ContaminantDB: Amiloride

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:41:55 UTC

Update Date

2016-11-09 01:15:41 UTC

Accession Number

CHEM017858

Identification

Common Name

Amiloride

Class

Small Molecule

Description

A pyrazine compound inhibiting sodium reabsorption through sodium channels in renal epithelial cells. This inhibition creates a negative potential in the luminal membranes of principal cells, located in the distal convoluted tubule and collecting duct. Negative potential reduces secretion of potassium and hydrogen ions. Amiloride is used in conjunction with diuretics to spare potassium loss. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p705)

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,5-Diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide	ChEBI
Amilorida	ChEBI
Amiloridum	ChEBI
N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide	ChEBI
Amiclaran	Kegg
Amiloride hydrochloride hydrate	HMDB
Amyloride	HMDB
Amiloride hydrochloride, anhydrous	HMDB
Hydrochloride, anhydrous amiloride	HMDB
Merck sharp and dohme brand OF amiloride hydrochloride	HMDB
Modamide	HMDB
Amiduret trom	HMDB
Amiloride hydrochloride	HMDB
Amrad brand OF amiloride hydrochloride	HMDB
Douglas brand OF amiloride hydrochloride	HMDB
Hydrochloride, amiloride	HMDB
Kaluril	HMDB
Midamor	HMDB
Berolina brand OF amiloride hydrochloride	HMDB
Cahill may roberts brand OF amiloride hydrochloride	HMDB
Trom, amiduret	HMDB
Trommsdorff brand OF amiloride hydrochloride	HMDB
Alphapharm brand OF amiloride hydrochloride	HMDB
Amidal	HMDB
Amiloberag	HMDB
Anhydrous amiloride hydrochloride	HMDB
Merck brand OF amiloride hydrochloride	HMDB
Midoride	HMDB

Chemical Formula

C₆H₈ClN₇O

Average Molecular Mass

229.627 g/mol

Monoisotopic Mass

229.048 g/mol

CAS Registry Number

2609-46-3

IUPAC Name

3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide

Traditional Name

amiloride

SMILES

NC(N)=NC(=O)C1=C(N)N=C(N)C(Cl)=N1

InChI Identifier

InChI=1S/C6H8ClN7O/c7-2-4(9)13-3(8)1(12-2)5(15)14-6(10)11/h(H4,8,9,13)(H4,10,11,14,15)

InChI Key

XSDQTOBWRPYKKA-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aminopyrazines. These are organic compounds containing an amino group attached to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Aminopyrazines

Alternative Parents

Substituents

Aminopyrazine
Aryl chloride
Aryl halide
Imidolactam
Heteroaromatic compound
Carboximidamide
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Amine
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Imine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazines (CHEBI:2639 )
monocarboxylic acid amide (CHEBI:2639 )
organochlorine compound (CHEBI:2639 )
guanidines (CHEBI:2639 )
aromatic amine (CHEBI:2639 )
a small molecule (CPD-10324 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.22 g/L	ALOGPS
logP	-0.72	ALOGPS
logP	-0.89	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	16.46	ChemAxon
pKa (Strongest Basic)	3.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	56.69 m³·mol⁻¹	ChemAxon
Polarizability	19.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-4910000000-f80bb6f7fb35a8efbdf7	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0zfr-0930000000-3d9c93a011ece4c2884e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-0090000000-d84da076a3897e6fdb4a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0089-1790000000-9f966f1f1f39d074086a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-3900000000-9e3a3741c916f113d456	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-02tc-5900000000-f32cb47ea7e98516befc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-02t9-8900000000-7f66a60319e15df262c2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-00dr-1910000000-f028ae70e2d968afae25	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0089-0980000000-a00ea7cb3998c0a8cd77	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-01q0-5960000000-ffbb890a8a8d659129b1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-02t9-5900000000-7f3ff63c9ab555d0cfd9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-044i-7900000000-12379016b37131145b45	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-001i-1290000000-dd38d68404461ed53148	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-02n9-3920000000-6bfb8123ba5daae92552	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-03xr-9000000000-54c7d3237de8badd153d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-02t9-9000000000-219c1c05f8f37dea8b56	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-044i-4900000000-14baec9aa483b452a4a7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-02t9-5900000000-b9fe473afa394812646c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03xr-9600000000-0345871710c26e6e6201	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-02ti-5900000000-36b2ab61114cd0160ca8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-1190000000-2a931a61188aa2d83d15	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01xa-2940000000-9c5ce14f8cbb725c8a4d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02tc-9000000000-e8d41e89dde5ad745a3a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004r-6890000000-8e7b6a6f42ea46f074e5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0673-4910000000-f1da252083715a7c94e4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-7e9cbae1f57bf2fe962c	Spectrum