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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

Assay

99%

mp

180-182 °C (lit.)

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

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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Nitroxide free radicals in the hydrogenated pyrrole series.
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Russian Chemical Bulletin, 15(4), 638-641 (1966)
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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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