Desformylflustrabromine hydrochlorideCAS# 951322-11-5 |
- Ro 31-8220
Catalog No.:BCC4295
CAS No.:125314-64-9
- Go 6983
Catalog No.:BCC3705
CAS No.:133053-19-7
- Chelerythrine chloride
Catalog No.:BCN8322
CAS No.:3895-92-9
- Sotrastaurin (AEB071)
Catalog No.:BCC3857
CAS No.:425637-18-9
- Staurosporine
Catalog No.:BCC3612
CAS No.:62996-74-1
- K-252c
Catalog No.:BCC3706
CAS No.:85753-43-1
Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
| Cas No. | 951322-11-5 | SDF | Download SDF |
| PubChem ID | 56675778 | Appearance | Powder |
| Formula | C16H22BrClN2 | M.Wt | 357.72 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble to 100 mM in DMSO and to 10 mM in water with gentle warming | ||
| Chemical Name | 2-[6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]-N-methylethanamine;hydrochloride | ||
| SMILES | CC(C)(C=C)C1=C(C2=C(N1)C=C(C=C2)Br)CCNC.Cl | ||
| Standard InChIKey | GEZWEAPBLKXKGN-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C16H21BrN2.ClH/c1-5-16(2,3)15-13(8-9-18-4)12-7-6-11(17)10-14(12)19-15;/h5-7,10,18-19H,1,8-9H2,2-4H3;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. |
||
| 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. |
||
| 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 | Positive allosteric modulator of nicotinic α4β2 receptors; selectively increases the ionic current through α4β2 in the presence of ACh. Displays 14.7-fold selectivity for α4β2 over homomeric (α7) receptors. Moderately cytotoxic in HCT-116 cells. Also inhibits human muscle (αβεδ) and Torpedo (αβγδ) nAChRs (IC50 values are 1.0 and 0.1 μM, respectively) by binding in the ion channel. |
Desformylflustrabromine hydrochloride Dilution Calculator
Desformylflustrabromine hydrochloride Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.7955 mL | 13.9774 mL | 27.9548 mL | 55.9097 mL | 69.8871 mL |
| 5 mM | 0.5591 mL | 2.7955 mL | 5.591 mL | 11.1819 mL | 13.9774 mL |
| 10 mM | 0.2795 mL | 1.3977 mL | 2.7955 mL | 5.591 mL | 6.9887 mL |
| 50 mM | 0.0559 mL | 0.2795 mL | 0.5591 mL | 1.1182 mL | 1.3977 mL |
| 100 mM | 0.028 mL | 0.1398 mL | 0.2795 mL | 0.5591 mL | 0.6989 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. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- Boc-N-Me-Tyr-OH.DCHA
Catalog No.:BCC3355
CAS No.:95105-25-2
- 2'-Deoxyuridine
Catalog No.:BCC8278
CAS No.:951-78-0
- PF-670462
Catalog No.:BCC1856
CAS No.:950912-80-8
- trans-4-Hydroxy-2-nonenoic acid
Catalog No.:BCN7959
CAS No.:95087-42-6
- Quizartinib (AC220)
Catalog No.:BCC2548
CAS No.:950769-58-1
- PCI-34051
Catalog No.:BCC2148
CAS No.:950762-95-5
- B-Raf IN 1
Catalog No.:BCC5439
CAS No.:950736-05-7
- 6-O-Methacryloyltrilobolide
Catalog No.:BCN7599
CAS No.:950685-51-5
- Gemcitabine
Catalog No.:BCC3784
CAS No.:95058-81-4
- Liproxstatin-1
Catalog No.:BCC5651
CAS No.:950455-15-9
- Erianin
Catalog No.:BCN2350
CAS No.:95041-90-0
- Pyrolin
Catalog No.:BCN6902
CAS No.:95-71-6
- Artemetin acetate
Catalog No.:BCN4501
CAS No.:95135-98-1
- DY131
Catalog No.:BCC1539
CAS No.:95167-41-2
- Herpetone
Catalog No.:BCN2812
CAS No.:951677-22-8
- Fmoc-Lys(Me,Boc)-OH
Catalog No.:BCC2566
CAS No.:951695-85-5
- Sibiricin
Catalog No.:BCN4502
CAS No.:95188-34-4
- PF-477736
Catalog No.:BCC4421
CAS No.:952021-60-2
- Parishin E
Catalog No.:BCN3814
CAS No.:952068-57-4
- Atovaquone
Catalog No.:BCC4890
CAS No.:95233-18-4
- Neocaesalpin L
Catalog No.:BCN7650
CAS No.:952473-86-8
- 11-Oxomogroside III
Catalog No.:BCN3169
CAS No.:952481-53-7
- Hydrangenoside A dimethyl acetal
Catalog No.:BCN4553
CAS No.:952485-00-6
- Yadanzioside F
Catalog No.:BCN6406
CAS No.:95258-11-0
Nicotine facilitates nicotinic acetylcholine receptor targeting to mitochondria but makes them less susceptible to selective ligands.[Pubmed:28700952]
Neurosci Lett. 2017 Aug 24;656:43-50.
