Home Halogens Benzamide, N-[(3S,4S)-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-

CAS No.:
175013-84-0
Catalog Number:
AG002045
Molecular Formula:
C20H19ClFNO4
Molecular Weight:
391.8206
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$97
- +
5mg
≥95%
1 week
United States
$239
- +
10mg
≥95%
1 week
United States
$379
- +
25mg
≥95%
1 week
United States
$762
- +
50mg
99%
1 week
United States
$1254
- +
Product Description
Catalog Number:
AG002045
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
IUPAC Name:
N-[(3S,4S)-6-acetyl-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]-3-chloro-4-fluorobenzamide
InChI:
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
SMILES:
O=C(c1ccc(c(c1)Cl)F)N[C@H]1c2cc(ccc2OC([C@H]1O)(C)C)C(=O)C
UNII:
2XD9773ZMN
Properties
Complexity:
586  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
391.099g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
391.823g/mol
Monoisotopic Mass:
391.099g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
75.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9  
Literature
Title Journal
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Tonabersat, a gap-junction modulator: efficacy and safety in two randomized, placebo-controlled, dose-ranging studies of acute migraine. Cephalalgia : an international journal of headache 20091101
Tonabersat, a novel gap-junction modulator for the prevention of migraine. Cephalalgia : an international journal of headache 20091101
Effects of tonabersat on migraine with aura: a randomised, double-blind, placebo-controlled crossover study. The Lancet. Neurology 20090801
Tonabersat for migraine prevention: new life or last gasp? The Lancet. Neurology 20090801
Randomized, double-blind, placebo-controlled, proof-of-concept study of the cortical spreading depression inhibiting agent tonabersat in migraine prophylaxis. Cephalalgia : an international journal of headache 20090701
2008: the year in review. Headache 20090501
Tonabersat inhibits trigeminal ganglion neuronal-satellite glial cell signaling. Headache 20090101
Emerging therapies for migraine. Nature clinical practice. Neurology 20071101
Recent advances in understanding migraine mechanisms, molecules and therapeutics. Trends in molecular medicine 20070101
Migraine headaches: a historical prospective, a glimpse into the future, and migraine epidemiology. Disease-a-month : DM 20061001
A double-blind study of SB-220453 (Tonerbasat) in the glyceryltrinitrate (GTN) model of migraine. Cephalalgia : an international journal of headache 20041001
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). Magnetic resonance imaging 20031101
Diffusion-weighted MRI used to detect in vivo modulation of cortical spreading depression: comparison of sumatriptan and tonabersat. Experimental neurology 20011201
Tonabersat (SB-220453) a novel benzopyran with anticonvulsant properties attenuates trigeminal nerve-induced neurovascular reflexes. British journal of pharmacology 20010401
Cortical spreading depression produces increased cGMP levels in cortex and brain stem that is inhibited by tonabersat (SB-220453) but not sumatriptan. Brain research 20010209
Properties