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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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Brahim Lakhrissi et al.
Carbohydrate research, 343(3), 421-433 (2007-12-25)
New water-soluble benzimidazolone derivatives were synthesized. In the first approach, di-N-glycosyl and mono-N-alkyl-N-glycosyl compounds were obtained by grafting C-6-activated glycosides onto benzimidazolone. In the second approach, benzimidazolone derivatives bearing a glucosyl unit were synthesized using an efficient glycosylation method. Every
Jacco van de Streek et al.
Acta crystallographica. Section B, Structural science, 65(Pt 2), 200-211 (2009-03-21)
The crystal structures of six industrially produced benzimidazolone pigments [Pigment Orange 36 (beta phase), Pigment Orange 62, Pigment Yellow 151, Pigment Yellow 154 (alpha phase), Pigment Yellow 181 (beta phase) and Pigment Yellow 194] were determined from laboratory X-ray powder
V Madhura et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 84(1), 137-143 (2011-10-05)
Electronic absorption and fluorescence spectra of mono, di, and tri-nitro benzimidazolones are measured at room temperature (298 K) in nine solvents with different polarities and the observed shifts are compared with benzimidazolone. Ground and excited state electric dipole moments are
Ahmed Kamal et al.
Mini reviews in medicinal chemistry, 6(1), 71-89 (2006-02-07)
Quinoxaline, quinazoline and benzimidazole based templates have been synthesized on solid-support employing different methodologies. This review enlightens academic and industrial examples of combinatorial synthesis for this type of heterocycles that appeared in the literature in the last decade. Hence, some
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
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