(-)-p-Bromotetramisole OxalateALP inhibitor, potent and non-specific CAS# 62284-79-1 |
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Quality Control & MSDS
3D structure
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| Cas No. | 62284-79-1 | SDF | Download SDF |
| PubChem ID | 112477 | Appearance | Powder |
| Formula | C13H13BrN2O4S | M.Wt | 373.22 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | L-p-Bromotetramisole oxalate; 6-Bromolevamisole oxalate; (-)-p-Bromolevamisole oxalate | ||
| Solubility | DMSO : ≥ 29 mg/mL (77.70 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 6-(4-bromophenyl)-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole;oxalic acid | ||
| SMILES | C1CSC2=NC(CN21)C3=CC=C(C=C3)Br.C(=O)(C(=O)O)O | ||
| Standard InChIKey | ZULBIBHDIQCNIS-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C11H11BrN2S.C2H2O4/c12-9-3-1-8(2-4-9)10-7-14-5-6-15-11(14)13-10;3-1(4)2(5)6/h1-4,10H,5-7H2;(H,3,4)(H,5,6) | ||
| 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 | (-)-p-Bromotetramisole Oxalate is a potent and non-specific inhibitor of alkaline phosphatase. | |||||
| Targets | alkaline phosphatase | |||||
(-)-p-Bromotetramisole Oxalate Dilution Calculator
(-)-p-Bromotetramisole Oxalate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.6794 mL | 13.3969 mL | 26.7938 mL | 53.5877 mL | 66.9846 mL |
| 5 mM | 0.5359 mL | 2.6794 mL | 5.3588 mL | 10.7175 mL | 13.3969 mL |
| 10 mM | 0.2679 mL | 1.3397 mL | 2.6794 mL | 5.3588 mL | 6.6985 mL |
| 50 mM | 0.0536 mL | 0.2679 mL | 0.5359 mL | 1.0718 mL | 1.3397 mL |
| 100 mM | 0.0268 mL | 0.134 mL | 0.2679 mL | 0.5359 mL | 0.6698 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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(-)-p-Bromotetramisole Oxalate (L-(-)-p-Bromotetramisole Oxalate, L-p-Bromotetramisole Oxalate, (-)-4-Bromotetramisole Oxalate) is a potent and non-specific inhibitor of alkaline phosphatase and is also an inhibitor of protein tyrosine phosphatases [1] [2].
Alkaline phosphatase is a hydrolase enzyme that removes phosphate groups from nucleotides, proteins and alkaloids. Protein tyrosine phosphatase is an enzyme that removes phosphate groups from phosphorylated tyrosine residues on target proteins.
(-)-p-Bromotetramisole Oxalate is an inhibitor of alkaline phosphatase and protein tyrosine phosphatases. In various rat tissues, (-)-p-Bromotetramisole Oxalate (0.1 μM) completely inhibited non-specific alkaline phosphatase [1]. In rat zona glomerulosa, (-)-p-Bromotetramisole Oxalate (100 μM) blocked the inhibition of Na+ pump (Na+, K+-ATPase) induced by angiotensin II. The result suggested that inhibition of the Na+ pump induced by angiotensin II might be mediated by a tyrosine phosphatase [2]. In neurosecretory PC12 cells, (-)-p-Bromotetramisole Oxalate (0.3 mM) increased ionomycin-stimulated noradrenaline (NA) release, which suggested that tyrosine phosphorylation regulated Ca2+-stimulated NA release [3].
In Sprague-Dawley rats, (-)-p-Bromotetramisole Oxalate (10 μM) significantly increased fractional excretion of phosphate (FEPi) from 4.7% to 13.4% [4].
References:
[1]. Borgers M, Thoné F. The inhibition of alkaline phosphatase by L-p-bromotetramisole. Histochemistry, 1975, 44(3): 277-280.
[2]. Yingst DR, Davis J, Schiebinger R. Inhibitors of tyrosine phosphatases block angiotensin II inhibition of Na(+) pump. Eur J Pharmacol, 2000, 406(1): 49-52.
[3]. Kitamura T, Murayama T, Nomura Y. Enhancement of Ca2+-induced noradrenaline release by vanadate in PC12 cells: possible involvement of tyrosine phosphorylation. Brain Res, 2000, 854(1-2): 165-171.
[4]. Onsgard-Meyer M, McCoy AL, Knox FG. Effect of bromotetramisole on renal phosphate excretion. Proc Soc Exp Biol Med, 1996, 213(2): 193-195.
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