3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yl acetate

• ChemBase ID: 159055
• Molecular Formular: C12H21NO4S2
• Molecular Mass: 307.42944
• Monoisotopic Mass: 307.09120016
• SMILES: C1(=CC(N(C1(C)C)OC(=O)C)(C)C)CSS(=O)(=O)C
• Canonical SMILES: CC(=O)ON1C(C)(C)C=C(C1(C)C)CSS(=O)(=O)C
• InChI: InChI=1S/C12H21NO4S2/c1-9(14)17-13-11(2,3)7-10(12(13,4)5)8-18-19(6,15)16/h7H,8H2,1-6H3
• InChIKey: CZMOVGVIRQJPNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yl acetate
• IUPAC Traditional name: 3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethylpyrrol-1-yl acetate
• Synonyms: Acetic Acid 2,5-Dihydro-2,2,5,5-tetramethyl-3-[[(methylsulfonyl)thio]methyl]-1H-pyrrol-1-yl Ester; Methanesulfonothioic Acid S-[[1-(Acetyloxy)-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-3-yl]methyl] Ester; (1-Acetoxy-2,2,5,5-tetramethyl-δ-3-pyrroline-3-methyl) Methanethiosulfonate

Database IDs

• CAS Number: 392718-69-3
• PubChem SID: 162253190
• PubChem CID: 29970620

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.71182257
• LogD (pH = 7.4): 0.7118588
• Log P: 0.7118593
• Molar Refractivity: 77.3812 cm^3
• Polarizability: 31.501337 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White to Light Yellow Solid
• Melting Point: 59-60°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A167900

A highly reactive thiol-specific spin-label analogue. The NO-acetylated diamagnetic form of MTSL (Cat. # O875000).

REFERENCES

• Altenbach, C., et al.: Biochem., 40, 15471 (2001)