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α-toluenesulphonyl fluoride

α-toluenesulphonyl fluoride

CAS: 329-98-6

Molecular Formula: C7H7FO2S

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α-toluenesulphonyl fluoride - Names and Identifiers

Name α-toluenesulphonyl fluoride
Synonyms PMSF
Phenylmethanesulfony
BENZYLSULFONYL FLUORIDE
A-TOLUENESULFONYL FLUORIDE
A-TOLUENESULPHONYL FLUORIDE
α-toluenesulphonyl fluoride
P-TOLUENESULPHONYL FLUORIDE
Phenylmethansulfonylfluorid
α-toluenesulphonyl fluoride
Phenylmethanesulfonyl fluoride
benzenemethanesulfonyl fluoride
BENZENEMETHANESULFONYL FLUORIDE
2-methylbenzenesulfonyl fluoride
.alpha.-Toluenesulfonyl fluoride
Fluorure de phénylméthanesulfonyle
Phenylmethanesulfonyl fluoride,α-Toluenesulfonyl fluoride, Benzylsulfonyl fluoride, PMSF, Phenylmethylsulfonyl fluoride
CAS 329-98-6
EINECS 206-350-2
InChI InChI=1/C7H7FO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3
InChIKey YBYRMVIVWMBXKQ-UHFFFAOYSA-N

α-toluenesulphonyl fluoride - Physico-chemical Properties

Molecular FormulaC7H7FO2S
Molar Mass174.19
Density0.797g/mLat 20°C
Melting Point92-95°C
Boling Point112°C16mm Hg(lit.)
Flash Point222°F
Water Solubilityhydrolysis
Solubility Insoluble in water, and very unstable in aqueous solution, easy to decompose. Soluble in isopropanol, ethanol, methanol, xylene and petroleum ether.
Vapor Presure0.117mmHg at 25°C
AppearanceWhite to milky white solid
ColorWhite
Merck14,7542
BRN2088311
Storage Condition2-8°C
SensitiveMoisture Sensitive
Refractive Index1.502
MDLMFCD00007424
UseThis product is for scientific research only and shall not be used for other purposes.
In vitro studyPMSF can rapidly inhibit the activity of chymotrypsin purified from human pancreas, while it has a weak effect on human trypsin, and can also rapidly inhibit pancreatic cholinesterase in human erythrocytes. PMSF is an inhibitor of specific phosphatidylinositol phospholipase C. A 2 mM PMSF can almost completely inhibit the formation of phosphatidylinositol (PI) activated by Carbachol in longitudinal smooth muscle of guinea pig ileum, however, there was no effect on the pathway of phosphatidylinositol formation from inositol activated by myosin. In contrast, PMSF produced a transient inhibitory effect on both Carbachol and potassium-stimulated muscle contractions. PMSF also inhibited the addition of ethanolamine phosphate to the formation of the Glycosylphosphatidylinositol (GPI) intermediate in Trypanosoma brucei and the acylation of the muscle sugar residue of the GPI intermediate in the blood of Trypanosoma brucei. PMSF can inhibit the addition of ethanolamine phosphate and acylation of muscle sugar in the pre-circulating form of Trypanosoma brucei, but cannot inhibit this process in mammalian HeLa cells. PMSF is the best inhibitor of murine acetylcholinesterase, because the inhibitory effect of 8 times of BSF is 6 times lower than that of PMSF.
In vivo studyIntraperitoneal injection of PMSF into Sprague-Dawley rats produced a dose-dependent analgesic effect. PMSF can significantly improve the analgesic effect of β-endorphin (END) in rats. Intraperitoneal injection of PMSF in mice can produce the effect of cannabinoids, which can resist injury, lower body temperature and maintain immobility. Their ED50 is 86 mg/kg respectively, 224 mg/kg and 206 mg/kg. Pretreatment with a low dose of PMSF (30 mg/kg) enhanced the effects of cannabinoids on tail-flick response (antinociceptive effect), spontaneous mobility and mobility by a factor of 5, 10 times and 8 times. Treatment of hens with PMSF 12 hours before PSP provides complete protection against Delayed Neurotoxicity (OPIDN), but treatment with PMSF 4 hours after PSP potentiates neurotoxic effects. At 1 or 10 mg/kg. Pretreatment with PMSF inhibited trio-cresyl phosphate (TOCP)-induced neurofilament (NF) degeneration and prevented organophosphate-induced delayed neuropathy (OPIDN) in hens. By inhibiting fatty acid amide hydrolase activity, PMSF can inhibit the canonical cannabinoid effect of Δ(9)-tetrahydrocannabinol (THC) or cannabinoid (AEA) in ICR mice.

