3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE
- Product Name
- 3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE
- 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);-5-(4-(trifluoromethyl);BMS-191011 >=98% (HPLC);-5-(4-(trifluoromethyl);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
- Formula Weight
- 370.71
- MOL File
- 202821-81-6.mol
3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE Property
- 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)
- pka
- 9.27±0.43(Predicted)
- form
- powder
- color
- white to beige
N-Bromosuccinimide Price
- Product number
- SML0866
- Product name
- BMS-191011
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $122
- Updated
- 2024/03/01
- Product number
- SML0866
- Product name
- BMS-191011
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $478
- Updated
- 2024/03/01
- Product number
- 22299
- Product name
- BMS 191011
- Packaging
- 5mg
- Price
- $90
- Updated
- 2024/03/01
- Product number
- 22299
- Product name
- BMS 191011
- Packaging
- 10mg
- Price
- $171
- Updated
- 2024/03/01
- Product number
- 22299
- Product name
- BMS 191011
- Packaging
- 25mg
- Price
- $400
- Updated
- 2024/03/01
3-[(5-CHLORO-2-HYDROXYPHENYL)METHYL]-5-[4-(TRIFLUOROMETHYL)PHENYL]-1,3,4-OXADIAZOL-2(3H)-ONE Chemical Properties,Usage,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
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