rac Perhexiline Maleate

For research use only. Not for therapeutic Use.

  • CAT Number: R046297
  • CAS Number: 6724-53-4
  • Molecular Formula: C19H35N • C4H4O4
  • Molecular Weight: 393.60
  • Purity: ≥95%
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rac-Perhexiline Maleate(Cat No.:R046297)is a chiral compound used as a metabolic modulator, primarily in treating angina and heart failure. It works by inhibiting mitochondrial carnitine palmitoyltransferase-1 (CPT-1), shifting myocardial energy metabolism from fatty acid oxidation to glucose utilization, which is more oxygen-efficient. This metabolic shift helps improve cardiac efficiency and reduce oxygen demand in ischemic heart conditions. rac-Perhexiline Maleate’s role in heart failure management also makes it a candidate for studying metabolic therapies in cardiology. Due to variability in metabolism, therapeutic monitoring is essential to avoid toxicity.


Catalog Number R046297
CAS Number 6724-53-4
Synonyms

2-(2,2-Dicyclohexylethyl)piperidine Maleate; (+/-)-2-(2,2-Dicyclohexylethyl)piperidine Maleate;

Molecular Formula C19H35N • C4H4O4
Purity ≥95%
Target CPT1
Solubility Soluble in DMSO
Storage Store at -20°C
IUPAC Name (Z)-but-2-enedioic acid;2-(2,2-dicyclohexylethyl)piperidine
InChI InChI=1S/C19H35N.C4H4O4/c1-3-9-16(10-4-1)19(17-11-5-2-6-12-17)15-18-13-7-8-14-20-18;5-3(6)1-2-4(7)8/h16-20H,1-15H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKey JDZOTSLZMQDFLG-BTJKTKAUSA-N
SMILES C1CCC(CC1)C(CC2CCCCN2)C3CCCCC3.C(=C\C(=O)O)\C(=O)O
Reference

