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262352-17-0

262352-17-0 Structure

262352-17-0 Structure
IdentificationMore
[Name]

Torcetrapib
[CAS]

262352-17-0
[Synonyms]

TORCETRAPIB-D3
(2R,4S)-4-[(3,5-Bis-trifluoromethylbenzyl)methoxycarbonylamino]-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester
Torcetrapib
[Molecular Formula]

C26H22D3F9N2O4
[MDL Number]

MFCD08063631
[Molecular Weight]

603.49
[MOL File]

262352-17-0.mol
Chemical PropertiesBack Directory
[Melting point ]

54-58°C
[Boiling point ]

504.8±50.0 °C(Predicted)
[density ]

1.42
[storage temp. ]

Store at RT
[solubility ]

DMSO: >5mg/mL
[form ]

powder
[pka]

-1.87±0.40(Predicted)
[color ]

white
[Optical Rotation]

[α]/D >-70°
[InChIKey]

CMSGWTNRGKRWGS-NQIIRXRSSA-N
[SMILES]

N1(C(OCC)=O)C2=C(C=C(C(F)(F)F)C=C2)[C@@H](N(CC2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)C(OC)=O)C[C@H]1CC
[CAS DataBase Reference]

262352-17-0(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Chemical Properties]

Off-White Low Melting Solid
[Uses]

Cholesteryl ester transfer protein (CETP) inhibitor. Antilipemic; antiatherosclerotic.
[Definition]

ChEBI: Torcetrapib is a member of quinolines, a carbamate ester and a member of (trifluoromethyl)benzenes. It has a role as an anticholesteremic drug and a CETP inhibitor.
[Biological Activity]

torcetrapib is a cetp inhibitor with ic50 of 37 nm, elevates hdl-c and reduces nonhdl-c in plasma. inhibition of cholesteryl ester transfer protein (cetp) has been shown to have a substantial effect on plasma lipoprotein levels.
[in vitro]

torcetrapib dose-dependently increases aldosterone release from h295r cells after either 24 or 48 h of treatment, this effect is mediated by calcium channel as calcium channel blockers completely blocks torcetrapib-induced corticoid release and calcium increase. torcetrapib (1 μm) significantly increases the expression of steroidogenic gene, cyp11b2 and cyp11b1, in h295r cell lines [1].
[in vivo]

researchers tested torcetrapib in rabbits fed an atherogenic diet at a dose sufficient to increase hdl-c by at least 3-fold. cetp activity was inhibited by 70–80% throughout the study. non-hdl-c increased in both groups, but there was no difference apparent by the study’s end [2].
[storage]

Store at -20°C
[References]

[1] hu x, dietz jd, xia c, knight dr, loging wt, smith ah, yuan h, perry da, keiser j. torcetrapib induces aldosterone and cortisol production by an intracellular calcium-mediated mechanism independently of cholesteryl ester transfer protein inhibition. endocrinology. 2009;150(5):2211-9.
[2] morehouse la, sugarman ed, bourassa pa, sand tm, zimetti f, gao f, rothblat gh, milici aj. inhibition of cetp activity by torcetrapib reduces susceptibility to diet-induced atherosclerosis in new zealand white rabbits. j lipid res. 2007;48(6):1263-72.
[3] barter pj, caulfield m, eriksson m, grundy sm, kastelein jj, komajda m, lopez-sendon j, mosca l, tardif jc, waters dd, shear cl, revkin jh, buhr ka, fisher mr, tall ar, brewer b; illuminate investigators. effects of torcetrapib in patients at high risk for coronary events. n engl j med. 2007;357(21):2109-22.
Spectrum DetailBack Directory
[Spectrum Detail]

Torcetrapib(262352-17-0)1HNMR
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