N-Hydroxysuccinimide
- Product Name
- N-Hydroxysuccinimide
- CAS No.
- 6066-82-6
- Chemical Name
- N-Hydroxysuccinimide
- Synonyms
- NHS;HOSU;1-HYDROXY-PYRROLIDINE-2,5-DIONE;Hydroxysuccinimide;HONSU;2,5-PYRROLIDINEDIONE, 1-HYDROXY-;N-HYDROXYSUCCINIMDE;N-HYDROXYSUCCINAMIDE;1-Hydroxysuccinimide;1-HYDROXY-2,5-PYRROLIDINEDIONE
- CBNumber
- CB0391283
- Molecular Formula
- C4H5NO3
- Formula Weight
- 115.09
- MOL File
- 6066-82-6.mol
N-Hydroxysuccinimide Property
- Melting point:
- 95-98 °C(lit.)
- Boiling point:
- 215.33°C (rough estimate)
- Density
- 1.4769 (rough estimate)
- vapor pressure
- 0Pa at 25℃
- refractive index
- 1.4080 (estimate)
- storage temp.
- Store at +2°C to +8°C.
- solubility
- DMSO (Soluble), Methanol (Slightly)
- pka
- 7.81±0.20(Predicted)
- form
- Liquid or Solid
- color
- Clear yellow-brown to brown
- PH
- 5-7 (50g/l, H2O, 20℃)
- Water Solubility
- SOLUBLE
- Sensitive
- Hygroscopic
- BRN
- 113913
- Stability:
- Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture.
- InChIKey
- NQTADLQHYWFPDB-UHFFFAOYSA-N
- LogP
- -2.01
- CAS DataBase Reference
- 6066-82-6(CAS DataBase Reference)
- NIST Chemistry Reference
- N-hydroxylsuccinimide(6066-82-6)
- EPA Substance Registry System
- 2,5-Pyrrolidinedione, 1-hydroxy- (6066-82-6)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-26-36
- WGK Germany
- 3
- Hazard Note
- Irritant
- TSCA
- Yes
- HS Code
- 29251995
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H318Causes serious eye damage
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 8.51056
- Product name
- HOSu
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $33.2
- Updated
- 2024/03/01
- Product number
- 8.04518
- Product name
- N-Hydroxysuccinimide
- Purity
- for synthesis
- Packaging
- 25g
- Price
- $46.3
- Updated
- 2024/03/01
- Product number
- 8.51056
- Product name
- HOSu
- Purity
- Novabiochem?
- Packaging
- 100g
- Price
- $80.6
- Updated
- 2024/03/01
- Product number
- 8.04518
- Product name
- N-Hydroxysuccinimide
- Purity
- for synthesis
- Packaging
- 100g
- Price
- $143
- Updated
- 2024/03/01
- Product number
- 8.04518
- Product name
- N-Hydroxysuccinimide
- Purity
- for synthesis
- Packaging
- 500g
- Price
- $462
- Updated
- 2024/03/01
N-Hydroxysuccinimide Chemical Properties,Usage,Production
Description
N-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).
Chemical Properties
White to pale yellow
Uses
Reagent for preparation of active esters of amino acids.
Uses
N-Hydroxysuccinimide is used for improved amidations in the carbodiimide method. It is also used to activate a carboxyl group and reacts with amine to form amide. It is involved in the preparation of N-hydroxymaleimide-styrene copolymer. Further, it finds use in analytical chemistry. As an additive, it is used in the carbodiimide method for improved amidations and peptide couplings.
Uses
N-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.
Application
N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:
N-succinimidyl 3-(di-tert-butylfluorosilyl)benzoate
4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester
N-succinimidyl 3-iodobenzoate
It has also been used in a protocol for the surface modification of microchannels of a microfluidic-integrated surface plasmon resonance (SPR) platform for the detection and quantification of bacterial pathogens.
Additive used in the carbodiimide method for improved amidations and peptide couplings.
N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.
Synthesis
N-Hydroxysuccinimide can be synthesized by heating succinic anhydride with hydroxylamine or hydroxylamine hydrochloride.
Purification Methods
Recrystallise the imide from EtOH/ethyl acetate [Manesis & Goodmen J Org Chem 52 5331 1987]. [Beilstein 21/9 V 498.]
N-Hydroxysuccinimide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Hydroxysuccinimide manufacturers
- Product
- N-Hydroxysuccinimide 6066-82-6
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500kg
- Release date
- 2022-02-10
- Product
- N-Hydroxysuccinimide 6066-82-6
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 2000kg
- Release date
- 2024-03-22
- Product
- N-Hydroxysuccinimide 6066-82-6
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 98.69%
- Supply Ability
- 10g/month
- Release date
- 2023-05-10