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T8200

Tofisopam

Name: Tofisopam
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

7,8-Dimethoxy-1-(3,4-dimethoxyphenyl)-5-ethyl-4-methyl-5H-2,3-benzodiazepine, EGYT 341, Seriel

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₆N₂O₄

CAS Number:

22345-47-7

Molecular Weight:

382.45

NACRES:

NA.77

PubChem Substance ID:

24724636

UNSPSC Code:

12352200

EC Number:

244-922-3

MDL number:

MFCD00823171

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Quality Level

100

assay

≥98% (HPLC)

form

solid

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubility

DMSO: ~14 mg/mL, H₂O: insoluble

SMILES string

CCC1C(C)=NN=C(c2ccc(OC)c(OC)c2)c3cc(OC)c(OC)cc13

InChI

1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3

InChI key

RUJBDQSFYCKFAA-UHFFFAOYSA-N

Application

Tofisopam has been used for studying its biochemical mechanisms of actions using drug repositioning strategies.

Biochem/physiol Actions

Ligand for the GABA_Areceptor benzodiazepine modulatory site.

Studies have reported that tofisopam functions by blocking PDE4 (phosphodiesterase 4). Furthermore, the S-enantiomer of tofisopam is considered ten times more active than R-enantiomer.

Preparation Note

Tofisopam is soluble in DMSO at approximately 14 mg/ml. However, it is insoluble in water.

pictograms

GHS07,GHS09

signalword

Warning

hcodes

H302,H400

pcodes

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Application of drug repositioning strategy to TOFISOPAM.

P Bernard et al.

Current medicinal chemistry, 15(30), 3196-3203 (2008-12-17)

Drug repositioning strategy is an interesting approach for pharmaceutical companies; especially to increase their productivity. SELNERGY(tm) is a reverse docking based-program able to virtually screen thousands of compounds on more than 2000 3D biological targets. This program was successfully applied

[Grandaxin in neurological practice].

G M Diukova et al.

Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova, 109(9), 44-48 (2009-11-17)

Autoradiographic localization and quantitative determination of specific binding sites of anxiolytic homophthalazines (formerly called 2,3-benzodiazepines) in the striato-pallido-nigral system of rats.

E J Horváth et al.

Brain research. Molecular brain research, 22(1-4), 211-218 (1994-03-01)

Homophthalazines (2,3-benzodiazepin-derivates, such as tofisopam, nerisopam, girisopam) constitute a drug family with strong anxiolytic and antipsychotic potencies. By autoradiography, all of these drugs showed a specific distribution pattern of binding sites exclusively in brain areas which relate to the striato-pallido-nigral

[A case in which tofisopam was effective for treatment of paroxysmal supraventricular tachycardia].

Ryuji Kato et al.

Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 123(5), 365-368 (2003-05-30)

Paroxysmal supraventricular tachycardia (PSVT) is a reentrant tachycardia, and the autonomic nervous system influences the paroxysms of PSVT. Tofisopam (Grandaxin) is a derivative of benzodiazepines. It is reported that heart rate variability (HRV) reveals the function of the autonomic nervous

Tofisopam inhibits the pharmacokinetics of CYP3A4 substrate midazolam.

Mária Tóth et al.

European journal of clinical pharmacology, 64(1), 93-94 (2007-11-09)

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Global Trade Item Number

SKU	GTIN
T8200-10MG	04061832561301
T8200-50MG	04061832561318

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