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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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.51056
Product name
HOSu
Purity
Novabiochem?
Packaging
25g
Price
$33.2
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04518
Product name
N-Hydroxysuccinimide
Purity
for synthesis
Packaging
25g
Price
$46.3
Updated
2024/03/01
Sigma-Aldrich
Product number
8.51056
Product name
HOSu
Purity
Novabiochem?
Packaging
100g
Price
$80.6
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04518
Product name
N-Hydroxysuccinimide
Purity
for synthesis
Packaging
100g
Price
$143
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04518
Product name
N-Hydroxysuccinimide
Purity
for synthesis
Packaging
500g
Price
$462
Updated
2024/03/01
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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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N-Hydroxysuccinimide Suppliers

Shanghai Chang Ming Pharmaceutical Co., Ltd.
Tel
18221922674
Fax
021-34633972
Email
208006535@qq.com
Country
China
ProdList
9
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50
Hubei xinghengkang Chemical Technology Co., Ltd
Tel
027-88878869 18162384755
Email
969094702@qq.com
Country
China
ProdList
59
Advantage
58
Suzhou Highfine Biotech Co., Ltd
Tel
0512-68311833 13962195826
Fax
0512-68417696
Email
wuhao@highfine.com
Country
China
ProdList
499
Advantage
75
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ:800101999
Email
cdhxsj@163.com
Country
China
ProdList
13350
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58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400-6387771-6038 18902104717
Email
sales@heowns.com
Country
China
ProdList
21085
Advantage
60
nanjing huayan chemical corp.
Tel
25-25-86661363 18951712139
Email
ruishi@hychemm.com
Country
China
ProdList
63
Advantage
58
Shanghai Leju Biotechnology Co., Ltd.
Tel
021-56328558 13671549194
Fax
021-56328558
Email
sales2@reliablebiochem.com
Country
China
ProdList
300
Advantage
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Nanjing Yihua Biotechnology Co., Ltd
Tel
15952064210
Email
184982398@qq.com
Country
China
ProdList
296
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58
Nanjing Dilu Pharmaceutical Co., Ltd
Tel
18014482516
Email
977144864@qq.com
Country
China
ProdList
402
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58
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View Lastest Price from N-Hydroxysuccinimide manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
N-Hydroxysuccinimide 6066-82-6
Price
US $62.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-24
Watson Biotechnology Co.,Ltd
Product
NHS N-Hydroxysuccinimide 6066-82-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20MT
Release date
2024-08-22
hebei hongtan Biotechnology Co., Ltd
Product
N-Hydroxysuccinimide 6066-82-6
Price
US $30.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-05-14

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