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
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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
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Names |
IUPAC name
Pyrrolidine-2,5-dione
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Other names
Succinimide
Succinic acid imide
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Identifiers |
CAS Number
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123-56-8 Y |
ChEBI |
CHEBI:9307 N |
ChEMBL |
ChEMBL275661 Y |
ChemSpider |
10955 Y |
Jmol interactive 3D |
Image |
PubChem |
11439 |
RTECS number |
WN2200000 |
UNII |
10X90O3503 Y |
InChI
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InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7) Y
Key: KZNICNPSHKQLFF-UHFFFAOYSA-N Y
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InChI=1/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
Key: KZNICNPSHKQLFF-UHFFFAOYAV
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Properties[1] |
Chemical formula
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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
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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)
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14 g/kg (rat, oral)[1] |
Related compounds |
Related Imides
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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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N verify (what is YN ?) |
Infobox references |
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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.
See also
References
- ^ a b Merck Index, 12th Edition, 9040
- ^ [1]
Anticonvulsants (N03)
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GABAergics |
GABAAR PAMs |
- Barbiturates: Barbexaclone
- Metharbital
- Methylphenobarbital
- Pentobarbital
- Phenobarbital#
- Primidone; Carbamates: Felbamate; Benzodiazepines: Clobazam
- Clonazepam
- Clorazepate
- Diazepam#
- Lorazepam#
- Midazolam
- Nimetazepam
- Nitrazepam
- Temazepam; Others: Bromide (potassium bromide, sodium bromide)
- Paraldehyde
- Stiripentol
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GABA-T inhibitors |
- Fatty acids: Valproate
- Valpromide
- Valproate pivoxil; Others: Ethanolamine-O-sulfate
- Vigabatrin
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Others |
- GABAR agonists: Progabide; GAT-1 inhibitors: Tiagabine
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Channelergics |
Sodium blockers |
- Hydantoins: Ethotoin
- Fosphenytoin
- Mephenytoin
- Phenytoin#; Ureides: Acetylpheneturide
- Chlorphenacemide
- Phenacemide‡
- Pheneturide; Fatty acids: Valproate
- Valpromide
- Valproate pivoxil; Carboxamides: Carbamazepine#
- Eslicarbazepine acetate
- Oxcarbazepine; Others: Lacosamide
- Lamotrigine
- Rufinamide
- Topiramate
- Zonisamide
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Calcium blockers |
- Oxazolidinediones: Ethadione
- Paramethadione
- Trimethadione; Succinimides: Ethosuximide#
- Mesuximide
- Phensuximide; Gabapentinoids: Gabapentin
- Pregabalin; Others: Lamotrigine
- Topiramate
- Zonisamide
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Potassium openers |
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Others |
CA inhibitors |
- Sulfonamides: Acetazolamide
- Ethoxzolamide
- Sultiame
- Topiramate
- Zonisamide
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Others |
- Beclamide
- Brivaracetam
- Levetiracetam
- Perampanel
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of psychology and psychiatry
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Description |
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Disorders |
- Mental and behavioral
- Mood
- Developmental
- pervasive
- dyslexia and specific
- Substance-related
- Emotional and behavioral disorders
- Symptoms and signs
- Evaluation and testing
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Treatment |
- Psychotherapy
- Drugs
- depression
- antipsychotics
- anxiety
- dementia
- hypnotics and sedatives
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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 Links
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- ウィキペディアの英語版でSuccinimideという用語が挙げてありますが、そこでは、以下の意味で使われています。Succinimide is a cyclic imide with the formula C 4 H 5 NO 2. It is used in a variety of organic syntheses, as well as in some ...
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