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Sigma-Aldrich

3-Nitro-2-pyridinsulfenylchlorid

95%

Synonym(e):

(3-Nitro-2-pyridyl)sulfenyl chloride, 2-(Chlorosulfanyl)-3-nitropyridine, 3-Nitropyridinyl-2-sulfenyl chloride, [(3-Nitropyridin-2-yl)sulfanyl]chlorane

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About This Item

Empirische Formel (Hill-System):
C5H3ClN2O2S
CAS-Nummer:
68206-45-1
Molekulargewicht:
190.61
MDL-Nummer:
MFCD00274609
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24858307
NACRES:
NA.22

Qualitätsniveau

100

Assay

95%

mp (Schmelzpunkt)

205 °C (dec.) (lit.)

Löslichkeit

dichloromethane: soluble(lit.)

Lagertemp.

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

InChIKey

WTKQMHWYSBWUBE-UHFFFAOYSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H314

Gefahreneinstufungen

Eye Dam. 1 - Skin Corr. 1B

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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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
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
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
R Matsueda et al.
Peptide research, 5(5), 262-264 (1992-09-01)
Two recent reports on the partial lability of the 3-nitro-2-pyridinesulfenyl (Npys) thiol protecting group towards 1-hydroxy-benzotriazole (HOBt) have prompted a rechecking of the chemical behavior of this group. Using both soluble and polymer-bound forms of Cys(Npys) as test materials, the
R G Simmonds et al.
International journal of peptide and protein research, 43(4), 363-366 (1994-04-01)
The 3-nitro-2-pyridinesulphenyl (Npys) moiety is finding increasing utility as a protecting-activating group for cysteine, particularly in the synthesis of cyclic and unsymmetrical disulfides using the Boc strategy. This chemistry has been extended to peptides assembled by the Fmoc strategy. N-Terminal
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