3,8-Diamino-1-ethyl-6-phenylphe-nantridinium-bromid
Ethidium bromide
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Grundinformationen
- CAS
1239-45-8- Standard-SMILES
Br.CCn1c2cc(=N)ccc-2c2ccc(N)cc2c1-c1ccccc1- InChIKey
ZMMJGEGLRURXTF-UHFFFAOYSA-N- Summenformel
- C21H20BrN3
- Durchschnittliche Molmasse
- 394,32 g/mol
Namen und Bezeichner
- Bevorzugter Name
- Ethidium bromide
- Lokaler Name
- 3,8-Diamino-1-ethyl-6-phenylphe-nantridinium-bromid
- Englischer Name
- Ethidium bromide
- Summenformel
- C21H20BrN3
- Molmasse
- 394.32
Namen und Synonyme
ETBREthidium bromide solutionHOMIDIUM BROMIDEHomidiumRd1572Dromilac-Cellstain-EbEthD (bromide)Ethidium BrmideETHIDIUM BROMIDE
Datenbank-Bezeichner
- CAS
1239-45-8- PubChem CID
- 53630235
Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 260 · 260-262 °C (dec.)(lit.)
- Dichte
- 1.3739 · 1.3739 (rough estimate)
- Brechungsindex
- 1.67 · 1.6700 (estimate)
- Flammpunkt
- 100 °C · >100°C
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: 10 mg/mL, opaque, strongly red
- Aggregatzustand
- powder
- Farbe
- Red to dark purple
- PH
- 4.4 · 4.4 (20°C, 10g/L in H2O)
- Geruch (Odor)
- Odorless solid
- Wasserlöslichkeit
- 40 g/L · 40 g/L (25 ºC)
- Merck
- 14 · 14,4731
- BRN
- 3642536 · 3642536
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Major Application
- Electroluminescent displays;photoresists
- InChI
- 1S/C21H19N3.BrH/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14;/h3-13,23H,2,22H2,1H3;1H
- InChIKey
- ZMMJGEGLRURXTF-UHFFFAOYSA-N
- SMILES
- [Br-].CC[n+]1c(-c2ccccc2)c3cc(N)ccc3c4ccc(N)cc14
- CAS Datenbank
- 1239 · 1239-45-8(CAS DataBase Reference)
- EPA chemische Informationen
- 3 · Phenanthridinium, 3,8-diamino-5-ethyl-6-phenyl-, bromide (1239-45-8)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 8-9
- wgk
- 3
- ridadr
- UN 2811 6.1/PG 1
- hs_code
- 29339990
- RTECS-Nr.
- SF7950000
- risk_code
- 23-68-36/37/38-26-21/22-22
- Toxizität
- Intercalating dye widely used to stain DNA in gels and gradients. The DNA can be visualized readily by irradiation with ultraviolet light, as little as 0.5 μg of DNA being detectable by such methods. Ethidium bromide is also added to cesium chloride density gradients, since as an intercalating molecule it binds more readily to linear DNA than to closed collinear circles of DNA (such as plasmids). Binding of ethidium bromide reduces the density of DNA, thus covalent circles of DNA have higher densities at saturating concentrations of ethidium bromide, permitting the separation of plasmid DNA. Ethidium bromide is a putative carcinogen.
- hazard_code
- T,T+
- safety_code
- 36/37-45-36/37/39-28A-26-22-28-63
- hazard_class
- 6.1
- packing_group
- I
- Speicherklasse
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Giftige Stoffe Daten
- 1239-45-8(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 4 OralMuta. 2
Chemie und Industrie
Anwendungen
VerwendenEthidium bromide (EtBr) is the most commonly used nucleic acid stain for PAGE or agarose gel electrophoresis. The fluorescence of EtBr increases 21-fold upon binding to double-stranded RNA and 25-fold on binding double-stranded DNA so that destaining the background is not necessary with a low stain concentration (10 μg/ml). Ethidium bromide has been used in a number of fluorimetric assays for nucleic acids. It has been shown to bind to single-stranded DNA (although not as strongly) and triple-stranded DNA. Because of its ability to bind to DNA, EtBr is an inhibitor of DNA polymerase. Antiprotozoal (Trypanosoma).
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