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Merck
CN

A5585

5-(N-Methyl-N-isobutyl)­amiloride

≥98% (TLC), powder

Synonym(s):

MIA

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About This Item

Empirical Formula (Hill Notation):
C11H18ClN7O
CAS Number:
Molecular Weight:
299.76
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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Product Name

5-(N-Methyl-N-isobutyl)­amiloride, ≥98% (TLC), powder

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)

SMILES string

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

InChI key

RVIUMPLAOXSSGN-UHFFFAOYSA-N

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

Quality Level

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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.
M Horackova et al.
Cardiovascular research, 47(3), 529-536 (2000-08-30)
This study was designed to investigate the cardioprotective effect of the novel lipophilic iron chelator salicylaldehyde isonicotinoyl hydrazone (SIH) against the oxidative stress exerted by H(2)O(2) through the production of OH radical via the Fenton reaction and to compare them

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