<br />
1: Vella S, Penna I, Longo L, Pioggia G, Garbati P, Florio T, Rossi F, Pagano A.<br />
Perhexiline maleate enhances antitumor efficacy of cisplatin in neuroblastoma by<br />
inducing over-expression of NDM29 ncRNA. Sci Rep. 2015 Dec 17;5:18144. doi:<br />
10.1038/srep18144. PubMed PMID: 26674674; PubMed Central PMCID: PMC4682181.<br />
2: Kitoh H, Achiwa M, Kaneko H, Mishima K, Matsushita M, Kadono I, Horowitz JD,<br />
Sallustio BC, Ohno K, Ishiguro N. Perhexiline maleate in the treatment of<br />
fibrodysplasia ossificans progressiva: an open-labeled clinical trial. Orphanet J<br />
Rare Dis. 2013 Oct 16;8:163. doi: 10.1186/1750-1172-8-163. PubMed PMID: 24131551;<br />
PubMed Central PMCID: PMC4015865.<br />
3: Lai B. Hypoglycaemia after treatment with perhexiline maleate: a case report.<br />
N Z Med J. 2011 Mar 4;124(1330):74-7. PubMed PMID: 21681255.<br />
4: Kerr GD, Ingham G. Torsade de pointes associated with perhexiline maleate<br />
therapy. Aust N Z J Med. 1990 Dec;20(6):818-20. PubMed PMID: 2291733.<br />
5: Cole PL, Beamer AD, McGowan N, Cantillon CO, Benfell K, Kelly RA, Hartley LH,<br />
Smith TW, Antman EM. Efficacy and safety of perhexiline maleate in refractory<br />
angina. A double-blind placebo-controlled clinical trial of a novel antianginal<br />
agent. Circulation. 1990 Apr;81(4):1260-70. PubMed PMID: 2180591.<br />
6: Valmalle R, Bacq Y, Furet Y, Dorval E, Barbieux JP, Metman EH. [Fatal acute<br />
hepatitis during treatment with perhexiline maleate and bezafibrate].<br />
Gastroenterol Clin Biol. 1989 May;13(5):530-1. French. PubMed PMID: 2753299.<br />
7: Candide C, Mazi&egrave;re JC, Mazi&egrave;re C, Lageron A, Polonovski J. The effects of<br />
perhexiline maleate on low density lipoprotein processing and cholesterol<br />
metabolism in cultured human fibroblasts. Eur J Clin Pharmacol. 1988;34(2):195-9.<br />
PubMed PMID: 3383991.<br />
8: Gil N&eacute;ciga E, Bautista J. [Myopathy caused by perhexiline maleate].<br />
Neurologia. 1987 Mar-Apr;2(2):86-7. Spanish. PubMed PMID: 3274074.<br />
9: Meng HP, Zhang BH. [Calcium antagonistic action of N-ethyl perhexiline<br />
maleate]. Zhongguo Yao Li Xue Bao. 1986 May;7(3):239-43. Chinese. PubMed PMID:<br />
2954371.<br />
10: Cooper JD, Turnell DC, Pilcher J, Lockhart D. Therapeutic monitoring of the<br />
anti-anginal drug perhexiline maleate. Ann Clin Biochem. 1985 Nov;22 ( Pt<br />
6):614-7. PubMed PMID: 4073793.<br />
11: Pilcher J, Cooper JD, Turnell DC, Matenga J, Paul R, Lockhart JD.<br />
Investigations of long-term treatment with perhexiline maleate using therapeutic<br />
monitoring and electromyography. Ther Drug Monit. 1985;7(1):54-60. PubMed PMID:<br />
3992623.<br />
12: Rodr&iacute;guez Lambert JL, Simarro E, Moris C, Sieres M, Cortina A, Mart&iacute;nez C,<br />
Rodrigo L, Prado LS. [Treatment of angina pectoris with perhexiline maleate.<br />
Results and secondary effects]. Rev Esp Cardiol. 1984 Nov-Dec;37(6):431-3.<br />
Spanish. PubMed PMID: 6522775.<br />
13: Cooper RG, Evans DA, Whibley EJ. Polymorphic hydroxylation of perhexiline<br />
maleate in man. J Med Genet. 1984 Feb;21(1):27-33. PubMed PMID: 6694182; PubMed<br />
Central PMCID: PMC1049202.<br />
14: White HD, Lowe JB. Antianginal efficacy of perhexiline maleate in patients<br />
refractory to beta-adrenoreceptor blockade. Int J Cardiol. 1983 May;3(2):145-55.<br />
PubMed PMID: 6134684.<br />
15: Pieterse AS, Rowland R, Dunn D. Perhexiline maleate induced cirrhosis.<br />
Pathology. 1983 Apr;15(2):201-3. PubMed PMID: 6888970.<br />
16: Bendirdjian JP, Viotte G, Bichara M, Foucher B, Fillastre JP. Changes in the<br />
lysosomes and mitochondria isolated from the liver, kidney and heart of rats<br />
treated with perhexiline maleate. Toxicol Eur Res. 1982 Nov;4(6):297-300. PubMed<br />
PMID: 7170723.<br />
17: Mandelcorn M, Murphy J, Colman J. Papilledema without peripheral neuropathy<br />
in a patient taking perhexiline maleate. Can J Ophthalmol. 1982 Aug;17(4):173-5.<br />
PubMed PMID: 7127202.<br />
18: Hauw JJ, Mussini JM, Boutry JM, Escourolle R, Pollet S, Albouz S, Harpin ML,<br />
Baumann N. Perhexiline maleate induced lipidosis in human peripheral nerve and<br />
tissue culture: ultrastructural and biochemical changes. Clin Toxicol. 1981<br />
Dec;18(12):1405-9. PubMed PMID: 6277551.<br />
19: Roberts RK, Cohn D, Petroff V, Seneviratne B. Liver disease induced by<br />
perhexiline maleate. Med J Aust. 1981 Nov 14;2(10):553-4. PubMed PMID: 7321956.<br />
20: Crinquette JF, Pirot J, Lugand JJ, Dessaint JP, Houcke M, Mazzuga M, Dewailly<br />
P, Jaillard J. [Perhexiline maleate induced cirrhosis (author/&#39;s transl)]. Acta<br />
Gastroenterol Belg. 1981 Sep-Oct;44(9-10):391-5. French. PubMed PMID: 7342619.<br />
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