5-Bromo-2-(trifluoromethoxy)aniline

HCID 2779367

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Basic information

CAS: 886762-08-9
Standard SMILES: Nc1cc(Br)ccc1OC(F)(F)F
InChIKey: FOJWHUFRHXEUBA-UHFFFAOYSA-N
Molecular formula: C7H5BrF3NO
Average molar mass: 256.02 g/mol
Monoisotopic mass: 254.95066054

Names & identifiers

Preferred name: 5-Bromo-2-(trifluoromethoxy)aniline
IUPAC: 5-bromo-2-(trifluoromethoxy)aniline
English name: 5-Bromo-2-(trifluoromethoxy)aniline
Molecular formula: C7H5BrF3NO
Molecular weight: 256.02

Names & synonyms

5-bromo-2-(trifluoromethoxy)aniline886762-08-9DTXSID90381416RefChem:533095DTXCID70332441814-497-43-Amino-4-(trifluoromethoxy)BromoBenzeneMFCD040392425-bromo-2-trifluoromethoxyaniline5-Bromo-2-trifluoromethoxy-phenylamineSCHEMBL5263695-bromo-2-trifluoromethoxy aniline

Show more names

Benzenamine, 5-bromo-2-(trifluoromethoxy)-3-Amino-4-(trifluoromethoxy)bromobenzene98%

TD1079SBB1016542-trifluoromethoxy-5-bromo-phenylamineAKOS0158347832-Amino-4-bromo-trfluoromethoxybenzeneCS-W003143PS-74095-bromo-2-(trifluoromethoxy)phenylamine

Database identifiers

CAS: 886762-08-9
PubChem CID: 2779367
DTXSID: DTXSID90381416
EC Number: 814-497-4

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 35.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 176

Physicochemical properties

Boiling point: 230.2 · 230.2±35.0 °C(Predicted)
Density: 1.726 · 1.726±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
pka: 1.38 · 1.38±0.10(Predicted)
form: liquid
color: Pale yellow
InChI: InChI=1S/C7H5BrF3NO/c8-4-1-2-6(5(12)3-4)13-7(9,10)11/h1-3H,12H2
InChIKey: FOJWHUFRHXEUBA-UHFFFAOYSA-N
SMILES: C1(N)=CC(Br)=CC=C1OC(F)(F)F
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 260 · P260-P271-P280
Hazard Codes: Xi
RIDADR: 2811 · UN2811
HS Code: 2922500090 · 2922500090

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (90.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P280, P301+P316, P302+P352, P321, P330, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 31 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (90.3%)

Safety data

ridadr: UN2811
hs_code: 2922500090
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: Xi
Hazard statements: H315-H319-H335
Precautionary statements: P260-P271-P280

Chemistry & industry

Applications · 2 items

Description5-Bromo-2-(trifluoromethoxy)aniline has a wide range of applications in scientific research. It is used as a reagent in organic synthesis and as a catalyst in polymerization reactions. It is also used as a building block for the synthesis of other organic compounds, such as pharmaceuticals and agrochemicals. It is also used in the synthesis of heterocyclic compounds and in the preparation of metal complexes.

Uses5-Bromo-2-(trifluoromethoxy)aniline (5-BTA) is a drug with inhibitory activity against cell proliferation and has been shown to be effective in inhibiting the growth of certain cancer cells, such as those expressing tyrosine kinase isoforms. 5-BTA is also capable of blocking cell proliferation through inhibition of other enzymes (e.g., protein kinases). The oral Bioavailability of 5-BTA has been demonstrated in rats and mice. A2780 cells are human lung cancer cells with mutations in the gene encoding tyrosine kinase. Selectivity for tyrosine kinase isoforms was observed in vitro and in vivo.