salt forms have been determined by X-ray diffractometric analysis, thus permitting assignment of the antipodes as the (+)-(4R)-3 and (-)-(4S)-3 enantiomers. The crystal structures of the two enantiomers are related as mirror images and only the (4R)-3.HCl form has been fully determined by three-dimensional X-ray diffraction. In the solid state, the carbon atoms of the two methoxy groups deviate slightly from the benzene-ring plane and the chirally oriented phenyl substituent is almost perpendicularly tilted out of conjugation with the isoquinoline system. Examination of the enantiomers in several biochemical tests for 5-HT, NE and DA uptake inhibition-activity revealed an exclusive preference for the (4S)-enantiomer. These results are in accord with previous suggestions that the S-configurational state of the 4-phenyl substituent is important for biological activity.
4-Phenyltetrahydroisoquinoline, but not nomifensine or cocaine, inhibits methamphetamine-induced dopamine release.[Pubmed:8405121]
Eur J Pharmacol. 1993 Aug 10;240(1):51-6.
The inhibitory effect of 4-phenyltetrahydroisoquinoline (4-PTIQ) on methamphetamine-induced dopamine release in the rat nucleus accumbens was investigated using a brain microdialysis method. Methamphetamine (10(-6) M) infusion through a microdialysis probe induced the release of dopamine. Although the uptake inhibitors, cocaine (3 x 10(-6) M) and nomifensine (10(-6) M), failed to block dopamine release, 4-PTIQ (10(-6 M) inhibited the dopamine-releasing effect of methamphetamine. 4-PTIQ did not affect the elevation of the extracellular dopamine level induced by high concentrations of nomifensine (10(-5) M) and cocaine (3 x 10(-5) M). 4-PTIQ was the weakest inhibitor of [3H]dopamine uptake by rat striatal synaptosomes. These results suggest that 4-PTIQ is a selective antagonist against the dopamine-releasing effect of methamphetamine in the nucleus accumbens.
