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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H21N3O4S
Molecular Weight 339.41
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PANIPENEM

SMILES

[H][C@]12CC(S[C@H]3CCN(C3)C(C)=N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O

InChI

InChIKey=TYMABNNERDVXID-DLYFRVTGSA-N
InChI=1S/C15H21N3O4S/c1-7(19)12-10-5-11(13(15(21)22)18(10)14(12)20)23-9-3-4-17(6-9)8(2)16/h7,9-10,12,16,19H,3-6H2,1-2H3,(H,21,22)/t7-,9+,10-,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H21N3O4S
Molecular Weight 339.41
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Sources: Finch RG, Greenwood D, Whitley RJ, Ragnar Norrby S (2003). Antibiotic and chemotherapy: anti-infective agents and their use in therapy. Elsevier Health Sciences. pp. 269. P.237 ISBN 978-0-443-07129-4
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/12678575

Panipenem is a parenteral carbapenem antibacterial agent with a broad spectrum of in vitro activity covering a wide range of Gram-negative and Gram-positive aerobic and anaerobic bacteria, including Streptococcus pneumoniae and species producing β-lactamases. Panipenem is coadministered with betamipron (Carbenin, Daiichi Sankyo Company) to inhibit panipenem uptake into the renal tubule and prevent nephrotoxicity. In large, randomised clinical trials, panipenem/betamipron demonstrated good clinical and bacteriological efficacy (similar to that of imipenem/cilastatin) in adults with respiratory tract or urinary tract infections.

CNS Activity

Curator's Comment: neurotoxic activity of panipenem/betamipron is reported on rabbits

Originator

Curator's Comment: Daiichi Sankyo Company is originator of Carbenin (Panipenem in combination with betamipron)

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Carbenin

Approved Use

Panipenem has been approved in Japan, China and Korea, it has been used for the treatment of lower respiratory tract, urinary tract, obstetrical/gynecological and surgical infections
PubMed

PubMed

TitleDatePubMed
Overview of a new carbapenem, panipenem/betamipron.
1994
[New antimicrobial agent series XLVI: panipenem/betamipron].
1994 Mar
Panipenem/betamipron.
2003
Patents

Sample Use Guides

panipenem-betamipron 0.5 g every 6 or 8 hours for 7 - 14 days
Route of Administration: Intravenous
In Vitro Use Guide
Panipenem demonstrated the strongest antibacterial activity among the carbapenems with a MIC range of < or =0.06 to 0.12 microg/mL
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:26:52 UTC 2023
Edited
by admin
on Fri Dec 15 16:26:52 UTC 2023
Record UNII
W9769W09JF
Record Status Validated (UNII)
Record Version
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Name Type Language
PANIPENEM
INN   MART.   MI   WHO-DD  
INN  
Official Name English
PANIPENEM [JAN]
Common Name English
panipenem [INN]
Common Name English
RS-533
Code English
CS-533
Code English
PANIPENEM [MI]
Common Name English
(+)-(5R,6S)-3-(((S)-1-ACETIMIDOYL-3-PYRROLIDINYL)THIO)-6-((R)-1-HYDROXYETHYL)-7-OXO-1-AZABICYCLO(3.2.0)HEPT-2-ENE-2-CARBOXYLIC ACID
Systematic Name English
PANIPENEM [MART.]
Common Name English
Panipenem [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-ATC J01DH55
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
NCI_THESAURUS C260
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
WHO-VATC QJ01DH55
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL339323
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID20868982
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
MESH
C039536
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
EVMPD
SUB09605MIG
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
SMS_ID
100000082787
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
WIKIPEDIA
PANIPENEM
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
FDA UNII
W9769W09JF
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
NCI_THESAURUS
C66303
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
PUBCHEM
72015
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
CAS
98167-70-5
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
SUPERSEDED
CAS
87726-17-8
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
INN
6749
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
DRUG CENTRAL
2053
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY
MERCK INDEX
m8381
Created by admin on Fri Dec 15 16:26:52 UTC 2023 , Edited by admin on Fri Dec 15 16:26:52 UTC 2023
PRIMARY Merck Index
Related Record Type Details
ACTIVE MOIETY