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
- MOL File:
- 6066-82-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/24 17:31:20
| 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) |
| 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(31)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 8.51056 | HOSu Novabiochem? | 6066-82-6 | 25G | ₹1900 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.51056 | HOSu Novabiochem? | 6066-82-6 | 100G | ₹5590 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.51056 | HOSu Novabiochem? | 6066-82-6 | 8510561000 | ₹24490.01 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.04518 | N-Hydroxysuccinimide for synthesis | 6066-82-6 | 25G | ₹5630 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.04518 | N-Hydroxysuccinimide for synthesis | 6066-82-6 | 100G | ₹8960.01 | 2022-06-14 | 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.
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
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chevron_rightPreparation Products
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4542 | 58 | Inquiry |
| chromsynth pvt ltd | +919704220374 | Hyderabad, India | 244 | 58 | Inquiry |
| SAGAR LIFE SCIENCES PVT LTD | +91-8770359041 +91-8770359041 | Gujarat, India | 79 | 58 | Inquiry |
| ANJI BIOSCIENCES | +91-9000100077 +91-9000100077 | Hyderabad, India | 430 | 58 | Inquiry |
| Vardhaman P Golechha | 9704422000 | Telangana, India | 294 | 58 | Inquiry |
| JIVICHEM SYNTHESIS PVT LTD | +91-7028392790 +91-7028392790 | Maharashtra, India | 337 | 58 | Inquiry |
| SYNOVA CHEMICALS | +91-9920741772 +91-9920741772 | Mumbai, India | 428 | 58 | Inquiry |
| Shiv Enterprise | +91-9822612471 +91-9822612471 | Maharashtra, India | 10 | 58 | Inquiry |
| SYNGENESIS CHEMSCIENCE PRIVATE LIMITED | +91-9067779401 +91-9067779401 | Maharashtra, India | 58 | 58 | Inquiry |
| Vepan Pharmatech Pvt Ltd | +91-9908788828 +91-9966094448 | Telangana, India | 72 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| chromsynth pvt ltd | 58 |
| SAGAR LIFE SCIENCES PVT LTD | 58 |
| ANJI BIOSCIENCES | 58 |
| Vardhaman P Golechha | 58 |
| JIVICHEM SYNTHESIS PVT LTD | 58 |
| SYNOVA CHEMICALS | 58 |
| Shiv Enterprise | 58 |
| SYNGENESIS CHEMSCIENCE PRIVATE LIMITED | 58 |
| Vepan Pharmatech Pvt Ltd | 58 |
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