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129550

Sigma-Aldrich

4-(2-Keto-1-benzimidazolinyl)piperidine

98%

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About This Item

Empirical Formula (Hill Notation):
C12H15N3O
CAS Number:
20662-53-7
Molecular Weight:
217.27
EC Number:
243-950-3
MDL number:
MFCD00005714
UNSPSC Code:
12352100
PubChem Substance ID:
24847910
NACRES:
NA.22

Assay

98%

form

solid

mp

183-185 °C (lit.)

SMILES string

O=C1Nc2ccccc2N1C3CCNCC3

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)

InChI key

BYNBAMHAURJNTR-UHFFFAOYSA-N

Application

4-(2-Keto-1-benzimidazolinyl)piperidine was used to study the structure–activity relationships with several potent and selective analogues.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Eduard Badarau et al.
Bioorganic & medicinal chemistry letters, 19(6), 1600-1603 (2009-02-25)
A new group of serotoninergic 5-HT(1A) or 5-HT(7) receptor ligands was identified. These compounds were designed and synthesized on a benzimidazolone scaffold and they enrich the well-known arylpiperazine class of 5-HT ligands. Diverse pharmacomodulations induced a shift in the affinity
Ronald Palin et al.
Bioorganic & medicinal chemistry letters, 15(3), 589-593 (2005-01-25)
A series of 3-phenoxypropyl piperidine analogues have been discovered as novel ORL1 receptor agonists. Structure-activity relationships have been explored around the 3-phenoxypropyl region with several potent and selective analogues identified.
P Zhang et al.
Bioorganic & medicinal chemistry letters, 11(20), 2747-2750 (2001-10-10)
Novel 6-aryl benzimidazolones and benzothiazolones were prepared and examined as bioisosteres of the recently reported 6-aryl dihydroquinolines (1) for progesterone receptor (PR) antagonist activities. PR antagonist activities increased when compounds 9c-f possessed a more lipophilic group at position-1 and pendent
Anna-Maria Monforte et al.
Bioorganic & medicinal chemistry, 17(16), 5962-5967 (2009-07-21)
Non-nucleoside reverse transcriptase inhibitors (NNRTIs) have become very important components in the antiretroviral combination therapies used to treat HIV. Recently, our group identified some 1,3-dihydrobenzimidazol-2-one derivatives and their sulfones as a potent and novel class of NNRTIs. We herein report
Hirofumi Omura et al.
Bioorganic & medicinal chemistry letters, 18(11), 3310-3314 (2008-04-29)
Benzimidazolone derivatives were discovered as novel CB2 selective agonists. Structure Activity Relationship (SAR) studies around them were examined to improve metabolic stability. Compound 39 exhibited excellent metabolic stability in human liver microsomes (HLM) and significant attenuation of the chronic colonic
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