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261858

Sigma-Aldrich

2-Cyano-6-methoxybenzothiazole

99%

Synonym(s):

6-Methoxy-2-benzothiazolecarbonitrile

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10 MG
294 756 KRW
50 MG
984 550 KRW

294 756 KRW


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10 MG
294 756 KRW
50 MG
984 550 KRW

About This Item

Empirical Formula (Hill Notation):
C9H6N2OS
CAS Number:
Molecular Weight:
190.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

294 756 KRW


Please contact Customer Service for Availability

Request a Bulk Order
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Quality Level

Assay

99%

form

solid

mp

129-131 °C (lit.)

solubility

chloroform: soluble 5%, clear, colorless to faintly yellow

functional group

nitrile

SMILES string

COc1ccc2nc(sc2c1)C#N

InChI

1S/C9H6N2OS/c1-12-6-2-3-7-8(4-6)13-9(5-10)11-7/h2-4H,1H3

InChI key

DEWDWBYQOFXKIH-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
G1421SML0686UC175
Tofisopam ≥98% (HPLC), solid

T8200

Tofisopam

form

solid

form

solid

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

drug control

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

solubility

DMSO: ~14 mg/mL, H2O: insoluble

solubility

DMSO: soluble >10 mg/mL, H2O: insoluble <2 mg/mL

solubility

DMSO: 15 mg/mL, clear

solubility

DMSO: soluble

color

white

color

white to pink

color

white to beige

color

off-white

Application

2-Cyano-6-methoxybenzothiazole has been used in the synthesis of:
  • firefly luciferin via condensation with cysteine[1]
  • luciferin β-glycosides, substrates for novel ultrasensitive enzyme assays[2]
Luciferin intermediate.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Maria Tóth et al.
    Journal of pharmaceutical and biomedical analysis, 41(4), 1354-1359 (2006-05-10)
    Tofisopam (1-(3,4-dimethoxyphenyl)-4-methyl-5-ethyl-7,8-dimethoxy-5H-2,3-benzodiazepine) has been shown to be an effective anxiolytic agent in the wide-ranging clinical practice. A high sensitive gas chromatography nitrogen phosphorous detection (GC-NPD) bioanalytical method was developed and validated for the purpose of pharmacokinetic study of tofisopam. A
    N P Vanchakova et al.
    Bulletin of experimental biology and medicine, 148(2), 343-345 (2009-12-23)
    The study demonstrated high anxiolytic activity of tenoten, which was not inferior to the anxiolytic effect of grandaxin. The positive changes persisted after termination of treatment in the tenoten group (but not in grandaxin group). Tenoten can be recommended for
    Drug repositioning: identifying and developing new uses for existing drugs.
    Ted T Ashburn et al.
    Nature reviews. Drug discovery, 3(8), 673-683 (2004-08-03)
    Michael D Cameron et al.
    Drug metabolism and disposition: the biological fate of chemicals, 35(10), 1894-1902 (2007-07-25)
    In vitro studies were conducted to elucidate the metabolic profiles of and the enzymes responsible for the metabolism of (R)- and (S)-tofisopam (1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepine). Large differences were observed between the two enantiomers. The major metabolite in incubations of 500 ng/ml (approximately
    N Bonnet et al.
    Toxicology and applied pharmacology, 221(1), 111-118 (2007-03-27)
    The aim of this study was to evaluate the effects of various drugs which present antidepressant properties: selective serotonin-reuptake inhibitors (SSRIs, fluoxetine), serotonin and noradrenaline-reuptake inhibitors (Desipramine) and phosphodiesterase inhibitors (PDE, rolipram and tofisopam) on bone microarchitecture and biomechanical properties.

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