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848193-72-6

848193-72-6 Structure

848193-72-6 Structure
IdentificationBack Directory
[Name]

(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide
[CAS]

848193-72-6
[Synonyms]

CHIC-35
Compound (S)-35
SIRT1 Inhibitor IV, (S)-35
SIRT1 Inhibitor IV, (S)-35 - CAS 848193-72-6 - Calbiochem
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide
(6S)-2-Chloro-5,6,7,8,9,10-hexahydro-cyclohept[b]indole-6-carboxamide
Cyclohept[b]indole-6-carboxamide, 2-chloro-5,6,7,8,9,10-hexahydro-, (6S)-
[Molecular Formula]

C14H15ClN2O
[MDL Number]

MFCD11045286
[MOL File]

848193-72-6.mol
[Molecular Weight]

262.73
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

DMSO: >10mg/mL
[form ]

solid
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Definition]

ChEBI: CHIC-35 is an organic heterotricyclic compound resulting from the formal fusion of the 2-3 bond of 5-chloroindole with the 2-3 bond of cycloheptanecarboxamide (the S enantiomer). It is a potent, cell-permeable, metabolically stable and selective inhibitor of the deacetylase SIRT1. It has a role as an EC 3.5.1.98 (histone deacetylase) inhibitor. It is an aromatic compound, an organic heterotricyclic compound, an organochlorine compound and a primary carboxamide.
[General Description]

A cell-permeable entiomerically pure compound that is structurally similar to and exhibits similar potency (IC50 = 63 nM) and selectivity as SIRT1 Inhibitor III (Cat. No. 566322). Shown to be orally bioavailable with a serum half-life of 94 minutes in mice in vivo.
[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.
[storage]

Store at -20°C
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