261858

Sigma-Aldrich

2-Cyano-6-methoxybenzothiazole

99%

Synonym(s):
6-Methoxy-2-benzothiazolecarbonitrile
Empirical Formula (Hill Notation):
C9H6N2OS
CAS Number:
Molecular Weight:
190.22
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

mp

129-131 °C (lit.)

solubility

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

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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Application

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

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

20/21/22-36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Analogs of firefly luciferin.
White EH, et al.
The Journal of Organic Chemistry, 30(7), 2344-2348 (1965)
Synthesis of luciferin glycosides as substrates for novel ultrasensitive enzyme assays.
Amess R, et al.
Carbohydrate Research, 205, 225-233 (1990)

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