HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Amino-9-ethylcarbazol
AEC · 9-ETHYLCARBAZOL-3-AMINE · 9-Ethyl-9H-carbazol-3-amine · 9H-Carbazol-3-amine, 9-ethyl- · 3AC · 50X · AEC, 50X · AEC BUFFER
Identifikatoren & physikalische Daten
| CAS No. | 132-32-1 |
|---|---|
| Summenformel | C14H14N2 |
| Durchschnittliche Molmasse | 210,27 g/mol |
| Monoisotopische Masse | 210,11569845 g/mol |
| SMILES | CCn1c2ccccc2c2cc(N)ccc21 |
| InChIKey | OXEUETBFKVCRNP-UHFFFAOYSA-N |
| PubChem CID | 8588 |
| ChEMBL | CHEMBL327035 |
| ChEBI | CHEBI:122149 |
| EC No. | 205-057-7 |
| DTXSID | DTXSID1030319 |
| Lokaler Name | 3-Amino-9-ethylcarbazol |
Chemische & physikalische Eigenschaften
| XLogP | 3 |
|---|---|
| Polarare Oberfläche (TPSA) | 31 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 253 |
| Polymers | Nitrogen Compounds -> Amines, Polyaromatic |
| Color/Form | Crystalline compound |
| Löslichkeit | less than 1 mg/mL at 68 °F (NTP, 1992)Chloroform (Sparingly), Methanol (Slightly) |
| Decomposition | When heated to decomposition it emits toxic fumes of /oxides of nitrogen/. |
| Schmelzpunkt | 208 to 212 °F (NTP, 1992)127 °C85-88 °C(lit.) |
| Physical Description | 3-amino-9-ethylcarbazole is a tan powder. (NTP, 1992)Tan solid[CAMEO] Powder or lumps[MSDSonline] |
| Siedepunkt | 355C |
| Dichte | 1,15g/cm |
| Brechungsindex | 1.6180 (estimate) |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 4.99±0.30(Predicted) |
| Aggregatzustand | tablet |
| Farbe | Brown to Very Dark Brown |
| BRN | 174969 |
| InChI | InChI=1S/C14H14N2/c1-2-16-13-6-4-3-5-11(13)12-9-10(15)7-8-14(12)16/h3-9H,2,15H2,1H3 |
| InChIKey | OXEUETBFKVCRNP-UHFFFAOYSA-N |
| SMILES | N1(CC)C2=C(C=CC=C2)C2=C1C=CC(N)=C2 |
| CAS Datenbank | 132-32-1(CAS DataBase Reference) |
| NIST chemische Informationen | 9H-carbazol-3-amine, 9-ethyl-(132-32-1) |
| EPA chemische Informationen | 3-Amino-9-ethylcarbazole (132-32-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH350: May cause cancer [Danger Carcinogenicity]P203, P280, P318, P405, and P501 (click each P-code to see the statement)H301 (81.5%): Toxic if swallowed [Danger Acute toxicity, oral]P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement) |
|---|---|
| Regulatorische Informationen | Hazard Traits - Carcinogenicity9H-Carbazol-3-amine, 9-ethyl-: Does not have an individual approval but may be used under an appropriate group standard |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Gesundheitsgefahren | ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992) |
| Gefahrenübersicht | Oral LD50 (rats) = 144 mg/kg[HSDB] An irritant[MSDSonline] Could be carcinogenic for man but not conclusive because of insufficient data[MAK] |
| Reaktive Gruppe | Amines, Aromatic |
| Special Reports | Bioassay of 3-Amino-9-ethylcarbizole hydrochloride for Possible Carcinogenicity (1978) Technical Rpt Series No. 93 DHEW Pub No. (NIH) 78-1337, U.S. Department of Health Education and Welfare, National Cancer Institute, Bethesda, MD 20014 /3-Amino-9-ethylcarbizole hydrochloride/ |
| Reactivity Profile | 3-AMINO-9-ETHYLCARBAZOLE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 3 (81.5%)Carcinogenicity - category 1BAcute toxicity (Oral) - Category 3Carc. 1B |
| Brandbekämpfung | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then dampen the solid spill material with toluene, then transfer the dampened material to a suitable container. Use absorbent paper dampened with toluene to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash all contaminated surfaces with toluene followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992) |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=132-32-1]The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. /3-Amino-9-ethylcarbazole hydrochloride/ [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=6109-97-3] |
| Probable Routes of Human Exposure | Plant workers engaged in the manufacture of this compound and its use in pigment manufacture. Laboratory workers using this material in colorimetric enzyme assays and as a biological stain. |
| National Toxicology Program Studies | A bioassay of 3-amino-9-ethylcarbazole hydrochloride for possible carcinogenicity was conducted by administering the test chemical in the feed to Fischer 344 rats and B6C3F1 mice. Both the free amine form and the hydrochloride salt were used. Groups of 50 rats of each sex and 50 mice of each sex were admin the test cmpd at one of two doses, either 800 or 2,000 ppm for the rats and either 800 or 1,200 ppm for mice, for 78 wk. The rats were then observed for an additional 26-29 wk, and mice for an additional 16-17 wk. Controls consisted of groups of 50 untreated rats of each sex and 50 untreated mice of each sexseparate controls were used for the groups of animals administered the different doses. All surviving rats were /sacrificed/ at 104-110 wkall surviving mice were /sacrificed/ at 94-97 wk. ... Under the conditions of this bioassay, 3-amino-9-ethylcarbazole hydrochloride was carcinogenic for the liver, inducing hepatocellular carcinomas in Fischer 344 rats and B6C3F1 mice of both sexes. Other tumors induced in the rats were carcinomas or papillomas of the integumentary system in males, carcinomas of the Zymbal's gland of the ear in males and females, and adenocarcinomas of the uterus. Levels of Evidence of Carcinogenicity: Male Rats: PositiveFemale Rats: PositiveMale Mice: PositiveFemale Mice: Positive. /3-Amino-9-ethylcarbazole hydrochloride/ |
| Non-Human Toxicity Values | LD50 Rat oral 144 mg/kgLD50 Mouse ip 150 mg/kg |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2811 6.1/PG 3 |
| Zollcode | 29339900 |
| RTECS-Nr. | FE3590000 |
| R-Sätze (R) | 25-36/37/38-40-23/24/25-45 |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 45-36/37/39-26-22-53 |
| Gefahrenklasse | 6.1Acute Tox. 3 OralCarc. 1B |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Gefahrstoffdaten | 132-32-1(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
3-Amino-9-ethylcarbazole (AEC) has been used as a chromogen in immunohistochemistry to visualize the cells. It has also been used as a substrate in enzyme-linked immune absorbent spot (ELISpot).
Herstellung & Synthese
synthetische
Prepared by reducing 3-nitro-N-ethylcarbazole with sodium sulfide.