C8742
Sigma

CHIC-35

≥97% (chiral, HPLC), solid

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Synonym

Compound (S)-35

(6S)-2-Chloro-5,6,7,8,9,10-hexahydro-cyclohept[b]indole-6-carboxamide

Molecular Formula

C₁₄H₁₅ClN₂O

Molecular Weight

262.73

CAS Number

848193-72-6

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Descriptions

Biochem/physiol Actions

CHIC-35 is cell-permeable, metabolically stable, and very potent inhibitor of SIRT1; IC₅₀ of S-isomer is 60 nM; IC₅₀ of mixed isomers is 124 nM. There is no inhibition of SIRT3 or HDAC. The IC₅₀ for SIRT2 is 2.77 μM. Sirtuins are protein deacetylases, which represent a new class of histone deacetylases (HDAC) involved in gene silencing. SIRT modulators are potential therapeutics for cancer, diabetes, muscle differentiation, heart failure, neurodegeneration, and aging.

Properties

assay

≥97% (chiral, HPLC)

form

solid

solubility

DMSO: >10 mg/mL

H₂O: <2 mg/mL

storage temp.

2-8°C

References

Reference

Napper, A.D., et al., Discovery of indoles as potent and selective inhibitors of the deacetylase SIRT1. J. Med. Chem. 48, 8045-8054, (2005)

Denu, J.M., The Sir 2 family of protein deacetylases. Curr. Opin. Chem. Biol. 9, 431-440, (2005)

Porcu, M., and Chiarugi, A., The emerging therapeutic potential of sirtuin-interacting drugs: from cell death to life span extension. Trends Pharmacol. Sci. 26, 94-103, (2005)

Safety

Hazard Codes

Risk Statements

36/37/38

Safety Statements

RIDADR

UN 2811 6.1/PG 3