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5-(N,N-HEXAMETHYLENE)-AMILORIDE, also known as HMA, is a derivative of amiloride with a wide range of biological activities. It is characterized as an allosteric antagonist of adenosine A2A receptors and exhibits potent inhibitory effects on various ion channels and cancer cells. HMA is a member of the pyrazine class, where the two amino hydrogens at position N-5 are replaced by a hexamethylene moiety, resulting in the formation of an azepane ring.

1428-95-1

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1428-95-1 Hazards Identification

Pictogram(s):

Signal:

Danger

GHS Hazard Statements:

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal]
H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]

Precautionary Statement Codes:

P261, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501

Hazard Classes and Categories:

Acute Tox. 3 (100%)

1428-95-1 Usage

Uses

Used in Pharmaceutical Industry:
5-(N,N-HEXAMETHYLENE)-AMILORIDE is used as an allosteric antagonist for adenosine A2A receptors, playing a crucial role in the development of potential therapeutic agents targeting these receptors.
Used in Antiviral Applications:
HMA is used as an inhibitor of cation-selective ion channels formed by HIV-1 viral protein Vpu and hepatitis C virus (HCV) protein p7, making it a potential candidate for the development of antiviral drugs.
Used in Cancer Therapy:
5-(N,N-HEXAMETHYLENE)-AMILORIDE is used as a necrosis inducer and viability reducer in various breast cancer cell lines, including MCF-7, MDA-MB-231, T47D, SK-BR-3, Met-1, and NDL, without affecting cardiomyocytes or uterine, pulmonary, and renal epithelial cells. This selective toxicity makes HMA a promising agent for cancer treatment.
Used in Cardiovascular Protection:
HMA is used as a protective agent 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, highlighting its potential application in the treatment of cardiovascular diseases.

Biochem/physiol Actions

Inhibitor of Na+/H+ antiport.

Check Digit Verification of cas no

The CAS Registry Mumber 1428-95-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,2 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1428-95:
(6*1)+(5*4)+(4*2)+(3*8)+(2*9)+(1*5)=81
81 % 10 = 1
So 1428-95-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H18ClN7O/c13-8-10(20-5-3-1-2-4-6-20)18-9(14)7(17-8)11(21)19-12(15)16/h1-6H2,(H2,14,18)(H4,15,16,19,21)

1428-95-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(N,N-hexamethylene)amiloride

1.2 Other means of identification

Product number -
Other names HMA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1428-95-1 SDS

1428-95-1Upstream product

1428-95-1Downstream Products

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