Cas no 81129-83-1 (Cilastatin sodium)

Cilastatin sodium is a renal dehydropeptidase inhibitor used in combination with imipenem to enhance its antibacterial efficacy. It works by selectively inhibiting the enzyme dehydropeptidase-1 (DHP-1) in the kidneys, preventing the degradation of imipenem and thereby extending its therapeutic activity. This combination significantly improves the pharmacokinetic profile of imipenem, ensuring higher and more sustained plasma concentrations. Cilastatin sodium is particularly valuable in treating severe infections caused by β-lactamase-producing bacteria, as it allows imipenem to maintain its broad-spectrum antibacterial effects. Its renal protective properties also reduce the risk of nephrotoxicity associated with imipenem. The compound is highly water-soluble and exhibits excellent stability in pharmaceutical formulations.
Cilastatin sodium structure
Cilastatin sodium structure
Product Name:Cilastatin sodium
CAS No:81129-83-1
MF:C16H26N2NaO5S
MW:381.442814350128
MDL:MFCD08459332
CID:60301
PubChem ID:23663403
Update Time:2025-07-02

Cilastatin sodium Chemical and Physical Properties

Names and Identifiers

    • Cilastatin sodium
    • Cilastatin Sodium Salt
    • CILASTATIN SODIUM EP
    • (2Z)-7-[[(2R)-2-Amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-2-heptenoicacidsodiumsalt
    • 2-heptenoicacid,7-((2-amino-2-carboxyethyl)thio)-2-(((2,2-dimethylcyclopropyl
    • monosodiumsalt,(r-(r*,s*(z)))-)carbonyl)amino)
    • Sodium 7-(2-amino-2-carboxy-ethyl)sulfanyl-2-(2,2-dimethylcyclopropyl)carbonylamino-hept-2-enoate
    • Sodium Cilastatin
    • W-13 hydrochloride
    • (R)-2-Amino-3-[[(Z)-6-carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-en-1-yl]thio]propanoic Acid Monosodium Salt
    • Monosodium (R)-2-Amino-3-[[(Z)-6-carboxy-6-[(S)-2,2-dimethylcyclopropanecarboxamido]hex-5-en-1-yl]thio]propanoate
    • Sodium hydrogen 7-[(2-amino-2-carboxylatoethyl)thio]-2-[[(2,2-dimethylcyclopropyl)carbonyl]amino]hept
    • Sodium hydrogen 7-[(2-amino-2-carboxylatoethyl)thio]-2-[[(2,2-dimethylcyclopropyl)carbonyl]amino]hept-2-enoate
    • CAS-81129-83-1
    • NC00182
    • Cilastatin sodium, Bio-X
    • Cilastatin sodium (JP17/USP)
    • MLS001401364
    • NCGC00181346-01
    • HMS2051L07
    • [R-[R*,S*-(Z)]]-7-[(2-Amino-2-carboxyethyl)thio]-2- [[(2,2-dimethylcyclopropyl)carbonyl]amino]-2- heptenoic acid monosodium salt
    • Cilastatin sodium 100 microg/mL in Water
    • Tox21_112591
    • CILASTATIN Na
    • Cilastatino
    • CCG-100932
    • HMS2233J15
    • AC-3375
    • Sodium(Z)-7-(((R)-2-amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoate
    • 82009-34-5 (acid)
    • L-642957
    • DTXCID0026915
    • D02194
    • QXPBTTUOVWMPJN-QBNHLFMHSA-M
    • Tox21_112804
    • EX-A4989
    • (2Z)-7-[[(2R)-2-Amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-2-heptenoic acid sodium salt
    • MFCD08459332
    • NCGC00167838-01
    • CHEBI:59511
    • AKOS015962007
    • MK-791
    • Sodium;(Z)-7-[(2S)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate
    • Sodium (Z)-7-(((R)-2-amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoate
    • SMR000469147
    • 81129-83-1
    • CHEMBL1201057
    • BC164306
    • sodium;(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoate
    • DTXSID2046915
    • MK0791 sodium
    • 2-Heptenoic acid, 7-[(2-amino-2-carboxyethyl)thio]-2-[[(2,2-dimethylcyclopropyl)carbonyl]amino]-, monosodium salt, [R-[R*,S*-(Z)]]- (ZCI)
    • 2-Heptenoic acid, 7-[[(2R)-2-amino-2-carboxyethyl]thio]-2-[[[(1S)-2,2-dimethylcyclopropyl]carbonyl]amino]-, monosodium salt, (2Z)- (9CI)
    • L 642957
    • MK 791
    • Cilastatin for system suitability 2
    • Cilastatin for system suitability 1
    • MDL： MFCD08459332
    • 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);/b12-6-;/t10-,11+;/m1./s1
    • InChI Key： IGDRTAHEVZZRHT-QBNHLFMHSA-N
    • SMILES： C([C@H]1CC1(C)C)(=O)N/C(/C(=O)O)=C\CCCCSC[C@H](N)C(=O)O.[Na]

Computed Properties

  • Exact Mass: 380.13800
  • Monoisotopic Mass: 380.138
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 11
  • Complexity: 525
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 3
  • Topological Polar Surface Area: 133

