TONABERSAT

Product Name: TONABERSAT
CAS No.: 175013-84-0
Chemical Name: TONABERSAT
Synonyms: SB 22045;SB 220453;TONABERSAT;SB 220453;SB220453;Tonabersat [ban, inn];Tonabersat (SB-220453);Tonabersat >=98% (HPLC);SB-220453;SB 220453;SB220453;N-((3S,4S)-6-Acetyl-3-hydroxy-2,2-diMethylchroMan-4-yl)-3-chloro-4-fluorobenzaMide;2H-Benzo(B)pyran-3-ol, 6-acetyl-4-(3-chloro-4-fluorobenzoylamino)-3,4-dihydro-2,2-dimethyl-
CBNumber: CB3406968
Molecular Formula: C20H19ClFNO4
Formula Weight: 391.82
MOL File: 175013-84-0.mol

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TONABERSAT Property

Boiling point:: 554.5±50.0 °C(Predicted)
Density: 1.38
storage temp.: 2-8°C
solubility: Soluble in DMSO
pka: 11.86±0.60(Predicted)
form: powder
color: white to beige
optical activity: [α]/D -100 to -110°, c = 1 in methanol

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Safety

RIDADR: UN 3077 9 / PGIII

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1354
Product name: Tonabersat
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $185
Updated: 2023/06/20

Sigma-Aldrich

Product number: SML1354
Product name: Tonabersat
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $704
Updated: 2023/06/20

Cayman Chemical

Product number: 19796
Product name: Tonabersat
Purity: ≥95%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 19796
Product name: Tonabersat
Purity: ≥95%
Packaging: 5mg
Price: $161
Updated: 2024/03/01

Cayman Chemical

Product number: 19796
Product name: Tonabersat
Purity: ≥95%
Packaging: 10mg
Price: $283
Updated: 2024/03/01

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TONABERSAT Chemical Properties,Usage,Production

Uses

It is a cholinesterase inhibitor for treating and preventing migraine. An antimigraine agent.

Biological Activity

migraine is a common, recurrent and primary headache disorder. optimisation of novel cis- and trans-4-(substituted-anfido)benzopyran-3-ol derivatives has led to the identification of tonabersat (sb-220453) with potential antimigraine activity.

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.

in vitro

topiramate targets multiple cortical and subcortical loci, altering voltage-gated ion channels and chemical transmission to decrease abnormal brain excitability. preclinical studies have identified four properties that may account for the drug’s efficacy in epilepsy and migraine prophylaxis: (i) blockage of voltage-dependent sodium channels; (ii) augmentation of the activity of the neurotransmitter g-aminobutyric acid (gaba) at some subtypes of the gaba-a receptor; (iii) antagonism of the ampa/kainate subtype of the glutamate receptor; and (iv) inhibition of the carbonic anhydrase enzymes, particularly isozymes ii and iv [1].

in vivo

tonabersat binds selectively to a unique site in the brain. moreover, tonabersat could markedly reduce cortical spreading depression (csd) and csd-associated events and inhibite gap-junction communication between neurons and satellite glial cells in the trigeminal ganglion. together, these findings indicate that tonabersat should have clinical application in preventing migraine attacks [2].

References

[1] silberstein sd. tonabersat, a novel gap-junction modulator for the prevention of migraine. cephalalgia. 2009;29 suppl 2:28-35.
[2] durham pl, garrett fg. neurological mechanisms of migraine: potential of the gap-junction modulator tonabersat in prevention of migraine. cephalalgia. 2009;29 suppl 2:1-6.
[3] hauge aw, asghar ms, schytz hw, christensen k, olesen j. effects of tonabersat on migraine with aura: a randomised, double-blind, placebo-controlled crossover study. lancet neurol. 2009;8(8):718-23.

TONABERSAT Preparation Products And Raw materials

Raw materials

Preparation Products

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TONABERSAT Suppliers

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175013-84-0, TONABERSATRelated Search:

3-CHLORO-4-FLUOROBENZAMIDE 2,2-DIMETHYLCHROMANE-6-CARBALDEHYDE (R)-1-(2-Methoxyphenyl)ethylamine 3-M-TOLYL-DL-BETA-ALANINOL 3-Chloro-4-fluorobenzylamine 3-Chloro-4-fluorobenzaldehyde (R)-m-Methyl-a-phenethylamin 2H-1-Benzopyran-4-amine,3,4-dihydro-,(4R)-(9CI) CHEMBRDG-BB 4004528 CHEMBRDG-BB 5942726 (R)-(+)-N-BENZOYL-ALPHA-METHYLBENZYLAMINE N-(4-fluorobenzyl)-N-(1-phenylethyl)amine TONABERSAT 6-METHYL-CHROMAN-4-YLAMINE HYDROCHLORIDE (S)-(-)-1-BENZYLAMINO-3-PHENOXY-2-PROPANOL CHEMBRDG-BB 4004364 CHROMAN-4-YL-AMMONIUM CHLORIDE (R)-(+)-N-BENZYL-1-PHENYLETHYLAMINE HYDROCHLORIDE

TONABERSAT

N-[(3S,4S)-6-Acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-3-chloro-4-fluoro-benzamide

SB 22045

SB 220453

2H-Benzo(B)pyran-3-ol, 6-acetyl-4-(3-chloro-4-fluorobenzoylamino)-3,4-dihydro-2,2-dimethyl-

Tonabersat [ban, inn]

SB 220453;SB220453

N-((3S,4S)-6-Acetyl-3-hydroxy-2,2-diMethylchroMan-4-yl)-3-chloro-4-fluorobenzaMide

Tonabersat (SB-220453)

SB-220453;SB 220453;SB220453

Benzamide, N-[(3S,4S)-6-acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-3-chloro-4-fluoro-

Tonabersat >=98% (HPLC)

N-[(3S,4S)-6-acetyl-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]-3-chloro-4-fluorobenzamide

175013-84-0

C20H19ClFNO4

Aromatics Compounds

Aromatics

Heterocycles

Inhibitors