TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- Product Name
- TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- CAS No.
- 58473-74-8
- Chemical Name
- TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- Synonyms
- D03513;cinromide;Cinromide (usan/inn);LABOTEST-BB LT00453193;m-Bromo-N-ethylcinnamamide;trans-m-Bromo-N-ethylcinnamamide;TRANS-3-BROMO-N-ETHYLCINNAMAMIDE;3-(3-Bromophenyl)-N-ethylacrylamide;(E)-3-(3-Bromophenyl)-N-ethylacrylamide;(e)-3-(3-bromophenyl)-n-ethyl-2-propenamide
- CBNumber
- CB2477363
- Molecular Formula
- C11H12BrNO
- Formula Weight
- 254.12
- MOL File
- 58473-74-8.mol
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Property
- Melting point:
- 89-91 °C(lit.)
- Boiling point:
- 417.5±45.0 °C(Predicted)
- Density
- 1.369±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.59±0.46(Predicted)
- color
- Pale Beige
- Merck
- 13,2334
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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
- C596463
- Product name
- Cinromide
- Packaging
- 10g
- Price
- $1015
- Updated
- 2021/12/16
- Product number
- HCH0067455
- Product name
- TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $1138.57
- Updated
- 2021/12/16
- Product number
- HCH0067455
- Product name
- TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $626.08
- Updated
- 2021/12/16
- Product number
- HCH0067455
- Product name
- TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $682.78
- Updated
- 2021/12/16
- Product number
- HCH0067455
- Product name
- TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $818.85
- Updated
- 2021/12/16
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Chemical Properties,Usage,Production
Originator
Cinromide,ZYF Pharm Chemical
Uses
bone resorption inhibitor, farnesyldiphosphate synthetase inhibitor, antimetastatic
Uses
Cinromide is an anticonvulsant.
Definition
ChEBI: Cinromide is a member of cinnamamides and a secondary carboxamide.
Manufacturing Process
3-Bromo-N-ethylcinnamamide:
I). A solution of trans-3-bromocinnamoyl chloride (12.3 g) in anhydrous
toluene (150 ml) was added slowly with stirring to a solution of ethylamine
(10 g) in dry ether (100 ml) at room temperature. The reaction mixture was
heated at reflux for 1 hour, and the solvent and excess amine were then
removed under reduced pressure. The residue was triturated with water,
filtered, and recrystallized from ethanol-water to give trans-3-bromo-Nethylcinnamamide, m.p. 89-90°C, as a white crystalline material. NMR and IR
spectra as well as elemental analysis were consistent with the assigned
II). trans-m-Bromocinnamic acid (14.8 g), ethanol (173 ml) and concentrated
sulfuric acid (0.4 ml) were combined and heated at reflux for 15 hours. About
150 ml of the ethanol was distilled off, and the remaining solution was poured
into ice/water (140 ml). The cold mixture was made strongly alkaline with
40% sodium hydroxide and extracted with methylene chloride (4x60 ml). The
combined methylene chloride extract was dried over anhydrous potassium
carbonate. The potassium carbonate was removed by filtration and the solvent
stripped off under reduced pressure. trans-ethyl-3-Bromocinnamate, was
obtained as a partially solidified oil. (IR spectrum was consistent with this
compound).
trans-Ethyl-3-bromocinnamate (8.4 g), ethylamine (6.7 g), methanol (18 ml)
and 4A molecular sieves (1 g) were combined and heated at reflux for ? hour.
The mixture was cooled to about 45°C and sodium methylate (0.6 g) added.
The mixture was then heated at reflux 1? hour and then cooled. It was
acidified with concentrated hydrochloric acid (12 ml). The sieves were
removed by filtration. Ice water was added to the filtrate to precipitate trans
3-bromo-N-ethylcinnamamide, m.p. 89-90°C (after recrystallization from
ethanol/water)
Therapeutic Function
Anticonvulsant, Antiepileptic
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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