3-ethyl-2-[5-(3-ethyl-2,3-dihydro-1,3-benzothiazol-2-ylidene)penta-1,3-dien-1-yl]-1,3-benzothiazol-3-ium iodide

• ChemBase ID: 130424
• Molecular Formular: C23H23IN2S2
• Molecular Mass: 518.47659
• Monoisotopic Mass: 518.03473875
• SMILES: [I-].s1c2ccccc2n(/c/1=C/C=C/C=C/c1sc2ccccc2[n+]1CC)CC
• Canonical SMILES: CC[n+]1c(/C=C/C=C/C=c/2\sc3c(n2CC)cccc3)sc2c1cccc2.[I-]
• InChI: InChI=1S/C23H23N2S2.HI/c1-3-24-18-12-8-10-14-20(18)26-22(24)16-6-5-7-17-23-25(4-2)19-13-9-11-15-21(19)27-23;/h5-17H,3-4H2,1-2H3;1H/q+1;/p-1
• InChIKey: MNQDKWZEUULFPX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethyl-2-[5-(3-ethyl-2,3-dihydro-1,3-benzothiazol-2-ylidene)penta-1,3-dien-1-yl]-1,3-benzothiazol-3-ium iodide; 3-ethyl-2-[(1E,3E)-5-[(2Z)-3-ethyl-2,3-dihydro-1,3-benzothiazol-2-ylidene]penta-1,3-dien-1-yl]-1,3-benzothiazol-3-ium iodide
• IUPAC Systematic name: 3-ethyl-2-[(1E,3E,5Z)-5-(3-ethyl-1,3-benzothiazol-2(3H)-ylidene)penta-1,3-dien-1-yl]-1,3-benzothiazol-3-ium iodide
• IUPAC Traditional name: dithiazanine iodide; 3-ethyl-2-[(1E,3E)-5-[(2Z)-3-ethyl-1,3-benzothiazol-2-ylidene]penta-1,3-dien-1-yl]-1,3-benzothiazol-3-ium iodide
• Synonyms: DTDCI; DiSC2(5); 3-Ethyl-2-[5-(3-ethyl-2(3H)-benzothiazolylidene)-1,3-pentadienyl]benzothiazolium iodide; 3,3′-Diethylthiadicarbocyanine iodide; Dithiazanine iodide; 3-乙基-2-[5-(3-乙基-2(3H)-苯并噻唑亚基)-1,3-戊二烯]苯并噻唑碘化物; 3,3'-二乙基硫二碳碘化氰

Database IDs

• CAS Number: 514-73-8
• EC Number: 208-186-7
• MDL Number: MFCD00074829
• Beilstein Number: 3838938
• PubChem SID: 24850469; 162224703; 24859507
• PubChem CID: 5702697
• CHEMBL: 421701
• Chemspider ID: 4642986
• Wikipedia Title: Dithiazanine_iodide

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.5172937
• LogD (pH = 7.4): 2.5172937
• Log P: 2.5172937
• Molar Refractivity: 142.4366 cm^3
• Polarizability: 46.705452 Å^3
• Polar Surface Area: 7.12 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Green crystals
• Melting Point: 248°C (478.4°F) Decomposes at; 249 °C (dec.)(lit.)
• Absorption Wavelength: λmax 655 nm
• Fluorescence: λex 605 nm; λem 700 nm in phosphate buffer/SDS pH 7.0

Safety Information

• RTECS: DL7060000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 28-36/37/38
• Safety Statements: 26-28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H315-H319-H335
• GHS Precautionary statements: P261-P264-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: 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
• RID/ADR: UN 2811 6.1/PG 2

Product Information

• Purity: ≥98.5% (HPCE)
• Grade: for fluorescence
• Compostion: Dye content, 98%
• Empirical Formula (Hill Notation): C23H23IN2S2

DETAILS

Sigma Aldrich - 173754

Packaging
1 g in glass bottle

Sigma Aldrich - 32540

Other Notes
Potential sensitive probe. Fluorometric analysis of transferable membrane pores1; Effects of membrane potential on Na cotransports in eel intestinal brush-border membrane vesicles2