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Piperacillin sodium salt - penicillin analog, high purity , CAS No.59703-84-3

penicillin analog

CAS#: 59703-84-3
Formula: C₂₃H₂₆N₅NaO₇S
Molecular Weight: 539.54
Beilstein Registry Number: 5373920
EC Number: 261-868-6
MDL number: MFCD00917471
PubChem CID: 23666879

Item Number

P478334

Grouped product items
SKU	Size	Availability	Price
P478334-1g	1g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$232.90
P478334-5g	5g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$929.90
P478334-10g	10g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$1,385.90

Basic Description

Synonyms	PIPERACILLIN SODIUM \| 59703-84-3 \| PIPERACILLIN SODIUM SALT \| Pipracil \| Sodium piperacillin \| Penmalin \| Pentcillin \| Piperacillin (sodium) \| Piperacillin (as sodium) \| UNII-M98T69Q7HP \| CCRIS 2591 \| CHEBI:8233 \| M98T69Q7HP \| EINECS 261-868-6 \| T-1220 \| Cl-227193 \| NSC-757277 \| MLS000069
Specifications & Purity	penicillin analog
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Product Description	Description Chemical structure: ß-lactamPiperacillin is a semisynthetic, broad-spectrum ureidopenicillin antibiotic. It is derived from ampicillin. It has been used in pharmacokinetic studies in order to optimize antimicrobial therapy in patients with sepsis. It is used to study piperacillin hypersensitivity reactions and to study multidrug-resistant organisms.

Associated Targets(Human)

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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Associated Targets(non-human)

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)

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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ska Streptokinase A (5805 Activities)

Discover Target: ska

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SARS-CoV-2 (38078 Activities)

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Names and Identifiers

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
INCHI	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
InChi Key	WCMIIGXFCMNQDS-IDYPWDAWSA-M
Canonical SMILES	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+]
Isomeric 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+]
PubChem CID	23666879
Molecular Weight	539.54
Beilstein	5373920

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Solubility	H2O: soluble 50mg/mL
Specific Rotation[α]	180° (C=0.8,H2O)
Boil Point(°C)	793°C
Melt Point(°C)	183-185°C

Safety and Hazards(GHS)

Pictogram(s)	GHS08, GHS07
Signal	Danger
Hazard Statements	H302:Harmful if swallowed H317:May cause an allergic skin reaction H334:May cause allergy or asthma symptoms or breathing difficulties if inhaled H332:Harmful if inhaled
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P284:[In case of inadequate ventilation] Wear respiratory protection. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help. P342+P316:If experiencing respiratory symptoms: Get emergence medical help immediately.
Merck Index	7463

References

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17. Eirini-Charikleia Tsovolou,Ira-Maria Tzepi,Aikaterini Spyridaki,Thomas Tsaganos,Vassiliki Karagianni,Evangelos Menenakos,Paraskevi Liakou,Lambros Sabracos,George Zografos,Evangelos J Giamarellos-Bourboulis. (2013-05-10) Effect of clarithromycin in experimental empyema by multidrug-resistant Pseudomonas aeruginosa.. APMIS : acta pathologica, microbiologica, et immunologica Scandinavica, 122 ((1)): (68-75). [PMID:23656439]
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19. Jennifer A Pratt,Melisa K Stricherz,Priya S Verghese,Michael J Burke. (2013-09-17) Suspected piperacillin-tazobactam induced nephrotoxicity in the pediatric oncology population.. Pediatric blood & cancer, 61 ((2)): (366-368). [PMID:24038944]
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21. Janattul-Ain Jamal,Andrew A Udy,Jeffrey Lipman,Jason A Roberts. (2014-03-29) The impact of variation in renal replacement therapy settings on piperacillin, meropenem, and vancomycin drug clearance in the critically ill: an analysis of published literature and dosing regimens*.. Critical care medicine, 42 ((7)): (1640-1650). [PMID:24674926]
22. Giampaolo Bucaneve,Alessandra Micozzi,Marco Picardi,Stelvio Ballanti,Nicola Cascavilla,Prassede Salutari,Giorgina Specchia,Rosa Fanci,Mario Luppi,Laura Cudillo,Renato Cantaffa,Giuseppe Milone,Monica Bocchia,Giovanni Martinelli,Massimo Offidani,Anna Chierichini,Francesco Fabbiano,Giovanni Quarta,Valeria Primon,Bruno Martino,Annunziata Manna,Eliana Zuffa,Antonella Ferrari,Giuseppe Gentile,Robin Foà,Albano Del Favero. (2014-04-16) Results of a multicenter, controlled, randomized clinical trial evaluating the combination of piperacillin/tazobactam and tigecycline in high-risk hematologic patients with cancer with febrile neutropenia.. Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 32 ((14)): (1463-1471). [PMID:24733807]
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28. Paul Whitaker,Xiaoli Meng,Sidonie N Lavergne,Sabah El-Ghaiesh,Manal Monshi,Caroline Earnshaw,Daniel Peckham,Jimmy Gooi,Steve Conway,Munir Pirmohamed,Rosalind E Jenkins,Dean J Naisbitt,B Kevin Park. (2011-05-25) Mass spectrometric characterization of circulating and functional antigens derived from piperacillin in patients with cystic fibrosis.. Journal of immunology (Baltimore, Md. : 1950), 187 ((1)): (200-211). [PMID:21606251]
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34. Yong Chong,Shinji Shimoda,Hiroko Yakushiji,Yoshikiyo Ito,Toshihiro Miyamoto,Tomohiko Kamimura,Nobuyuki Shimono,Koichi Akashi. (2013-02-02) Antibiotic rotation for febrile neutropenic patients with hematological malignancies: clinical significance of antibiotic heterogeneity.. PloS one, 8 ((1)): (e54190-e54190). [PMID:23372683]
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37. Erlangga Yusuf,Herbert Spapen,Denis Piérard. (2014-09-03) Prolonged vs intermittent infusion of piperacillin/tazobactam in critically ill patients: a narrative and systematic review.. Journal of critical care, 29 ((6)): (1089-1095). [PMID:25179412]
38. Johannes Zander,Barbara Maier,Anna Suhr,Michael Zoller,Lorenz Frey,Daniel Teupser,Michael Vogeser. (2014-10-11) Quantification of piperacillin, tazobactam, cefepime, meropenem, ciprofloxacin and linezolid in serum using an isotope dilution UHPLC-MS/MS method with semi-automated sample preparation.. Clinical chemistry and laboratory medicine, 53 ((5)): (781-791). [PMID:25301676]

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