(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide
- CAS No.
- 848193-72-6
- Chemical Name:
- (S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide
- 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)-
- CBNumber:
- CB12676079
- Molecular Formula:
- C14H15ClN2O
- Molecular Weight:
- 262.73
- MDL Number:
- MFCD11045286
- MOL File:
- 848193-72-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| storage temp. | 2-8°C |
|---|---|
| solubility | DMSO: >10mg/mL |
| form | solid |
| color | off-white |
| InChI | 1S/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 |
| InChIKey | ABIVOOWWGYJNLV-JTQLQIEISA-N |
| SMILES | ClC1=CC=C(NC2=C3CCCC[C@@H]2C(N)=O)C3=C1 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS06 |
|---|---|
| Signal word | Danger |
| Hazard statements | H301-H315-H319-H335 |
| Precautionary statements | P261-P301+P310-P305+P351+P338 |
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Hazard Codes | Xn |
| Risk Statements | 36/37/38 |
| Safety Statements | 26 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C8742 | CHIC-35 ≥97% (chiral, HPLC) | 848193-72-6 | 1mg | $206 | 2026-04-30 | Buy |
| Sigma-Aldrich | 566325 | SIRT1 Inhibitor IV, (S)-35 - CAS 848193-72-6 - Calbiochem | 848193-72-6 | 500μg | $238 | 2026-04-30 | Buy |
| aablocks | AA004X0K | (6S)-2-Chloro-5,6,7,8,9,10-hexahydrocyclohept[b]indole-6-carboxamide | 848193-72-6 | 1mg | $238 | 2026-05-28 | Buy |
| aablocks | AA004X0K | (6S)-2-Chloro-5,6,7,8,9,10-hexahydrocyclohept[b]indole-6-carboxamide | 848193-72-6 | 5mg | $888 | 2026-05-28 | Buy |
| aablocks | AA004X0K | (6S)-2-Chloro-5,6,7,8,9,10-hexahydrocyclohept[b]indole-6-carboxamide | 848193-72-6 | 25mg | $2633 | 2026-05-28 | Buy |
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Chemical Properties, Uses, Production
Uses
CHIC35, 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].
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.
IC 50
SIRT1: 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
Raw materials
Preparation Products
(S)-2-chloro-5,6,7,8,9,10-hexahydrocyclohepta[b]indole-6-carboxaMide Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Shanghai Macklin Biochemical Co.,Ltd. | 15221275939 15221275939 | shenlinxing@macklin.cn | China | 15775 | 55 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 29874 | 58 |
| TargetMol Chemicals Inc. | 13564774135 | marketing@targetmol.com | United States | 19950 | 58 |
| Supplier | Advantage |
|---|---|
| Syntechem Co.,Ltd | 57 |
| Shanghai Macklin Biochemical Co.,Ltd. | 55 |
| Sigma-Aldrich | 80 |
| TargetMol Chemicals Inc. | 58 |
| TargetMol Chemicals Inc. | 58 |
| TargetMol Chemicals Inc. | 58 |






