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Details

Stereochemistry ACHIRAL
Molecular Formula C10H11NO3
Molecular Weight 193.1992
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BETAMIPRON

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)

HIDE SMILES / InChI

Molecular Formula C10H11NO3
Molecular Weight 193.1992
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
Carbenin
PubMed

PubMed

TitleDatePubMed
Characterization of organic anion transport inhibitors using cells stably expressing human organic anion transporters.
2001 May 11
Interaction of human organic anion transporters 2 and 4 with organic anion transport inhibitors.
2002 Jun
Patents

Patents

Sample Use Guides

In Vivo Use Guide
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
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 Tue Oct 22 05:34:15 UTC 2019
Edited
by admin
on Tue Oct 22 05:34:15 UTC 2019
Record UNII
3W0M245736
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BETAMIPRON
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
CS-443
Code English
NSC-192714
Code English
BETAMIPRON [JAN]
Common Name English
BETAMIPRON [MI]
Common Name English
BETAMIPRON [MART.]
Common Name English
N-BENZOYL-.BETA.-ALANINE
Systematic Name English
BETAMIPRON [WHO-DD]
Common Name English
BETAMIPRON [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C283
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
WHO-ATC J01DH55
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
Code System Code Type Description
CAS
3440-28-6
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
MERCK INDEX
M2453
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY Merck Index
NCI_THESAURUS
C72565
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
INN
6741
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
ChEMBL
CHEMBL1231530
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
WIKIPEDIA
BETAMIPRON
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
PUBCHEM
71651
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
MESH
C047207
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
EPA CompTox
3440-28-6
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
EVMPD
SUB05800MIG
Created by admin on Tue Oct 22 05:34:15 UTC 2019 , Edited by admin on Tue Oct 22 05:34:15 UTC 2019
PRIMARY
Related Record Type Details
TRANSPORTER -> INHIBITOR
TRANSPORTER -> INHIBITOR
TRANSPORTER -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY