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5-(N,N-HEXAMETHYLENE)-AMILORIDE

5-(N,N-HEXAMETHYLENE)-AMILORIDE Structure
CAS No.
1428-95-1
Chemical Name:
5-(N,N-HEXAMETHYLENE)-AMILORIDE
Synonyms
hma;Amilo;5-HMA;HMA-5;amipromizide;Hexamethyleneamiloride;5-(N,N-HEXAMETHYLENE)-AMILORIDE;AMILORIDE,5-(N,N-HEXAMETHYLENE)-;HMA (5-(N,N-Hexamethylene)amiloride);5-(N,N-HEXAMETHYLENE)-AMILORIDE USP/EP/BP
CBNumber:
CB8418632
Molecular Formula:
C12H18ClN7O
Molecular Weight:
311.77
MOL File:
1428-95-1.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:32

5-(N,N-HEXAMETHYLENE)-AMILORIDE Properties

Melting point 224-225 °C
Density 1.63±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMF: 3mg/mL; DMSO: 10mg/mL; DMSO:PBS (pH 7.2) (1:4): 0.2mg/mL
form A crystalline solid
pka 8.81±0.46(Predicted)
color Light yellow to yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301+H311+H331
Precautionary statements  P261-P264-P280-P301+P310-P302+P352+P312-P304+P340+P311
Hazard Codes  T
Risk Statements  23/24/25
Safety Statements  22-36/37/39-45
RIDADR  2811
WGK Germany  3
HazardClass  6.1(b)
PackingGroup  III
NFPA 704
0
4 0

5-(N,N-HEXAMETHYLENE)-AMILORIDE price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A9561 5-(N,N-Hexamethylene)amiloride 1428-95-1 25MG ₹10402.83 2022-06-14 Buy
Sigma-Aldrich(India) A9561 5-(N,N-Hexamethylene)amiloride 1428-95-1 100MG ₹33514.2 2022-06-14 Buy
Product number Packaging Price Buy
A9561 25MG ₹10402.83 Buy
A9561 100MG ₹33514.2 Buy

5-(N,N-HEXAMETHYLENE)-AMILORIDE Chemical Properties,Uses,Production

Description

5-(N,N-hexamethylene)-Amiloride (HMA) is a derivative of amiloride with diverse biological activities. It is an allosteric antagonist of adenosine A2A receptors (Ki = 3.3 μM). HMA inhibits the cation-selective ion channel formed by the HIV-1 viral protein Vpu when used at a concentration of 50 μM, as well as budding of virus-like particles in HeLa cells expressing the HIV-1 proteins Gag and Vpu when used at a concentration of 10 μM. It also blocks the cation-selective ion channels formed by the hepatitis C virus (HCV) protein p7. HMA (40 μM) induces necrosis in and reduces the viability of MCF-7, MDA-MB-231, T47D, SK-BR-3, Met-1, and NDL breast cancer cells but not cardiomyocytes or uterine, pulmonary, and renal epithelial cells. HMA protects against post-ischemic contractile dysfunction and reduces coronary effluent creatine phosphokinase activity in a model of ischemia-reperfusion injury using isolated rat right ventricular free walls.

Definition

ChEBI: A member of the class of pyrazines that is amiloride in which the two amino hydrogens at position N-5 are replaced by a hexamethylene moiety, resulting in the formation of an azepane ring.

Biochem/physiol Actions

Inhibitor of Na+/H+ antiport.

5-(N,N-HEXAMETHYLENE)-AMILORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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5-(N,N-HEXAMETHYLENE)-AMILORIDE AMILORIDE,5-(N,N-HEXAMETHYLENE)- 3-AMINO-N-(AMINOIMINOMETHYL)-6-CHLORO-5-(HEXAHYDRO-1H-AZEPIN-1-YL)-PYRAZINE-CARBOXAMIDE AMILORIDE, 5-(N,N-HEXAMETHYLENE) >93% NA +/H+ ANTIPORTER INH hma amipromizide 3-Amino-5-(1-azacycloheptane-1-yl)-6-chloro-N-(aminoiminomethyl)pyrazine-2-carboxamide 3-Amino-5-(hexahydro-1H-azepin-1-yl)-6-chloro-N-(aminoiminomethyl)-2-pyrazinecarboxamide 6-Chloro-3-amino-5-[(hexahydro-1H-azepin)-1-yl]-N-(diaminomethylene)-2-pyrazinecarboxamide Hexamethyleneamiloride N-(Diaminomethylene)-3-amino-5-(hexamethyleneamino)-6-chloropyrazine-2-carboxamide 3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylene)pyrazinamide 3-amino-5-(azepan-1-yl)-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide 3-azanyl-5-(azepan-1-yl)-N-[bis(azanyl)methylidene]-6-chloro-pyrazine-2-carboxamide HMA (5-(N,N-Hexamethylene)amiloride) 5-(N,N-Hexamethylene)amiloride Solution, 100ppm Amilo 5-HMA HMA-5 2-Pyrazinecarboxamide, 3-amino-N-(aminoiminomethyl)-6-chloro-5-(hexahydro-1H-azepin-1-yl)- 5-(N,N-HEXAMETHYLENE)-AMILORIDE USP/EP/BP 1428-95-1 C12H18ClN7O BioChemical Monovalent Ion Channels Ion Channels Sodium Channel Modulators Voltage-gated Ion Channels Cell Biology Cell Signaling and Neuroscience Amiloride and Derivatives