Download CYCLODEXTRIN CONTAINING PRODUCTS

CYCLODEXTRIN CONTAINING PRODUCTS
Cyclodextrins are natural cyclic oligosaccharides that were discovered just over 100
years ago (A. Villiers. Sur la fermentation de la fécule par l'action du ferment
butyriqué. C.R. Hebd. Seances Acad. Sci. 112 (1891) 536-538.), but only recently
highly purified cyclodextrins became available as pharmaceutical excipients (see T.
Loftsson and D. Duchêne, „Historical perspective. Cyclodextrins and their
pharmaceutical applications”, Int. J. Pharm., 329, 1-11 (2007)). Worldwide about 30
different pharmaceutical products containing cyclodextrins are on the market (Table
I). In the pharmaceutical industry cyclodextrins have mainly been used as
complexing agents to increase aqueous solubility of poorly soluble drugs, and to
increase their bioavailability and stability. In addition, cyclodextrins can for example
be used to reduce gastrointestinal drug irritation, convert liquid drugs into
microcrystalline or amorphous powder, and prevent drug-drug and drug-excipient
interactions. A number of books and review articles have been published on the
pharmaceutical applications of cyclodextrins.
Table I. Cyclodextrin containing pharmaceutical products.
Drug/Cyclodextrin
PGE2/βCD
Trade Name
Prostarmon E
PGE1/αCD
Prostavastin
OP-1206/αCD
Opalmon
Piroxicam/βCD
Brexin, Flogene
Cicladon
Benexate HCl/βCD
Iodine/βCD
Dexamethasone/βCD
Nitroglycerin/βCD
Cefotiam-hexetil/αCD
Cephalosporin (ME 1207)/βCD
Tiaprofenic acid/βCD
Diphenhydramin,
Chlortheophyllin/βCD
Chlordiazepoxide/βCD
Hydrocortisone/HPβCD
Solution
Ointment
Sublingual tablet
Tablet
Tablet
Tablet
Company/Country
Ono, Japan
Ono, Japan
Schwarz, Germany, USA
Ono, Japan
Chiesi, Italy
several European countries
Aché, Brasil
Teikoku, Japan
Shionogi, Japan
Kyushin, Japan
Fujinaga, Japan
Nihon Kayaku, Japan
Takeda, Japan
Meiji Seika, Japan
Roussel-Maestrelli, Italy
Stada-Travel
Chewing tablet
Stada, Germany
Transillium
Dexocort
Tablet
Solution
Oral and i.v.
olutions
Suppository
Tablets
i.v. solution
Sublingual tablets
Eye drop solution
Eye drop solution
Nasal Spray
Eye drop solution
Tablet
i.v. solution
im solution
Gador, Argentina
Actavis, Iceland
i.v. infusion
Novartis, Switzerland
i.v. solution
Tablet and
suppository
Bracco, USA
Medical Union
Pharmaceuticals, Egypt
Bristol-Myers Squibb, USA
Otsuka Pharm. Co., Japan
Ulgut
Lonmiel
Mena-Gargle
Glymesason
Nitropen
Pansporin T
Meiact
Surgamyl
Itraconazole/HPβCD
Sporanox
Cisapride /HPβCD
Nimesulide/βCD
Alprostadil/αCD
Nicotine/βCD
Chloramphenicol/MβCD
Diclofenac-Na/HPγCD
17β-Estradiol/RMβCD
Indomethacin/HPβCD
Omeprazol/βCD
Voriconazole/SBEβCD
Ziprasidone mesylate/ SBEβCD
Dextromethorphan/βCD
Cetirzine/βCD
Tc-99 Teoboroxime/HPγCD
Propulsid
Nimedex
Rigidur
Nicorette
Clorocil
Voltaren
Aerodiol
Indocid
Omebeta
Vfend
Geodon, Zeldox
Rynathisol
Cetrizin
MitoExtra
Mitozytrex
Cardiotec
Meloxicam
Mobitil
Aripiprazole/SBEβCD
Abilify
Mitomycin/HPβCD
Formulation
Sublingual tablet
i.v. solutions and
infusions
Tablet
Tablet
Suppository
Liquid
Capsule
im solution
Janssen, Belgium and USA
Janssen, Belgium
Novartis and others, Europe
Ferring, Denmark
Pharmacia, Sweden
Oftalder, Portugal
Novartis, France
Servier, France
Chauvin, France
Betafarm, Germany
Pfizer, USA
Pfizer, USA & Europe
Synthelabo, Italy
Losan Pharma, Germany
αCD: the natural α-cyclodextrin; βCD: the natural β-cyclodextrin; γCD: the natural γ-cyclodextrin; HPβCD:
2-hydroxypropyl-β-cyclodextrin (Kleptose HPB) from Roquette (France); MβCD: methylated β-cyclodextrin
RMβCD: randomly methylated β-cyclodextrin from Wacker-Chemie GmbH (Germany); SBEβCD: sulfobutylether βcyclodextrin (Captisol™) from CyDex Inc. (USA); HPβCD: 2-hydroxypropyl-β-cyclodextrin from Wacker-Chemie
GmbH (Germany)