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Tonabersat

SIGMA/SML1354 - ≥98% (HPLC)

Synonym: (3S-cis)-N-(6-Acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)-3-chloro-4-fluoro-benzamide; N-[(3S,4S)-6-Acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-3-chloro-4-fluoro-benzamide; SB 220453; SB-220453

CAS Number: 175013-84-0
Empirical Formula (Hill Notation): C20H19ClFNO4
Molecular Weight: 391.82
MDL Number: MFCD00944458
Linear Formula: C20H19ClFNO4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1354-5MG 5 mg
 $209.00
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45-SML1354-25MG 25 mg
 $796.00
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This picture is provided solely for illustration purposes, it may have been created or edited with AI. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SML1354-5MG.

 

assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/t17-,18-/m0/s1
InChI key XLIIRNOPGJTBJD-ROUUACIJSA-N
optical activity [α]/D -100 to -110°, c = 1 in methanol
Quality Level 100 
SMILES string CC(C1=CC=C2C([C@H](NC(C3=CC=C(F)C(Cl)=C3)=O)[C@H](O)C(C)(C)O2)=C1)=O
solubility DMSO: 20 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: Tonabersat (SB-220453) exhibits anticonvulsant property. It is a member of the family of novel benzoylamino-benzopyran compounds. Tonabersat is used as a therapeutic for trigeminal nerve-induced neurovascular reflexes. In addition, it acts as a putative migraine prophylactic agent containing an unique stereospecific binding site in the brain.
Biochem/physiol Actions: Tonabersat is a potent inhibitor of neuronal-glial gap junctions in trigeminal ganglion that inhibits cortical spreading depression (CSD) and neurogenic inflammation in animal models of migraine.
Biochem/physiol Actions: Tonabersat is a potent inhibitor of neuronal-glial gap junctions.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352202

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