3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE
![3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE Structure](CAS/GIF/202821-81-6.gif)
- CAS No.
- 202821-81-6
- Chemical Name:
- 3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE
- Synonyms
- BMS-A;BMS 191011;-1,3,4-oxadiazol-2(3H);BMS-191011 >=98% (HPLC);-5-(4-(trifluoromethyl);BMS-191011, 10 mM in DMSO;3-(5-Chloro-2-hydroxybenzyl);3-(5-chloro-2-hydroxybenzyl)-5-(4-(trifluoroMethyl)phenyl)-1,3,4;3-(5-chloro-2-hydroxybenzyl)-5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2(3H);3-(5-chloro-2-hydroxybenzyl)-5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazol-2(3H)-one
- CBNumber:
- CB02450344
- Molecular Formula:
- C16H10ClF3N2O3
- Molecular Weight:
- 370.71
- MDL Number:
- MFCD09753285
- MOL File:
- 202821-81-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE Properties
| Boiling point | 444.0±55.0 °C(Predicted) |
|---|---|
| Density | 1.51±0.1 g/cm3(Predicted) |
| storage temp. | Store at RT |
| solubility | DMSO: soluble20mg/mL, clear (warmed) |
| form | powder |
| pka | 9.27±0.43(Predicted) |
| color | white to beige |
| InChI | 1S/C16H10ClF3N2O3/c17-12-5-6-13(23)10(7-12)8-22-15(24)25-14(21-22)9-1-3-11(4-2-9)16(18,19)20/h1-7,23H,8H2 |
| InChIKey | QKOWACXSXTXRKA-UHFFFAOYSA-N |
| SMILES | FC(F)(F)c1ccc(cc1)C2=NN(C(=O)O2)Cc3c(ccc(c3)Cl)O |
| FDA UNII | LW7MXS978N |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H413 | |||||||||
| Precautionary statements | P273-P301+P310+P330 | |||||||||
| Hazard Codes | T | |||||||||
| Risk Statements | 25 | |||||||||
| Safety Statements | 45 | |||||||||
| RIDADR | UN 2811 6.1 / PGIII | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
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| Hazard Classifications | Acute Tox. 3 Oral Aquatic Chronic 4 |
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| NFPA 704 |
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3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE price More Price(43)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0866 | BMS-191011 ≥98% (HPLC) | 202821-81-6 | 5mg | $114 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML0866 | BMS-191011 ≥98% (HPLC) | 202821-81-6 | 25mg | $447 | 2026-04-30 | Buy |
| Cayman Chemical | 22299 | BMS 191011 ≥95% | 202821-81-6 | 5mg | $99 | 2026-04-30 | Buy |
| Cayman Chemical | 22299 | BMS 191011 ≥95% | 202821-81-6 | 10mg | $189 | 2026-04-30 | Buy |
| Cayman Chemical | 22299 | BMS 191011 ≥95% | 202821-81-6 | 25mg | $440 | 2026-04-30 | Buy |
3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE Chemical Properties,Uses,Production
Description
BMS 191011 is an activator of large-conductance calcium-activated potassium (KCa1.1/BK) channels that increases maximum potassium current to 126% of control in X. laevis oocytes expressing human KCa1.1 channels when used at a concentration of 1 μM. In vivo, BMS 191011 (10-100 μg/kg, i.v.) increases the diameter of retinal arterioles without affecting blood pressure or heart rate in rats, an effect that is reversed by the KCa1.1 channel blocker iberiotoxin .
Uses
BMS 191011, is a potent opener of the large-conductance, Ca2+-activated potassium (maxi-K) channel. It has also shown neuroprotective properties in two distinct animal models of stroke- MCAO in the SHR rat and a normotensive model of focal stroke.
Definition
ChEBI: 3-[(5-chloro-2-hydroxyphenyl)methyl]-5-[4-(trifluoromethyl)phenyl]-1,3,4-oxadiazol-2-one is a member of (trifluoromethyl)benzenes.
Biological Activity
Potent Maxi-K channel opener (large-conductance Ca 2+ -activated potassium channel, K Ca 1.1, BK Ca ). Neuroprotectant in two distinct animal models of stroke (MCAO in the SHR rat and a normotensive model of focal stroke).
storage
Room temperature
References
[1]. hewawasam p, ding m, chen n, et al. synthesis of water-soluble prodrugs of bms-191011: a maxi-k channel opener targeted for post-stroke neuroprotection. bioorganic & medicinal chemistry letters, 2003, 13(10): 1695-1698.
[2]. valverde ma, rojas p, amigo j, et al. acute activation of maxi-k channels (hslo) by estradiol binding to the β subunit. science, 1999, 285(5435): 1929-1931.
[3]. zhang y, bonnan a, bony g, et al. dendritic channelopathies contribute to neocortical and sensory hyperexcitability in fmr1-/y mice. nature neuroscience, 2014, 17(12): 1701-1709.
[4]. gu xq, pamenter me, siemen d, et al. mitochondrial but not plasmalemmal bk channels are hypoxia-sensitive in human glioma. glia, 2014, 62(4): 504-513.
[5]. mori a, suzuki s, sakamoto k, et al. bms-191011, an opener of large-conductance ca2+-activated potassium channels, dilates rat retinal arterioles in vivo. biological and pharmaceutical bulletin, 2011, 34(1): 150-152.
[6]. romine jl, martin sw, meanwell na, et al. 3-[(5-chloro-2-hydroxyphenyl) methyl]-5-[4-(trifluoromethyl) phenyl]-1, 3, 4-oxadiazol-2 (3 h)-one, bms-191011: opener of large-conductance ca2+-activated potassium (maxi-k) channels, identification, solubility, and sar. journal of medicinal chemistry, 2007, 50(3): 528-542.
3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| ChemFuture PharmaTech (Jiangsu) Ltd | 5108538618 | suger.wang@chemfuture.com | China | 832 | 65 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Shanghai Topbiochem Technology Co., Ltd | +86-21-60341587 | sales@topbiochem.com | China | 6166 | 58 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9874 | 58 | |
| Shanghai Jovan Biochemical Technology Co. Ltd. | +86-021-61654350 | 1245958370@qq.com | China | 2979 | 50 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4861 | 55 | |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8435 | 60 |
| ShangHai Angti Biotechnology Co., Ltd. | 13764913901 | info@angtibio.com | China | 4975 | 55 |
View Lastest Price from 3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-05-11 | BMS-191011
202821-81-6
|
$34.00-79.00 | 98.00% | 10g | TargetMol Chemicals Inc. |
-
- BMS-191011
202821-81-6
- $34.00-79.00
- 98.00%
- TargetMol Chemicals Inc.
