Cefoperazone sodium - ≥98% , CAS No.62893-20-3

CAS: 62893-20-3 Cat. No.: C136445 Molecular Weight: 667.65 Beilstein Registry Number: 4902135 EC Number: 263-751-5

GRADE & PURITY ≥98%

Synonyms

CEFOPERAZONE SODIUM (EP MONOGRAPH) | CHEBI:3494 | UNII-5FQG9774WD | 2-([2-(Acetyloxy)benzoyl]oxy)benzoic acid # | M0448 | Sodium (6R,7R)-7-((R)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Cefoperazone sodium salt is a cephalosporin antibiotic for inhibition of rMrp2-mediated [3H]E217βG uptake with IC50 of 199 μM
An inhibitor of inactivation of α-antitrypsin

Specifications

Synonyms

CEFOPERAZONE SODIUM (EP MONOGRAPH) | CHEBI:3494 | UNII-5FQG9774WD | 2-([2-(Acetyloxy)benzoyl]oxy)benzoic acid # | M0448 | Sodium (6R, 7R)-7-((R)-2-(4-ethyl-2, 3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido)-3-(((1-methyl-1H-tetrazol-5-yl)thio

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Cefoperazone Sodium is an antimicrobial agent useful for prevention of postoperative infection. Inhibitor of inactivation of α(1)-antitrypsin.Broad-spectrum cephalosporin resistant to beta-lactamase. Inhibitor of inactivation of α 1 -antitrypsin. Shows an

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504769484
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769484
• Canonical Smiles: CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC3C4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)[O-].[Na+]
• IUPAC Name: sodium;(6R,7R)-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• InChIKey: NCFTXMQPRQZFMZ-WERGMSTESA-M
• INCHI: 1S/C25H27N9O8S2.Na/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);/q;+1/p-1/t15-,16-,22-;/m1./s1
• Isomeric SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)[O-].[Na+]
• WGK Germany: 2
• Molecular Weight: 667.65
• Beilstein: 4902135
• Reaxy-Rn: 53833170
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=53833170&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids and derivatives
• Alternative Parents: Cephems Dioxopiperazines Alkylarylthioethers Phenoxides N-alkylpiperazines N-acyl ureas 1,3-thiazines Tetrazoles Tertiary carboxylic acid amides Heteroaromatic compounds Azetidines Isoureas Thiohemiaminal derivatives Sulfenyl compounds Azacyclic compounds Propargyl-type 1,3-dipolar organic compounds Carboximidamides Carboxylic acids Monocarboxylic acids and derivatives Dialkylthioethers Carbonyl compounds Organic zwitterions Organic sodium salts Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Cephem - Aryl thioether - Dioxopiperazine - N-acyl urea - Phenoxide - Ureide - N-alkylpiperazine - Alkylarylthioether - Meta-thiazine - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Benzenoid - Beta-lactam - Azole - Tertiary carboxylic acid amide - Heteroaromatic compound - Tetrazole - Carboxamide group - Azetidine - Isourea - Lactam - Organoheterocyclic compound - Organic alkali metal salt - Dialkylthioether - Organic 1,3-dipolar compound - Carboximidic acid - Carboximidic acid derivative - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid - Azacycle - Monocarboxylic acid or derivatives - Sulfenyl compound - Carboximidamide - Hemithioaminal - Thioether - Organic zwitterion - Organic sodium salt - Carbonyl group - Organopnictogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Hydrocarbon derivative - Organic salt - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
• External Descriptors: organic molecular entity

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLC22A6 Tclin Solute carrier family 22 member 6 (0 Activities)

Discover Target: SLC22A6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Listeria monocytogenes (2626 Activities)

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Trypanosoma cruzi (99888 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Molecular Weight: 667.700 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 9
• Exact Mass: 667.124 Da
• Monoisotopic Mass: 667.124 Da
• Topological Polar Surface Area: 274.000 Ų
• Heavy Atom Count: 45
• Formal Charge: 0
• Complexity: 1250.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Lijun Xie, Li Chen, Yongbo Wei, Nannan Chen, Tong Wu, Jingming Zhou, Hong Jiang, Feng Lin.  (2023)  Design, Synthesis and Biological Evaluation of Novel PEG-Rakicidin B1 Hybrid as Clostridium difficile (CD) Targeted Anti-Bacterial Agent.  MOLECULES,  28  (16): (6152).  [PMID:37630404] [10.3390/molecules28166152]

2. Yujia Chen, Wei Li, Li Wang, Bingmei Wang, Jian Suo.  (2024)  Novel inhibition of Staphylococcus aureus sortase A by plantamajoside: implications for controlling multidrug-resistant infections.  APPLIED AND ENVIRONMENTAL MICROBIOLOGY,      [PMID:39745463] [10.1128/aem.01804-24]

3. Chao Wang, Peijuan Chu, Tengfei He, Cheng Yi, Yue Yao, Lijia Liu, Chunhong Zhang.  (2025)  Natural product flavonoid of naringenin based thin-film composite polyester membranes preparation for antibiotic separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.134123]

4. Meng Liu, Peng Jiang, Binghui Ruan, Yunfei Cui, Junjie Zhang, Yuxiu Ye, Dongting Zhangsun, Sulan Luo, Yong Wu.  (2026)  Rational β-turn engineering of a disulfide-free β-hairpin-like antimicrobial peptide W2PG with enhanced stability, selectivity, and in vivo efficacy.  BIOORGANIC CHEMISTRY,      [PMID:41690116] [10.1016/j.bioorg.2026.109612]