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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)

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Nitroxide free radicals in the hydrogenated pyrrole series.
Rozantsev EG, et al.
Russian Chemical Bulletin, 15(4), 638-641 (1966)
Ampika Phutim-Mangkhalthon et al.
Photodiagnosis and photodynamic therapy, 31, 101747-101747 (2020-03-23)
Photodynamic therapy improves oral mucositis treatment. The reactive oxygen species (ROS) generated from this reaction could contribute to an anti-inflammatory effect by suppressing inflammatory cells. To evaluate the anti-inflammatory effect of photodynamic therapy using guaiazulene and a red laser in
Keisuke Nakamura et al.
Journal of clinical biochemistry and nutrition, 49(2), 87-95 (2011-10-08)
The aim of the present study is to compare different analytical methods for singlet oxygen and to discuss an appropriate way to evaluate the yield of singlet oxygen photogenerated from photosensitizers. Singlet oxygen photogenerated from rose bengal was evaluated by
Rei Miyano et al.
Journal of bioscience and bioengineering, 129(4), 508-513 (2019-12-16)
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
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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