Several nicotinic acetylcholine receptor (nAChR) subtypes are expressed in mitochondria to regulate the internal pathway of apoptosis in ion channel-independent manner. However, the mechanisms of nAChR activation in mitochondria and targeting to mitochondria are still unknown. Nicotine has been shown to favor nAChR pentamer assembly, folding, and maturation on the way of biosynthesis. The idea of the present work was to determine whether nicotine affects the content, glycosylation, and function of mitochondrial nAChRs. Experiments were performed in isolated liver mitochondria from mice, that either consumed or not nicotine with the drinking water (200muL/L) for 7days. Mitochondria detergent lysates were studied by sandwich or lectin ELISA for the presence and carbohydrate composition of different nAChR subunits. Intact mitochondria were examined by flow cytometry for the binding of fluorescently labeled alpha-cobratoxin and were tested in functional assay of cytochrome c release under the effect of either Ca(2+) or wortmannin in the presence or absence of nAChR-selective ligands, including PNU-282987 (1nM), dihydro-beta-erythroidine (DhbetaE, 1muM), PNU-120596 (0.3, 3, or 10muM) and Desformylflustrabromine hydrochloride (dFBr, 0.001, 0.3, or 1muM). It was found that nicotine consumption increased the ratio of mitochondrial vs non-mitochondrial nAChRs in the liver, enhanced fucosylation of mitochondrial nAChRs, but prevented the binding of alpha-cobratoxin and the cytochrome c release-attenuating effects of nAChR-specific agonists, antagonists, or positive allosteric modulators. It is concluded that nicotine consumption in vivo favors nAChR glycosylation and trafficking to mitochondria but makes them less susceptible to the effects of specific ligands.
Desformylflustrabromine (dFBr) and [3H]dFBr-Labeled Binding Sites in a Nicotinic Acetylcholine Receptor.[Pubmed:25870334]
Mol Pharmacol. 2015 Jul;88(1):1-11.
Desformylflustrabromine (dFBr) is a positive allosteric modulator (PAM) of alpha4beta2 and alpha2beta2 nAChRs that, at concentrations >1 microM, also inhibits these receptors and alpha7 nAChRs. However, its interactions with muscle-type nAChRs have not been characterized, and the locations of its binding site(s) in any nAChR are not known. We report here that dFBr inhibits human muscle (alphabetaepsilondelta) and Torpedo (alphabetagammadelta) nAChR expressed in Xenopus oocytes with IC50 values of approximately 1 muM. dFBr also inhibited the equilibrium binding of ion channel blockers to Torpedo nAChRs with higher affinity in the nAChR desensitized state ([(3)H]phencyclidine; IC50 = 4 muM) than in the resting state ([(3)H]tetracaine; IC50 = 60 muM), whereas it bound with only very low affinity to the ACh binding sites ([(3)H]ACh, IC50 = 1 mM). Upon irradiation at 312 nm, [(3)H]dFBr photoincorporated into amino acids within the Torpedo nAChR ion channel with the efficiency of photoincorporation enhanced in the presence of agonist and the agonist-enhanced photolabeling inhibitable by phencyclidine. In the presence of agonist, [(3)H]dFBr also photolabeled amino acids in the nAChR extracellular domain within binding pockets identified previously for the nonselective nAChR PAMs galantamine and physostigmine at the canonical alpha-gamma interface containing the transmitter binding sites and at the noncanonical delta-beta subunit interface. These results establish that dFBr inhibits muscle-type nAChR by binding in the ion channel and that [(3)H]dFBr is a photoaffinity probe with broad amino acid side chain reactivity.
Synthesis of desformylflustrabromine and its evaluation as an alpha4beta2 and alpha7 nACh receptor modulator.[Pubmed:17604168]
Bioorg Med Chem Lett. 2007 Sep 1;17(17):4855-60.
Desformylflustrabromine (dFBr; 1) and desformylflustrabromine-B (dFBr-B; 2) have been previously isolated from natural sources, and the former has been demonstrated to be a novel and selective positive allosteric modulator of alpha4beta2 nicotinic acetylcholine (nACh) receptors. The present study describes the synthesis of water-soluble salts of 1 and 2, and confirms and further investigates the actions of 1 and 2 using two-electrode voltage clamp recordings.
