Tìm theo
Perhexiline
Các tên gọi khác (8 ) :
  • (-)-2-(2,2-Dicyclohexylethyl)piperidine
  • (+)-2-(2,2-Dicyclohexylethyl)piperidine
  • 2-(2,2-Dicyclohexylethyl)piperidine
  • Perhexilene
  • Perhexilina
  • Perhexiline
  • Perhexilinum
  • Perhexilline
Thuốc tim mạch
Thuốc Gốc
Small Molecule
CAS: 6621-47-2
ATC: C08EX02
CTHH: C19H35N
PTK: 277.4879
2-(2,2-Dicyclohexylethyl)piperidine. Coronary vasodilator used especially for angina of effort. It may cause neuropathy and hepatitis. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C19H35N
Phân tử khối
277.4879
Monoisotopic mass
277.276950125
InChI
InChI=1S/C19H35N/c1-3-9-16(10-4-1)19(17-11-5-2-6-12-17)15-18-13-7-8-14-20-18/h16-20H,1-15H2
InChI Key
InChIKey=CYXKNKQEMFBLER-UHFFFAOYSA-N
IUPAC Name
2-(2,2-dicyclohexylethyl)piperidine
Traditional IUPAC Name
perhexiline
SMILES
C(C(C1CCCCC1)C1CCCCC1)C1CCCCN1
Độ hòa tan
0.0608 mg/L
logP
6.2
logS
-7
pKa (Strongest Basic)
10.58
PSA
12.03 Å2
Refractivity
87.23 m3·mol-1
Polarizability
36.22 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
1
H Bond Donor Count
1
Physiological Charge
1
Number of Rings
3
Bioavailability
1
Ghose Filter
true
Dược Lực Học : Used in the treatment of unresponsive or refractory angina. Perhexiline increases glucose metabolism at the expense of free-fatty-acid metabolism, enhancing oxygen efficiency during myocardial ischaemia. Perhexiline also potentiates platelet responsiveness to nitric oxide both in patients with angina and patients with acute coronary syndrome. The predominant mechanism of this particular perhexiline effect is an increase in platelet cGMP responsiveness. Perhexiline also may reduce the potential for nitric oxide clearance by neutrophil-derived oxygen. Perhexiline relieves symptoms of angina, improves exercise tolerance, and increases the workload needed to induce ischaemia when used as monotherapy. The primary therapeutic roles for perhexiline are as short-term therapy (less than 3 months duration) in patients with severe ischaemia awaiting coronary revascularisation or long-term therapy in patients with ischaemic symptoms refractory to other therapeutic measures.
Cơ Chế Tác Dụng : 2-(2,2-Dicyclohexylethyl)piperidine. Coronary vasodilator used especially for angina of effort. It may cause neuropathy and hepatitis. [PubChem] Perhexiline binds to the mitochondrial enzyme carnitine palmitoyltransferase (CPT)-1 and CPT-2. It acts by shifting myocardial substrate utilisation from long chain fatty acids to carbohydrates through inhibition of CPT-1 and, to a lesser extent, CPT-2, resulting in increased glucose and lactate utilization. This results in increased ATP production for the same O2 consumption as before and consequently increases myocardial efficiency.
Dược Động Học :
▧ Absorption :
Well absorbed (>80%) from the gastrointestinal tract following oral administration.
▧ Protein binding :
Perhexiline and its metabolites are highly protein bound (>90%).
▧ Metabolism :
The principal metabolites of perhexiline in man are monohydroxyperhexiline (which is excreted, in part, conjugated with glucuronic acid) and dihydroxyperhexiline that accounts for a relatively small proportion of the total metabolites. Two unidentified metabolites have also been found in the faeces. The pharmacological activity of the metabolites is not known. Hydroxylation of perhexiline is controlled by cytochrome P450 2D6 (CY P450 2D6).
▧ Half Life :
Variable and non-linear. Some reports show a half-life of 2-6 days, others indicate it could be as high as 30 days.
Độc Tính : Oral LD50 rat: 2150 mg/kg; Oral LD50 Mouse: 2641 mg/kg. Short term adverse effects include nausea, transient dizziness, hypoglycaemia in diabetic patients, and torsade de pointes (rare).
Chỉ Định : For the management of severe angina pectoris.
Liều Lượng & Cách Dùng : Tablet - Oral
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01074
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4746
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504471
ChemSpider
http://www.chemspider.com/Chemical-Structure.4584.html
PharmGKB
http://www.pharmgkb.org/drug/PA130150436
Wikipedia
http://en.wikipedia.org/wiki/Perhexiline
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