DX2

6-phenylpteridine-2,4,7-triamine

Created: 2007-12-17
Last modified:  2011-06-04

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Chemical Details

Formal Charge0
Atom Count30
Chiral Atom Count0
Bond Count32
Aromatic Bond Count18
2D diagram of DX2

Chemical Component Summary

Name6-phenylpteridine-2,4,7-triamine
Systematic Name (OpenEye OEToolkits)6-phenylpteridine-2,4,7-triamine
FormulaC12 H11 N7
Molecular Weight253.263
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04n1c3c(nc(c1c2ccccc2)N)nc(nc3N)N
SMILESCACTVS3.341Nc1nc(N)c2nc(c3ccccc3)c(N)nc2n1
SMILESOpenEye OEToolkits1.5.0c1ccc(cc1)c2c(nc3c(n2)c(nc(n3)N)N)N
Canonical SMILESCACTVS3.341 Nc1nc(N)c2nc(c3ccccc3)c(N)nc2n1
Canonical SMILESOpenEye OEToolkits1.5.0 c1ccc(cc1)c2c(nc3c(n2)c(nc(n3)N)N)N
InChIInChI1.03 InChI=1S/C12H11N7/c13-9-7(6-4-2-1-3-5-6)16-8-10(14)18-12(15)19-11(8)17-9/h1-5H,(H6,13,14,15,17,18,19)
InChIKeyInChI1.03 FNYLWPVRPXGIIP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00384 
NameTriamterene
Groups approved
DescriptionTriamterene (2,4,7-triamino-6-phenylpteridine) is a potassium-sparing diuretic that is used in the management of hypertension. It works by promoting the excretion of sodium ions and water while decreasing the potassium excretion in the distal part of the nephron in the kidneys by working on the lumenal side.[A177985] Since it acts on the distal nephron where only a small fraction of sodium ion reabsorption occurs, triamterene is reported to have limited diuretic efficacy.[T28] Due to its effects on increased serum potassium levels, triamterene is associated with a risk of producing hyperkalemia. Triamterene is a weak antagonist of folic acid, and a photosensitizing drug.[L6163] Triamterene was approved by the Food and Drug Administration in the U.S. in 1964.[L6163] Currently, triamterene is used in the treatment of edema associated with various conditions as monotherapy and is approved for use with other diuretics to enhance diuretic and potassium-sparing effects.[L6166] It is also found in a combination product with hydrochlorothiazide that is used for the management of hypertension or treatment of edema in patients who develop hypokalemia on hydrochlorothiazide alone.
Synonyms
  • Triamterena
  • Triamtérène
  • Triamterenum
  • Triamteren
  • Teridin
Brand Names
  • Dyrenium
  • Maxzide
  • Triamterene hydrochlorothiazide
  • Dyrenium 100
  • Maxzide-25
IndicationTriamterene is indicated for the treatment of edema associated with congestive heart failure, cirrhosis of the liver, and the nephrotic syndrome; also in steroid-induced edema, idiopathic edema, and edema due to secondary hyperaldosteronism.[L6166] Triamterene in combination with hydrochlorothiazide is indicated for the managment of hypertension or treatment of edema in patients who develop hypokalemia following hydrochlorothiazide monotherapy, and in patients who require thiazide diuretic and in whom the development of hypokalemia cannot be risked.[L6169] Triamterene allows the maintenance of potassium balance when given in combination with loop diuretics and thiazides.[T28]
Categories
  • Agents causing hyperkalemia
  • Cardiovascular Agents
  • Cytochrome P-450 CYP1A2 Substrates
  • Cytochrome P-450 Substrates
  • Decreased Renal K+ Excretion
ATC-CodeC03DB02
CAS number396-01-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Amiloride-sensitive sodium channel subunit gammaMAPGEKIKAKIKKNLPVTGPQAPTIKELMRWYCLNTNTHGCRRIVVSRGR...unknowninhibitor
Amiloride-sensitive sodium channel subunit alphaMEGNKLEEQDSSPPQSTPGLMKGNKREEQGLGPEPAAPQQPTAEEEALIE...unknowninhibitor
Amiloride-sensitive sodium channel subunit betaMHVKKYLLKGLHRLQKGPGYTYKELLVWYCDNTNTHGPKRIICEGPKKKA...unknowninhibitor
Amiloride-sensitive sodium channel subunit deltaMAEHRSMDGRMEAATRGGSHLQAAAQTPPRPGPPSAPPPPPKEGHQEGLV...unknowninhibitor
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL585
PubChem 5546
ChEMBL CHEMBL585
ChEBI CHEBI:9671
CCDC/CSD FITZAJ02, FITZAJ01
COD 1547210