Grundinformationen
- Standard-SMILES
O=C1CCC(=O)N1O- InChIKey
NQTADLQHYWFPDB-UHFFFAOYSA-N- Summenformel
- C4H5NO3
- Durchschnittliche Molmasse
- 115,09 g/mol
- Monoisotopische Masse
- 115,02694302
Namen und Bezeichner
- Bevorzugter Name
- N-Hydroxysuccinimide
- IUPAC
- 1-hydroxypyrrolidine-2,5-dione
- Lokaler Name
- N-Hydroxysuccinimid
- Englischer Name
- N-Hydroxysuccinimide
- Summenformel
- C4H5NO3
- Molmasse
- 115.09
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
6066-82-6- PubChem CID
- 80170
- DTXSID
DTXSID7064102- ChEMBL
CHEMBL403753- UNII
- MJE3791M4T
- EC Number
- 228-001-3
- Nikkaji
- J26.034G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -1,4
- Polarare Oberfläche (TPSA)
- 57,6 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 126
Physikochemische Eigenschaften
- Schmelzpunkt
- 95 · 95-98 °C(lit.)
- Siedepunkt
- 215.33 °C · 215.33°C (rough estimate)
- Dichte
- 1.4769 · 1.4769 (rough estimate)
- Dampfdruck
- 0 Pa · 0Pa at 25℃
- Brechungsindex
- 1.408 · 1.4080 (estimate)
- storage temp.
- 2 °C · Store at +2°C to +8°C.
- Löslichkeit
- DMSO (Soluble), Methanol (Slightly)
- pka
- 7.81 · 7.81±0.20(Predicted)
- Aggregatzustand
- Liquid or Solid
- Farbe
- Clear yellow-brown to brown
- PH
- 5 · 5-7 (50g/l, H2O, 20℃)
- Wasserlöslichkeit
- SOLUBLE
- BRN
- 113913 · 113913
- Stabilität
- Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture.
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONING
- InChI
- 1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2
- InChIKey
- NQTADLQHYWFPDB-UHFFFAOYSA-N
- SMILES
- ON1C(=O)CCC1=O
- LogP
- -2.01 · -2.01
- CAS Datenbank
- 6066 · 6066-82-6(CAS DataBase Reference)
- NIST chemische Informationen
- N-hydroxylsuccinimide(6066-82-6)
- EPA chemische Informationen
- 2 · 2,5-Pyrrolidinedione, 1-hydroxy- (6066-82-6)
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29251995
- risk_code
- 36/37/38
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 22-24/25-26-36
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Dam. 1Skin Irrit. 2
Chemie und Industrie
Anwendungen
BeschreibungN-hydroxysuccinimide is a synthetic ingredient used in cosmetics as an ester to soften and condition skin. It's also a reagent, a substance used to trigger a reaction that leads to a new substance, such as peptides and polymers.N-Hydroxysuccinimide is used in cosmetics and beauty products as an ester often seen in eye creams. N-hydroxysuccinimide activates the elimination of blood originated pigments responsible for dark color and inflammation that causes under eye circles. "Infra-orbital shadows are due to the accumulation of hemoglobin and its coloured degradation products - biliverdin, bilirubin and iron - in the dermis and epidermis ... N-hydroxysuccinimide renders the iron soluble for natural elimination" (source).
VerwendenN-hydroxysuccinimide (NHS) is often used to assist carbodiimide-mediated peptide coupling by forming an active ester intermediate via condensation of the surface carboxyl group and NHS. The NHS-reactive ester intermediate is susceptible to nucleophilic attack by primary amines and results in the formation of stable amide bonds between the biomaterial surface and the N-terminus of the peptide.
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