Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

SML2290

Sigma-Aldrich

ANI-7

≥98% (HPLC)

Synonym(s):

(αZ)-3,4-Dichloro-α-(1H-pyrrol-2-ylmethylene)benzeneacetonitrile, (Z)-2-(3,4-dichlorophenyl)-3-(1H-pyrrol-2-yl)acrylonitrile

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C13H8Cl2N2
CAS Number:
931417-26-4
Molecular Weight:
263.12
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

ClC1=CC(/C(C#N)=C/C2=CC=CN2)=CC=C1Cl

InChI

1S/C13H8Cl2N2/c14-12-4-3-9(7-13(12)15)10(8-16)6-11-2-1-5-17-11/h1-7,17H/b10-6+

InChI key

IJJHHDLGGYDXGD-UXBLZVDNSA-N

Biochem/physiol Actions

ANI-7 is a potent and selective activator of the aryl hydrocarbon receptor (AHR) pathway that exhibit potent cytotoxic activity against multiple cancer cell lines while spearing normal breast cells (MCF-10A). Apparently activation of AHR by ANI-7 leads to induction of CYP1 metabolising monooxygenases. ANI-7 metabolites induce DNA damage, checkpoint activation, S-phase cell cycle arrest and cell death in sensitive breast cancer cell lines.
potent and selective activator of the aryl hydrocarbon receptor (AHR) pathway that exhibit potent cytotoxic activity against multiple cancer cell lines

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000045286
0000045287
0000038881

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jayne Gilbert et al.
Molecular pharmacology, 93(2), 168-177 (2017-12-23)
We have previously reported the synthesis and breast cancer selectivity of (Z)-2-(3,4-dichlorophenyl)-3-(1H-pyrrol-2-yl)acrylonitrile (ANI-7) in cancer cell lines. To further evaluate the selectivity of ANI-7, we have expanded upon the initial cell line panel to now include the breast cancer cell
Abdelselam Ali et al.
Bioorganic & medicinal chemistry letters, 17(4), 993-997 (2006-12-08)
A series of 2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives were synthesized and evaluated for in vitro activity against the endoparasite Haemonchus contortus and the ectoparasite Ctenocephalides felis. Some compounds had significant in vitro activity against these parasites.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service