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A5585

Sigma-Aldrich

5-(N-Methyl-N-isobutyl)­amiloride

≥98% (TLC), powder

Synonym(e):

MIA

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About This Item

Empirische Formel (Hill-System):
C11H18ClN7O
CAS-Nummer:
96861-65-3
Molekulargewicht:
299.76
MDL-Nummer:
MFCD00078567
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278228
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥98% (TLC)

Form

powder

mp (Schmelzpunkt)

200-201 °C

Löslichkeit

methanol: 9.80-10.20 mg/mL, clear, pale yellow to yellow

Lagertemp.

2-8°C

SMILES String

CC(C)CN(C)c1nc(N)c(nc1Cl)C(=O)NC(N)=N

InChI

1S/C11H18ClN7O/c1-5(2)4-19(3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20)

InChIKey

RVIUMPLAOXSSGN-UHFFFAOYSA-N

Angaben zum Gen

human ... SCNN1A(6337) , SCNN1B(6338) , SCNN1D(6339) , SCNN1G(6340)
mouse ... Scnn1a(20276) , Scnn1b(20277) , Scnn1d(140501) , Scnn1g(20278)
rat ... Scnn1a(25122) , Scnn1b(24767) , Scnn1g(24768)

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Anwendung

5-(N-Methyl-N-isobutyl)­amiloride is a potent blocker of the Na2/H+ antiport. 5-(N-Methyl-N-isobutyl)­amiloride has been used to study early cellular response to acidosis.

Biochem./physiol. Wirkung

Potent blocker of the Na+/H+ antiport. Possible antitumor agent.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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R P Maidorn et al.
British journal of cancer, 67(2), 297-303 (1993-02-01)
The extracellular pH (pHe) in solid tumours is frequently lower than the pHe in normal tissues. Cells within an acidic environment depend on mechanisms which regulate intracellular pH (pHi) for their survival, including the Na+/H+ antiport which exports protons in
X H Xiao et al.
Circulation research, 85(8), 723-730 (1999-10-16)
The role of the Na(+)/H(+) exchanger in ischemia, reperfusion, and preconditioning was investigated in isolated perfused rat hearts. Contractile function, [Na(+)](i), and pH(i) were measured; ischemic damage was assessed by the recovery of developed pressure (DP) on reperfusion. After 30
Eric Londin et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(10), E1106-E1115 (2015-02-26)
Two decades after the discovery of the first animal microRNA (miRNA), the number of miRNAs in animal genomes remains a vexing question. Here, we report findings from analyzing 1,323 short RNA sequencing samples (RNA-seq) from 13 different human tissue types.
R N Kalaria et al.
Brain research. Molecular brain research, 58(1-2), 178-187 (1998-08-01)
We report the initial characterization of [3H]5-(N-methyl-N-isobutyl)amiloride (MIA) binding to the Na+/H+ exchanger (NHE) and expression of its gene in mammalian cerebrovascular, choroidal and neocortical tissues. [3H]MIA bound reversibly to particulate fractions of rat, pig and human cerebral microvessels, choroid
R M Touyz et al.
Hypertension (Dallas, Tex. : 1979), 34(3), 442-449 (1999-09-18)
This study investigated the role of the Na(+)-H+ exchanger (NHE) on angiotensin II (Ang II)-induced activation of Na(+)-dependent Mg2+ transport in vascular smooth muscle cells (VSMCs) from Wistar-Kyoto rats (WKY; n=20) and spontaneously hypertensive rats (SHR; n=20). Intracellular free concentrations
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