7-[(3S)-3-isothiocyanatopyrrolidin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide

• ChemBase ID: 156146
• Molecular Formular: C13H15N5O3S2
• Molecular Mass: 353.4199
• Monoisotopic Mass: 353.06163137
• SMILES: CN(C)S(=O)(=O)c1ccc(c2c1non2)N1CC[C@@H](C1)N=C=S
• Canonical SMILES: S=C=N[C@H]1CCN(C1)c1ccc(c2c1non2)S(=O)(=O)N(C)C
• InChI: InChI=1S/C13H15N5O3S2/c1-17(2)23(19,20)11-4-3-10(12-13(11)16-21-15-12)18-6-5-9(7-18)14-8-22/h3-4,9H,5-7H2,1-2H3/t9-/m0/s1
• InChIKey: YMXYIIXTKUQWPC-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(3S)-3-isothiocyanatopyrrolidin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide
• IUPAC Traditional name: 7-[(3S)-3-isothiocyanatopyrrolidin-1-yl]-N,N-dimethyl-2,1,3-benzoxadiazole-4-sulfonamide
• Synonyms: (S)-(+)-1-[7-(Dimethylaminosulfonyl)benzofurazan-4-yl]pyrrolidin-3-yl isothiocyanate; (S)-(+)-1-[7-(二甲基氨基磺酰基)苯并呋咱-4-基]吡咯烷-3-基异硫氰酸酯

Database IDs

• CAS Number: 163927-32-0
• MDL Number: MFCD00792588
• PubChem SID: 24889503; 162250284
• PubChem CID: 16218753

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.3310223
• LogD (pH = 7.4): 1.3310223
• Log P: 1.3310223
• Molar Refractivity: 90.4414 cm^3
• Polarizability: 35.471634 Å^3
• Polar Surface Area: 91.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 157-160 °C
• Fluorescence: λex 443 nm; λem 595 nm in 0.1 M phosphate pH 7.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C13H15N5O3S2