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591778-68-6

591778-68-6 structure
591778-68-6 structure
  • Name: CP-640186
  • Chemical Name: [(3R)-1-[1-(anthracene-9-carbonyl)piperidin-4-yl]piperidin-3-yl]-morpholin-4-ylmethanone
  • CAS Number: 591778-68-6
  • Molecular Formula: C30H35N3O3
  • Molecular Weight: 485.617
  • Catalog: Signaling Pathways Metabolic Enzyme/Protease Acetyl-CoA Carboxylase
  • Create Date: 2016-08-17 03:57:24
  • Modify Date: 2026-07-02 18:52:27
  • CP-640186 is an isozyme-nonselective acetyl-CoA carboxylase (ACCase) inhibitor with IC50s of 53 nM and 61 nM for rat liver ACC1 and rat skeletal muscle ACC2 respectively; with improved metabolic stability vs CP-610431.IC50 value: 53 nM/61 nM (rat liver ACC1/skeletal muscle ACC2) [1]Target: acetyl-CoA carboxylasein vitro: CP-640186, also inhibited both isozymes with IC50s of ~55 nM but was 2–3 times more potent than CP-610431 in inhibiting HepG2 cell fatty acid and TG synthesis. CP-640186 also stimulated fatty acid oxidation in C2C12 cells (ACC2) and in rat epitrochlearis muscle strips with EC50s of 57 nM and 1.3 uM [1]. in vivo: In rats, CP-640186 lowered hepatic, soleus muscle,quadriceps muscle, and cardiac muscle malonyl-CoAwith ED50s of 55, 6, 15, and 8 mg/kg. Consequently, CP-640186 inhibited fatty acid synthesis in rats, CD1 mice,and ob/ob mice with ED50s of 13, 11, and 4 mg/kg, andstimulated rat whole body fatty acid oxidation with anED50 of ~30 mg/kg [1].

Name [(3R)-1-[1-(anthracene-9-carbonyl)piperidin-4-yl]piperidin-3-yl]-morpholin-4-ylmethanone
Synonyms 640186 (R)-ANTHRACEN-9-YL(3-(MORPHOLINE-4-carbonyl)-1,4'-BIPIPERIDIN-1'-YL)METHANONE.HCL
9-Anthryl[(3R)-3-(4-morpholinylcarbonyl)-1,4'-bipiperidin-1'-yl]methanone
H460,HG2,Acetyl-CoA Cboxylase,-640186,human fibroblasts,Inhibitor,inhibit,muscle fatty acid oxidation,ACC, Acetyl Coenzyme A Cboxylase,640186,C2C12,muscle strips
640186, 10 mM in DMSO
(R)-Anthracen-9-yl(3-(morpholine-4-carbonyl)-[1,4'-bipiperidin]-1'-yl)methanone
(Anthracen-9-yl)[(3R)-3-[(morpholin-4-yl)carbonyl][1,4']bipiperidinyl-1'-yl]methanone
Methanone, [(3R)-1'-(9-anthracenylcbonyl)[1,4'-bipiperidin]-3-yl]-4-morpholinyl
1w2x
UNII-04L1E4J3ZT
(R)-ANTHRACEN-9-YL(3-(MORPHOLINE-4-carbonyl)-1,4'-BIPIPERIDIN-1'-YL)METHANONE.HCL
CP 640186
(R)-anthracen-9-yl(3-(morpholine-4-carbonyl)-[1,4'-bipiperidin]-1'-yl)metha none 640186
640186 ,S6753
640186;-640186
RCP
Description CP-640186 is an isozyme-nonselective acetyl-CoA carboxylase (ACCase) inhibitor with IC50s of 53 nM and 61 nM for rat liver ACC1 and rat skeletal muscle ACC2 respectively; with improved metabolic stability vs CP-610431.IC50 value: 53 nM/61 nM (rat liver ACC1/skeletal muscle ACC2) [1]Target: acetyl-CoA carboxylasein vitro: CP-640186, also inhibited both isozymes with IC50s of ~55 nM but was 2–3 times more potent than CP-610431 in inhibiting HepG2 cell fatty acid and TG synthesis. CP-640186 also stimulated fatty acid oxidation in C2C12 cells (ACC2) and in rat epitrochlearis muscle strips with EC50s of 57 nM and 1.3 uM [1]. in vivo: In rats, CP-640186 lowered hepatic, soleus muscle,quadriceps muscle, and cardiac muscle malonyl-CoAwith ED50s of 55, 6, 15, and 8 mg/kg. Consequently, CP-640186 inhibited fatty acid synthesis in rats, CD1 mice,and ob/ob mice with ED50s of 13, 11, and 4 mg/kg, andstimulated rat whole body fatty acid oxidation with anED50 of ~30 mg/kg [1].
Related Catalog
References

[1]. Harwood HJ Jr, et al. Isozyme-nonselective N-substituted bipiperidylcarboxamide acetyl-CoA carboxylase inhibitors reduce tissue malonyl-CoA concentrations, inhibit fatty acid synthesis, and increase fatty acid oxidation in cultured cells and in experimental animals. J Biol Chem. 2003 Sep 26;278(39):37099-111.

[2]. Yamashita T, et al. Design, synthesis, and structure-activity relationships of spirolactones bearing 2-ureidobenzothiophene as acetyl-CoA carboxylases inhibitors. Bioorg Med Chem Lett. 2011 Nov 1;21(21):6314-8.

Density 1.2±0.1 g/cm3
Boiling Point 721.1±60.0 °C at 760 mmHg
Molecular Formula C30H35N3O3
Molecular Weight 485.617
Flash Point 389.9±32.9 °C
Exact Mass 485.267853
PSA 53.09000
LogP 3.49
Vapour Pressure 0.0±2.3 mmHg at 25°C
Index of Refraction 1.654
Storage condition -20℃
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