Amiloride

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Amiloride are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Amiloride?

The molecule Amiloride presents a molecular formula of C6H8ClN7O and its IUPAC name is 3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide.

Amiloride is a molecule that acts as a potassium-sparing diuretic, meaning that it helps the body to excrete water without losing potassium in the process. It is used to treat high blood pressure and congestive heart failure, as well as to prevent kidney stones. Amiloride works by blocking the action of a hormone called aldosterone, which helps the body to retain potassium..

3D structure

Cartesian coordinates

Geometry of Amiloride in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Amiloride XSDQTOBWRPYKKA-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Amiloride

 

Molecule descriptors

 
IUPAC name3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide
InChI codeInChI=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 KeyXSDQTOBWRPYKKA-UHFFFAOYSA-N
SMILESNC(N)=NC(=O)c1nc(Cl)c(N)nc1N

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (3,5-Diamino-6-chloropyrazinoyl)guanidine
  • 137053-86-2
  • 1f5l
  • 2609-46-3
  • 3,5-Diamino-N-(aminoiminomethyl)-6-chloropyrazinecarboxamide
  • 3,5-diamino-6-chloro-N-(diaminomethylene)pyrazinamide;hydrochloride
  • 3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide
  • 3,5-diamino-N-carbamimidoyl-6-chloro-pyrazine-2-carboxamide
  • 3,5-diamino-N-carbamimidoyl-6-chloropyrazine-2-carboxamide
  • 609A463
  • 7DZO8EB0Z3
  • AB00053415
  • AB00053415-24
  • AB00053415-25
  • AB00053415_26
  • AB00053415_27
  • AB00053415_28
  • AC-13631
  • ACT05635
  • ACT05652
  • AMILORIDE
  • AMIPRAMIDINE
  • Amiclaran
  • Amikal (Hydrochloride dihydrate)
  • Amilorida
  • Amiloride
  • Amiloride (INN)
  • AmilorideHCl
  • Amiloridum
  • Amipramidin
  • Amipramizid
  • Amipramizide
  • Amyloride
  • BBL028157
  • BCBcMAP01_000101
  • BCP16815
  • BDBM16173
  • BIDD:GT0466
  • BPBio1_000015
  • BSPBio_000013
  • BSPBio_001572
  • BSPBio_001826
  • Bio1_000359
  • Bio1_000848
  • Bio1_001337
  • Bio2_000292
  • Bio2_000772
  • C06821
  • CCG-204206
  • CCRIS 6545
  • D07447
  • DB00594
  • DSSTox_CID_23853
  • DSSTox_GSID_43853
  • DSSTox_RID_80077
  • DivK1c_000182
  • F2173-0531
  • FT-0703177
  • GTPL2421
  • Guanamprazin
  • Guanamprazine
  • HMS1791O14
  • HMS1989O14
  • HMS2089H05
  • HMS2213E05
  • HMS3355K04
  • HY-B0285
  • IDI1_000182
  • IDI1_034042
  • J-016249
  • KBio1_000182
  • KBio2_000292
  • KBio2_000394
  • KBio2_002860
  • KBio2_002962
  • KBio2_005428
  • KBio2_005530
  • KBio3_000583
  • KBio3_000584
  • KBio3_001326
  • KBioGR_000292
  • KBioGR_000544
  • KBioSS_000292
  • KBioSS_000394
  • LS-13128
  • Lopac-A-7410
  • Lopac0_000111
  • MK-870
  • MK-870 (Hydrochloride dihydrate)
  • MLS001060798
  • Midamor
  • Midamor (Hydrochloride dihydrate)
  • N-(3,5-Diamino-6-chloro-pyrazine-2-carbonyl)-guanidine
  • N-Amidino-3,5-diamino-6-chloropyrazinecarboxamide
  • N-Amidino-3,5-diamino-6-chlorpyrazincarboxamid
  • N-amidino 3,5-diamino-6-chloro-2-pyrazinecarboxamide
  • N-amidino-3,5-diamino-6-chloro-2-pyrazinecarboxamide
  • N-amidino-3,5-diamino-6-chloropyrazinamide
  • NCGC00015089-01
  • NCGC00015089-02
  • NCGC00015089-03
  • NCGC00015089-04
  • NCGC00015089-05
  • NCGC00015089-06
  • NCGC00015089-07
  • NCGC00015089-08
  • NCGC00015089-09
  • NCGC00015089-11
  • NCGC00015089-12
  • NCGC00015089-13
  • NCGC00015089-14
  • NCGC00015089-15
  • NCGC00015089-16
  • NCGC00015089-17
  • NCGC00015089-24
  • NCGC00024443-02
  • NCGC00024443-05
  • NCGC00024443-06
  • NCGC00024443-07
  • NCGC00024443-09
  • NINDS_000182
  • Prestwick0_000007
  • Prestwick1_000007
  • Prestwick2_000007
  • Prestwick3_000007
  • Pyrazinecarboxamide, 3,5-diamino-N-(aminoiminomethyl)-6-chloro-
  • Q419995
  • SB74937
  • SBI-0050099.P004
  • SDCCGSBI-0050099.P005
  • SMR000486264
  • STL373007
  • Tocris-0890

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4340269
  • CAS-2609-46-3
  • UNII-7DZO8EB0Z3
  • AKOS015961348
  • BRD-K97181089-003-02-3
  • BRD-K97181089-310-03-0
  • DTXSID9043853
  • CHEMBL945
  • CHEBI:2639
  • Tox21_110080
  • Tox21_110080_1
  • EINECS 220-024-7
  • SPBio_000136
  • SPBio_001934
  • SCHEMBL27562
  • Spectrum_000034
  • Spectrum2_000118
  • Spectrum3_000293
  • Spectrum4_000132
  • Spectrum5_000776

Physico-Chemical properties

IUPAC name3,5-diamino-6-chloro-N-(diaminomethylidene)pyrazine-2-carboxamide
Molecular formulaC6H8ClN7O
Molecular weight229.627
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity55.15
LogP1.3
Topological polar surface area159.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.