α-toluenesulphonyl fluoride - Risk and Safety

Risk CodesR11 - Highly Flammable
R34 - Causes burns
R25 - Toxic if swallowed
R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
Safety DescriptionS7 - Keep container tightly closed.
S16 - Keep away from sources of ignition.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S28A -
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27 - Take off immediately all contaminated clothing.
UN IDsUN 3261 8/PG 2
WGK Germany3
RTECSXT8050000
FLUKA BRAND F CODES3-10-21
TSCAT
HS Code29241990
Hazard NoteHighly Toxic/Corrosive
Hazard Class8
Packing GroupIII
ToxicityLD50 (24 hr) in mice (mg/kg): 215 ±55 i.p. (Pinsky)

α-toluenesulphonyl fluoride - Reference

Reference
Show more
1. Lei tuqing, Deng Jianhua, Li Jianwen, etc. Effects of Bacillus subtilis on rearing of fly larvae and antibacterial protein [J]. Feed Industry, 2014, 35(10):51-51.
2. Chen Qingfeng, Ren Jiaxiu, Zhou Yihan, etc. Preliminary analysis of the primary and secondary factors affecting the enrichment of γ-aminobutyric acid in the processing of fermented soybean [J]. Chinese herbal medicine, 50 Vol. 11, 2019, pp. 2583-2588, ISTIC PKU CSCD CA.
3. Zhang Liping, Ji Shujuan. Effects of ethephon on aroma and key enzyme activities during aroma synthesis of Nanguo pear treated with 1-MCP during cold storage [J]. Food Science, 2013, 34(10):294-298.
4. Fan Yani, Wu Qunying, Qin Fengjuan. Effects of different doses of bevacizumab on tumor inhibition and immune function in nude mice bearing cervical cancer [J]. Journal of Clinical and Experimental Medicine, 2020,19(21):2257-2262.
5. Li Yue, Wang Ruibo, Guo Qingxia, Xu Xiaojun. Treatment of practical wastewater containing manganese, zinc and iron by PMS oxidation-electrocoagulation [J]. Modern chemical industry, 2020,40(S1):216-219.
6. Wang Xiaosong, Ma Lei, Liu Zhiying, Li Tuo, Zhu Han, Liu Dongyang, Shen Qirong. Cloning, expression and characterization of chitinase gene chi8 from Trichoderma sp. Gjau4742 [J]. Journal of Nanjing Agricultural University, 2021,44(01):111-118.
7. Zhang, li‐ping, et al. "Effects of 1‐methylcyclopropene on the Metabolic Pathways of Aroma‐Related Compounds in N anguo Pear." Journal of Food Processing and Preservation 38.4 (2014): 1749-1758.https://doi.org/10.1111/jfpp.12138
8. [IF=2.19] Li-Ping Zhang et al."Effects of 1-methylcyclopropene on the Metabolic Pathways of Aroma-Related Compounds in Nanguo Pear."J Food Process Pres. 2014 Aug;38(4):1749-1758
9. [IF=5.277] Na Li et al."A novel Bacillus cereus bacteriophage DLn1 and its endolysin as biocontrol agents against Bacillus cereus in milk."Int J Food Microbiol. 2022 May;369:109615
10. [IF=4.813] Zhao Puying et al."Characterization and heterologous expression of a novel Co2 -dependent leucyl aminopeptidase Amp0279 originating from Lysinibacillus sphaericus."Appl Microbiol Biot. 2022 Feb;106(3):1139-1149

α-toluenesulphonyl fluoride - Introduction

Condensation with carbonyl compounds to prepare olefins. Inhibitors of trypsin and chymotrypsin can inhibit serine proteases such as trypsin (trypsin) and chymotrypsin (chymotrypsin), as well as cysteine protease and acetylcholinesterase.
Last Update:2022-10-16 17:24:38

α-toluenesulphonyl fluoride - Reference Information

EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Biological activity PMSF (Phenylmethylsulfonyl Fluoride, Benzylsulfonyl fluoride) is an irreversible serine/cysteine protease inhibitor.
TargetValue
use can inhibit serine proteases such as trypsin (trypsin) and chymotrypsin (chymotrypsin), as well as cysteine protease and acetylcholinesterase. The effective concentration is 0.1-1mM.
Last Update:2024-04-09 21:32:05
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α-toluenesulphonyl fluoride
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