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A5585

Sigma-Aldrich

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:
96861-65-3
Molecular Weight:
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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘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
D R Sagar et al.
Osteoarthritis and cartilage, 23(6), 906-913 (2015-01-28)
Although analgesic approaches targeting nerve growth factor (NGF) for the treatment of osteoarthritis (OA) pain remain of clinical interest, neurophysiological mechanisms by which NGF contribute to OA pain remain unclear. We investigated the impact of local elevation of knee joint
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 J MacLeod et al.
The Journal of membrane biology, 172(1), 47-58 (1999-11-07)
We studied the relationship between changes in intracellular pH (pH(i)), intracellular Ca(2+)([Ca(2+)](i)) and charybdotoxin sensitive (CTX) maxi-K(+) channels occurring after modest 'physiological' swelling in guinea pig jejunal villus enterocytes. Villus cell volume was assessed by electronic cell sizing, and pH(i)
Mohamed M Helmy et al.
Brain : a journal of neurology, 135(Pt 11), 3311-3319 (2012-11-06)
Birth asphyxia is often associated with a high seizure burden that is predictive of poor neurodevelopmental outcome. The mechanisms underlying birth asphyxia seizures are unknown. Using an animal model of birth asphyxia based on 6-day-old rat pups, we have recently
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