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Safety Information

SML1714

Sigma-Aldrich

DCAI

≥95% (HPLC)

Synonym(s):

2-(4,6-Dichloro-2-methyl-1h-indol-3-yl)ethanamine, 4,6-Dichloro-2-methyl-3-aminoethylindole

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About This Item

Empirical Formula (Hill Notation):
C11H12Cl2N2
CAS Number:
299165-92-7
Molecular Weight:
243.13
MDL number:
MFCD02656500
UNSPSC Code:
12352200
PubChem Substance ID:
329826036
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

InChI

1S/C11H12Cl2N2/c1-6-8(2-3-14)11-9(13)4-7(12)5-10(11)15-6/h4-5,15H,2-3,14H2,1H3

InChI key

JCTJISIFGZHOFY-UHFFFAOYSA-N

Biochem/physiol Actions

DCAI, an Inactive Ras, is bound to a GDP and activated by SOS (son of sevenless, among others), which converts it to the active GTP form. DCAI is a known binder to Ras, which inhibits SOS nucleotide exchange, inhibiting Ras activation.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

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Till Maurer et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(14), 5299-5304 (2012-03-21)
The Ras gene is frequently mutated in cancer, and mutant Ras drives tumorigenesis. Although Ras is a central oncogene, small molecules that bind to Ras in a well-defined manner and exert inhibitory effects have not been uncovered to date. Through
Thi B Trinh et al.
ACS combinatorial science, 18(1), 75-85 (2015-12-10)
Cyclic peptides have great potential as therapeutic agents and research tools. However, their applications against intracellular targets have been limited, because cyclic peptides are generally impermeable to the cell membrane. It was previously shown that fusion of cyclic peptides with
Jon J G Winter et al.
Journal of medicinal chemistry, 58(5), 2265-2274 (2015-02-20)
Constitutively active mutant KRas displays a reduced rate of GTP hydrolysis via both intrinsic and GTPase-activating protein-catalyzed mechanisms, resulting in the perpetual activation of Ras pathways. We describe a fragment screening campaign using X-ray crystallography that led to the discovery

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