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392650

Sigma-Aldrich

2,2,5,5-Tetramethyl-3-pyrroline-3-carboxamide

99%

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About This Item

Empirical Formula (Hill Notation):
C9H16N2O
CAS Number:
Molecular Weight:
168.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

180-182 °C (lit.)

functional group

amide

SMILES string

CC1(C)NC(C)(C)C(=C1)C(N)=O

InChI

1S/C9H16N2O/c1-8(2)5-6(7(10)12)9(3,4)11-8/h5,11H,1-4H3,(H2,10,12)

InChI key

ACFYUJLIWIDSFM-UHFFFAOYSA-N

General description

2,2,5,5-Tetramethyl-3-pyrroline-3-carboxamide is a carboxamide of a hydrogenated pyrrole derivative. It is a sterically hindered amino compound having amino alkyl side chain. The antiarrhythmic activity of some of the derivatives of 2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide have been evaluated.

Application

2,2,5,5-Tetramethyl-3-pyrroline-3-carboxamide may be used in the synthesis of 2,2,5,5-tetramethyl-3-pyrrolidinecarboxamide and 3-carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy free radical.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nitroxide free radicals in the hydrogenated pyrrole series.
Rozantsev EG, et al.
Russian Chemical Bulletin, 15(4), 638-641 (1966)
O H Hankovszky et al.
Journal of medicinal chemistry, 29(7), 1138-1152 (1986-07-01)
N-(omega-Aminoalkyl)-2,2,5,5-tetramethyl-3-pyrroline- or -pyrrolidine-3-carboxamides were acylated on the primary amino group of the side chain by means of reactive acid derivatives (acid chlorides, activated esters, phthalic anhydrides, phthalimide, 2-alkyl-4H-3,1-benzoxazin-4-ones) or they were alkylated by forming the Schiff bases and subsequent sodium
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A new nitrogen-containing compound, trichothioneic acid, was discovered from the metabolites of fungal strain FKI-7573 using a mass spectrometry screening method guided by odd number of molecular weights, which indicates compounds that contain an odd number of nitrogen atoms. Strain

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