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    Also known as: 81129-83-1, Cilastatin sodium salt, Cilastatin na, Mls001401364, Sodium;(z)-7-[(2r)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1s)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate, Mk-791
    Molecular Formula
    C16H25N2NaO5S
    Molecular Weight
    380.4  g/mol
    InChI Key
    QXPBTTUOVWMPJN-QBNHLFMHSA-M
    Cilastatin Sodium
    A renal dehydropeptidase-I and leukotriene D4 dipeptidase inhibitor. Since the antibiotic, IMIPENEM, is hydrolyzed by dehydropeptidase-I, which resides in the brush border of the renal tubule, cilastatin is administered with imipenem to increase its effectiveness. The drug also inhibits the metabolism of leukotriene D4 to leukotriene E4.
    1 2D Structure

    Cilastatin Sodium

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate
    2.1.2 InChI
    InChI=1S/C16H26N2O5S.Na/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);/q;+1/p-1/b12-6-;/t10-,11+;/m1./s1
    2.1.3 InChI Key
    QXPBTTUOVWMPJN-QBNHLFMHSA-M
    2.1.4 Canonical SMILES
    CC1(CC1C(=O)NC(=CCCCCSCC(C(=O)O)N)C(=O)[O-])C.[Na+]
    2.1.5 Isomeric SMILES
    CC1(C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N)/C(=O)[O-])C.[Na+]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Cilastatin

    2. Cilastatin Monosodium Salt

    3. Mk 0791

    4. Mk 791

    5. Mk-791

    6. Mk0791

    7. Mk791

    8. Monosodium Salt, Cilastatin

    9. Salt, Cilastatin Monosodium

    10. Sodium, Cilastatin

    2.2.2 Depositor-Supplied Synonyms

    1. 81129-83-1

    2. Cilastatin Sodium Salt

    3. Cilastatin Na

    4. Mls001401364

    5. Sodium;(z)-7-[(2r)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1s)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate

    6. Mk-791

    7. Dsstox_cid_26915

    8. Dsstox_rid_82013

    9. Dsstox_gsid_46915

    10. Sodium;(z)-7-[(2s)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1s)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate

    11. Chebi:59511

    12. Cas-81129-83-1

    13. Ncgc00181346-01

    14. Cilastatino

    15. Cilastatin Sodium, Bio-x

    16. Ncgc00167838-01

    17. Chembl1201057

    18. Cilastatin Sodium (jp17/usp)

    19. Dtxsid2046915

    20. Hms2051l07

    21. Hms2233j15

    22. Ex-a4989

    23. Tox21_112591

    24. Tox21_112804

    25. Mfcd08459332

    26. Akos015962007

    27. Ac-3375

    28. Ccg-100932

    29. Nc00182

    30. Bc164306

    31. Smr000469147

    32. Sodium (z)-7-(((r)-2-amino-2-carboxyethyl)thio)-2-((s)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoate

    33. Cilastatin Sodium 100 Microg/ml In Water

    34. B7156

    35. D02194

    36. L-642957

    37. [r-[r*,s*-(z)]]-7-[(2-amino-2-carboxyethyl)thio]-2- [[(2,2-dimethylcyclopropyl)carbonyl]amino]-2- Heptenoic Acid Monosodium Salt

    38. Sodium(z)-7-(((r)-2-amino-2-carboxyethyl)thio)-2-((s)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoate

    2.3 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 380.4 g/mol
    Molecular Formula C16H25N2NaO5S
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count11
    Exact Mass380.13818736 g/mol
    Monoisotopic Mass380.13818736 g/mol
    Topological Polar Surface Area158 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity525
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Protease Inhibitors

    Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES). (See all compounds classified as Protease Inhibitors.)

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    08-Mar-2021
    23-Dec-2022
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    DOSAGE - POWDER;INTRAVENOUS - EQ 250MG BASE/V...DOSAGE - POWDER;INTRAVENOUS - EQ 250MG BASE/VIAL;250MG/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 50587

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    DOSAGE - POWDER;INTRAVENOUS - EQ 500MG BASE/V...DOSAGE - POWDER;INTRAVENOUS - EQ 500MG BASE/VIAL;500MG/VIAL

    USFDA APPLICATION NUMBER - 50587

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