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Details

Stereochemistry ACHIRAL
Molecular Formula C12H15N3O
Molecular Weight 217.267
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-(2-KETO-1-BENZIMIDAZOLINYL)PIPERIDINE

SMILES

O=C1NC2=CC=CC=C2N1C3CCNCC3

InChI

InChIKey=BYNBAMHAURJNTR-UHFFFAOYSA-N
InChI=1S/C12H15N3O/c16-12-14-10-3-1-2-4-11(10)15(12)9-5-7-13-8-6-9/h1-4,9,13H,5-8H2,(H,14,16)

HIDE SMILES / InChI
Molecular Formula C12H15N3O
Molecular Weight 217.267
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28218826

4-(2-Keto-1-benzimidazolinyl)piperidine is building block for preparing potent anticancer compounds.

Originator

Stoerk, H.C|Arison, R.N|Hawkins, J.E.Jr.
1
Sources: Nature (1957), 180, (4599), 1428-9.

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
In vitro inhibition of pimozide N-dealkylation by selective serotonin reuptake inhibitors and azithromycin.
2002 Apr
SAR studies of 6-aryl-1,3-dihydrobenzimidazol-2-ones as progesterone receptor antagonists.
2005 Aug 1
Discovery and SAR studies of a novel series of noncovalent cathepsin S inhibitors.
2005 Mar 15
The SAR of 4-substituted (6,6-bicyclic) piperidine cathepsin S inhibitors.
2006 Apr 15
Patents

Patents

04902799
3
05574044
3
06410792
1
06841552
1
07834000
2
08003669
5
08637496
1
JPS5639086A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Compound (3, 4-(2-Keto-1-benzimidazolinyl)piperidine) activity was evaluated by annexin V/propidium iodide staining-based flow cytometric analysis in human K562 cells after 48h of treatment.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:23:54 GMT 2023
Edited
by admin
on Sat Dec 16 08:23:54 GMT 2023
Record UNII
4RP0AED2PC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-(2-KETO-1-BENZIMIDAZOLINYL)PIPERIDINE
Systematic Name English
4-(2-OXO-1,3-DIHYDROBENZIMIDAZOL-1-YL)PIPERIDINE
Systematic Name English
R-30507
Code English
4-(2-OXO-1-BENZIMIDAZOLINYL)PIPERIDINE
Systematic Name English
1-(4-PIPERIDINYL)-2-BENZIMIDAZOLONE
Systematic Name English
2H-BENZIMIDAZOL-2-ONE, 1,3-DIHYDRO-1-(4-PIPERIDINYL)-
Systematic Name English
1-(PIPERIDIN-4-YL)-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE
Systematic Name English
PIMOZIDE IMPURITY A [EP IMPURITY]
Common Name English
4-(2-OXO-1-BENZIMIDAZOLY)PIPERIDINE
Systematic Name English
4-(2-OXO-1,3-DIHYDRO-2H-BENZIMIDAZOL-1-YL)PIPERIDINE
Systematic Name English
Code System Code Type Description
FDA UNII
4RP0AED2PC
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
CAS
20662-53-7
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
243-950-3
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID0057679
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
PUBCHEM
88638
Created by admin on Sat Dec 16 08:23:54 GMT 2023 , Edited by admin on Sat Dec 16 08:23:54 GMT 2023
PRIMARY
Related Record Type Details
Structure of PIMOZIDE
PARENT -> METABOLITE
This metabolism is catalyzed mainly by the cytochrome P450 3A4 (CYP 3A4) enzymatic system and to a lesser extent, by cytochrome P450 1A2 (CYP 1A2) and cytochrome P450 2D6 (CYP 2D6)
MAJOR
Related Record Type Details
Structure of PIMOZIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
NIH
NCATS
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