Piperacillin Sodium - ≥98%(N) , Bacterial penicillin-binding protein inhibitor, CAS No.59703-84-3, Bacterial penicillin-binding protein inhibitor

CAS: 59703-84-3 Cat. No.: P129602 Peso molecular: 539.54 Beilstein Registry Number: 5373920 Número EC: 261-868-6

GRADE & PURITY ≥98%(N)

Synonyms

PIPERACILLIN SODIUM | CL 227, 193 | Opera_ID_1140 | NSC 757277 | Piperacillin (as sodium) | Pipracil | T 1220 | PIPERACILLIN SODIUM (USP MONOGRAPH) | HMS1570G12 | PIPERACILLIN SODIUM [USP MONOGRAPH] | Q27108010 | PIPERACILLIN SODIUM [VANDF] | WCMIIGXFCMNQ

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Piperacillin is a semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections.
An antibiotic related to penicillin

Specifications

Sinónimos

PIPERACILLIN SODIUM | CL 227, 193 | Opera_ID_1140 | NSC 757277 | Piperacillin (as sodium) | Pipracil | T 1220 | PIPERACILLIN SODIUM (USP MONOGRAPH) | HMS1570G12 | PIPERACILLIN SODIUM [USP MONOGRAPH] | Q27108010 | PIPERACILLIN SODIUM [VANDF] | WCMIIGXFCMNQ

Especificaciones y pureza

≥98%(N)

Mecanismos bioquímicos y fisiológicos

Piperacillin is anantibiotic. It is an extended-spectrum beta-lactam of the ureidopenicillin class.The chemical structure of Piperacillin and other ureidopenicillins incorporates a polar side chain that enhances penetration into Gram-(-) bacteria and redu

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Mecanismo de acción

Bacterial penicillin-binding protein inhibitor

Nota

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.

Pureza

≥98%(N)

Nombres e identificadores

• Pubchem Sid: 504769534
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769534
• Sonrisas canónicas: CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].[Na+]
• IUPAC Name: sodium;(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• InChIKey: WCMIIGXFCMNQDS-IDYPWDAWSA-M
• INCHI: 1S/C23H27N5O7S.Na/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28;/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34);/q;+1/p-1/t13-,14-,15+,20-;/m1./s1
• Isómeros SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]
• Peso molecular: 539.54
• Beilstein: 5373920
• Reaxy-Rn: 5714109
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5714109&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase 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
• Clase: 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: Penams Dioxopiperazines N-acyl ureas N-alkylpiperazines Benzene and substituted derivatives Thiazolidines Tertiary carboxylic acid amides Azetidines Isoureas Azacyclic compounds Thiohemiaminal derivatives Propargyl-type 1,3-dipolar organic compounds Carboximidamides Carboxylic acids Dialkylthioethers Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Organic zwitterions Carbonyl compounds Organic sodium salts Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Dioxopiperazine - Penam - N-acyl urea - Ureide - N-alkylpiperazine - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Benzenoid - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Lactam - Isourea - Carboxamide group - Azetidine - Propargyl-type 1,3-dipolar organic compound - Hemithioaminal - Thioether - Carboximidic acid - Carboxylic acid - Organic alkali metal salt - Azacycle - Carboximidic acid derivative - Monocarboxylic acid or derivatives - Carboximidamide - Organoheterocyclic compound - Organic 1,3-dipolar compound - Dialkylthioether - Organic salt - Organic oxide - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Organic sodium salt - Organic zwitterion - Aromatic heteropolycyclic compound
• Descripción: 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 sodium salt

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

Objetivos asociados (humanos)

HEK293 (82097 Activities)

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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

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ABCB11 Tchem Bile salt export pump (2311 Activities)

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ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)

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MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)

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Objetivos asociados (no humanos)

ampC Beta-lactamase AmpC (62480 Activities)

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Cruzipain (33337 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Streptococcus (3973 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Enterococcus faecalis (29875 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Streptococcus sp. 'group A' (3417 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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ska Streptokinase A (5805 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO 100 mg/mL Water 100 mg/mL Ethanol 100 mg/mL Soluble in ethanol, water and methanol
• Sensibilidad: heat & moisture sensitive
• Rotación específica [α]: 180° (C=0.8,H2O)
• Punto de ebullición (°C): 793°C
• Punto de fusión (°C): 183-185°C
• Peso molecular: 539.500 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 539.145 Da
• Monoisotopic Mass: 539.145 Da
• Topological Polar Surface Area: 185.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 989.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

Referencias

1. Lan Sugui, Li Zhirong, Su Aiqiu, Peng Yanhong, Liao Yanke, Liu Xuemei, Tan Qiang.  (2021)  Study on the mechanisms of the cross-resistance to TET, PIP, and GEN in Staphylococcus aureus mediated by the Rhizoma Coptidis extracts.  JOURNAL OF ANTIBIOTICS,  74  (5): (330-336).  [PMID:33500562] [10.1038/s41429-021-00407-4]

2. Jie Jing, Chunlan Zeng, Long Tian, Jiaqi Han, Longming Chen, Taoran Wang, Zhao Meng, Qingbin Meng.  (2025)  The α-Helical Antibacterial Peptides Derived from Mastoparan with Broad-Spectrum Activity against Multidrug-Resistant Pathogens.  ACS Infectious Diseases,      [PMID:40248899] [10.1021/acsinfecdis.4c00944]

3. Zhou Li, Jia Zeng, Min Wang, Die Gao, Deng Li, Yingxi Zhu, Jiahao Lin, Zhiyu Chen, Famin Ke, Lixian Li, Dandan Wang.  (2025)  Enhanced specificity in molecular imprinting: A dual-role chitosan-bentonite substrate coupled with hierarchical monomers for ultrasensitive diclofenac potassium and metabolite enrichment.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41067339] [10.1016/j.ijbiomac.2025.148144]