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175013-84-0,MFCD00944458
Catalog No.:AA00201D

175013-84-0 | Benzamide, N-[(3S,4S)-6-acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-3-chloro-4-fluoro-

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1mg
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$53.00   $37.00
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5mg
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$230.00   $161.00
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10mg
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$405.00   $283.00
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25mg
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00201D
Chemical Name:
Benzamide, N-[(3S,4S)-6-acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-3-chloro-4-fluoro-
CAS Number:
175013-84-0
Molecular Formula:
C20H19ClFNO4
Molecular Weight:
391.8206
MDL Number:
MFCD00944458
SMILES:
O=C(c1ccc(c(c1)Cl)F)N[C@H]1c2cc(ccc2OC([C@H]1O)(C)C)C(=O)C
Properties
Computed Properties
 
Complexity:
586  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
2.9  

Literature

Title: Emerging migraine treatments and drug targets.

Journal: Trends in pharmacological sciences 20110601

Title: Design considerations in migraine with aura trials: learning from experience.

Journal: Cephalalgia : an international journal of headache 20100901

Title: On the methodology of drug trials in migraine with aura.

Journal: Cephalalgia : an international journal of headache 20100901

Title: Tonabersat: a cortical spreading depression inhibitor as potential pharmacologic prophylaxis in migraine with aura.

Journal: Current neurology and neuroscience reports 20100101

Title: Neurological mechanisms of migraine: potential of the gap-junction modulator tonabersat in prevention of migraine.

Journal: Cephalalgia : an international journal of headache 20091101

Title: Efficacy and safety of tonabersat, a gap-junction modulator, in the acute treatment of migraine: a double-blind, parallel-group, randomized study.

Journal: Cephalalgia : an international journal of headache 20091101

Title: Tonabersat, a gap-junction modulator: efficacy and safety in two randomized, placebo-controlled, dose-ranging studies of acute migraine.

Journal: Cephalalgia : an international journal of headache 20091101

Title: Tonabersat, a novel gap-junction modulator for the prevention of migraine.

Journal: Cephalalgia : an international journal of headache 20091101

Title: Effects of tonabersat on migraine with aura: a randomised, double-blind, placebo-controlled crossover study.

Journal: The Lancet. Neurology 20090801

Title: Tonabersat for migraine prevention: new life or last gasp?

Journal: The Lancet. Neurology 20090801

Title: Randomized, double-blind, placebo-controlled, proof-of-concept study of the cortical spreading depression inhibiting agent tonabersat in migraine prophylaxis.

Journal: Cephalalgia : an international journal of headache 20090701

Title: 2008: the year in review.

Journal: Headache 20090501

Title: Tonabersat inhibits trigeminal ganglion neuronal-satellite glial cell signaling.

Journal: Headache 20090101

Title: Emerging therapies for migraine.

Journal: Nature clinical practice. Neurology 20071101

Title: Recent advances in understanding migraine mechanisms, molecules and therapeutics.

Journal: Trends in molecular medicine 20070101

Title: Migraine headaches: a historical prospective, a glimpse into the future, and migraine epidemiology.

Journal: Disease-a-month : DM 20061001

Title: A double-blind study of SB-220453 (Tonerbasat) in the glyceryltrinitrate (GTN) model of migraine.

Journal: Cephalalgia : an international journal of headache 20041001

Title: A delayed class of BOLD waveforms associated with spreading depression in the feline cerebral cortex can be detected and characterised using independent component analysis (ICA).

Journal: Magnetic resonance imaging 20031101

Title: Diffusion-weighted MRI used to detect in vivo modulation of cortical spreading depression: comparison of sumatriptan and tonabersat.

Journal: Experimental neurology 20011201

Title: Tonabersat (SB-220453) a novel benzopyran with anticonvulsant properties attenuates trigeminal nerve-induced neurovascular reflexes.

Journal: British journal of pharmacology 20010401

Title: Cortical spreading depression produces increased cGMP levels in cortex and brain stem that is inhibited by tonabersat (SB-220453) but not sumatriptan.

Journal: Brain research 20010209

Title: Silberstein SD, et al. Tonabersat, a gap-junction modulator: efficacy and safety in two randomized, placebo-controlled, dose-ranging studies of acute migraine. Cephalalgia. 2009 Nov;29 Suppl 2:17-27.

Title: Chen Q, et al. Carcinoma-astrocyte gap junctions promote brain metastasis by cGAMP transfer. Nature. 2016 May 18;533(7604):493-8.

Title: Kim Y, et al. Tonabersat Prevents Inflammatory Damage in the Central Nervous System by Blocking Connexin43 Hemichannels. Neurotherapeutics. 2017 May 30.

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Tags:175013-84-0 Molecular Formula|175013-84-0 MDL|175013-84-0 SMILES|175013-84-0 Benzamide, N-[(3S,4S)-6-acetyl-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-3-chloro-4-fluoro-