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
- Molecular Weight:
- 115.09
- MDL Number:
- MFCD00005516
- MOL File:
- 6066-82-6.mol
- MSDS File:
- SDS
| 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) |
| form | Liquid or Solid |
| pka | 7.81±0.20(Predicted) |
| 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) |
| EWG's Food Scores | 1 |
| FDA UNII | MJE3791M4T |
| NIST Chemistry Reference | N-hydroxylsuccinimide(6066-82-6) |
| EPA Substance Registry System | 2,5-Pyrrolidinedione, 1-hydroxy- (6066-82-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H315-H318 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P362+P364 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
N-Hydroxysuccinimide price More Price(74)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.51056 | HOSu Novabiochem? | 6066-82-6 | 25g | $33.2 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.04518 | N-Hydroxysuccinimide for synthesis | 6066-82-6 | 25g | $46.3 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.51056 | HOSu Novabiochem? | 6066-82-6 | 100g | $80.6 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.04518 | N-Hydroxysuccinimide for synthesis | 6066-82-6 | 100g | $143 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.04518 | N-Hydroxysuccinimide for synthesis | 6066-82-6 | 500g | $462 | 2024-03-01 | Buy |
N-Hydroxysuccinimide Chemical Properties,Uses,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
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.
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.
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
1of3
Preparation Products
1of2
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| PRISUN PHARMATECH CO.,LTD | +86-021-54326183-8001 +8618917565227 | prisun@prisunpharma.com | China | 215 | 58 |
| Chemtour Biotech Co., Ltd | +8617327281506 | market@chemtour.com | China | 1460 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8810 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12841 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5857 | 58 |
| Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5892 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18153 | 58 |
| airuikechemical co., ltd. | +undefined86-15315557071 | sales02@sdzhonghuimaterial.com | China | 983 | 58 |
| hebei hongtan Biotechnology Co., Ltd | +86-86-1913198-3935 +8617331935328 | sales03@chemcn.cn | China | 970 | 58 |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
Related articles
- N-Hydroxysuccinimide and N-hydroxysuccinimide ester
- N-Hydroxysuccinimide, commonly known as NHS, is an intermediate used in peptide chemistry to prepare various activated esters....
- Apr 26，2024
- N-Hydroxysuccinimide: Synthesis, application and pharmacokinetics
- N-Hydroxysuccinimide (NHS) is an organic compound to used to prepare active esters in organic synthesis.
- Apr 17，2023
- The Use of Esters of N-Hydroxysuccinimide in Peptide Synthesis
- In contrast to N-hydroxyphthalimide, N-hydroxysuccinimide5 is water soluble, and we have found that acylamino acid esters of ....
- Nov 5，2019
View Lastest Price from N-Hydroxysuccinimide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-30 | NHS N-Hydroxysuccinimide
6066-82-6
|
US $0.00-0.00 / kg | 1kg | 99% | 20MT | Watson Biotechnology Co.,Ltd | |
 |
2024-11-29 | N-Hydroxysuccinimide
6066-82-6
|
US $0.00 / Kg/Drum | 1KG | 99% | 500kg | Jinan Finer Chemical Co., Ltd | |
 |
2024-11-29 | N-Hydroxysuccinimide
6066-82-6
|
US $62.00 / kg | 1kg | 99% | 5000kg/week | Hebei Zhuanglai Chemical Trading Co.,Ltd |
-
- NHS N-Hydroxysuccinimide
6066-82-6
- US $0.00-0.00 / kg
- 99%
- Watson Biotechnology Co.,Ltd
-
- N-Hydroxysuccinimide
6066-82-6
- US $0.00 / Kg/Drum
- 99%
- Jinan Finer Chemical Co., Ltd
-
- N-Hydroxysuccinimide
6066-82-6
- US $62.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd