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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
Molecular Weight:
391.82
MDL Number:
MFCD00944458
MOL File:
175013-84-0.mol
Last updated:2023-06-08 09:02:44

TONABERSAT Properties

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
FDA UNII 2XD9773ZMN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H315-H319-H400
Precautionary statements  P273-P280-P305+P351+P338-P337+P313-P391
RIDADR  UN 3077 9 / PGIII
NFPA 704
0
2 0

TONABERSAT price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1354 Tonabersat ≥98% (HPLC) 175013-84-0 5MG $185 2023-06-20 Buy
Sigma-Aldrich SML1354 Tonabersat ≥98% (HPLC) 175013-84-0 25MG $704 2023-06-20 Buy
Cayman Chemical 19796 Tonabersat ≥95% 175013-84-0 1mg $37 2024-03-01 Buy
Cayman Chemical 19796 Tonabersat ≥95% 175013-84-0 5mg $161 2024-03-01 Buy
Cayman Chemical 19796 Tonabersat ≥95% 175013-84-0 10mg $283 2024-03-01 Buy
Product number Packaging Price Buy
SML1354 5MG $185 Buy
SML1354 25MG $704 Buy
19796 1mg $37 Buy
19796 5mg $161 Buy
19796 10mg $283 Buy

TONABERSAT Chemical Properties,Uses,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

TONABERSAT Suppliers

Global( 85)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9702 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 6011 61
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7553 61
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] N-((3S,4S)-6-Acetyl-3-hydroxy-2,2-diMethylchroMan-4-yl)-3-chloro-4-fluorobenzaMide Tonabersat (SB-220453) 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) SB-220453;SB 220453;SB220453 SB 220453;SB220453 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