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

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

  • CHIC35
  • CHIC35 pictures
  • $2800.00
  • 2026-05-11
  • CAS:848193-72-6
  • Purity:
  • Supply Ability: 10g
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Basic information
Product Name:(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide
Synonyms:(6S)-2-Chloro-5,6,7,8,9,10-hexahydro-cyclohept[b]indole-6-carboxamide;CHIC-35;Compound (S)-35;SIRT1 Inhibitor IV, (S)-35;(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide;SIRT1 Inhibitor IV, (S)-35 - CAS 848193-72-6 - Calbiochem;Cyclohept[b]indole-6-carboxamide, 2-chloro-5,6,7,8,9,10-hexahydro-, (6S)-
CAS:848193-72-6
MF:C14H15ClN2O
MW:262.73
EINECS:
Product Categories:
Mol File:848193-72-6.mol
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Structure
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Chemical Properties
storage temp. 2-8°C
solubility DMSO: >10mg/mL
form solid
color off-white
InChI1S/C14H15ClN2O/c15-8-5-6-12-11(7-8)9-3-1-2-4-10(14(16)18)13(9)17-12/h5-7,10,17H,1-4H2,(H2,16,18)/t10-/m0/s1
InChIKeyABIVOOWWGYJNLV-JTQLQIEISA-N
SMILESClC1=CC=C(NC2=C3CCCC[C@@H]2C(N)=O)C3=C1
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38
Safety Statements 26
RIDADR UN 2811 6.1 / PGIII
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Usage And Synthesis
UsesCHIC35, an analog of EX-527, is a potent and selective inhibitor of SIRT1 (IC50=0.124 μM). CHIC35 shows potential selective inhibition against SIRT1 over SIRT2 (IC50=2.8 μM) or SIRT3 (IC50>100 μM)[1]. CHIC35 has anti-inflammatory effects and can be used for CHARGE syndrome research[1][2].
DefinitionChEBI: 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 DescriptionA 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 ActionsCHIC-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.
IC 50SIRT1: 0.124 μM (IC50); SIRT2: 2.8 μM (IC50); SIRT3: >100 μM (IC50)
References[1] Jérme Lugrin, et al. The sirtuin inhibitor cambinol impairs MAPK signaling, inhibits inflammatory and innate immune responses and protects from septic shock. Biochim Biophys Acta. 2013 Jun;1833(6):1498-510 DOI:10.1016/j.bbamcr.2013.03.004
[2] Zainab Asad, et al. Chemical screens in a zebrafish model of CHARGE syndrome identifies small molecules that ameliorate disease-like phenotypes in embryo. Eur J Med Genet. 2020 Feb;63(2):103661. DOI:10.1016/j.ejmg.2019.04.018
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Preparation Products And Raw materials
Tag:(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide(848193-72-6) Related Product Information
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