CAS 82009-34-5

Cilastatin

Description:

Cilastatin is a pharmaceutical compound primarily known for its role as a renal dehydropeptidase inhibitor. It is often used in combination with the antibiotic imipenem to prevent the renal metabolism of imipenem, thereby enhancing its efficacy in treating bacterial infections. Cilastatin is a white to off-white crystalline powder that is soluble in water and exhibits a molecular weight of approximately 295 g/mol. Its mechanism of action involves the inhibition of the enzyme dehydropeptidase I, which is found in the brush border of the renal tubules, thus preventing the breakdown of imipenem and allowing for higher concentrations of the antibiotic in the bloodstream. Cilastatin is administered parenterally and is generally well-tolerated, with side effects being relatively rare. It is important to note that cilastatin itself does not possess significant antibacterial activity; its primary function is to enhance the pharmacokinetics of imipenem. As with any medication, its use should be guided by a healthcare professional, considering potential interactions and contraindications.

Formula: C₁₆H₂₆N₂O₅S

InChI: InChI=1S/C16H26N2O5S/c1-16(2)8-10(16)13(19)18-12(15(22)23)6-4-3-5-7-24-9-11(17)14(20)21/h6,10-11H,3-5,7-9,17H2,1-2H3,(H,18,19)(H,20,21)(H,22,23)/b12-6-/t10-,11+/m1/s1

InChI key: InChIKey=DHSUYTOATWAVLW-WFVMDLQDSA-N

SMILES: C(N/C(=C\CCCCSC[C@@H](C(O)=O)N)/C(O)=O)(=O)[C@@H]1C(C)(C)C1

Synonyms:

• (2Z)-7-[[(2R)-2-amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-2-heptenoic Acid
• (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid
• (2Z)-7-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid
• (R-(R*,S*-(Z)))-)Carbonyl)Amino)
• (Z)-7-[(2S)-2-Amino-3-hydroxy-3-oxopropyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid
• (z)-(s)-7-Chloro-2-(2,2-Dimethylcyclopropane carboxamido)-2-Heptenoic acid
• 2-Heptenoic acid, 7-[(2-amino-2-carboxyethyl)thio]-2-[[(2,2-dimethylcyclopropyl)carbonyl]amino]-, [R-[R*,S*-(Z)]]-
• 2-Heptenoic acid, 7-[[(2R)-2-amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-, (2Z)-
• Cilastain
• Cilastatin acid
• Cilastatine
• Cilastatino
• Cilastin
• Mk-791

(2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-{[(1S)-2,2-dimethylcyclopropyl]formamido}hept-2-enoic acid

CAS: 82009-34-5

Formula: C₁₆H₂₆N₂O₅S

Purity: 95%

Color and Shape: Solid

Molecular weight: 358.4530

Ref: IN-DA00362Q

Cilastatin

CAS: 82009-34-5

Cilastatin

Purity: ≥95%

Molecular weight: 358.45g/mol

Ref: 54-BUP15500

Cilastatin

CAS: 82009-34-5

Formula: C₁₆H₂₆N₂O₃S

Molecular weight: 358.45

Ref: 4Z-C-136003

Cilastatin

CAS: 82009-34-5

Cilastatin

Purity: 98%

Molecular weight: 358.45g/mol

Ref: 54-OR1027746

Cilastatin Sodium Salt

CAS: 81129-83-1, 82009-34-5

Formula: C₁₆H₂₅N₂NaO₅S

Purity: >97.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 380.43

Ref: 3B-C3547

Cilastatin

CAS: 82009-34-5

Cilastatin (MK0791): protects imipenem from renal breakdown; inhibits leukotriene D4 metabolism.

Formula: C₁₆H₂₆N₂O₅S

Purity: 97.76% - 99.71%

Color and Shape: Solid

Molecular weight: 358.45

Ref: TM-T2583

Cilastatin

Controlled Product

CAS: 82009-34-5

Applications Cilastatin prevents renal metabolism of penem and carbapenem antibiotics by specific and reversible dehydropeptidase I inhibition. It is an antibacterial adjunct.
References Finlay, K.R., et al.: Invest. Ophthalmol. Visual Sci., 24, 1147 (1983); Norrby, S.R., et al.: Antimicrob. Agents Chemother., 23, 300 (1983); Washburn, D.E., et al.: J. Antimicrob. Chemother., 12, 39 (1983);

Formula: C₁₆H₂₆N₂O₅S

Color and Shape: Off-White

Molecular weight: 358.45

Ref: TR-C441100

Cilastatin

CAS: 82009-34-5

Cilastatin is a renal dehydropeptidase inhibitor, which is a compound sourced from synthetic processes designed to augment the pharmacokinetic profile of certain beta-lactam antibiotics. Its primary mode of action is to inhibit the enzyme dehydropeptidase I (DHP-I), located in the renal brush border. This enzyme typically degrades antibiotics, like imipenem, within the renal tubules. By inhibiting DHP-I, cilastatin prevents the inactivation of these antibiotics, thereby prolonging their active presence in the body and enhancing their antimicrobial efficacy.

Formula: C₁₆H₂₆N₂O₅S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 358.45 g/mol

Ref: 3D-FC20432

(Z)-7-[(2S)-2-AMINO-3-HYDROXY-3-OXOPROPYL]SULFANYL-2-[[(1S)-2,2-DIMETHYLCYCLOPROPANECARBONYL]AMINO]HEPT-2-ENOIC ACID

CAS: 82009-34-5

Formula: C₁₆H₂₆N₂O₅S

Purity: 98%(HPLC);RG

Molecular weight: 358.45

Ref: 10-F542333