Details
Stereochemistry | ACHIRAL |
Molecular Formula | C10H11NO3 |
Molecular Weight | 193.1992 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCNC(=O)C1=CC=CC=C1
InChI
InChIKey=CWXYHOHYCJXYFQ-UHFFFAOYSA-N
InChI=1S/C10H11NO3/c12-9(13)6-7-11-10(14)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,14)(H,12,13)
Molecular Formula | C10H11NO3 |
Molecular Weight | 193.1992 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: http://www.ncbi.nlm.nih.gov/pubmed/7861655Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/10211864
http://www.ncbi.nlm.nih.gov/pubmed/11426832
http://www.ncbi.nlm.nih.gov/pubmed/12023506
Sources: http://www.ncbi.nlm.nih.gov/pubmed/7861655
Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/10211864
http://www.ncbi.nlm.nih.gov/pubmed/11426832
http://www.ncbi.nlm.nih.gov/pubmed/12023506
Betamipron (BP) is an amino acid derivative that has benzoyl and carboxyl groups in its structure, and it also has very low toxicity in mammals (LD50 in the rat, more than 3,000 mg/kg, i.v.). BP is a renal anionic transport inhibitor and decreases nephrotoxicity caused by high doses of carbapenems, anionic drugs, by inhibiting the drug accumulation in the renal cortex. BP significantly inhibited organic anion uptake by human organic anion transporter 1 (human-OAT1) and human-OAT3 in a dose-dependent manner. Panipenem-betamipron is marketed as Carbenin® (Sankyo Company, Tokyo, Japan).
Originator
Sources: http://adisinsight.springer.com/drugs/800001168
Curator's Comment: Panipenem-betamipron is marketed as Carbenin (Sankyo Company, Tokyo, Japan).
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Q4U2R8|||Q9NQC2 Gene ID: 9356.0 Gene Symbol: SLC22A6 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/11426832 |
23.6 µM [Ki] | ||
Target ID: Q8TCC7 Gene ID: 9376.0 Gene Symbol: SLC22A8 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/11426832 |
48.3 µM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Secondary | Carbenin Approved UseUnknown Launch Date7.55136E11 |
PubMed
Title | Date | PubMed |
---|---|---|
Preventive effect of betamipron on nephrotoxicity and uptake of carbapenems in rabbit renal cortex. | 1994 Sep |
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Effects of betamipron on cisplatin nephrotoxicity and its pharmacokinetics in rats. | 1997 Apr |
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Betamipron reduces cisplatin nephrotoxicity in rodents without modifying its antileukemic activity in mice. | 1997 May |
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Nephroprotective effect of betamipron on a new carbapenem, DA-1131, in rabbits. | 1999 Apr |
|
Pharmacokinetics of 3-[125I]iodo-alpha-methyl-L-tyrosine, a tumor imaging agent, after probenecid loading in mice implanted with colon cancer DLD-1 cells. | 2007 Nov |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1518122
Intravenous drip infusion of either 10 mg/10 mg/kg or 20 mg/20 mg/kg of Panipenem/betamipron (PAPM/BP) for 30 minutes.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/12023506
S2 hOAT2 cells were incubated in a medium containing 50 nM [3H]PGF2 at 37C for 2 min in the absence or presence of 1 mM betamipron, and the effect of the drug in PGF2 uptaked was studied. Inhibition of ES uptake by hOAT4 was measured at 500 uM of the drug.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 17:57:31 UTC 2022
by
admin
on
Fri Dec 16 17:57:31 UTC 2022
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Record UNII |
3W0M245736
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C283
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WHO-ATC |
J01DH55
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3440-28-6
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192714
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M2453
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C72565
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6741
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CHEMBL1231530
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BETAMIPRON
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3W0M245736
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71651
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C047207
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355
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SUB05800MIG
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ACTIVE MOIETY |