phenylmethanesulfonyl fluoride

• ChemBase ID: 9747
• Molecular Formular: C7H7FO2S
• Molecular Mass: 174.1926832
• Monoisotopic Mass: 174.01507868
• SMILES: c1(ccccc1)CS(=O)(=O)F
• Canonical SMILES: FS(=O)(=O)Cc1ccccc1
• InChI: InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
• InChIKey: YBYRMVIVWMBXKQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: phenylmethanesulfonyl fluoride
• IUPAC Traditional name: phenylmethylsulfonyl fluoride
• Synonyms: α-Toluenesulfonyl fluoride; PMSF; alpha-(Fluorosulphonyl)toluene; Phenylmethanesulphonyl fluoride 99%; α-Toluenesulfonyl fluoride; Phenylmethylsulfonyl fluoride; Benzylsulfonyl fluoride; Phenylmethanesulfonyl fluoride solution; PHENYLMETHYLSULFONYLFLUORIDE; PMSF; Phenylmethanesulfonyl fluoride; Alpha-toluenesulfonyl fluoride; alpha-Toluenesulfonyl fluoride; phenylmethanesulfonyl fluoride; PMSF (Phenylmethylsulfonyl Fluoride); Phenylmethanesulfonyl fluoride; α-toluenesulfonyl fluoride; PHENYLMETHYLSULFONYL FLUORIDE; 苯甲磺酰氟 溶液; α-甲苯磺酰氟; 苄磺酰氟; 苯甲基磺酰氟; 苯甲磺酰氟; α-对甲苯磺酰氟

Database IDs

• CAS Number: 329-98-6
• EC Number: 206-350-2
• MDL Number: MFCD00007424
• Beilstein Number: 2088311
• PubChem SID: 24889896; 160973054; 24898863; 24887374
• PubChem CID: 4784
• CHEBI ID: 8102
• CHEMBL: 190503
• Chemspider ID: 4620
• KEGG ID: C06747
• MeSH Name: Phenylmethylsulfonyl+fluoride
• Wikipedia Title: PMSF

CALCULATED PROPERTIES

• Acid pKa: 18.608814
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3940958
• LogD (pH = 7.4): 1.3940958
• Log P: 1.3940958
• Molar Refractivity: 40.2046 cm^3
• Polarizability: 16.125444 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: dry solvents (ethanol, methanol, and 2-propanol): soluble200 mM (Stock solution are stable for months at 4°C.); H2O: unstable
• Apperance: Crystal
• Melting Point: 91 - 93°C; 92-94°C; 92-94°C; 92-95 °C
• Flash Point: 12 °C; 53.6 °F
• Density: 0.797 g/mL at 20 °C
• Hydrophobicity(logP): 1.824

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Moisture Sensitive; TOXIC, CORROSIVE; Toxic/Corrosive/Moisture Sensitive/Store under Argon
• RTECS: XT8040000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1170; 2811; 2923; 2928; UN2923
• German water hazard class: 2; 3
• Hazard Class: 3; 6.1; 8
• Packing Group: 2; II; III
• Australian Hazchem: 2XE
• Risk Statements: 11; 25-34; R:25
• Safety Statements: 16; 26-36/37/39-45; S:28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: true; 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H315-H319; H301-H314; H301-H314-H318
• GHS Precautionary statements: P210-P305 + P351 + P338; P260-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2; UN 2928 6.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: >98%; >99%; ≥98.5% (GC); ≥99.0% (T); 95%; 99%
• Concentration: ~0.1 M in ethanol (T)
• Grade: REAGENT
• Salt Data: Free Base
• Impurities: ≤0.1% water
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C7H7FO2S

DETAILS

MP Biomedicals - 02195381

Crystalline
Purity: >99%
Protease inhibitor. A relatively safe substitute for toxic di-isopropylfluorophosphate. Inhibits mammalian acetyl cholinesterase, but not those from fish sources.

MP Biomedicals - 04800263

Reagent Grade Purity: >98% Inhibitor of trypsin, chymotrypsin and protease.

Apollo Scientific Ltd - PC6222M

Inhibitor of Serine proteases: Toxicity LD50 <500mg/kgAffords alkenes via reaction with carbonyl compounds

Sigma Aldrich - P7626

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
抑制丝氨酸蛋白酶如胰蛋白酶和胰凝乳蛋白酶。也可抑制半胱氨酸蛋白酶（通过还原硫醇可逆）以及哺乳动物乙酰胆碱酯酶。不如 DFP 有效或毒性强。有效浓度 0.1-1mM。pH 为 7.5 时半衰期为 1 小时。
包装
1, 5, 25, 100 g in glass bottle
250 mg in glass bottle
Biochem/physiol Actions
Administration of PMSF produces analgesia unrelated to its anticholinesterase effect, and prolongs the analagesic effect of centrally administered β-endorphin.1

Sigma Aldrich - 93482

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Administration of PMSF produces analgesia unrelated to its anticholinesterase effect, and prolongs the analagesic effect of centrally administered β-endorphin.1

Sigma Aldrich - 78830

Other Notes
Specific trypsin and chymotrypsin inhibitor.1 Less toxic substitute for diisopropylfluorophosphate. Potentiates the effects of ischemia on brain mitochondria through its inhibition of phospholipase C.2
Specific trypsin and chymotrypsin inhibitor1; Less toxic substitute for diisopropylfluorophosphate. Potentiates the effects of ischemia on brain mitochondria through its inhibition of phospholipase C.2

REFERENCES

• Fahrney, D.E. and Gold, A.M., J. Am. Chem. Soc., 85: 997 (1963).
• Moss, D.E. and Fahrney, D.E., Biochem. Pharmacology, 27: 2693 (1978).
• Turini, P., et al., J. Pharmacol. Exp. Ther., 167: 98 (1969).