Drug Information

Drug General Information
Drug ID
D04ZAH
Former ID
DAP001164
Drug Name
Piperacillin
Synonyms
PIPC; Peperacillin; Peracin; Pipercillin; Pipracil; Pipril; PIPERACILLIN SODIUM; Piperacillin Monosodium Salt; Piperacillin anhydrous; Cl-227193; Peracin (TN); Piperacillin (INN); Piperacillin (anhydrous); Pipracil, Piper; T-1220; Tazocin (TN); Zobactin (TN); Zosyn (TN); (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-carboxylic acid; (2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S-(2alpha,5alpha,6beta(S*)))-6-(((((4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid; 4-ethyl-2,3-dioxopiperazine carbonyl ampicillin; 6-(D-(-)-alpha-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)phenylacetamido)penicillanicacid; 6beta-{(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3alpha-carboxylic acid
Drug Type
Small molecular drug
Indication Bacterial infections [ICD9: 001-009, 010-018, 020-027, 030-041, 080-088, 090-099, 100-104; ICD10:A00-B99] Approved [536823]
Therapeutic Class
Antibiotics
Company
Wyeth
Structure
Download
2D MOL

3D MOL
Formula
C23H27N5O7S
Canonical SMILES
CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=CC=C2)C(=O)NC3C4N(C3=O)<br />C(C(S4)(C)C)C(=O)O
InChI
1S/C23H27N5O7S/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)/t13-,14-,15+,20-/m1/s1
InChIKey
IVBHGBMCVLDMKU-GXNBUGAJSA-N
CAS Number
CAS 66258-76-2
PubChem Compound ID
43672
PubChem Substance ID
854275, 7835955, 7980328, 8178297, 11466783, 11467903, 11486445, 14860547, 14885009, 34709064, 46504757, 47216691, 47736382, 47959647, 48035016, 48416441, 50050723, 50953976, 53786998, 57312854, 58106750, 85788489, 92309155, 93166325, 96025066, 104098277, 104234163, 104342936, 117541876, 124766128, 126685780, 127341075, 127341076, 127341077, 131465223, 134338409, 135006048, 135951164, 137248591, 140093228, 142043554, 163403896, 163846739, 164232663, 164814522, 175266788, 175442177, 176484439, 179116854, 185975394
ChEBI ID
ChEBI:8232
SuperDrug ATC ID
J01CA12
SuperDrug CAS ID
cas=061477961
Target and Pathway
Target(s) DNA Target Info Binder [536021]
References
Ref 536823Zosyn (piperacillin/tazobactam) reformulation: Expanded compatibility and coadministration with lactated Ringer's solutions and selected aminoglycosides. Ther Clin Risk Manag. 2008 Apr;4(2):303-14.
Ref 536021In vitro antienterococcal activity explains associations between exposures to antimicrobial agents and risk of colonization by multiresistant enterococci. J Infect Dis. 2004 Dec 15;190(12):2162-6. Epub 2004 Nov 16.

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