2-aminofluorene

Names

[ CAS No. ]:
153-78-6

[ Name ]:
2-aminofluorene

[Synonym ]:
9H-Fluoren-2-amine
EINECS 205-817-8
2-aminofluorene
2-Amino fluorene
9H-Fluoren-2-ylamine
MFCD00001125
2-Fluorenamine

Biological Activity

[Description]:

2-Aminofluorene is a synthetic chemical insecticide. 2-Aminofluorene is a genotoxin. 2-Aminofluorene can be used in the research of DNA adduct structure, DNA repair, carcinogenesis, and mutagenesis[1][4].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

Research Areas >> Others

[In Vitro]

2-Aminofluorene (0-100 μM, 1-5 days) produces a dose-related suppression of the antibody response to sheep erythrocytes (SRBC), DNP-Ficoll, and LPS[2]. 2-Aminofluorene (0-100 μM, 3 days, spleen cells) produces suppression on lymphoproliferative responses to LPS and Con A[2].

[In Vivo]

2-Aminofluorene (60 mg/kg, i.p.) accumulates twice the 2-Aminofluorene-DNA adducts of slow acetylators (A/J) in rapid acetylator mice (C57BL/6J)[3]. 2-Aminofluorene (60 mg/kg, i.p.) forms significantly higher levels of DNA adducts in tumor-target organs than in non-target organs in acetylator congenic hamsters[4].

[References]

[1]. Heflich RH, et al. Genetic toxicity of 2-acetylaminofluorene, 2-aminofluorene and some of their metabolites and model metabolites. Mutat Res. 1994 Oct;318(2):73-114.

[2]. Kim BS, et al. Immunosuppressive effects of 2-acetylaminofluorene and 2-aminofluorene on murine splenocytes culture. Drug Chem Toxicol. 1989 Sep-Dec;12(3-4):297-311.

[3]. Levy GN, et al. 2-Aminofluorene-DNA adduct formation in acetylator congenic mouse lines. Carcinogenesis. 1989 Apr;10(4):705-9.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
379.3±21.0 °C at 760 mmHg

[ Melting Point ]:
124-128 °C(lit.)

[ Molecular Formula ]:
C₁₃H₁₁N

[ Molecular Weight ]:
181.233

[ Flash Point ]:
204.8±17.4 °C

[ Exact Mass ]:
181.089142

[ PSA ]:
26.02000

[ LogP ]:
2.88

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.697

[ Water Solubility ]:
<0.1 g/100 mL at 19.5 ºC

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LL5075000

CHEMICAL NAME :: Fluoren-2-amine

CAS REGISTRY NUMBER :: 153-78-6

BEILSTEIN REFERENCE NO. :: 1945861

LAST UPDATED :: 199710

DATA ITEMS CITED :: 69

MOLECULAR FORMULA :: C13-H11-N

MOLECULAR WEIGHT :: 181.25

WISWESSER LINE NOTATION :: L B656 HHJ EZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 132 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3600 mg/kg/32W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Sense Organs and Special Senses (Ear) - effect, not otherwise specified Skin and Appendages - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 240 mg/kg/73W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Liver - tumors Skin and Appendages - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 400 mg/kg/26W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - leukemia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg/47W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors Kidney, Ureter, Bladder - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 11 gm/kg/34W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors Gastrointestinal - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Implant

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4000 mg/kg/23W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3200 mg/kg/58W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors Kidney, Ureter, Bladder - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2420 mg/kg/23W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Liver - tumors Skin and Appendages - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Implant

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg/

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - tumors Tumorigenic - tumors at site of application

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 18 gm/kg/30W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1080 mg/kg/30W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Sense Organs and Special Senses (Ear) - effect, not otherwise specified Liver - tumors

TYPE OF TEST :: DNA repair

TYPE OF TEST :: DNA inhibition

TYPE OF TEST :: Mutation test systems - not otherwise specified

TYPE OF TEST :: Cytogenetic analysis

TYPE OF TEST :: Sperm Morphology

TYPE OF TEST :: Sister chromatid exchange

TYPE OF TEST :: Sister chromatid exchange

TYPE OF TEST :: Sister chromatid exchange

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - rabbit Lymphocyte

DOSE/DURATION :: 100 umol/L/30M

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 58,321,1978 *** REVIEWS *** TOXICOLOGY REVIEW 85CVA2 "Oncology 1970, Proceedings of the Tenth International Cancer Congress," Chicago, Year Book Medical Pub., 1971 Volume(issue)/page/year: 5,63,1970

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R40;R68

[ Safety Phrases ]:
S45-S36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
LL5075000

[ Packaging Group ]:
I; II; III

[ Hazard Class ]:
6.1

[ HS Code ]:
29214980

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 29214980

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Related Compounds

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