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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

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
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96815
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Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
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Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
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12335
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Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
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61
SynAsst Chemical.
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021-60343070
Fax
021-35122006
Country
China
ProdList
12740
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MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
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58
Cato Research Chemicals Inc.
Tel
020-81960175
Fax
+1-541-2553641
Email
min.he@cato-chem.com
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China
ProdList
1955
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Finetech Industry Limited
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027-87465837 19945049750
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027-8777-2287
Email
sales@finetechnology-ind.com
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China
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9648
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LETOPHARM LIMITED
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+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
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2384
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58
Sigma-Aldrich
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021-61415566 800-8193336
Email
orderCN@merckgroup.com
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China
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51456
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175013-84-0, TONABERSATRelated Search:


  • 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