CAS Number1744-22-5
SynonymsMFCD00210213; 2-Amino-6-(trifluoromethoxy)benzothiazole; 6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine; Riluzole; 2-Amino-6-trifluoro methoxy benzothiazole; 2-Amino-6-trifluoromethoxybenzothiazole; 6-(Trifluoromethoxy)-2-benzothiazolamine; Rilutek; 6-(Trifluoromethoxy)benzo[d]thiazol-2-amine
Molecular FormulaC8H5F3N2OS
Molecular Weight234.20
Purity98.00%
Density1.6±0.1 g/cm3
Boiling Point296.3±50.0 °C at 760 mmHg
Melting Point116-118ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1744-22-5 |
| Catalog No. | 2A-9027402 |
| Chinese Name | 利鲁唑 |
| Synonyms | MFCD00210213; 2-Amino-6-(trifluoromethoxy)benzothiazole; 6-(Trifluoromethoxy)-1,3-benzothiazol-2-amine; Riluzole; 2-Amino-6-trifluoro methoxy benzothiazole; 2-Amino-6-trifluoromethoxybenzothiazole; 6-(Trifluoromethoxy)-2-benzothiazolamine; Rilutek; 6-(Trifluoromethoxy)benzo[d]thiazol-2-amine |
| Molecular Formula | C8H5F3N2OS |
| Molecular Weight | 234.20 |
| Purity | 98.00 |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 296.3±50.0 °C at 760 mmHg |
| Melting Point | 116-118ºC |
| Appearance | powder |
| Water Solubility | DMSO: ≥25 mg/mL |
| Storage Condition | Sealed storage at room temperature |
| Packaging | II |
| Application | Riluzole is an anticonvulsant drug that belongs to the family of use-dependent sodium channel blockers that also inhibits GABA uptake with an IC50 value of 43 μM. |
| HTC | 2934999090 |
| PubChem ID | 10139 |
| SMILES | Nc1nc2ccc(OC(F)(F)F)cc2s1 |
| InChI | InChI=1S/C8H5F3N2OS/c9-8(10,11)14-4-1-2-5-6(3-4)15-7(12)13-5/h1-3H,(H2,12,13) |
| InChI Key | FTALBRSUTCGOEG-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Riluzole is an anticonvulsant drug and belongs to the family of use-dependent Na+ channel blocker which can also inhibit GABA uptake with an IC50 of 43 μM. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Neurological Disease Target Sodium channel[1] IC50: 43 μM (GABA receptor)[1] In Vitro Riluzole is an anticonvulsant drug and belongs to the family of use-dependent Na+ channel blocker which can also inhibit GABA uptake with an IC50 of 43 μM. At 20 μM, Riluzole inhibits peak autaptic IPSCs only slightly but prolongs IPSCs reliably. It is also found that Riluzole causes a strong, concentration-dependent, readily reversible enhancement of responses to 2 μM GABA. At higher concentrations of Riluzole, especially 300 μM, GABA currents exhibit apparent desensitization during prolonged co-exposure to 2 μM GABA and Riluzole. The EC50 of Riluzole potentiation of GABA responses is about 60 μM[1]. In Vivo In normal naïve rats, systemic injection of Riluzole (8 mg/kg, i.p.; n=6 rats) decreases the duration of ultrasonic but not audible vocalizations evoked by noxious stimulation of the knee joint compare to vehicle tested in the same rats (P<0.05). Systemic application of Riluzole (8 mg/kg, i.p.; n=19 rats) decreases the vocalizations of arthritic rats compare to predrug and vehicle significantly (P<0.05 to 0.001). Riluzole administered into the CeA significantly decreases the duration of audible and ultrasonic vocalizations evoked by noxious stimulation of the knee compare to predrug values (n=8 rats; P<0.05 to 0.01)[2]. Cell Assay Two-electrode voltage clamp of Xenopus oocytes expressing exogenous GABAA receptors is performed with a CA-1B high performance oocyte clamp. The extracellular recording solution is ND-96 medium. Riluzole is applied from a common tip via a gravity-driven multibarrel drug-delivery system. Data acquisition and analysis are performed with pCLAMP 6 software[1]. Animal Admin Adult male Sprague-Dawley rats (180 to 350 g) are housed in a temperature-controlled room and maintained on a 12-h day/night cycle with unrestricted access to food