Cilastatin
- (Z) -7 - [ (2R )-2- amino-3- hydroxy-3- oxopropyl ] sulfanyl -2-[ [ (1S ) -2,2- dimethylcyclopropancarbonyl ] amino] hept-2- enoic acid (IUPAC)
- Cilastatinum (Latin INN)
- C16H26N2O5S
- C16H25N2NaO5S
- 82009-34-5 ( cilastatin )
- 81129-83-1 ( cilastatin sodium · )
- 92309-29-0 ( imipenem - cilastatin )
J01DH51 ( imipenem - cilastatin )
White to light yellow, amorphous, hygroscopic powder ( sodium cilastatin · )
Protease inhibitors
- 358.45 g · mol -1 ( cilastatin )
- 380.44 g · mol -1 ( cilastatin sodium · )
Very slightly soluble in water and methanol, sparingly soluble in absolute ethanol, very slightly soluble in dimethyl sulfoxide, practically insoluble in acetone and dichloromethane ( cilastatin sodium · )
Sodium salt
- 8000 mg · kg -1 ( LD50, Rat, oral, cilastatin )
- 6786 mg · kg -1 ( LD50, mouse, iv, cilastatin sodium · )
Template: Infobox chemical / molecular formula search available
Cilastatin is a chemical compound, which is used as drug. It competitively inhibits reversibly and specifically the enzyme dehydropeptidase -I. Cilastatin is in fixed combination with imipenem ( an antibiotic from the group of β -lactam antibiotics, Subgroup: carbapenems ) used in therapy of infectious diseases. It prevents rapid metabolism ( metabolism ) of imipenem so that antibacterial Imipenemkonzentrationen in plasma and in urine arise. Also a reduction of nephrotoxicity of imipenem was observed in animal experiments. Cilastatin itself has no intrinsic antibacterial activity and does not affect the antibacterial activity of imipenem. Cilastatin was patented in 1979 and 1980 by Merck and is in combination with imipenem under the trade name Zienam ® from MSD Sharp & Dohme (MSD ) in the trade.
Chemistry
Chemically, cilastatin is a derivative of the natural amino acid (R) -cysteine.
Trade names
Commercial preparations contain in combination with imipenem cilastatin only: Tienam (CH), Zienam (A, D)