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Merck
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문서

P203

Sigma-Aldrich

Phenamil methanesulfonate salt

solid

동의어(들):

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

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About This Item

Linear Formula:
C12H12ClN7O · CH3SO3H
CAS Number:
1161-94-0
Molecular Weight:
401.83
MDL number:
MFCD00274070
UNSPSC 코드:
12352200
PubChem Substance ID:
24277869
NACRES:
NA.77

형태

solid

Quality Level

100

색상

yellow

solubility

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

저장 온도

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)

InChI key

MHPIZTURFVSLTJ-UHFFFAOYSA-N

유전자 정보

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)

관련 카테고리

일반 설명

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

애플리케이션

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

생화학적/생리학적 작용

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

시험 성적서(COA)

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문서 라이브러리 방문

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
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
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%
Kye Won Park et al.
Journal of lipid research, 51(9), 2775-2784 (2010-06-04)
We previously described the use of a cell-based screening approach to identify small molecules that regulate adipocyte differentiation. Here we identify the amiloride derivative phenamil as an adipogenic compound. Phenamil acutely induces expression of the key transcription factor of adipogenesis
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