Ugrás a tartalomra
Merck

P203

Sigma-Aldrich

Phenamil methanesulfonate salt

solid

Szinonimák:

3,5-Diamino-6-chloro-N-[imino(phenylamino)methyl]pyrazinecarboxamide methanesulfonate salt

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Lineáris képlet:
C12H12ClN7O · CH3SO3H
CAS-szám:
Molekulatömeg:
401.83
MDL-szám:
UNSPSC kód:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

solid

Minőségi szint

szín

yellow

oldhatóság

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.5 mg/mL
DMSO: ≥5 mg/mL (with warming)
0.1 M HCl: insoluble
H2O: insoluble

tárolási hőmérséklet

2-8°C

SMILES string

CS(O)(=O)=O.Nc1nc(N)c(nc1Cl)C(=O)NC(=N)Nc2ccccc2

InChI

1S/C12H12ClN7O.CH4O3S/c13-8-10(15)19-9(14)7(18-8)11(21)20-12(16)17-6-4-2-1-3-5-6;1-5(2,3)4/h1-5H,(H4,14,15,19)(H3,16,17,20,21);1H3,(H,2,3,4)

Nemzetközi kémiai azonosító kulcs

MHPIZTURFVSLTJ-UHFFFAOYSA-N

Általános leírás

Phenamil, a derivative of amiloride is an inhibitor of sodium channels including acid sensing ion channel (ASIC) and epithelial sodium channels (ENaC).

Alkalmazás

Phenamil methanesulfonate salt has been used:
  • to stimulate adipocyte differentiation in 3T3 cells
  • to test its effect on lateral flagella expression in Vibrio shilonii
  • in nanoparticle preparation to test its effect on osteo/odontoblastic differentiation

Biokémiai/fiziológiai hatások

Phenamil is an inducer of peroxisome proliferator-activated receptor γ (PPARγ) and inhibits diamine oxidase. By favoring tribbles homolog 3 (Trb3) expression, phenamil holds therapeutic potential to treat pulmonary artery hypertension (PAH) and idiopathic PAH. It is also a bone morphogenetic protein (BMP) activator, which favors osteogenesis and odontogenesis of stem cells.

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable

Egyéni védőeszköz

Eyeshields, Gloves, type N95 (US)


Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

Már rendelkezik ezzel a termékkel?

Az Ön által nemrégiben megvásárolt termékekre vonatkozó dokumentumokat a Dokumentumtárban találja.

Dokumentumtár megtekintése

J L Garvin et al.
The Journal of membrane biology, 87(1), 45-54 (1985-01-01)
Several new amiloride analogues and two reported photoaffinity analogues were tested for irreversible inhibition of short-circuit current, Isc, in toad bladder. Bromoamiloride, a photoaffinity analogue, induced 40% irreversible inhibition at 500 microM after irradiation with ultraviolet light greater than or
Yael González et al.
Canadian journal of microbiology, 61(3), 183-191 (2015-02-03)
In this study, we show the induction of lateral flagella by the action of the sodium channel blocker phenamil, in the marine bacterium Vibrio shilonii, a coral pathogen that causes bleaching. We analyzed the growth and morphology of cells treated
P Barbry et al.
Biochemistry, 28(9), 3744-3749 (1989-05-02)
The existence of distinct forms of the epithelium Na+ channel that differ in their sensitivity to amiloride has been repeatedly suggested by physiological data. The biochemical basis for these differences was analyzed by using phenamil, the most potent inhibitor known
Mun Chun Chan et al.
Molecular and cellular biology, 31(3), 517-530 (2010-12-08)
Pulmonary artery hypertension (PAH) is characterized by elevated pulmonary artery resistance and increased medial thickness due to deregulation of vascular remodeling. Inactivating mutations of the BMPRII gene, which encodes a receptor for bone morphogenetic proteins (BMPs), are identified in ∼60%
N Voilley et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(1), 247-251 (1994-01-04)
Water balance in the lung is controlled via active Na+ and Cl- transport. Electrophysiological measurements on lung epithelial cells demonstrated the presence of a Na+ channel that is inhibited by amiloride (K0.5 = 90 nM) and some of its derivatives

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