5-BROMO-NAPHTHALEN-1-YLAMINE
- Product Name
- 5-BROMO-NAPHTHALEN-1-YLAMINE
- CAS No.
- 4766-33-0
- Chemical Name
- 5-BROMO-NAPHTHALEN-1-YLAMINE
- Synonyms
- 5-bromonaphthalen-1-amine;5-Bromo-1-naphthylamine;5-Bromo-1-naphthalenamine;1-NaphthalenaMine,5-broMo-;-BROMO-NAPHTHALEN-1-YLAMINE;5-BROMO-NAPHTHALEN-1-YLAMINE;5-Bromo-naphthalen-1-ylamine, CAS 4766-33-0
- CBNumber
- CB7448225
- Molecular Formula
- C10H8BrN
- Formula Weight
- 222.08
- MOL File
- 4766-33-0.mol
5-BROMO-NAPHTHALEN-1-YLAMINE Property
- Melting point:
- 66-68°C
- Boiling point:
- 156-158 °C(Press: 1.4 Torr)
- Density
- 1.5199 (rough estimate)
- refractive index
- 1.5870 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Very Slightly)
- form
- Solid
- pka
- 3.35±0.10(Predicted)
- color
- Dark Brown to Very Dark Brown
- InChI
- InChI=1S/C10H8BrN/c11-9-5-1-4-8-7(9)3-2-6-10(8)12/h1-6H,12H2
- InChIKey
- VNPCNUAYDOLBDR-UHFFFAOYSA-N
- SMILES
- C1(N)=C2C(C(Br)=CC=C2)=CC=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B686583
- Product name
- 5-Bromonaphthalen-1-amine
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FB29866
- Product name
- 5-Bromo-naphthalen-1-ylamine
- Packaging
- 1g
- Price
- $85
- Updated
- 2021/12/16
- Product number
- 118148
- Product name
- 5-Bromonaphthalen-1-amine
- Packaging
- 25g
- Price
- $519
- Updated
- 2021/12/16
- Product number
- 3630-9-X6
- Product name
- 1-Amino-5-bromonaphthalene
- Purity
- 95%
- Packaging
- 25g
- Price
- $202
- Updated
- 2021/12/16
- Product number
- FB29866
- Product name
- 5-Bromo-naphthalen-1-ylamine
- Packaging
- 5G
- Price
- $275
- Updated
- 2021/12/16
5-BROMO-NAPHTHALEN-1-YLAMINE Chemical Properties,Usage,Production
Uses
5-Bromonaphthalen-1-amine has inhibitory activity against KRAS G12D mutation.
Synthesis
5328-76-7
4766-33-0
Synthesis of 5-amino-1-bromonaphthalene (B): 5-nitro-1-bromonaphthalene (A) (2.5 g, 10 mmol) was dissolved in a solvent mixture of EtOH/AcOH/dioxane/H2O (2:2:2:1, 30 mL). To this solution was added iron powder (5.6 g, 100 mmol) and 2 drops of 2N HCl. The reaction mixture was stirred at 100 °C for 2 h. The reaction was completed by evaporation and removal of the solvent. After completion of the reaction, the solvent was removed by evaporation and the residue was dissolved in 100 mL of dichloromethane (DCM), washed with 5% NaHCO3 solution (3 x 30 mL) and dried over anhydrous Na2SO4. After evaporation of the solvent, the crude product was purified by silica gel column chromatography using DCM/hexane (1:1) as eluent to afford compound B as a white powder (3.0 g, 97% yield). Melting point 65-66 °C. 1H NMR (400 MHz, CDCl3) δ 7.79 (d, J = 8.8 Hz, 1H), 7.76 (d, J = 8.0 Hz, 1H), 7.71 (d, J = 8.4 Hz, 1H), 7.39 (t, J = 7.6 Hz, 1H), 7.28 (t, J = 7.2 Hz, 1H), 6.83 (d J = 7.2 Hz, 1H), 4.18 (s, 2H); 13C NMR (100 MHz, CDCl3) δ 142.5, 133.0, 130.4, 128.0, 125.1, 125.0, 123.9, 121.0, 118.4, 110.9; ESI-MS (m/z) calculated values C10H9BrN [M+ H]+ 222.0, measured value 222.1.Elemental analysis calculated values (C10H8BrN): C, 54.08; H, 3.63; N, 6.31.Measured values: C, 53.81; H, 3.46; N, 6.11.
References
[1] New Journal of Chemistry, 2005, vol. 29, # 4, p. 579 - 586
[2] Patent: US2007/274922, 2007, A1
[3] Journal of Organic Chemistry, 2017, vol. 82, # 7, p. 3873 - 3879
[4] Organic Letters, 2018, vol. 20, # 4, p. 1261 - 1264
[5] Patent: US2018/223102, 2018, A1. Location in patent: Paragraph 0260-0262
5-BROMO-NAPHTHALEN-1-YLAMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-BROMO-NAPHTHALEN-1-YLAMINE manufacturers
- Product
- 5-Bromonaphthalen-1-amine 4766-33-0
- Price
- US $2.20-8.80/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 1000kg
- Release date
- 2025-06-17
- Product
- 5-Bromonaphthalen-1-amine 4766-33-0
- Price
- US $1.00-22.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100000KG
- Release date
- 2024-07-17