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Sigma-Aldrich

3-Nitro-2-pyridinesulfenyl chloride

95%

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Empirical Formula (Hill Notation):
C5H3ClN2O2S
CAS Number:
Molecular Weight:
190.61
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

mp

205 °C (dec.) (lit.)

solubility

dichloromethane: soluble(lit.)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1cccnc1SCl

InChI

1S/C5H3ClN2O2S/c6-11-5-4(8(9)10)2-1-3-7-5/h1-3H

InChI key

WTKQMHWYSBWUBE-UHFFFAOYSA-N

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This Item
34829522329831434
Sodium chloride puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.5%

Sigma-Aldrich

31434

Sodium chloride

Essential Grade
mp

205 °C (dec.) (lit.)

mp

-

mp

46-49 °C (lit.)

mp

801 °C (lit.)

solubility

dichloromethane: soluble(lit.)

solubility

-

solubility

-

solubility

water: soluble 100 mg/mL, clear, colorless

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

General description

The 3-nitro-2-pyridinesulphenyl (Npys) moiety is useful as a protecting-activating group for cysteine, particularly in the synthesis of cyclic and unsymmetrical disulfides. The stability of NpysCl was studied in various solvents.

Application

3-Nitro-2-pyridinesulfenyl chloride (NpysCl) was employed as the starting material for the synthesis of N-, O- and S-Npys-protected amino acid.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Vanessa Barcelo-Bovea et al.
Cancers, 12(5) (2020-05-18)
The delivery of Cytochrome c (Cyt c) to the cytosol stimulates apoptosis in cells where its release from mitochondria and apoptotic induction is inhibited. We developed a drug delivery system consisting of Cyt c nanoparticles decorated with folate-poly(ethylene glycol)-poly(lactic-co-glycolic acid)-thiol
K C Pugh et al.
International journal of peptide and protein research, 42(2), 159-164 (1993-08-01)
3-Nitro-2-pyridinesulfenyl chloride (NpysCl) is the starting material for the synthesis of N-, O- and S-Npys-protected amino acids. Two efficient, novel synthetic routes to NpysCl are described. The stability of NpysCl was determined in a variety of solvents, with and without
Alisson L Matsuo et al.
Biochemical and biophysical research communications, 355(4), 1000-1005 (2007-03-03)
The inhibitory capacity of C-Npys (S-[3-nitro-2-pyridinesulfenyl]) derivatives over thiol-containing serine proteases has never been tested. In the present work we used an extracellular serine-thiol proteinase activity from the fungal pathogen Paracoccidioides brasiliensis (PbST) to describe a potent inhibitory capacity of
Y Shimohigashi et al.
Journal of chromatography, 597(1-2), 425-428 (1992-04-24)
The thiol groups of leucinthiol, cysteamine and cysteine incorporated into opioid peptides enkephalin and morphiceptin were activated by the 3-nitro-2-pyridinesulphenyl (Npys) group to form mixed disulphides highly reactive to a free thiol. Enkephalin analogues containing Npys-leucinthiol or -cysteine at positions
S Rajagopalan et al.
International journal of peptide and protein research, 45(2), 173-179 (1995-02-01)
TASPs (template-assembled synthetic peptides) are generated by the covalent attachment of linear peptides to a common peptide backbone, thus generating larger synthetic peptides/proteins with prefolded structure. In this work we present a strategy for the synthesis of a heterotemplate-assembled synthetic

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