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Sigma-Aldrich

Chlorosulfonyl isocyanate

Arxada quality, 99.0-100.3 % (w/w) (T)

Sinonimo/i:

CSI

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About This Item

Formula condensata:
ClSO2NCO
Numero CAS:
1189-71-5
Peso molecolare:
141.53
Beilstein:
1237247
Numero CE:
214-715-2
Numero MDL:
MFCD00011608
Codice UNSPSC:
12352100
ID PubChem:
329761405
NACRES:
NA.22

Tensione di vapore

5.57 psi ( 20 °C)

Forma fisica

liquid

Qualità

Arxada quality

Produttore/marchio commerciale

Arxada AG

Concentrazione

99.0-100.3 % (w/w) (T)

Impurezze

≤1.00% chloropropylsulfonyl isocyanate

Indice di rifrazione

n20/D 1.447 (lit.)

P. eboll.

107 °C (lit.)

Punto di fusione

−44 °C (lit.)

Densità

1.626 g/mL at 25 °C (lit.)

Stringa SMILE

ClS(=O)(=O)N=C=O

InChI

1S/CClNO3S/c2-7(5,6)3-1-4
WRJWRGBVPUUDLA-UHFFFAOYSA-N

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Applicazioni

  • Pharmaceutical intermediates: A study explored the synthesis and carbonic anhydrase inhibitory properties of sulfamides derived from Chlorosulfonyl isocyanate, demonstrating its potential in the development of new therapeutic agents, particularly for treating conditions involving carbonic anhydrase enzymes (Aksu et al., 2013).
  • Stereochemical synthesis applications: Chlorosulfonyl isocyanate was utilized for the stereoselective amination of chiral benzylic ethers in the total synthesis of (+)-sertraline, showcasing its critical role in the precise construction of complex pharmaceuticals (Lee et al., 2011).
  • One-pot synthetic transformations: The compound′s use in one-pot conversion of trimethylsilyl ethers into urethanes was highlighted, further applied to synthesize novel neuromodulators like carisbamate. This illustrates Chlorosulfonyl isocyanate′s versatility in facilitating efficient and innovative synthetic routes in medicinal chemistry (Dong et al., 2008).

Avvertenze

Danger

Indicazioni di pericolo

H302,H314,H317,H334

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Rischi supp

EUH014

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

>230.0 °F

Punto d’infiammabilità (°C)

> 110 °C

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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G Crassous et al.
Biomaterials, 5(3), 153-156 (1984-05-01)
In this paper we report the preparation of a new asymmetric semipermeable styrene-isoprene-styrene block-copolymer membrane. Its modification by addition of gaseous N-chlorosulphonylisocyanate alters neither its permselectivity nor its water permeability rate. This modified membrane possesses an antithrombic activity which depends
C P Sharma et al.
Biomaterials, medical devices, and artificial organs, 12(3-4), 215-233 (1984-01-01)
Natural rubber with C = C bonds had been modified by reaction with chlorosulfonyl isocyanate (CSI) and 70% of the products were obtained, which yielded polyelectrolyte on treatment with NaOH, having sulfamate and carboxylate groups. The polyelectrolyte showed anticoagulant activity.
J A Picard et al.
Journal of medicinal chemistry, 39(6), 1243-1252 (1996-03-15)
Several series of acyl-CoA:cholesterol O-acyltransferase inhibitors were prepared by the stepwise addition of nitrogen, oxygen, and sulfur nucleophiles to N-chlorosulfonyl isocyanate. The (aminosulfonyl)ureas 3-44 were the most potent inhibitors in vitro, with several compounds having IC50 values < 1 microM.

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