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MilliporeSigma

SML0120

Sigma-Aldrich

Perhexiline maleate salt

≥98% (HPLC)

Sinónimos:

2-(2,2-Dicyclohexylethyl)piperidine

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About This Item

Fórmula empírica (notación de Hill):
C19H35N · C4H4O4
Número de CAS:
Peso molecular:
393.56
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

OC(=O)\C=C/C(O)=O.C1CCC(CC1)C(CC2CCCCN2)C3CCCCC3

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-

InChI key

JDZOTSLZMQDFLG-BTJKTKAUSA-N

Gene Information

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General description

Perhexiline maleate regulates coronary vasodilatation and blocks exercise-induced tachycardia. It is used to treat angina pectoris and variant angina. Perhexiline maleate functions as a cardiac metabolic agent. It is associated with peripheral neuropathy, high intracranial pressure with papilledema and proximal myopathy.

Application

Perhexiline maleate salt has been used as a stock for worm lifespan assay. It has also been used to block fatty acid oxidation.
Perhexiline maleate salt has been used to block fatty acid oxidation. It has also been used as 5′ adenosine monophosphate-activated protein kinase (AMPK) activator and in worm lifespan assay.

Biochem/physiol Actions

Perhexiline maleate is an anti-anginal metabolic modulator. It inhibits the mitochondrial enzyme carnitine palmitoyltransferase CPT-1 and to a lesser extent CPT-2. This causes a shift in myocardial substrate utilisation from long chain fatty acids to carbohydrates, resulting in increased glucose and lactate utilization and increased ATP production for the same O2 consumption as before and consequently increases myocardial efficiency. Perhexiline maleate was also recently found to inhibit the activity of mTORC1.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Harel Gilutz et al.
Therapeutic drug monitoring, 34(2), 227-231 (2012-02-11)
Concomitant treatment with amiodarone and perhsexiline has been considered to be relatively contraindicated because of the hypothetical risk of potentiated adverse effects mediated by additive inhibition of carnitine palmitoyl transferase 1. To study the prevalence of adverse effects associated with
Ryuta Koishi et al.
Journal of interferon & cytokine research : the official journal of the International Society for Interferon and Cytokine Research, 22(3), 343-350 (2002-05-30)
The novel colony-stimulating factor (CSF) inducer leustroducsin B (LSN-B), which was isolated from Streptomyces platensis, has been shown to have potent cytokine-inducing activities in clonal human bone marrow-derived stromal cell line KM-102 and in primary human bone marrow-derived stromal cells.
[Amphiphilic cationic drug myopathy, drug-induced lysosomal storage lipidosis].
T Kumamoto
Ryoikibetsu shokogun shirizu, (36)(36), 263-266 (2001-10-13)
Ryuichiro Yamamoto et al.
Journal of bone and mineral metabolism, 31(1), 26-33 (2012-09-27)
Fibrodysplasia ossificans progressiva (FOP) is a rare autosomal dominant disorder characterized by progressive heterotopic ossification. FOP is caused by a gain-of-function mutation in ACVR1 encoding the bone morphogenetic protein type II receptor, ACVR1/ALK2. The mutant receptor causes upregulation of a
[Myopathy caused by perhexiline maleate].
E Gil Néciga et al.
Neurologia (Barcelona, Spain), 2(2), 86-87 (1987-03-01)

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