Colestipol
{{short description|Chemical compound}}
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 477514682
| IUPAC_name = Copolymer of bis(2-aminoethyl)amine and 2-(chloromethyl)oxirane
| image = Colestipol skeletal 2.svg
| tradename = Colestid, Cholestabyl
| Drugs.com = {{drugs.com|monograph|colestipol-hydrochloride}}
| MedlinePlus = a682157
| pregnancy_AU =
| pregnancy_US = B
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK =
| legal_US = Rx-only
| legal_status =
| routes_of_administration = Oral (suspension or tablets)
| bioavailability = None
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion = Faeces, in complex with bile acids
| CAS_number_Ref = {{cascite|changed|CAS}}
| CAS_number = 26658-42-4
| CAS_supplemental =
{{CAS|37296-80-3}} (HCl)
| ATC_prefix = C10
| ATC_suffix = AC02
| PubChem = 62816
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00375
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = K50N755924
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C06925
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1201678
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = none
| chemical_formula = (C4H10N3)m(C3H6O)n
}}
Colestipol (trade names Colestid, Cholestabyl) is a bile acid sequestrant used to lower blood cholesterol, specifically low-density lipoprotein (LDL).{{cite journal | vauthors = Handelsman Y | title = Role of bile acid sequestrants in the treatment of type 2 diabetes | journal = Diabetes Care | volume = 34 | issue = Suppl 2 | pages = S244-50 | date = May 2011 | pmid = 21525463 | pmc = 3632187 | doi = 10.2337/dc11-s237 }}{{cite web | work = Drugs.com | url = https://www.drugs.com/monograph/colestipol-hydrochloride.html | title = Colestipol Hydrochloride }} It is also used to reduce stool volume and frequency, and in the treatment of chronic diarrhea.{{cite web | title = colestipol (Colestid) | url = http://www.medicinenet.com/colestipol/article.htm | work = MedicineNet }}
Like cholestyramine, colestipol works in the gut by trapping bile acids and preventing them from being reabsorbed. This leads to decreased enterohepatic recirculation of bile acids, increased synthesis of new bile acids by the liver from cholesterol, decreased liver cholesterol, increased LDL receptor expression, and decreasing LDL in blood.{{Cite book | vauthors = Mutschler E, Schäfer-Korting M |title=Arzneimittelwirkungen |language=German |location=Stuttgart |publisher=Wissenschaftliche Verlagsgesellschaft |year=2001 |edition=8th |page=523 |isbn=3-8047-1763-2 }}
Side effects
The following notable side effects may occur:
- gastrointestinal tract disturbances, especially (mild, occasionally severe) constipation
- sometimes increase in VLDL{{fact|date=January 2012}} and triglyceride synthesis
Interactions
Colestipol can bind to a number of drugs and nutrients in the gut and inhibit or delay their absorption. Such substances include:
- thiazide diuretics, furosemide
- gemfibrozil
- benzylpenicillin, tetracycline
- digoxin
- lipid-soluble vitamins (A, D, E, K)
Contraindications
Colestipol is contraindicated in hypertriglyceridemia (high level of triglycerides in the blood).{{fact|date=January 2012}}
Chemistry
Colestipol is a copolymer of diethylenetriamine (DETA) —or tetraethylenepentamine according to some sources{{cite web | work = Clinical Pharmacology | url = http://www.clinicalpharmacology.com/apps/images/structures/001/colestip.gif | title = Colestipol structure | access-date = 2012-01-28 | archive-date = 2016-03-04 | archive-url = https://web.archive.org/web/20160304030010/http://www.clinicalpharmacology.com/apps/images/structures/001/colestip.gif | url-status = dead }}{{cite web | work = Beth Israel Deaconess Medical Center & Care Group | url = http://home.caregroup.org/clinical/altmed/interactions/Images/Drugs/colestip.gif | title = Colestipol structure | archive-url = https://web.archive.org/web/20101229060705/http://home.caregroup.org/clinical/altmed/interactions/Images/Drugs/colestip.gif | archive-date = 2010-12-29 }}— and epichlorohydrin.{{cite book|title=Austria-Codex| veditors = Haberfeld H |publisher=Österreichischer Apothekerverlag|location=Vienna|year=2009|edition=2009/2010|isbn=978-3-85200-196-8|language=German}}{{cite book|title=Medizinische Chemie|page=433| vauthors = Steinhilber D, Schubert-Zsilavecz M, Roth HJ |publisher=Deutscher Apotheker Verlag |location=Stuttgart |year=2005 |isbn=3-7692-3483-9 |language=German}} The structure drawing (top right) shows the DETA moieties in blue and the epichlorohydrin moieties in red.
File:Colestipol skeletal.svg instead of diethylenetriamine; formula (C8H18N5)m(C3H6O)n]]
| File:Diethylene triamine.png |