Experimental Properties

  • Color/Form: White crystalline powder
  • Density: Not available
  • Melting Point: 158-161°C
  • Boiling Point: 655.5 °C at 760 mmHg
  • Flash Point: 87℃
  • Solubility: DMSO (Slightly), Water (Slightly)
  • PSA: 157.85000
  • LogP: 1.18910
  • pka: pKa1 2.0; pKa2 4.4; pKa3 9.2(at 25℃)
  • Merck: 2272
  • Solubility: Not determined
  • Vapor Pressure: Not available

Cilastatin sodium Security Information

Cilastatin sodium Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI XIAN DING Biotechnology Co., Ltd.
C3547-50MG
Cilastatin Sodium Salt
 81129-83-1 97.0%(LC)
50MG
 2795CNY 2021-05-07
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C441133-100mg
Cilastatin Sodium
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 $ 176.00 2023-09-08
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 $ 362.00 2023-09-08
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 81129-83-1
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C441133-1g
Cilastatin Sodium
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 $1148.00 2023-05-18
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
X74535-50mg
Sodium 7-(((R)-2-amino-2-carboxylatoethyl)thio)-2-((S)-2,2-dimethylcyclopropanecarboxamido)hept-2-enoate
 81129-83-1 97%
50mg
 ￥3228.0 2023-09-05
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
X74535-10mg
Sodium 7-(((R)-2-amino-2-carboxylatoethyl)thio)-2-((S)-2,2-dimethylcyclopropanecarboxamido)hept-2-enoate
 81129-83-1 97%
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 ￥1148.0 2023-09-05
XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
C2170000
Cilastatin sodium
 81129-83-1 European Pharmacopoeia (EP) Reference Standard
￥2654.27 2022-02-23
abcr
AB550530-250 mg
Cilastatin Sodium Salt; .
 81129-83-1
250MG
 €184.00 2022-03-23
abcr
AB550530-1 g
Cilastatin Sodium Salt; .
 81129-83-1
1g
 €397.10 2022-03-23

Cilastatin sodium Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Toluene ;  rt → 125 °C; 10 h, 125 °C
2.1 Reagents: Sodium hydroxide Solvents: Water ;  3 h, -3 °C
2.2 Reagents: Hydrogen bromide Solvents: Water ;  pH 6.8
Reference
Synthesis of cilastatin sodium
Lang, Fang; et al, Zhongguo Kangshengsu Zazhi, 2008, 33(5),

Production Method 2

Reaction Conditions
1.1 Reagents: Ammonia Solvents: Ethanol ;  cooled; rt
2.1 -
3.1 Reagents: Sodium iodide Solvents: Acetone ;  12 h, reflux
3.2 Reagents: Tripotassium phosphate Solvents: Tetrahydrofuran ;  11 h, 80 °C
4.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  3 h, rt
4.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
Reference
Synthesis of cilastatin sodium
Ouyang, Luo; et al, Zhejiang Shifan Daxue Xuebao, 2011, 34(3), 317-322

Production Method 3

Reaction Conditions
1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  -20 °C; rt
2.1 Reagents: Ammonia Solvents: Ethanol ;  cooled; rt
3.1 -
4.1 Reagents: Sodium iodide Solvents: Acetone ;  12 h, reflux
4.2 Reagents: Tripotassium phosphate Solvents: Tetrahydrofuran ;  11 h, 80 °C
5.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  3 h, rt
5.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
Reference
Synthesis of cilastatin sodium
Ouyang, Luo; et al, Zhejiang Shifan Daxue Xuebao, 2011, 34(3), 317-322

Production Method 4

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water ;  3 h, -3 °C
1.2 Reagents: Hydrogen bromide Solvents: Water ;  pH 6.8
Reference
Synthesis of cilastatin sodium
Lang, Fang; et al, Zhongguo Kangshengsu Zazhi, 2008, 33(5),

Production Method 5

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  3 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
Reference
Synthesis of cilastatin sodium
Ouyang, Luo; et al, Zhejiang Shifan Daxue Xuebao, 2011, 34(3), 317-322

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium iodide Solvents: Acetone ;  12 h, reflux
1.2 Reagents: Tripotassium phosphate Solvents: Tetrahydrofuran ;  11 h, 80 °C
2.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  3 h, rt
2.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
Reference
Synthesis of cilastatin sodium
Ouyang, Luo; et al, Zhejiang Shifan Daxue Xuebao, 2011, 34(3), 317-322

Production Method 7

Reaction Conditions
1.1 -
2.1 Reagents: Sodium iodide Solvents: Acetone ;  12 h, reflux
2.2 Reagents: Tripotassium phosphate Solvents: Tetrahydrofuran ;  11 h, 80 °C
3.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  3 h, rt
3.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized
Reference
Synthesis of cilastatin sodium
Ouyang, Luo; et al, Zhejiang Shifan Daxue Xuebao, 2011, 34(3), 317-322

Cilastatin sodium Raw materials

Cilastatin sodium Preparation Products

Cilastatin sodium Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:81129-83-1)Cilastatin sodium
Order Number:A840047
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:48
Price ($):175.0

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Amadis Chemical Company Limited
(CAS:81129-83-1)Cilastatin sodium
A840047
Purity:99%
Quantity:1g
Price ($):175.0
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