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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/01/25 21:22:36」(JST)

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Succinimide is a cyclic imide with the formula C₄H₅NO₂. It is used in a variety of organic syntheses, as well as in some industrial silver plating processes. It may be prepared by thermal decomposition of ammonium succinate ^[2]

Succinimides

Succinimides refers to compounds that contain the succinimide group. These compounds have some notable uses. Several succinimides are used as anticonvulsant drugs, including ethosuximide, phensuximide, and methsuximide. Succinimides are also used to form covalent bonds between proteins or peptides and plastics, which is useful in a variety of assay techniques.

References

^ ^a ^b Merck Index, 12th Edition, 9040
^ [1]

English Journal

Role of leukotrienes in N-(3,5-dichlorophenyl)succinimide (NDPS) and NDPS metabolite nephrotoxicity in male Fischer 344 rats.

Rankin GO, Hong SK, Anestis DK, Ball JG, Valentovic MA, Graffeo VA.SourceDepartment of Pharmacology, Physiology & Toxicology, Joan C. Edwards School of Medicine, Marshall University, Huntington, WV 25755, USA.
Toxicology.Toxicology.2012 Oct 9;300(1-2):92-9. Epub 2012 Jun 15.
The agricultural fungicide N-(3,5-dichlorophenyl)succinimide (NDPS) can induce marked nephrotoxicity in rats following a single intraperitoneal (ip) administration of 0.4mmol/kg or greater. Although NDPS induces direct renal proximal tubular toxicity, a role for renal vascular effects may also be pr
PMID 22706168

Ballistic energy transport along PEG chains: distance dependence of the transport efficiency.

Lin Z, Zhang N, Jayawickramarajah J, Rubtsov IV.SourceDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USA. irubtsov@tulane.edu.
Physical chemistry chemical physics : PCCP.Phys Chem Chem Phys.2012 Aug 14;14(30):10445-54. Epub 2012 May 3.
Dual-frequency relaxation-assisted two-dimensional infrared (RA 2DIR) spectroscopy was used to investigate energy transport in polyethylene glycol (PEG) oligomers of different length, having 0, 4, 8, and 12 repeating units and end-labeled with azido and succinimide ester moieties (azPEGn). The energ
PMID 22555778

Japanese Journal

Isomerization mechanism of aspartate to isoaspartate implied by structures of Ustilago sphaerogena ribonuclease U2 complexed with adenosine 3'-monophosphate

Noguchi Shuji
Biological crystallography : Acta crystallographica. Sect. D 66(7), 843-849, 2010-07
… Aspartates in proteins are isomerized non-enzymatically to isoaspartate via succinimide in vitro and in vivo. … The crystal structures revealed that the C atom of Asp45 is located just beside the main-chain N atom of Glu46 and that the conformation which is suitable for succinimide formation is stabilized by a hydrogen-bond network mediated by water molecules 190, 219 and 220. …
NAID 120002561348

14 ペプチド・タンパク質中におけるスクシンイミドの生成と加水分解 : 量子化学計算からの新知見(一般講演,第35回学術講演会講演要旨集)

高橋央宜,鶴田萌,松谷佳大,小林佳奈,小田彰史
Viva origino 38(Supplement), 18, 2010-03-01
NAID 110007621955

Related Pictures

★リンクテーブル★

リンク元	「サクシニミド」「コハク酸イミド」「サクシンイミド」「スクシンイミド」
拡張検索	「bromosuccinimide」

「サクシニミド」

Succinimide
Names
	IUPAC name Pyrrolidine-2,5-dione
	Other names Succinimide; Succinic acid imide
Identifiers
CAS Number	123-56-8
ChEBI	CHEBI:9307
ChEMBL	ChEMBL275661
ChemSpider	10955
Jmol interactive 3D	Image
PubChem	11439
RTECS number	WN2200000
UNII	10X90O3503
	InChI InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7) Key: KZNICNPSHKQLFF-UHFFFAOYSA-N ; InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7) Key: KZNICNPSHKQLFF-UHFFFAOYAV ;
	SMILES O=C1NC(=O)CC1 ;
Properties
Chemical formula	C4H5NO2
Molar mass	99.09 g·mol−1
Appearance	White crystalline powder
Density	1.41 g/cm3
Melting point	125 to 127 °C (257 to 261 °F; 398 to 400 K)
Boiling point	287 to 289 °C (549 to 552 °F; 560 to 562 K)
Solubility in water	1 g/3 mL
Acidity (pKa)	9.5
Pharmacology
ATC code	G04BX10
Hazards
Main hazards	Irritant; Slightly Flammable
Safety data sheet	External MSDS
R/S statement	S24/25 S28 S37 S45
	Lethal dose or concentration (LD, LC):
LD50 (Median dose)	14 g/kg (rat, oral)
Related compounds
Related Imides	Maleimide, N-Chlorosuccinimide, N-Bromosuccinimide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references