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SML1354

Tonabersat

≥98% (HPLC)

Synonym(s):

(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

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Size/SKUAvailabilityPrice
5 mg

Available to ship TODAYfromMILWAUKEE

$209.00
$177.65
25 mg

Available to ship TODAYfromMILWAUKEE

$796.00

About This Item

Empirical Formula (Hill Notation):
C20H19ClFNO4
CAS Number:
Molecular Weight:
391.82
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Assay:
≥98% (HPLC)
Form:
powder

$177.65

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Quality Segment

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -100 to -110°, c = 1 in methanol

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

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

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

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.
Tonabersat is a potent inhibitor of neuronal-glial gap junctions.
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.

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This Item
PHR38821084306Y0000472
description

≥98% (HPLC)

description

certified reference material, pharmaceutical secondary standard

description

United States Pharmacopeia (USP) Reference Standard

description

European Pharmacopoeia (EP) Reference Standard

form

powder

form

-

form

-

form

-

assay

≥98% (HPLC)

assay

-

assay

-

assay

-

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

-

storage temp.

2-8°C

storage temp.

-10 to -25°C

storage temp.

-

storage temp.

−20°C

solubility

DMSO: 20 mg/mL, clear

solubility

-

solubility

-

solubility

-

color

white to beige

color

-

color

-

color

-


Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Codes

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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Questions

  1. What is the tonabersat purity and how was it measured?

    1 answer
    1. The minimum purity of this compound is 98% by HPLC. A review of recent lots indicates a typical purity of 99.5%. The purity is lot-specific and reported in the Certificate of Analysis. Please see the link below to review a sample or lot-specific Certificate:
      https://www.sigmaaldrich.com/product/sigma/sml1354#product-documentation

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