Thiocyanic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester (9CI) Property

Melting point:

127 °C

Boiling point:

517℃

Density 

1.476

Flash point:

267℃

storage temp. 

2-8°C

solubility 

DMSO: soluble20mg/mL, clear

form 

powder

pka

7.54±0.20(Predicted)

color 

white to beige

InChI

InChI=1S/C9H7NO3S/c10-5-14-4-9(13)6-1-2-7(11)8(12)3-6/h1-3,11-12H,4H2

InChIKey

SVFLBLCWKKQKDW-UHFFFAOYSA-N

SMILES

S(CC(C1=CC=C(O)C(O)=C1)=O)C#N

Safety

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

Thiocyanic acid, 2-(3,4-dihydroxyphenyl)-2-oxoethyl ester (9CI) Chemical Properties,Usage,Production

Uses

BIX has been used in cell viability assay.

Definition

ChEBI: 2-(3,4-dihydroxyphenyl)-2-oxoethyl thiocyanate is a member of the class of thiocyanates that is 3,4-dihydroxyacetophenone in which one of the methyl hydrogens has been replaced by the sulfur of a cyanosulfanediyl (-SC#N) group. It has been found to induce the expression of the endoplasmic reticulum chaperone protein GRP78 (78 kDa glucose-regulated protein, BiP, a highly conserved member of the 70 kDa heat shock protein family) leading to an attenuation of the unfolded protein response. It protects neuronal cells and retinal cells from endoplasmic reticulum (ER)-stress induced cell death. It is a member of thiocyanates, an aromatic ketone and a member of catechols.

Biochem/physiol Actions

BIX (BiP protein inducer X) induces the expression of the endoplasmic reticulum chaperone protein GRP78 (glucose regulated protein 78, BiP) leading to an attenuation of the unfolded protein response. BIX protects neuronal cells and retinal cells from ER-stress induced cell death.