and water. Pain behaviors are measured before and 5 h after induction of a mono-arthritis in the left knee joint. To test the effects of systemic (intraperitoneal, i.p.) application of Riluzole, pain behaviors are measured 1 h postinjection of Riluzole in normal and arthritic animals. To determine effects of Riluzole into the amygdala, pain behaviors are measured 15 min after starting Riluzole application through a stereotaxically implanted microdialysis probe. To investigate site of action in the amygdala of systemically applied Riluzole, potassium channel blockers are administered into the amygdala 45 min after systemic application of Riluzole and pain behaviors are measured 15 min later, i.e., 1 h postinjection of riluzole (i.p.)[2]. References [1]. He Y, et al. Neuroprotective agent riluzole potentiates postsynaptic GABA(A) receptor function. Neuropharmacology. 2002 Feb;42(2):199-209. [2]. Thompson JM, et al. Small-conductance calcium-activated potassium (SK) channels in the amygdala mediate pain-inhibiting effects of clinically available riluzole in a rat model of arthritis pain. Mol Pain. 2015 Aug 28;11:51. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 296.3±50.0 °C at 760 mmHg Melting Point 116-118ºC Molecular Formula C8H5F3N2OS Molecular Weight 234.198 Flash Point 133.0±30.1 °C Exact Mass 234.007462 PSA 76.38000 LogP 2.84 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.615 InChIKey FTALBRSUTCGOEG-UHFFFAOYSA-N SMILES Nc1nc2ccc(OC(F)(F)F)cc2s1 Storage condition Store at RT Water Solubility DMSO: ≥25 mg/mL |
| Use of | Riluzole is an anticonvulsant drug and belongs to the family of use-dependent Na+ channel blocker which can also inhibit GABA uptake with an IC50 of 43 μM. Properties Articles73 Name 2-Amino-6-(trifluoromethoxy)benzo[d]thiazole Synonym More Synonyms Riluzole Biological Activity Description Riluzole is an anticonvulsant drug and belongs to the family of use-dependent Na+ channel blocker which can also inhibit GABA uptake with an IC50 of 43 μM. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel Research Areas >> Neurological Disease Sodium channel[1] IC50: 43 μM (GABA receptor)[1] In Vitro Riluzole is an anticonvulsant drug and belongs to the family of use-dependent Na+ channel blocker which can also inhibit GABA uptake with an IC50 of 43 μM. At 20 μM, Riluzole inhibits peak autaptic IPSCs only slightly but prolongs IPSCs reliably. It is also found that Riluzole causes a strong, concentration-dependent, readily reversible enhancement of responses to 2 μM GABA. At higher concentrations of Riluzole, especially 300 μM, GABA currents exhibit apparent desensitization during prolonged co-exposure to 2 μM GABA and Riluzole. The EC50 of Riluzole potentiation of GABA responses is about 60 μM[1]. References [1]. He Y, et al. Neuroprotective agent riluzole potentiates postsynaptic GABA(A) receptor function. Neuropharmacology. 2002 Feb;42(2):199-209. [2]. Thompson JM, et al. Small-conductance calcium-activated potassium (SK) channels in the amygdala mediate pain-inhibiting effects of clinically available riluzole in a rat model of arthritis pain. Mol Pain. 2015 Aug 28;11:51. Chemical & Physical Properties Molecular Formula C8H5F3N2OS Exact Mass 234.007462 PSA 76.38000 Index of Refraction 1.615 InChIKey FTALBRSUTCGOEG-UHFFFAOYSA-N Storage condition Store at RT |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (2-Amino-6-(trifluoromethoxy)benzothiazole) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (2-Amino-6-(trifluoromethoxy)benzothiazole) International air transport hazard regulations: Toxic solid, organic, n.o.s. (2-Amino-6-(trifluoromethoxy)benzothiazole) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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