| Identification | Back Directory | [Name]
CARIPORIDE | [CAS]
159138-80-4 | [Synonyms]
CS-1692
CARIPORIDE
Cariporide (HOE-642)
N-(diaminomethylene)-4-isopropyl-3-mesyl-benzamide
N-(Aminoiminomethyl)-4-(1-methylethyl)-3-(methylsulfonyl)benzamide
N-[bis(azanyl)methylidene]-3-methylsulfonyl-4-propan-2-yl-benzamide
BenzaMide,N-(aMinoiMinoMethyl)-4-(1-Methylethyl)-3-(Methylsulfonyl)- | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C12H17N3O3S | [MDL Number]
MFCD00864683 | [MOL File]
159138-80-4.mol | [Molecular Weight]
283.35 |
| Chemical Properties | Back Directory | [Melting point ]
90-94° (dec) | [density ]
1.34 | [storage temp. ]
2-8°C | [solubility ]
insoluble in H2O; ≥12.05 mg/mL in DMSO; ≥2.675 mg/mL in EtOH with gentle warming and ultrasonic | [form ]
powder | [color ]
white to beige |
| Hazard Information | Back Directory | [Uses]
Reduction of death and nonfatal
myocardial infarction in patients undergoing CABG
surgery. | [Biological Activity]
na–h exchange (nhe) represents an important mechanism for mediating such injury. nhe represents an important mechanism for the development of myocardial ischemic and reperfusion injury and inhibitors have been consistently shown to protect the ischemic and reperfused heart by correcting the ionic imbalance associated with this form of pathological insult. cariporide is a potent nhe inhibitor. | [Biochem/physiol Actions]
Cariporide is a selective inhibitor of the Na+/H+ exchanger subtype 1 (NHE-1), also known as the Na+/H+ antiporter. Cariporide has shown cardioprotective and antiarrhythmic effects, and has recently been investigated for anticancer activity. | [in vitro]
cariporide concentration dependently inhibited the amiloride sensitive sodium influx in rabbit erythrocytes, reduced the swelling of human platelets caused by intracellular acidification, and delayed ph recovery in rat cardiomyocytes [1]. | [in vivo]
in anaesthetised rats undergoing coronary artery ligation intravenous and oral pretreatment with cariporide caused a dose dependent reduction or a complete prevention of ventricular premature beats, ventricular fibrillation, and ventricular tachycardia. the compound was well tolerated and neutral to circulatory variables [1]. | [IC 50]
0.05, 3 and 1000 μm for nhe1, nhe3 and nhe2, respectively | [storage]
Store at +4°C | [References]
[1] scholz w, albus u, counillon l, g?gelein h, lang hj, linz w, weichert a, sch?lkens ba. protective effects of hoe642, a selective sodium-hydrogen exchange subtype 1 inhibitor, on cardiac ischaemia and reperfusion. cardiovasc res. 1995 feb;29(2):260-8.
[2] karmazyn m. pharmacology and clinical assessment of cariporide for the treatment coronary artery diseases. expert opin investig drugs. 2000 may;9(5):1099-108. |
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