Dantron

Short description: Chemical compound

Dantron

Clinical data
Routes of
administration| Oral, rectal (enema)
ATC code|

* A06AB03 (WHO) A06AG03 (WHO)

Identifiers

IUPAC name

* 1,8-dihydroxyanthracene-9,10-dione

CAS Number|

* 117-10-2 Y

PubChem CID|

* 2950

DrugBank|

* DB04816 N

ChemSpider|

* 2845 Y

UNII|

* Z4XE6IBF3V

KEGG|

* D07107 N

ChEBI|

* CHEBI:3682 N

ChEMBL|

* ChEMBL53418 N

NIAID ChemDB|

* 001375

Chemical and physical data
Formula| C14H8O4
Molar mass| 240.214 g·mol−1
3D model (JSmol)|

* Interactive image

Density| 1.575 g/cm3 g/cm3

SMILES

* O=C2c1cccc(O)c1C(=O)c3c2cccc3O

InChI

* InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H N

* Key:QBPFLULOKWLNNW-UHFFFAOYSA-N N

NY (what is this?) (verify)

Dantron (INN), also known as chrysazin or 1,8-dihydroxyanthraquinone, is an orange-colored organic substance. Many structurally-related compounds are known.[1] In terms of its molecular structure, it is related anthraquinone by the replacement of two hydrogen atoms by hydroxyl groups (–OH). It is used in some countries as a stimulant laxative.

It should not be confused with ondansetron, an unrelated drug that was marketed in South Africa under the trade name "Dantron".

## Contents

* 1 Medical uses
* 2 Side effects
* 3 See also
* 4 References

## Medical uses

In the United States , dantron is not used because it is considered to be a carcinogen.[2]

In the United Kingdom it is considered a possible carcinogen and so its use is restricted to patients who already have a diagnosis of terminal cancer. It is mainly used in palliative care to counteract the constipating effects of opioids. Its British Approved Name was danthron, but it has now been changed to "dantron", the recommended International Nonproprietary Name.[3]

Dantron can be administered orally, or can be administered rectally as an enema either in combination with other laxatives or alone.[4]

## Side effects

Dantron has the notable side-effect of causing red-colored urine.

## See also

* Hydroxyanthraquinone
* Rhein (molecule)

## References

1. ↑ "Hirshfeld Surfaces Identify Inadequacies in Computations of Intermolecular Interactions in Crystals: Pentamorphic 1,8-Dihydroxyanthraquinone". Crystal Growth & Design 8 (12): 4517–4525. 2008. doi:10.1021/cg8005212.
2. ↑ "Danthron substance profile". National Toxicology Program. https://ntp.niehs.nih.gov/ntp/roc/content/profiles/danthron.pdf.
3. ↑ British National Formulary website (requires free registration)
4. ↑ "A06AG Enemas". WHO Collaborating Centre for Drug Statistics Methodology. World Health Organization. 13 December 2018. https://www.whocc.no/atc_ddd_index/?code=A06AG&showdescription=yes.

* v
* t
* e

Drugs for constipation (laxatives and cathartics) (A06)

Stool softeners|

* Docusate

Stimulant laxatives|

* Bisacodyl
* Bisoxatin
* Cascara
* Castor oil
* Dantron
* Oxyphenisatine
* Phenolphthalein
* Senna glycosides
* Sodium picosulfate

Bulk-forming laxatives|

* Dietary fiber
* Ethulose
* Ispaghula
* Methylcellulose
* Polycarbophil calcium
* Sterculia
* Triticum

Lubricant laxatives|

* Liquid paraffin
* Mineral oil
* White petrolatum (petroleum jelly)

Osmotic laxatives|

* Lactitol
* Lactulose
* Laminarid
* Magnesium carbonate
* Magnesium citrate
* Magnesium hydroxide (milk of magnesia)
* Magnesium oxide
* Magnesium peroxide
* Magnesium sulfate
* Mannitol
* Pentaerythritol
* Polyethylene glycol (macrogol)
* Sodium phosphate
* Sodium sulfate
* Sodium tartrate
* Sorbitol

Enemas|

* Bisacodyl
* Dantron
* Glycerol
* Oil
* Sodium laurilsulfate
* Sodium lauryl sulfoacetate
* Sodium phosphate
* Sorbitol

Opioid antagonists|

* Naloxone (Oxycodone/naloxone)
* PAMORAs
* Alvimopan
* Axelopran
* Bevenopran
* Methylnaltrexone
* Naldemedine
* Naloxegol

Others|

* Linaclotide
* Lubiprostone
* Oxyphenisatine
* Prucalopride
* Tegaserod
* Ulimorelin

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