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Key Documents

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A5585

Sigma-Aldrich

5-(N-Methyl-N-isobutyl)­amiloride

≥98% (TLC), powder

Sinónimos:

MIA

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About This Item

Fórmula empírica (notación de Hill):
C11H18ClN7O
Número de CAS:
96861-65-3
Peso molecular:
299.76
MDL number:
MFCD00078567
UNSPSC Code:
12352200
PubChem Substance ID:
24278228
NACRES:
NA.77

Quality Level

200

assay

≥98% (TLC)

form

powder

mp

200-201 °C

solubility

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

storage temp.

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)

InChI key

RVIUMPLAOXSSGN-UHFFFAOYSA-N

Gene Information

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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Application

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 Actions

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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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